Exact Mass: 352.2548

Exact Mass Matches: 352.2548

Found 500 metabolites which its exact mass value is equals to given mass value 352.2548, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Prostaglandin E2

(5Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


The naturally occurring prostaglandin E2 (PGE2) is known in medicine as dinoprostone, and it is the most common and most biologically active of the mammalian prostaglandins. It has important effects during labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bones mineralized matrix). PGE2 is also the prostaglandin that ultimately induces fever. PGE2 has been shown to increase vasodilation and cAMP production, enhance the effects of bradykinin and histamine, and induce uterine contractions and platelet aggregation. PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus, decreasing T-cell proliferation and lymphocyte migration, and activating the secretion of IL-1α and IL-2. PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation, and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC). PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype (PMID:16978535). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent and are able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis through receptor-mediated G-protein linked signalling pathways. Dinoprostone is a naturally occurring prostaglandin E2 (PGE2) and the most common and most biologically active of the mammalian prostaglandins. It has important effects in labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bones mineralized matrix). PGE2 has been shown to increase vasodilation and cAMP production, to enhance the effects of bradykinin and histamine, induction of uterine contractions and of platelet aggregation. PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus; decreasing T-cell proliferation and lymphocyte migration and activating the secretion of IL-1α and IL-2. PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC), and PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype. (PMID: 16978535) G - Genito urinary system and sex hormones > G02 - Other gynecologicals > G02A - Uterotonics > G02AD - Prostaglandins Chemical was purchased from CAY14010, (Lot 0410966-34); Diagnostic ions: 351.8, 333.1, 271.1, 188.9 D012102 - Reproductive Control Agents > D010120 - Oxytocics C78568 - Prostaglandin Analogue Prostaglandin E2 (PGE2) is a hormone-like substance that participate in a wide range of body functions such as the contraction and relaxation of smooth muscle, the dilation and constriction of blood vessels, control of blood pressure, and modulation of inflammation.

   

20-hydroxy LTB4

5S,12R,20-trihydroxy-6Z,8E,10E,14Z-eicosatetraenoic acid

C20H32O5 (352.225)


   

Lipoxin A4

(7E,9E,11Z,13E)-(5S,6R,15S)-5,6,15-Trihydroxyicosa-7,9,11,13-tetraenoic acid

C20H32O5 (352.225)


Lipoxin A4 (LXA4) was first identified in 1984 by Serhan and colleagues as 5-lipoxygenase interaction product of activated leukocytes. Endogenous transcellular biosynthesis of LXA4 occurs via interaction of leukocytes with epithelium, endothelium or platelets. Lipoxins (LXs) or the lipoxygenase interaction products are generated from arachidonic acid via sequential actions of lipoxygenases and subsequent reactions to give specific trihydroxytetraene-containing eicosanoids. These unique structures are formed during cell-cell interactions and appear to act at both temporal and spatially distinct sites from other eicosanoids produced during the course of inflammatory responses and to stimulate natural resolution. Lipoxin A4 (LXA4) and lipoxin B4 (LXB4) are positional isomers that each possesses potent cellular and in vivo actions. These LX structures are conserved across species. The results of numerous studies reviewed in this work now confirm that they are the first recognized eicosanoid chemical mediators that display both potent anti-inflammatory and pro-resolving actions in vivo in disease models that include rabbit, rat, and mouse systems. LXs act at specific GPCRs as agonists to regulate cellular responses of interest in inflammation and resolution. Aspirin has a direct impact in the LX circuit by triggering the biosynthesis of endogenous epimers of LX, termed the aspirin-triggered 15-epi-LX, that share the potent anti-inflammatory actions of LX. (PMID: 16005201, 16613568). Lipoxin A4 (LXA4) was first identified in 1984 by Serhan and colleagues as 5-lipoxygenase interaction product of activated leukocytes. Endogenous transcellular biosynthesis of LXA4 occurs via interaction of leukocytes with epithelium, endothelium or platelets. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents

   

Prostaglandin D2

(5Z)-7-[(1R,2R,5S)-5-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-3-oxocyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


Prostaglandin D2 (or PGD2) is a prostaglandin that is actively produced in various organs such as the brain, spleen, thymus, bone marrow, uterus, ovary, oviduct, testis, prostate and epididymis, and is involved in many physiological events. PGD2 binds to the prostaglandin D2 receptor (PTGDR) which is a G-protein-coupled receptor. Its activity is mainly mediated by G-S proteins that stimulate adenylate cyclase resulting in an elevation of intracellular cAMP and Ca2+. PGD2 promotes sleep; regulates body temperature, olfactory function, hormone release, and nociception in the central nervous system; prevents platelet aggregation; and induces vasodilation and bronchoconstriction. PGD2 is also released from mast cells as an allergic and inflammatory mediator. Prostaglandin H2 is an unstable intermediate formed from PGG2 by the action of cyclooxygenase (COX) in the arachidonate cascade. In mammalian systems, it is efficiently converted into more stable arachidonate metabolites, such as PGD2, PGE2, PGF2a by the action of three groups of enzymes, PGD synthases (PGDS), PGE synthases and PGF synthases, respectively. PGDS catalyzes the isomerization of PGH2 to PGD2. Two types of PGD2 synthase are known. Lipocalin-type PGD synthase is present in cerebrospinal fluid, seminal plasma and may play an important role in male reproduction. Another PGD synthase, hematopoietic PGD synthase is present in the spleen, fallopian tube, endometrial gland cells, extravillous trophoblasts and villous trophoblasts, and perhaps plays an important role in female reproduction. Recent studies demonstrate that PGD2 is probably involved in multiple aspects of inflammation through its dual receptor systems, DP and CRTH2. (PMID:12148545)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. Prostaglandin D2 (or PGD2) is a prostaglandin that is actively produced in various organs such as the brain, spleen, thymus, bone marrow, uterus, ovary, oviduct, testis, prostate and epididymis, and is involved in many physiological events. PGD2 binds to the prostaglandin D2 receptor (PTGDR) which is a G-protein-coupled receptor. Its activity is mainly mediated by G-S proteins that stimulate adenylate cyclase resulting in an elevation of intracellular cAMP and Ca2+. PGD2 promotes sleep; regulates body temperature, olfactory function, hormone release, and nociception in the central nervous system; prevents platelet aggregation; and induces vasodilation and bronchoconstriction. PGD2 is also released from mast cells as an allergic and inflammatory mediator. Chemical was purchased from CAY 12010, (Lot 0436713-1); Diagnostic ions: 351.1, 333.0, 271.3, 233.1, 189.1

   

Prostaglandin I2

5-[(3aR,4R,5R,6aS)-5-hydroxy-4-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-hexahydro-2H-cyclopenta[b]furan-2-ylidene]pentanoic acid

C20H32O5 (352.225)


Prostaglandin I2 or prostacyclin (or PGI2) is a member of the family of lipid molecules known as eicosanoids. It is produced in endothelial cells from prostaglandin H2 (PGH2) by the action of the enzyme prostacyclin synthase. It is a powerful vasodilator and inhibits platelet aggregation. Prostaglandin I2 is the main prostaglandin synthesized by the blood vessel wall. This suggests that it may play an important role in limiting platelet-mediated thrombosis. In particular, prostacyclin (PGI2) chiefly prevents formation of the platelet plug involved in primary hemostasis (a part of blood clot formation). The sodium salt (known as epoprostenol) has been used to treat primary pulmonary hypertension. Prostacyclin (PGI2) is released by healthy endothelial cells and performs its function through a paracrine signaling cascade that involves G protein-coupled receptors on nearby platelets and endothelial cells. The platelet Gs protein-coupled receptor (prostacyclin receptor) is activated when it binds to PGI2. This activation, in turn, signals adenylyl cyclase to produce cAMP. cAMP goes on to inhibit any undue platelet activation (in order to promote circulation) and also counteracts any increase in cytosolic calcium levels which would result from thromboxane A2 (TXA2) binding (leading to platelet activation and subsequent coagulation). PGI2 also binds to endothelial prostacyclin receptors and in the same manner raise cAMP levels in the cytosol. This cAMP then goes on to activate protein kinase A (PKA). PKA then continues the cascade by inhibiting myosin light-chain kinase which leads to smooth muscle relaxation and vasodilation. Notably, PGI2 and TXA2 work as antagonists. PGI2 is stable in basic buffers (pH=8), but it is rapidly hydrolyzed to 6-keto PGF1alpha in neutral or acidic solutions. The half-life is short both in vivo and in vitro, ranging from 30 seconds to a few minutes. PGI2 is administered by continuous infusion in humans for the treatment of idiopathic pulmonary hypertension.Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. Prostaglandin I2 or prostacyclin (or PGI2) is a member of the family of lipid molecules known as eicosanoids. It is produced in endothelial cells from prostaglandin H2 (PGH2) by the action of the enzyme prostacyclin synthase. It is a powerful vasodilator and inhibits platelet aggregation. Prostaglandin I2 is the main prostaglandin synthesized by the blood vessel wall. This suggests that it may play an important role in limiting platelet-mediated thrombosis. In particular, prostacyclin (PGI2) chiefly prevents formation of the platelet plug involved in primary hemostasis (a part of blood clot formation). The sodium salt (known as epoprostenol) has been used to treat primary pulmonary hypertension. Prostacyclin (PGI2) is released by healthy endothelial cells and performs its function through a paracrine signaling cascade that involves G protein-coupled receptors on nearby platelets and endothelial cells. The platelet Gs protein-coupled receptor (prostacyclin receptor) is activated when it binds to PGI2. This activation, in turn, signals adenylyl cyclase to produce cAMP. cAMP goes on to inhibit any undue platelet activation (in order to promote circulation) and also counteracts any increase in cytosolic calcium levels which would result from thromboxane A2 (TXA2) binding (leading to platelet activation and subsequent coagulation). PGI2 also binds to endothelial prostacyclin receptors and in the same manner raise cAMP levels in the cytosol. This cAMP then goes on to activate protein kinase A (PKA). PKA then continues the cascade by inhibiting myosin light-chain kinase which leads to smooth muscle relaxation and vasodilation. Notably, PGI2 and TXA2 work as antagonists. PGI2 is stable in basic buffers (pH=8), but it is rapidly hydrolyzed to 6-keto PGF1alpha in neutral or acidic solutions. The half-life is short both in vivo and in vitro, ranging from 30 seconds to a few minutes. PGI2 is administered by continuous infusion in humans for the treatment of idiopathic pulmonary hypertension. B - Blood and blood forming organs > B01 - Antithrombotic agents > B01A - Antithrombotic agents > B01AC - Platelet aggregation inhibitors excl. heparin C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents C78568 - Prostaglandin Analogue Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

Prostaglandin H2

(5Z)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

C20H32O5 (352.225)


Prostaglandin H2 (PGH2) is the first intermediate in the biosynthesis of all prostaglandins. Prostaglandins are synthesized from arachidonic acid by the enzyme COX-1 and COX-2, which are also called PGH synthase 1 and 2. These enzymes generate a reactive intermediate PGH2 which has a reasonably long half-life (90-100 s) but is highly lipophilic. PGH2 is converted into the biologically active prostaglandins by prostaglandin isomerases, yielding PGE2, PGD2, and PGF2, or by thromboxane synthase to make TXA2 or by prostacyclin synthase to make PGI2. Most nonsteroidal anti-inflammatory drugs such as aspirin and indomethacin inhibit both PGH synthase 1 and 2. A key feature for eicosanoid transcellular biosynthesis is the export of PGH2 or LTA4 from the donor cell as well as the uptake of these reactive intermediates by the acceptor cell. Very little is known about either process despite the demonstrated importance of both events. In cells, PGH2 rearranges nonenzymatically to LGs even in the presence of enzymes that use PGH2 as a substrate. When platelets form thromboxane A2 (TXA2) from endogenous arachidonic acid (AA), PGH2 reaches concentrations very similar to those of TXA2 and high enough to produce strong platelet activation. Therefore, platelet activation by TXA2 appears to go along with an activation by PGH2. The agonism of PGH2 is limited by the formation of inhibitory prostaglandins, especially PGD2 at higher concentrations. That is why thromboxane synthase inhibitors in PRP and at a physiological HSA concentration do not augment platelet activation (PMID: 2798452, 15650407, 16968946). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent and are able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis through receptor-mediated G-protein linked signalling pathways. Prostaglandin h2, also known as pgh2 or 9s,11r-epidioxy-15s-hydroxy-5z,13e-prostadienoate, is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Thus, prostaglandin h2 is considered to be an eicosanoid lipid molecule. Prostaglandin h2 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Prostaglandin h2 can be found in a number of food items such as gooseberry, evergreen huckleberry, quince, and capers, which makes prostaglandin h2 a potential biomarker for the consumption of these food products. Prostaglandin h2 can be found primarily in human platelet tissue. In humans, prostaglandin h2 is involved in several metabolic pathways, some of which include magnesium salicylate action pathway, ketorolac action pathway, trisalicylate-choline action pathway, and salicylate-sodium action pathway. Prostaglandin h2 is also involved in a couple of metabolic disorders, which include leukotriene C4 synthesis deficiency and tiaprofenic acid action pathway. Prostaglandin h2 is acted upon by: Prostacyclin synthase to create prostacyclin Thromboxane-A synthase to create thromboxane A2 and 12-(S)-hydroxy-5Z,8E,10E-heptadecatrienoic acid (HHT) (see 12-Hydroxyheptadecatrienoic acid) Prostaglandin D2 synthase to create prostaglandin D2 Prostaglandin E synthase to create prostaglandin E2 Prostaglandin h2 rearranges non-enzymatically to: A mixture of 12-(S)-hydroxy-5Z,8E,10E-heptadecatrienoic acid (HHT) and 12-(S)-hydroxy-5Z,8Z,10E-heptadecatrienoic acid (see 12-Hydroxyheptadecatrienoic acid) Use of Prostaglandin H2: regulating the constriction and dilation of blood vessels stimulating platelet aggregation Effects of Aspirin on Prostaglandin H2: Aspirin has been hypothesized to block the conversion of arachidonic acid to Prostaglandin . D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides

   

Thromboxane A2

(5Z,9α,11α,13E,15S)-9,11-Epoxy-15-hydroxythromboxa-5,13- dien-1-oic acid

C20H32O5 (352.225)


A thromboxane which is produced by activated platelets and has prothrombotic properties: it stimulates activation of new platelets as well as increases platelet aggregation.

   

(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid

7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]heptanoic acid

C20H32O5 (352.225)


(13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid is a substrate for Carbonyl reductase 1.Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. (13E)-11a-Hydroxy-9,15-dioxoprost-13-enoic acid is a substrate for Carbonyl reductase 1.

   

(5Z)-(15S)-11alpha-Hydroxy-9,15-dioxoprostanoate

(5Z)-7-[(1S,2S,3S)-3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


(5Z)-(15S)-11alpha-Hydroxy-9,15-dioxoprostanoate is a precursor in producing (5Z)-(15S)-11-a-hydroxy-9,15-dioxoprosta-13-enoate in the presence of NADP+, in this reaction (5Z)-(15S)-11alpha-Hydroxy-9,15-dioxoprostanoate is oxidized. [HMDB] (5Z)-(15S)-11alpha-Hydroxy-9,15-dioxoprostanoate is a precursor in producing (5Z)-(15S)-11-a-hydroxy-9,15-dioxoprosta-13-enoate in the presence of NADP+, in this reaction (5Z)-(15S)-11alpha-Hydroxy-9,15-dioxoprostanoate is oxidized.

   

15-Keto-prostaglandin F2a

(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


15-Keto-prostaglandin F2a is the oxidized product of prostaglandin F2a by 15-hydroxyprostaglandin dehydrogenase, which is present in lung, kidney, placenta and other tissues and catalyzes the NAD- or NADP-dependent dehydrogenation of 15-dydroxyl group. 15-Keto-prostaglandin F2a is further metabolized by its delta13-reduction, beta-oxidation and omega oxidation. The ultimate metabolite is 5a,7a-dihydroxy-11-keto-tetranorprosta-1,16-dioic acid, and excreted in urine. Prostaglandin F2a (PGF2) is one of the earliest discovered and most common prostaglandins is actively biosynthesized in various organs of mammals and exhibits a variety of biological activities, including contraction of pulmonary arteries. PGF2 is mainly synthesized directly from PGH2 by PGH2 9,11-endoperoxide reductase. A small amount of PGF2 is also produced from PGE2 by PGE2 9-ketoreductase. A PGF2 epimer has been reported to exhibit various biological activities, and its levels are increased in bronchoalveolar lavage fluid, plasma, and urine in patients with mastocytosis and bronchial asthma. PGF2 is synthesized from PGD2 by PGD2 11-ketoreductase. (PMID: 16475787, 184496, 5951401, 12432938)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. 15-Keto-prostaglandin F2a is the oxidized product of prostaglandin F2a by 15-hydroxyprostaglandin dehydrogenase, which is present in lung, kidney, placenta and other tissues and catalyzes the NAD- or NADP-dependent dehydrogenation of 15-dydroxyl group. 15-Keto-prostaglandin F2a is further metabolized by its delta13-reduction, beta-oxidation and omega oxidation. The ultimate metabolite is 5a,7a-dihydroxy-11-keto-tetranorprosta-1,16-dioic acid, and excreted in urine. Prostaglandin F2a (PGF2) is one of the earliest discovered and most common prostaglandins is actively biosynthesized in various organs of mammals and exhibits a variety of biological activities, including contraction of pulmonary arteries. PGF2 is mainly synthesized directly from PGH2 by PGH2 9,11-endoperoxide reductase. A small amount of PGF2 is also produced from PGE2 by PGE2 9-ketoreductase. A PGF2 epimer has been reported to exhibit various biological activities, and its levels are increased in bronchoalveolar lavage fluid, plasma, and urine in patients with mastocytosis and bronchial asthma. PGF2 is synthesized from PGD2 by PGD2 11-ketoreductase. (PMID: 16475787, 184496, 5951401, 12432938)

   

Lipoxin B4

(5S,14R,6E,8Z,10E,12E,15S)-5,14,15-Trihydroxy-6,8,10,12-eicosatetraenoic acid

C20H32O5 (352.225)


Lipoxins (LXs) and aspirin-triggered lipoxin (ATL) are trihydroxytetraene-containing eicosanoids generated from arachidonic acid that are distinct in structure, formation, and function from the many other proinflammatory lipid-derived mediators. These endogenous eicosanoids have now emerged as founding members of the first class of lipid/chemical mediators involved in the resolution of the inflammatory response. Lipoxin A4 (LXA4), ATL, and their metabolic stable analogs elicit cellular responses and regulate leukocyte trafficking in vivo by activating the specific receptor, ALX. Many of the eicosanoids derived from arachidonic acid (AA2), including prostaglandins (PGs) and leukotrienes (LTs), play important roles as local mediators exerting a wide range of actions relevant in immune hypersensitivity and inflammation. However, recent observations indicate that other agents derived from the lipoxygenase (LO) pathways are formed and play a key role in initiating the resolution of acute inflammation. This phenomenon is an active process that is governed by specific lipid mediators and involves a series of well-orchestrated temporal events. Thus, potent locally released mediators serve as checkpoint controllers of inflammation. In addition to the well-appreciated ability of aspirin to inhibit PGs, aspirin also acetylates cyclooxygenase (COX)-2, triggering the formation of a 15-epimeric form of lipoxins, termed aspirin-triggered LXA4 (ATL). These eicosanoids (i.e. LXA4 and ATL) with a unique trihydroxytetraene structure function as stop signals in inflammation and actively participate in dampening host responses to bring the inflammation to a close, namely, resolution. LXA4 and ATL elicit the multicellular responses via a specific G protein-coupled receptor (GPCR) termed ALX that has been identified in human (PMID: 16968948, 11478982). Lipoxins (LXs) and aspirin-triggered Lipoxin (ATL) are trihydroxytetraene-containing eicosanoids generated from arachidonic acid that are distinct in structure, formation, and function from the many other proinflammatory lipid-derived mediators. These endogenous eicosanoids have now emerged as founding members of the first class of lipid/chemical mediators involved in the resolution of the inflammatory response. Lipoxin A4 (LXA4), ATL, and their metabolic stable analogs elicit cellular responses and regulate leukocyte trafficking in vivo by activating the specific receptor, ALX. Many of the eicosanoids derived from arachidonic acid (AA2), including prostaglandins (PGs) and leukotrienes (LTs), play important roles as local mediators exerting a wide range of actions relevant in immune hypersensitivity and inflammation. However, recent observations indicate that other agents derived from the lipoxygenase (LO) pathways are formed and play a key role in initiating the resolution of acute inflammation. This phenomenon is an active process that is governed by specific lipid mediators and involves a series of well-orchestrated temporal events. Thus, potent locally released mediators serve as checkpoint controllers of inflammation. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents

   

Prostaglandin F3a

(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S,5Z)-3-hydroxyocta-1,5-dien-1-yl]cyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


Prostaglandin F3alpha (PGF3a) is a prostanoid. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. Prostaglandin F3alpha (PGF3a) is a prostanoid. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 16986207)

   
   

Narbonolide

Narbonolide

C20H32O5 (352.225)


A 14-membererd macrolide containing seven stereocentres carrying one ethyl, one hydroxy and five methyl substituents. It is the aglycone of the antibiotic narbonomycin and an intermediate in the biosynthesis of pikromycin.

   

Levuglandin E2

(5Z,8S,9R,10E,12S)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid

C20H32O5 (352.225)


Levuglandin E2 is a levuglandin generated in the cyclooxygenase (COX) pathway. Levuglandins (LGs) and their stereo and structural isomers are extraordinarily reactive γ-ketoaldehydes that are generated by rearrangements of prostanoid endoperoxide intermediates of polyene cyclooxygenation. Their rapid adduction with biological nucleophiles results, inter alia, in pathological modifications of proteins and DNA. It also complicates their detection. Cyclooxygenase-promoted lipid oxidation is a pivotal step in the biosynthesis of an array of physiologically active metabolites. COX fosters a highly regio and stereoselective cyclooxygenation of arachidonic acid (AA) to deliver a single, enantiomerically pure endoperoxide, PGH2, that is a branch point in the biosynthesis of numerous hormone-like mediators of cellular activities. Spontaneous rearrangements of PGH2 were known to generate prostaglandins (PG) PGD2 and PGE2. (PMID: 15752459) [HMDB] Levuglandin E2 is a levuglandin generated in the cyclooxygenase (COX) pathway. Levuglandins (LGs) and their stereo and structural isomers are extraordinarily reactive γ-ketoaldehydes that are generated by rearrangements of prostanoid endoperoxide intermediates of polyene cyclooxygenation. Their rapid adduction with biological nucleophiles results, inter alia, in pathological modifications of proteins and DNA. It also complicates their detection. Cyclooxygenase-promoted lipid oxidation is a pivotal step in the biosynthesis of an array of physiologically active metabolites. COX fosters a highly regio and stereoselective cyclooxygenation of arachidonic acid (AA) to deliver a single, enantiomerically pure endoperoxide, PGH2, that is a branch point in the biosynthesis of numerous hormone-like mediators of cellular activities. Spontaneous rearrangements of PGH2 were known to generate prostaglandins (PG) PGD2 and PGE2. (PMID: 15752459).

   

Levuglandin D2

(5Z,8R,9R,10E,12S)-9-acetyl-8-formyl-12-hydroxyheptadeca-5,10-dienoic acid

C20H32O5 (352.225)


Levuglandin D2 is one of the products of a non-enzymatically rearrangement of prostaglandin H2 (PGH2) to this highly reactive gamma-keto aldehyde. PGH2 markedly accelerates the formation of dimers and higher oligomers of amyloid beta1-42. This evidence implicates cyclooxygenase activity in the pathogenesis of Alzheimers disease, and is associated with the formation of levuglandin adducts of the peptide. Levuglandins (LGs) and their stereo and structural isomers are extraordinarily reactive γ-ketoaldehydes that are generated by rearrangements of prostanoid endoperoxide intermediates of polyene cyclooxygenation. Their rapid adduction with biological nucleophiles results, inter alia, in pathological modifications of proteins and DNA. It also complicates their detection. Cyclooxygenase-promoted lipid oxidation is a pivotal step in the biosynthesis of an array of physiologically active metabolites. COX fosters a highly regio and stereoselective cyclooxygenation of arachidonic acid (AA) to deliver a single, enantiomerically pure endoperoxide, PGH2, that is a branch point in the biosynthesis of numerous hormone-like mediators of cellular activities. Spontaneous rearrangements of PGH2 were known to generate prostaglandins (PG) PGD2 and PGE2. (PMID: 12358806, 15752459, 3317517, 10224068) [HMDB] Levuglandin D2 is one of the products of a non-enzymatically rearrangement of prostaglandin H2 (PGH2) to this highly reactive gamma-keto aldehyde. PGH2 markedly accelerates the formation of dimers and higher oligomers of amyloid beta1-42. This evidence implicates cyclooxygenase activity in the pathogenesis of Alzheimers disease, and is associated with the formation of levuglandin adducts of the peptide. Levuglandins (LGs) and their stereo and structural isomers are extraordinarily reactive γ-ketoaldehydes that are generated by rearrangements of prostanoid endoperoxide intermediates of polyene cyclooxygenation. Their rapid adduction with biological nucleophiles results, inter alia, in pathological modifications of proteins and DNA. It also complicates their detection. Cyclooxygenase-promoted lipid oxidation is a pivotal step in the biosynthesis of an array of physiologically active metabolites. COX fosters a highly regio and stereoselective cyclooxygenation of arachidonic acid (AA) to deliver a single, enantiomerically pure endoperoxide, PGH2, that is a branch point in the biosynthesis of numerous hormone-like mediators of cellular activities. Spontaneous rearrangements of PGH2 were known to generate prostaglandins (PG) PGD2 and PGE2. (PMID: 12358806, 15752459, 3317517, 10224068).

   

NCIOpen2_008129

17-Methyl-3-(2,4-cyclopentadien-1-ylidene)-5alpha-androstane-17beta-ol

C25H36O (352.2766)


   

Cinncassiol D1

(1R,2R,3S,6S,10S,11S,13S,14S)-11-(1-Hydroxypropan-2-yl)-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.02,6.07,13.010,14]pentadecane-3,9,14-triol

C20H32O5 (352.225)


Cinncassiol D1 is found in herbs and spices. Cinncassiol D1 is a constituent of cinnamomi cortex, the dried bark of Cinnamomum cassia (Chiense cinnamon) Constituent of cinnamomi cortex, the dried bark of Cinnamomum cassia (Chiense cinnamon). Cinncassiol D1 is found in herbs and spices.

   

Cinncassiol D4

(1R,2S,3S,4S,6R,10S,11S,13S,14S)-3,7,10-Trimethyl-11-propan-2-yl-15-oxapentacyclo[7.5.1.02,6.07,13.010,14]pentadecane-4,6,9,14-tetrol

C20H32O5 (352.225)


Cinncassiol D4 is found in herbs and spices. Cinncassiol D4 is a constituent of Cinnamomum cassia (Chinese cinnamon) Constituent of Cinnamomum cassia (Chinese cinnamon). Cinncassiol D4 is found in herbs and spices.

   

20-Hydroxy-leukotriene B4

5,12,20-Trihydroxy-6,8,10,14-eicosatetraenoic acid, (S-(r*,s*-(e,Z,e,Z)))-isomer

C20H32O5 (352.225)


20-hydroxy- Leukotriene B4 (20-OH-LTB4) is an omega-hydroxylated metabolite of leukotriene B4 in human neutrophils. Elevated urinary concentrations of 20-OH-LTB4 and LTB4 are found in patients with Sjogren-Larsson syndrome (SLS, OMIM 270220), an autosomal recessively inherited neurocutaneous disorder caused by a deficiency of the microsomal enzyme fatty aldehyde dehydrogenase (FALDH), which as an essential role in LTB4 metabolism. Preterm birth seems to be one of the features of the syndrome. The reason for the preterm birth is unclear. It is hypothesized that it relates to the defective LTB4 degradation in SLS. The pathological urinary excretion of LTB4 and 20-OH-LTB4 is a biochemical marker for SLS. Surprisingly, 20-OH-LTB4 concentrations are normal in CSF. Leukotriene B4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by w-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the w-carboxy position and after CoA ester formation. Other specific pathways of leukotriene metabolism include the 12-hydroxydehydrogenase/ 15-oxo-prostaglandin-13-reductase that form a series of conjugated diene metabolites that have been observed to be excreted into human urine. Metabolism of LTC4 occurs by sequential peptide cleavage reactions involving a gamma-glutamyl transpeptidase that forms LTD4 (leukotriene D4) and a membrane-bound dipeptidase that converts LTD4 into LTE4 (leukotriene E4) before w-oxidation. These metabolic transformations of the primary leukotrienes are critical for termination of their biological activity, and defects in expression of participating enzymes may be involved in specific genetic disease. (PMID: 12709426, 9799565, 11408337, 17623009). Leukotrienes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. 20-hydroxy- Leukotriene B4 (20-OH-LTB4) is an omega-hydroxylated metabolite of leukotriene B4 in human neutrophils. Elevated urinary concentrations of 20-OH-LTB4 and LTB4 are found in patients with Sjogren-Larsson syndrome (SLS, OMIM 270220), an autosomal recessively inherited neurocutaneous disorder caused by a deficiency of the microsomal enzyme fatty aldehyde dehydrogenase (FALDH), which as an essential role in LTB4 metabolism. Preterm birth seems to be one of the features of the syndrome. The reason for the preterm birth is unclear. It is hypothesized that it relates to the defective LTB4 degradation in SLS. The pathological urinary excretion of LTB4 and 20-OH-LTB4 is a biochemical marker for SLS. Surprisingly, 20-OH-LTB4 concentrations are normal in CSF. Leukotriene B4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Leukotrienes are metabolites of arachidonic acid derived from the action of 5-LO (5-lipoxygenase). The immediate product of 5-LO is LTA4 (leukotriene A4), which is enzymatically converted into either LTB4 (leukotriene B4) by LTA4 hydrolase or LTC4 (leukotriene C4) by LTC4 synthase. The regulation of leukotriene production occurs at various levels, including expression of 5-LO, translocation of 5-LO to the perinuclear region and phosphorylation to either enhance or inhibit the activity of 5-LO. Biologically active LTB4 is metabolized by w-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the w-carboxy position and after CoA ester formation. Other specific pathways of leukotriene metabolism include the 12-hydroxydehydrogenase/ 15-oxo-prostaglandin-13-reductase that form a series of conjugated diene metabolites that have been observed to be excreted into human urine. Metabolism of LTC4 occurs by sequential peptide cleavage reactions involving a gamma-glutamyl transpeptidase that forms LTD4 (leukotriene D4) and a membrane-bound dipeptidase that converts LTD4 into LTE4 (leukotriene E4) before w-oxidation. These metabolic transformations of the primary leukotrienes are critical for termination of their biological activity, and defects in expression of participating enzymes may be involved in specific genetic disease. (PMID: 12709426, 9799565, 11408337, 17623009)

   

Sterebin B

[2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(E)-3-oxobut-1-enyl]-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate

C20H32O5 (352.225)


Sterebin B is a constituent of Stevia rebaudiana (stevia) Constituent of Stevia rebaudiana (stevia)

   

MG(18:3(9Z,12Z,15Z)/0:0/0:0)

(2S)-2,3-dihydroxypropyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

C21H36O4 (352.2613)


MG(18:3(9Z,12Z,15Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed alpha-monoacylglycerols, while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. [HMDB] MG(18:3(9Z,12Z,15Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed alpha-monoacylglycerols, while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.

   

Thromboxane A2

7-[3-(3-Hydroxy-1-octenyl)-2,6-dioxabicyclo[3.1.1]hept-4-yl]-[1S-[1alpha,3alpha(1E,3R*),4beta(Z),5alpha]]-5-heptenoic acid

C20H32O5 (352.225)


Thromboxane A2 is an unstable intermediate between the prostaglandin endoperoxides and thromboxane B2. The compound has a bicyclic oxaneoxetane structure. It is a potent inducer of platelet aggregation and causes vasoconstriction. It is the principal component of rabbit aorta contracting substance (RCS).Thromboxanes are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

   

13,14-Dihydro-15-keto-PGE2

(5Z)-7-[(1R,2R,3R)-3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


13,14-dihydro-15-keto-PGE2 is one of the prostaglandin E2 metabolites. (PMID 7190512) Human fetal lung in vitro has the competence to self-differentiate, as early as 12 weeks gestation and presence of high levels in fetal lung of the inactive metabolite 13,14-dihydro-15-keto-PGE2 relative to PGE2 suggests that active prostaglandin catabolism may be one of the mechanisms to retard this stage of maturation in vivo by limiting PGE2 availability. (PMID 8835315)Dinoprostone is a naturally occurring prostaglandin E2 (PGE2) and the most common and most biologically active of the mammalian prostaglandins. It has important effects in labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bones mineralized matrix). PGE2 has been shown to increase vasodilation and cAMP production, to enhance the effects of bradykinin and histamine, to induce uterine contractions and to activate platelet aggregation. PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus; decreasing T-cell proliferation and lymphocyte migration and activating the secretion of IL-1alpha and IL-2. PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC), and PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype. (PMID: 16978535)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. 13,14-dihydro-15-keto-PGE2 is one of the prostaglandin E2 metabolites. (PMID 7190512) Human fetal lung in vitro has the competence to self-differentiate, as early as 12 weeks gestation and presence of high levels in fetal lung of the inactive metabolite 13,14-dihydro-15-keto-PGE2 relative to PGE2 suggests that active prostaglandin catabolism may be one of the mechanisms to retard this stage of maturation in vivo by limiting PGE2 availability. (PMID 8835315)

   

(ent-6alpha,7alpha,16alphaH)-6,7,17-Trihydroxy-19-kauranoic acid

2,3-dihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C20H32O5 (352.225)


(ent-6alpha,7alpha,16alphaH)-6,7,17-Trihydroxy-19-kauranoic acid is found in pulses. (ent-6alpha,7alpha,16alphaH)-6,7,17-Trihydroxy-19-kauranoic acid is isolated from Phaseolus coccineus (scarlet runner bean).

   

MG(0:0/18:3(9Z,12Z,15Z)/0:0)

1,3-dihydroxypropan-2-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

C21H36O4 (352.2613)


MG(0:0/18:3(9Z,12Z,15Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed alpha-monoacylglycerols, while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. [HMDB] MG(0:0/18:3(9Z,12Z,15Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed alpha-monoacylglycerols, while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well.

   

Sterebin C

1,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(1E)-3-oxobut-1-en-1-yl]-hexahydro-1H-naphthalen-2-yl acetate

C20H32O5 (352.225)


Sterebin C is a constituent of Stevia rebaudiana (Stevia) Constituent of Stevia rebaudiana (stevia)

   

13,14-Dihydro-15-keto-PGD2

(5Z)-7-[(1R,2R,5S)-5-hydroxy-3-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


13,14-dihydro-15-keto Prostaglandin D2 (13,14-dihydro-15-keto PGD2), (CAS 59894-07-4), is a metabolite of PGD2 which is formed through the 15-hydroxy PGDH pathway. 13,14-dihydro-15-keto PGD2 was recently identified as a selective agonist for the CRTH2/DP2 receptor. It also inhibits ion flux in a canine colonic mucosa preparation. In humans, 13,14-dihydro-15-keto PGD2 is further metabolized to give 11β-hydroxy compounds which have also undergone β-oxidation of one or both side chains. Virtually no 13,14-dihydro-15-keto PGD2 survives intact in the urine. (http://www.caymanchem.com)

   

MG(18:3(6Z,9Z,12Z)/0:0/0:0)

(2S)-2,3-dihydroxypropyl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate

C21H36O4 (352.2613)


MG(18:3(6Z,9Z,12Z)/0:0/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed alpha-monoacylglycerols, while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(18:3(6Z,9Z,12Z)/0:0/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(18:3(6Z,9Z,12Z)/0:0/0:0) is made up of one 6Z,9Z,12Z-octadecatrienoyl(R1).

   

8-iso-PGF3a

(5Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S,5Z)-3-hydroxyocta-1,5-dien-1-yl]cyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


8-iso-PGF3alpha is an isoprostane with an antiaggregatory action in human blood. Isoprostanes (IsoPs) are formed in vivo from the free radical-catalyzed peroxidation of arachidonate independent of cyclooxygenase (COX). Although the structures of these compounds are very similar to COX-derived prostaglandins (PGs), an important distinction between IsoPs and PGs is that IsoP bicycloendoperoxide intermediates contain side chains that are predominantly (>90\\%) oriented cis in relation to the prostane ring because the generation of these intermediates is favored kinetically. In contrast to other types of prostanoids, E2/D2-IsoPs are beta-hydroxyketone-containing compounds that can undergo reversible keto-enol tautomerization under both acidic and basic conditions, allowing rearrangement of the side chains that are initially cis to the more stable trans-configuration. (PMID: 12746435) [HMDB] 8-iso-PGF3alpha is an isoprostane with an antiaggregatory action in human blood. Isoprostanes (IsoPs) are formed in vivo from the free radical-catalyzed peroxidation of arachidonate independent of cyclooxygenase (COX). Although the structures of these compounds are very similar to COX-derived prostaglandins (PGs), an important distinction between IsoPs and PGs is that IsoP bicycloendoperoxide intermediates contain side chains that are predominantly (>90\\%) oriented cis in relation to the prostane ring because the generation of these intermediates is favored kinetically. In contrast to other types of prostanoids, E2/D2-IsoPs are beta-hydroxyketone-containing compounds that can undergo reversible keto-enol tautomerization under both acidic and basic conditions, allowing rearrangement of the side chains that are initially cis to the more stable trans-configuration. (PMID: 12746435).

   

8-iso-15-keto-PGF2a

(5Z)-7-[(1S,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


8-iso-15-keto-PGF2alpha is an isoprostane. Isoprostanes are produced during peroxidation of membrane lipids by free radicals and reactive oxygen species, and are currently used as markers of many disease states and experimental conditions in which oxidative stress is a prominent feature. A small number of reports have described the ability of some isoprostanes to evoke important biological effects in smooth muscle and other cell types. There is a long (and growing) list of disease states and pathophysiological conditions which are associated with marked elevation in the levels of iso- prostanes. For example, measured levels of the plasma, urine, bronchoalveolar lavage fluid, and/or tissues of smokers, patients with asthma chronic obstructive pulmonary disease, interstitial lung disease, cystic fibrosis, or acute chest syndrome, during exposure to allergen, ozone or hyperoxia; and during ventilated ischemia. Likewise, cardiovascular conditions such as renal, myocardial, ischemia-reperfusion injury, atherosclerosis, and pre-eclampsia are also indicated by a marked elevation of plasma/urinary levels of isoprostanes. (PMID: 10930353) [HMDB] 8-iso-15-keto-PGF2alpha is an isoprostane. Isoprostanes are produced during peroxidation of membrane lipids by free radicals and reactive oxygen species, and are currently used as markers of many disease states and experimental conditions in which oxidative stress is a prominent feature. A small number of reports have described the ability of some isoprostanes to evoke important biological effects in smooth muscle and other cell types. There is a long (and growing) list of disease states and pathophysiological conditions which are associated with marked elevation in the levels of iso- prostanes. For example, measured levels of the plasma, urine, bronchoalveolar lavage fluid, and/or tissues of smokers, patients with asthma chronic obstructive pulmonary disease, interstitial lung disease, cystic fibrosis, or acute chest syndrome, during exposure to allergen, ozone or hyperoxia; and during ventilated ischemia. Likewise, cardiovascular conditions such as renal, myocardial, ischemia-reperfusion injury, atherosclerosis, and pre-eclampsia are also indicated by a marked elevation of plasma/urinary levels of isoprostanes. (PMID: 10930353).

   

8-isoprostaglandin E2

(5Z)-7-[(1S,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


8-isoprostaglandin E2 is an isoprostane generated from the endoperoxide intermediate 8-iso-PGH2. Isoprostanes (IsoPs) are formed in vivo from the free radical-catalyzed peroxidation of arachidonate independent of cyclooxygenase (COX). Although the structures of these compounds are very similar to COX-derived prostaglandins (PGs), an important distinction between IsoPs and PGs is that IsoP bicycloendoperoxide intermediates contain side chains that are predominantly (>90\\%) oriented cis in relation to the prostane ring because the generation of these intermediates is favored kinetically. In contrast to other types of prostanoids, E2/D2-IsoPs are beta-hydroxyketone-containing compounds that can undergo reversible keto-enol tautomerization under both acidic and basic conditions, allowing rearrangement of the side chains that are initially cis to the more stable trans-configuration (PMID: 12746435). Dinoprostone is a naturally occurring prostaglandin E2 (PGE2) and the most common and most biologically active of the mammalian prostaglandins. It has important effects in labour and also stimulates osteoblasts to release factors which stimulate bone resorption by osteoclasts (a type of bone cell that removes bone tissue by removing the bones mineralized matrix). PGE2 has been shown to increase vasodilation and cAMP production, to enhance the effects of bradykinin and histamine, to induce uterine contractions and to activate platelet aggregation. PGE2 is also responsible for maintaining the open passageway of the fetal ductus arteriosus; decreasing T-cell proliferation and lymphocyte migration and activating the secretion of IL-1alpha and IL-2. PGE2 exhibits both pro- and anti-inflammatory effects, particularly on dendritic cells (DC). Depending on the nature of maturation signals, PGE2 has different and sometimes opposite effects on DC biology. PGE2 exerts an inhibitory action, reducing the maturation of DC and their ability to present antigen. PGE2 has also been shown to stimulate DC and promote IL-12 production when given in combination with TNF-alpha. PGE2 is an environmentally bioactive substance. Its action is prolonged and sustained by other factors especially IL-10. It modulates the activities of professional DC by acting on their differentiation, maturation and their ability to secrete cytokines. PGE2 is a potent inducer of IL-10 in bone marrow-derived DC (BM-DC), and PGE2-induced IL-10 is a key regulator of the BM-DC pro-inflammatory phenotype. (PMID: 16978535)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. 8-isoprostaglandin E2 is an isoprostane generated from the endoperoxide intermediate 8-iso-PGH2. Isoprostanes (IsoPs) are formed in vivo from the free radical-catalyzed peroxidation of arachidonate independent of cyclooxygenase (COX). Although the structures of these compounds are very similar to COX-derived prostaglandins (PGs), an important distinction between IsoPs and PGs is that IsoP bicycloendoperoxide intermediates contain side chains that are predominantly (>90\\%) oriented cis in relation to the prostane ring because the generation of these intermediates is favored kinetically. In contrast to other types of prostanoids, E2/D2-IsoPs are beta-hydroxyketone-containing compounds that can undergo reversible keto-enol tautomerization under both acidic and basic conditions, allowing rearrangement of the side chains that are initially cis to the more stable trans-configuration. (PMID: 12746435) D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents

   

MG(0:0/18:3(6Z,9Z,12Z)/0:0)

1,3-dihydroxypropan-2-yl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate

C21H36O4 (352.2613)


MG(0:0/18:3(6Z,9Z,12Z)/0:0) is a monoacylglyceride. A monoglyceride, more correctly known as a monoacylglycerol, is a glyceride consisting of one fatty acid chain covalently bonded to a glycerol molecule through an ester linkage. Monoacylglycerol can be broadly divided into two groups; 1-monoacylglycerols (or 3-monoacylglycerols) and 2-monoacylglycerols, depending on the position of the ester bond on the glycerol moiety. Normally the 1-/3-isomers are not distinguished from each other and are termed alpha-monoacylglycerols, while the 2-isomers are beta-monoacylglycerols. Monoacylglycerols are formed biochemically via release of a fatty acid from diacylglycerol by diacylglycerol lipase or hormone sensitive lipase. Monoacylglycerols are broken down by monoacylglycerol lipase. They tend to be minor components only of most plant and animal tissues, and indeed would not be expected to accumulate because their strong detergent properties would have a disruptive effect on membranes. 2-Monoacylglycerols are a major end product of the intestinal digestion of dietary fats in animals via the enzyme pancreatic lipase. They are taken up directly by the intestinal cells and converted to triacylglycerols via the monoacylglycerol pathway before being transported in lymph to the liver. Mono- and Diglycerides are commonly added to commercial food products in small quantities. They act as emulsifiers, helping to mix ingredients such as oil and water that would not otherwise blend well. MG(0:0/18:3(6Z,9Z,12Z)/0:0) belongs to the family of monoradyglycerols, which are glycerolipids lipids containing a common glycerol backbone to which at one fatty acyl group is attached. Their general formula is [R1]OCC(CO[R2])O[R3]. MG(0:0/18:3(6Z,9Z,12Z)/0:0) is made up of one 6Z,9Z,12Z-octadecatrienoyl(R2).

   

13,14-Dihydro-15-oxo-lipoxin A4

(5R,6R,7E,9E,11Z)-5,6-dihydroxy-15-oxoicosa-7,9,11-trienoic acid

C20H32O5 (352.225)


13,14-dihydro-15-oxo-lipoxin A4 is a lipoxin derivative. Lipoxins (LXs) and aspirin-triggered Lipoxin (ATL) are trihydroxytetraene-containing eicosanoids generated from arachidonic acid that are distinct in structure, formation, and function from the many other proinflammatory lipid-derived mediators. These endogenous eicosanoids have now emerged as founding members of the first class of lipid/chemical mediators involved in the resolution of the inflammatory response. Lipoxin A4 (LXA4), ATL, and their metabolic stable analogs elicit cellular responses and regulate leukocyte trafficking in vivo by activating the specific receptor, ALX. Many of the eicosanoids derived from arachidonic acid (AA2), including prostaglandins (PGs) and leukotrienes (LTs), play important roles as local mediators exerting a wide range of actions relevant in immune hypersensitivity and inflammation. However, recent observations indicate that other agents derived from the lipoxygenase (LO) pathways are formed and play a key role in initiating the resolution of acute inflammation. This phenomenon is an active process that is governed by specific lipid mediators and involves a series of well-orchestrated temporal events. Thus, potent locally released mediators serve as checkpoint controllers of inflammation. In addition to the well-appreciated ability of aspirin to inhibit PGs, aspirin also acetylates cyclooxygenase (COX)-2, triggering the formation of a 15-epimeric form of lipoxins, termed aspirin-triggered LXA4 (ATL). These eicosanoids (i.e., LXA4 and ATL) with a unique trihydroxytetraene structure function as stop signals in inflammation and actively participate in dampening host responses to bring the inflammation to a close, namely, resolution. LXA4 and ATL elicit the multicellular responses via a specific G protein-coupled receptor (GPCR) termed ALX that has been identified in human. (PMID: 16968948, 11478982). 13,14-dihydro-15-oxo-lipoxin A4 is a lipoxin derivative

   

15-Epi-lipoxin A4

5(S),6(R),15(R)-Trihydroxy-7,9,13-trans-11-cis eicosatetraenoic acid anion

C20H32O5 (352.225)


15-Epi-lipoxin A4 is a lipoxin derivative. Lipoxins (LXs) and aspirin-triggered Lipoxin (ATL) are trihydroxytetraene-containing eicosanoids generated from arachidonic acid that are distinct in structure, formation, and function from the many other proinflammatory lipid-derived mediators. These endogenous eicosanoids have now emerged as founding members of the first class of lipid/chemical mediators involved in the resolution of the inflammatory response. Lipoxin A4 (LXA4), ATL, and their metabolic stable analogs elicit cellular responses and regulate leukocyte trafficking in vivo by activating the specific receptor, ALX. Many of the eicosanoids derived from arachidonic acid (AA2), including prostaglandins (PGs) and leukotrienes (LTs), play important roles as local mediators exerting a wide range of actions relevant in immune hypersensitivity and inflammation. However, recent observations indicate that other agents derived from the lipoxygenase (LO) pathways are formed and play a key role in initiating the resolution of acute inflammation. This phenomenon is an active process that is governed by specific lipid mediators and involves a series of well-orchestrated temporal events. Thus, potent locally released mediators serve as checkpoint controllers of inflammation. In addition to the well-appreciated ability of aspirin to inhibit PGs, aspirin also acetylates cyclooxygenase (COX)-2, triggering the formation of a 15-epimeric form of lipoxins, termed aspirin-triggered LXA4 (ATL). These eicosanoids (i.e., LXA4 and ATL) with a unique trihydroxytetraene structure function as stop signals in inflammation and actively participate in dampening host responses to bring the inflammation to a close, namely, resolution. LXA4 and ATL elicit the multicellular responses via a specific G protein-coupled receptor (GPCR) termed ALX that has been identified in human. (PMID: 16968948, 11478982). 15-Epi-lipoxin A4 is a lipoxin derivative

   

11b-PGE2

(5Z)-7-[(1R,2R,3S)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


11b-PGE2 is a prostaglandins. 15-series prostaglandins (PGE2) and isoprostanes (isoPGE2) are robust biomarkers of oxidative stress, possess potent biological activity, and may be derived through cyclooxygenase or free radical pathways. Thus, their quantification is critical in understanding many biological process. Major brain PGE2/PGD2/isoPGE2 includes PGE2, entPGE2, 8-isoPGE2, 11b-PGE2, PGD2, and 15(R)-PGD2. (PMID: 21317107)

   

15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid

(5S,6R,7E,9E,11Z)-5,6-dihydroxy-15-oxoicosa-7,9,11-trienoic acid

C20H32O5 (352.225)


15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid is also known as 13,14-dihydro-15-keto-Lipoxin a4 or DHK-LXA4. 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid is considered to be practically insoluble (in water) and acidic. 15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid is an eicosanoid lipid molecule

   

15-dehydro-prostaglandin E1(1-)

7-[3-hydroxy-5-oxo-2-(3-oxooct-1-en-1-yl)cyclopentyl]heptanoic acid

C20H32O5 (352.225)


15-dehydro-prostaglandin E1(1-) is also known as 15-oxo-Prostaglandin e1. 15-dehydro-prostaglandin E1(1-) is considered to be practically insoluble (in water) and acidic

   

5-hydroperoxy-15-HETE

(6E,8Z,11Z)-5-hydroperoxy-15-hydroxyicosa-6,8,11,13-tetraenoic acid

C20H32O5 (352.225)


5-hydroperoxy-15-HETE is also known as 5-HP-15-HETE. 5-hydroperoxy-15-HETE is considered to be practically insoluble (in water) and acidic

   

(2E,4E)-5-[2-Methyl-2-(1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene-6-yl)cyclopropyl]-3-methyl-2,4-pentadienoic acid

(2E,4E)-5-[2-Methyl-2-(1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene-6-yl)cyclopropyl]-3-methyl-2,4-pentadienoic acid

C24H32O2 (352.2402)


   

(Z)-7-((1R,5S)-5-Hydroxy-3-oxo-2-(3-oxooctyl)cyclopentyl)hept-5-enoic acid

(Z)-7-((1R,5S)-5-Hydroxy-3-oxo-2-(3-oxooctyl)cyclopentyl)hept-5-enoic acid

C20H32O5 (352.225)


   

20-hydroxyleukotriene B4

5,12,20-Trihydroxy-6,8,10,14-eicosatetraenoic acid, (S-(r*,s*-(e,Z,e,Z)))-isomer

C20H32O5 (352.225)


   

Prostacyclin (not favourable)

5-[5-hydroxy-4-(3-hydroxyoct-1-en-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-ylidene]pentanoic acid

C20H32O5 (352.225)


   

(5S,6E,8E,10E,12E,14S,15R)-5,14,15-Trihydroxyicosa-6,8,10,12-tetraenoic acid

(5S,6E,8E,10E,12E,14S,15R)-5,14,15-Trihydroxyicosa-6,8,10,12-tetraenoic acid

C20H32O5 (352.225)


   

7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid

7-[(1R,2R,3R)-3-Hydroxy-2-[(3S)-3-hydroxyoct-1-enyl]-5-oxocyclopentyl]-5-heptenoic acid

C20H32O5 (352.225)


   

3-(4-Methoxy-2-methylphenyl)-2,5-dimethyl-N-pentan-3-ylpyrazolo[1,5-a]pyrimidin-7-amine

3-(4-methoxy-2-methylphenyl)-2,5-dimethyl-N-(pentan-3-yl)pyrazolo[1,5-a]pyrimidin-7-amine

C21H28N4O (352.2263)


   

3-Ethyl-4-(9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl)oxetan-2-one

2-Ethyl-3,11-dihydroxy-4,6,8,10,12-pentamethyl-9-oxo-tetradecenoic 1,3-lactone

C21H36O4 (352.2613)


   

Epi-Lipoxin A4

5,6,15-trihydroxyicosa-7,9,11,13-tetraenoic acid

C20H32O5 (352.225)


   

1-Monolinolenoyl-rac-glycerol

2,3-Dihydroxypropyl octadeca-9,12,15-trienoic acid

C21H36O4 (352.2613)


   

Moxaprindine

N-[3-(diethylamino)propyl]-1-methoxy-N-phenyl-2,3-dihydro-1H-inden-2-amine

C23H32N2O (352.2515)


C78274 - Agent Affecting Cardiovascular System > C47793 - Antiarrhythmic Agent

   

Prostaglandin E-2

(5Z)-7-{3-hydroxy-2-[(1E)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl}hept-5-enoic acid

C20H32O5 (352.225)


Prostaglandin e-2 is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Prostaglandin e-2 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Prostaglandin e-2 can be found in soft-necked garlic, which makes prostaglandin e-2 a potential biomarker for the consumption of this food product.

   

[6]-Gingerdiol acetate methyl ether

1-(3,4-Dimethoxyphenyl)-3-hydroxydecan-5-yl acetic acid

C20H32O5 (352.225)


[6]-gingerdiol acetate methyl ether is a member of the class of compounds known as dimethoxybenzenes. Dimethoxybenzenes are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. [6]-gingerdiol acetate methyl ether is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). [6]-gingerdiol acetate methyl ether can be found in ginger, which makes [6]-gingerdiol acetate methyl ether a potential biomarker for the consumption of this food product.

   

Neorustmicin D

Neorustmicin D

C20H32O5 (352.225)


   

Ebelactone B

(-)-Ebelactone B

C21H36O4 (352.2613)


   

Grayanotoxin II

Grayanotoxin II

C20H32O5 (352.225)


   

Capillolide

Capillolide

C20H32O5 (352.225)


A natural product found in Sinularia capillosa and Sinularia microclavata.

   

Chrysothame

Strictanonoic acid

C20H32O5 (352.225)


   

Neorustmicin C

Neorustmicin C

C20H32O5 (352.225)


   

Manaarenolide D

Manaarenolide D

C20H32O5 (352.225)


   
   

Leopersin J

Leopersin J

C20H32O5 (352.225)


   

Sterebin L

Sterebin L

C21H36O4 (352.2613)


A labdane diterpenoid with formula C21H36O4, originally isolated from the seeds of Oryza sativa.

   

2,3-Dicarboxy-2,3-secomanoyl oxide

2,3-Dicarboxy-2,3-secomanoyl oxide

C20H32O5 (352.225)


   

Diacarperoxide A

Diacarperoxide A

C20H32O5 (352.225)


   

14-deoxy-17-hydroxyandrographolide

(-)-14-Deoxy-17-hydroxyandrographolide

C20H32O5 (352.225)


   

Leopersin C

Leopersin C

C20H32O5 (352.225)


   
   

Albopilosin E

Albopilosin E

C20H32O5 (352.225)


   

6BETA,7BETA,ALPHA-TRIHYDROXY-8,13-EPOXY-LABD-14-EN-11-ONE

6beta,7beta,9alpha-Trihydroxy-8,13-epoxy-labd-14-en-11-one

C20H32O5 (352.225)


   

(ent-3beta,8beta,13Z)-3,8-Dihydroxy-17-oxo-13-labden-15-oic acid

(ent-3beta,8beta,13Z)-3,8-Dihydroxy-17-oxo-13-labden-15-oic acid

C20H32O5 (352.225)


   

Phyllostachysin E

Phyllostachysin E

C20H32O5 (352.225)


   

Grandilobatin A

Grandilobatin A

C21H36O4 (352.2613)


   

[10]-Gingerdiol

[10]-Gingerdiol

C21H36O4 (352.2613)


   

[1R-[1R*,4R*,6R*,7R*(Z),8R*,11R*]]-8-(1-Hydroxy-1-methylethyl)-4,11-dimethyl-5,12-dioxatricyclo[9.1.0.04,6]dodec-7-yl ester 2-methyl-2-butenoic acid

[1R-[1R*,4R*,6R*,7R*(Z),8R*,11R*]]-8-(1-Hydroxy-1-methylethyl)-4,11-dimethyl-5,12-dioxatricyclo[9.1.0.04,6]dodec-7-yl ester 2-methyl-2-butenoic acid

C20H32O5 (352.225)


   

Sinuflexolide

Sinuflexolide

C20H32O5 (352.225)


   

17-Hydroxyacanthoaustralide

17-Hydroxyacanthoaustralide

C20H32O5 (352.225)


   

Pretomentol

Pretomentol

C21H36O4 (352.2613)


   

Membrenone B

Membrenone B

C20H32O5 (352.225)


   

(E,Z,E)-1,16-Dihydroxy-3,11-bis(hydroxymethyl)-15-methyl-7-methylene-2,10,14-hexadecatrien-6-one

(E,Z,E)-1,16-Dihydroxy-3,11-bis(hydroxymethyl)-15-methyl-7-methylene-2,10,14-hexadecatrien-6-one

C20H32O5 (352.225)


   

Wightionolide

Wightionolide

C20H32O5 (352.225)


   

Homalomenol F

Homalomenol F

C20H32O5 (352.225)


   

Leucasperol B

Leucasperol B

C20H32O5 (352.225)


   

Flexibilolide

Flexibilolide

C20H32O5 (352.225)


   
   

4-[diisopropyl(methyl)ammonio]-2,2-diphenyl-butanimidate

4-[diisopropyl(methyl)ammonio]-2,2-diphenyl-butanimidate

C23H32N2O (352.2515)


   

Indicarol

Indicarol

C20H32O5 (352.225)


   

7,16,17-Trihydroxy-19-kauranoic acid

7,16,17-Trihydroxy-19-kauranoic acid

C20H32O5 (352.225)


   

Portulic acid

Portulic acid

C20H32O5 (352.225)


   

SCHEMBL5964653

SCHEMBL5964653

C21H36O4 (352.2613)


   

sclerophytin A 6-O-methyl ether|sclerophytin F methyl ether

sclerophytin A 6-O-methyl ether|sclerophytin F methyl ether

C21H36O4 (352.2613)


   

7alpha,9alpha,11alpha-trihydroxyabiet-8(14)-en-18-oic acid

7alpha,9alpha,11alpha-trihydroxyabiet-8(14)-en-18-oic acid

C20H32O5 (352.225)


   

methyl 2-(1beta-geranyl-5beta-hydroxy-4beta-methoxy-2-oxocyclohexyl)acetate|Methyl 2-(1??-geranyl-5??-hydroxy-4??-methoxy-2-oxocyclohexyl)acetate

methyl 2-(1beta-geranyl-5beta-hydroxy-4beta-methoxy-2-oxocyclohexyl)acetate|Methyl 2-(1??-geranyl-5??-hydroxy-4??-methoxy-2-oxocyclohexyl)acetate

C20H32O5 (352.225)


   

7beta,8,14beta-trihydroxy-15-isopimaren-18-oic acid

7beta,8,14beta-trihydroxy-15-isopimaren-18-oic acid

C20H32O5 (352.225)


   

7alpha,13beta,15-trihydroxyabiet-8(14)-en-18-oic acid

7alpha,13beta,15-trihydroxyabiet-8(14)-en-18-oic acid

C20H32O5 (352.225)


   

4-O-acetyl hygrophorone C12|cis-4-acetoxy-5-hydroxy-5-tridecanoyl-2-cyclopenten-1-one

4-O-acetyl hygrophorone C12|cis-4-acetoxy-5-hydroxy-5-tridecanoyl-2-cyclopenten-1-one

C20H32O5 (352.225)


   

SCHEMBL16226636

SCHEMBL16226636

C21H36O4 (352.2613)


   

1-(3-Hydroxyphenyl)-12-phenyl-2-dodecanone|3-(2-oxo-12-phenyldodecyl)phenol

1-(3-Hydroxyphenyl)-12-phenyl-2-dodecanone|3-(2-oxo-12-phenyldodecyl)phenol

C24H32O2 (352.2402)


   

(all E)-2-hydroxy-3-acetoxypropylfarnesate

(all E)-2-hydroxy-3-acetoxypropylfarnesate

C20H32O5 (352.225)


   

8-(5-Hydroxy-3,4-dimethyl-2-oxo-5-pentyl-3-cyclopentenyl)octansaeure-methylester

8-(5-Hydroxy-3,4-dimethyl-2-oxo-5-pentyl-3-cyclopentenyl)octansaeure-methylester

C21H36O4 (352.2613)


   

MCULE-4219636891

MCULE-4219636891

C20H32O5 (352.225)


   

3beta,12beta,14beta,20beta-Tetrahydroxy-5beta-pregnan; Dihydroboucerin

3beta,12beta,14beta,20beta-Tetrahydroxy-5beta-pregnan; Dihydroboucerin

C21H36O4 (352.2613)


   

4alpha,11-dihydroxy-3beta-(2-methylbutyryloxy)-eudesm-6-en-8-one

4alpha,11-dihydroxy-3beta-(2-methylbutyryloxy)-eudesm-6-en-8-one

C20H32O5 (352.225)


   

8,15-dihydroxy-14-oxo-labd-13(16)-en-19-oic acid

8,15-dihydroxy-14-oxo-labd-13(16)-en-19-oic acid

C20H32O5 (352.225)


   

7alpha,8alpha-epoxyoxygrindelic acid

7alpha,8alpha-epoxyoxygrindelic acid

C20H32O5 (352.225)


   

12R,13R,14S-trihydroxylabda-12,15-epoxy-8(17)-en-19-oic acid

12R,13R,14S-trihydroxylabda-12,15-epoxy-8(17)-en-19-oic acid

C20H32O5 (352.225)


   

botryosphaerin E|rel-(1S,4aR,5S,8aR)-5-(4-carboxy-3-hydroxy-3-methylbutyl)-decahydro-1,4a-dimethyl-6-methylidenenaphthalene-1-carboxylic acid

botryosphaerin E|rel-(1S,4aR,5S,8aR)-5-(4-carboxy-3-hydroxy-3-methylbutyl)-decahydro-1,4a-dimethyl-6-methylidenenaphthalene-1-carboxylic acid

C20H32O5 (352.225)


   

raspailyne A

raspailyne A

C21H36O4 (352.2613)


   

Prezoapatanol

Prezoapatanol

C21H36O4 (352.2613)


   

9-(5-Butyl-1-hydroxy-3,4-dimethyl-4-oxo-2-cyclopentenyl)nonansaeure-methylester

9-(5-Butyl-1-hydroxy-3,4-dimethyl-4-oxo-2-cyclopentenyl)nonansaeure-methylester

C21H36O4 (352.2613)


   

(1S,2E,4S,6R,7S,11S)-2,8(19),12(20)-cembratriene-4,6,7,11-tetraol

(1S,2E,4S,6R,7S,11S)-2,8(19),12(20)-cembratriene-4,6,7,11-tetraol

C21H36O4 (352.2613)


   

2-hexadec-4-enyl-3-methylidenebutanedioic acid

2-hexadec-4-enyl-3-methylidenebutanedioic acid

C21H36O4 (352.2613)


   

iso-grayanotoxin II|iso-GTX-II

iso-grayanotoxin II|iso-GTX-II

C20H32O5 (352.225)


   
   

(1S,2E,4S,8S,11S)-4,8,11-Trihydroxy-2,12(20)-cembradien-6-one

(1S,2E,4S,8S,11S)-4,8,11-Trihydroxy-2,12(20)-cembradien-6-one

C21H36O4 (352.2613)


   

DTXSID80959224

DTXSID80959224

C20H32O5 (352.225)


   

4,6-dihydroxy-8-methyl-4,6,10-triethyltetradeca-2,7,11-trienoic acid

4,6-dihydroxy-8-methyl-4,6,10-triethyltetradeca-2,7,11-trienoic acid

C21H36O4 (352.2613)


   

Baclinic acid

Baclinic acid

C20H32O5 (352.225)


   

Grayanotoxin VI

Grayanotoxin VI

C20H32O5 (352.225)


   

Me ester-(ent-2beta,3alpha,13xi)-2,3-Dihydroxy-4(18)cleroden-15-oic acid|methyl 2alpha,3beta-dihydroxy-4(18)-neo-cleroden-15-oate

Me ester-(ent-2beta,3alpha,13xi)-2,3-Dihydroxy-4(18)cleroden-15-oic acid|methyl 2alpha,3beta-dihydroxy-4(18)-neo-cleroden-15-oate

C21H36O4 (352.2613)


   

17beta-hydroxy-17alpha-methyl-2,3-seco-5alpha-androstane-2,3-dioic acid

17beta-hydroxy-17alpha-methyl-2,3-seco-5alpha-androstane-2,3-dioic acid

C20H32O5 (352.225)


   

Portulic lactone

Portulic lactone

C20H32O5 (352.225)


   

3??,15xi,16-Trihydroxy-isopimaric acid|Wulingzhic acid

3??,15xi,16-Trihydroxy-isopimaric acid|Wulingzhic acid

C20H32O5 (352.225)


   

(E)-7-hexadecenylitaconic acid|ceriporic acid D

(E)-7-hexadecenylitaconic acid|ceriporic acid D

C21H36O4 (352.2613)


   

3beta,5beta,6beta,16alpha,17-pentahydroxygrayan-10(20)-ene|craiobiotoxin I

3beta,5beta,6beta,16alpha,17-pentahydroxygrayan-10(20)-ene|craiobiotoxin I

C20H32O5 (352.225)


   

2,3-dihydroxypropyl octadeca-9,11,13-trienoate

2,3-dihydroxypropyl octadeca-9,11,13-trienoate

C21H36O4 (352.2613)


   

ent-(13S)-2,3-seco-14-labden-2,8-olide-3-oic acid

ent-(13S)-2,3-seco-14-labden-2,8-olide-3-oic acid

C20H32O5 (352.225)


   

3beta,5beta,16-trihydroxyhalima-13-en-15,16-olide|3beta,5beta,16alpha-trihydroxyhalima-13(14)-en-15,16-olide|4-{2-[(2S,3R,8S,6R)-6,8-dihydroxy-2,3,7,7-tetramethylbicyclo[4.4.0]dec-2-yl]ethyl}-(5S)-5-hydroxy-5-hydrofuran-2-one

3beta,5beta,16-trihydroxyhalima-13-en-15,16-olide|3beta,5beta,16alpha-trihydroxyhalima-13(14)-en-15,16-olide|4-{2-[(2S,3R,8S,6R)-6,8-dihydroxy-2,3,7,7-tetramethylbicyclo[4.4.0]dec-2-yl]ethyl}-(5S)-5-hydroxy-5-hydrofuran-2-one

C20H32O5 (352.225)


   

methyl (1R,4S,5S,9S,1R,4R)-9-hydroxy-1-(4-hydroxy-1,5-dimethylhexyl)-4-methylspiro<4.5>dec-ene-8-carboxylate|methyl (1R,4S,5S,9S,1R,4R)-9-hydroxy-1-(4-hydroxy-1,5-dimethylhexyl)-4-methylspiro[4.5]dec-ene-8-carboxylate

methyl (1R,4S,5S,9S,1R,4R)-9-hydroxy-1-(4-hydroxy-1,5-dimethylhexyl)-4-methylspiro<4.5>dec-ene-8-carboxylate|methyl (1R,4S,5S,9S,1R,4R)-9-hydroxy-1-(4-hydroxy-1,5-dimethylhexyl)-4-methylspiro[4.5]dec-ene-8-carboxylate

C21H36O4 (352.2613)


   

(all E)-3-hydroxy-2-acetoxypropylfarnesate

(all E)-3-hydroxy-2-acetoxypropylfarnesate

C20H32O5 (352.225)


   

15,16-epoxy-7alpha,18-dihydroxy-15-methoxy-ent-clerod-3-ene|15,16-epoxy-7alpha,18-dihydroxy-15-methoxy-ent-cleroda-3-ene

15,16-epoxy-7alpha,18-dihydroxy-15-methoxy-ent-clerod-3-ene|15,16-epoxy-7alpha,18-dihydroxy-15-methoxy-ent-cleroda-3-ene

C21H36O4 (352.2613)


   

(ent-3alpha,6alpha,14alpha,16beta)-3,6,14,16-Tetrahydroxy-5,10-seco-1(10)-kauren-5-one

(ent-3alpha,6alpha,14alpha,16beta)-3,6,14,16-Tetrahydroxy-5,10-seco-1(10)-kauren-5-one

C20H32O5 (352.225)


   
   

isoraspailyne A

1-O-(17-hydroxy-octadeca-1Z,5Z-dien-3-ynyl)-sn-glycerol

C21H36O4 (352.2613)


   

3-(15-hydroxyhexadecyl)-4-methylfuran-2,5-dione

3-(15-hydroxyhexadecyl)-4-methylfuran-2,5-dione

C21H36O4 (352.2613)


   

13-epi-manoyloxide-15,18-dioic acid

13-epi-manoyloxide-15,18-dioic acid

C20H32O5 (352.225)


   

PR 1421, tetrahydroclerocidin

PR 1421, tetrahydroclerocidin

C20H32O5 (352.225)


   

methyl 6beta,8-dihydroxy-ent-13E-labden-15-oate

methyl 6beta,8-dihydroxy-ent-13E-labden-15-oate

C21H36O4 (352.2613)


   

[10]-Gingediol

[10]-Gingediol

C21H36O4 (352.2613)


   

methyl (3S*,6S*,14E,16E)-3,6-epidioxy-6-methoxyoctadeca-4,14,16-trienoate

methyl (3S*,6S*,14E,16E)-3,6-epidioxy-6-methoxyoctadeca-4,14,16-trienoate

C20H32O5 (352.225)


   

(3beta,5beta,10a,13beta,14beta)-3,14,15,16-tetrahydroxyisopimar-8-en-11-one|agallochaol B

(3beta,5beta,10a,13beta,14beta)-3,14,15,16-tetrahydroxyisopimar-8-en-11-one|agallochaol B

C20H32O5 (352.225)


   

2,3-epoxy-5beta,6beta,10alpha,16alpha-tetrahydroxygrayanane|craiobiotoxin II

2,3-epoxy-5beta,6beta,10alpha,16alpha-tetrahydroxygrayanane|craiobiotoxin II

C20H32O5 (352.225)


   

Kauran-18-Olc Acid,16,1719-Tnhydroxy-,(4A)

Kauran-18-Olc Acid,16,1719-Tnhydroxy-,(4A)

C20H32O5 (352.225)


   

5beta-Pregnan-1beta,3alpha,17alpha,20alpha-tetrol

5beta-Pregnan-1beta,3alpha,17alpha,20alpha-tetrol

C21H36O4 (352.2613)


   

(1R,3S,4S,8R,11Z)-3,15-epoxycembr-11-ene-18,19-dioic acid

(1R,3S,4S,8R,11Z)-3,15-epoxycembr-11-ene-18,19-dioic acid

C20H32O5 (352.225)


   

13-deoxyitol A

13-deoxyitol A

C20H32O5 (352.225)


   

12,19,20-trihydroxy-14-methylene geranyl nerol

12,19,20-trihydroxy-14-methylene geranyl nerol

C21H36O4 (352.2613)


   

plakortide H

plakortide H

C21H36O4 (352.2613)


   

8beta,14alpha-dihydroxy-12,13alpha-epoxyabietan-18-oic acid|abiesadine C

8beta,14alpha-dihydroxy-12,13alpha-epoxyabietan-18-oic acid|abiesadine C

C20H32O5 (352.225)


   

furanocembranoid 4

furanocembranoid 4

C20H32O5 (352.225)


   

cladieunicellin D

cladieunicellin D

C20H32O5 (352.225)


   

(3Z,6E,8E)-N-(4-acetamido-3-hydroxybutyl)-2-hydroxy-4,8-dimethylundeca-3,6,8-trienamide|JBIR-66

(3Z,6E,8E)-N-(4-acetamido-3-hydroxybutyl)-2-hydroxy-4,8-dimethylundeca-3,6,8-trienamide|JBIR-66

C19H32N2O4 (352.2362)


   

methyl 10R-methoxy-12-oxo-9(13),16E-phytodienoate

methyl 10R-methoxy-12-oxo-9(13),16E-phytodienoate

C20H32O5 (352.225)


   

8,13-epoxy-1alpha,6beta,7beta-trihydroxy-labd-14-en-11-one|8,13-epoxy-1alpha,6beta,7beta-trihydroxylabd-14-en-11-one|9-deoxy-deacetylforskolin

8,13-epoxy-1alpha,6beta,7beta-trihydroxy-labd-14-en-11-one|8,13-epoxy-1alpha,6beta,7beta-trihydroxylabd-14-en-11-one|9-deoxy-deacetylforskolin

C20H32O5 (352.225)


   

lobocrasol C

lobocrasol C

C20H32O5 (352.225)


   

ent-16xi-hydroxy-labdan-3alpha,8beta-dihydroxy,13(14)-en-15,16-olide

ent-16xi-hydroxy-labdan-3alpha,8beta-dihydroxy,13(14)-en-15,16-olide

C20H32O5 (352.225)


   

sartrolide D

sartrolide D

C20H32O5 (352.225)


   

sinumaximol E

sinumaximol E

C20H32O5 (352.225)


   

flexibilin A

flexibilin A

C20H32O5 (352.225)


   

7alpha,12alpha,14beta,15beta,18-pentahydroxy-ent-kaur-16-ene|wikstroemioidin I

7alpha,12alpha,14beta,15beta,18-pentahydroxy-ent-kaur-16-ene|wikstroemioidin I

C20H32O5 (352.225)


   

1beta,7beta,15alpha,16-tetrahydroxy-ent-pimara-8-en-14-one|pedinophyllol J

1beta,7beta,15alpha,16-tetrahydroxy-ent-pimara-8-en-14-one|pedinophyllol J

C20H32O5 (352.225)


   

2alpha,3alpha,16alpha,20-tetrahydroxy-5alpha-pregnane

2alpha,3alpha,16alpha,20-tetrahydroxy-5alpha-pregnane

C21H36O4 (352.2613)


   

15,19-Dihydroxy-9-ketoprosta-10,13-diencarbonsaeure

15,19-Dihydroxy-9-ketoprosta-10,13-diencarbonsaeure

C20H32O5 (352.225)


   

decalpoline

decalpoline

C20H32O5 (352.225)


   

lobocrasol A

lobocrasol A

C20H32O5 (352.225)


   

(22E)-19,24-dinorcholesta-1,3,5(10),22-tetraen-3-ol

(22E)-19,24-dinorcholesta-1,3,5(10),22-tetraen-3-ol

C25H36O (352.2766)


A 3-hydroxy steroid that is (22E)-19,24-dinorcholesta-1,3,5(10),22-tetraene substituted by a hydroxy group at position 3. It is isolated from the Hainan soft coral Dendronephthya studeri.

   

sartrolide A

sartrolide A

C20H32O5 (352.225)


   

15,19-Dihydroxy-9-ketoprosta-8(12),13-diencarbonsaeure

15,19-Dihydroxy-9-ketoprosta-8(12),13-diencarbonsaeure

C20H32O5 (352.225)


   

5-hydroxyportulal|5alpha-Hydroxyportulal

5-hydroxyportulal|5alpha-Hydroxyportulal

C20H32O5 (352.225)


   

3,15,19-trihydroxy-ent-labda-8(17),13-dien-16-oic acid

3,15,19-trihydroxy-ent-labda-8(17),13-dien-16-oic acid

C20H32O5 (352.225)


   

7,8-dihydroflabellatene B

7,8-dihydroflabellatene B

C20H32O5 (352.225)


   

(3beta)-3,15,16,19-tetrahydroxyros-1(10)-en-2-one

(3beta)-3,15,16,19-tetrahydroxyros-1(10)-en-2-one

C20H32O5 (352.225)


   

2beta,16alpha,17-trihydroxy-ent-kauran-19-oic acid

2beta,16alpha,17-trihydroxy-ent-kauran-19-oic acid

C20H32O5 (352.225)


   

5-oxo-15,18(R and S),19-trihydroxyspata-13,16(E)-diene

5-oxo-15,18(R and S),19-trihydroxyspata-13,16(E)-diene

C20H32O5 (352.225)


   

methyl 6beta,15-dihydroxy-7-labden-17-oate

methyl 6beta,15-dihydroxy-7-labden-17-oate

C21H36O4 (352.2613)


   

19-hydroxykovalic acid

19-hydroxykovalic acid

C20H32O5 (352.225)


   

10E,6,7-Dihydrogeranylgeraniol-18,19-dioic acid

10E,6,7-Dihydrogeranylgeraniol-18,19-dioic acid

C20H32O5 (352.225)


   

3beta,16alpha,17-trihydroxy-ent-kauran-19-oic acid

3beta,16alpha,17-trihydroxy-ent-kauran-19-oic acid

C20H32O5 (352.225)


   

18,19-dihydroxy-clerod-3-en-15-oic acid

18,19-dihydroxy-clerod-3-en-15-oic acid

C21H36O4 (352.2613)


   

Portulenol

Portulenol

C20H32O5 (352.225)


   

(2S)-tanyolide B

(2S)-tanyolide B

C20H32O5 (352.225)


   

3,5,12-trihydroxy-6,8,10,14-eicosatetraenoic acid

3,5,12-trihydroxy-6,8,10,14-eicosatetraenoic acid

C20H32O5 (352.225)


   

(2E,5R)-5-[(1S,2R,4aR,8aR)-decahydro-5-hydroxy-1,2,4a,5-tetramethylnaphthalen-1-yl]-5-hydroxy-3-methylpent-2-enoic acid methyl ester|isocoparin B|methyl (4beta,11alpha,13E)-4,11-dihydroxy-ent-clerod-13-en-15-oate

(2E,5R)-5-[(1S,2R,4aR,8aR)-decahydro-5-hydroxy-1,2,4a,5-tetramethylnaphthalen-1-yl]-5-hydroxy-3-methylpent-2-enoic acid methyl ester|isocoparin B|methyl (4beta,11alpha,13E)-4,11-dihydroxy-ent-clerod-13-en-15-oate

C21H36O4 (352.2613)


   

lapiferin

lapiferin

C20H32O5 (352.225)


   

1,12-dihydroxy-2,3,6,7-bisepoxysmallantha-10E,14(21)-diene

1,12-dihydroxy-2,3,6,7-bisepoxysmallantha-10E,14(21)-diene

C21H36O4 (352.2613)


   

SCHEMBL8236681

SCHEMBL8236681

C20H32O5 (352.225)


   

(2S,5R,8R,9S,10R)-2-hydroperoxy-ent-3-cleroden-15-oic acid methyl ester

(2S,5R,8R,9S,10R)-2-hydroperoxy-ent-3-cleroden-15-oic acid methyl ester

C21H36O4 (352.2613)


   

2alpha,15R,16-trihydroxy-8(14)-isopimarene-18-oic acid|wulingzhic acid A

2alpha,15R,16-trihydroxy-8(14)-isopimarene-18-oic acid|wulingzhic acid A

C20H32O5 (352.225)


   

4, 6-Diethyl-6-(4-ethyl-2-methyl-5-octenyl)-3, 6-dihydro-1, 2-dioxin-3-acetic acid, 9CI

4, 6-Diethyl-6-(4-ethyl-2-methyl-5-octenyl)-3, 6-dihydro-1, 2-dioxin-3-acetic acid, 9CI

C21H36O4 (352.2613)


   

16xi-Hydroxy-3,4-Dihydroxy-13-cleroden-15,16-olide|3alpha,4beta,16-trihydroxy-5beta,10beta-cis-17alpha,20alpha-cleroda-13(14)-en-15,16-olide

16xi-Hydroxy-3,4-Dihydroxy-13-cleroden-15,16-olide|3alpha,4beta,16-trihydroxy-5beta,10beta-cis-17alpha,20alpha-cleroda-13(14)-en-15,16-olide

C20H32O5 (352.225)


   

7alpha-hydroxy-labd-8(17)-en-15,18-dioic acid

7alpha-hydroxy-labd-8(17)-en-15,18-dioic acid

C20H32O5 (352.225)


   

2-hexadec-7-enyl-3-methylbut-2-enedioic acid

2-hexadec-7-enyl-3-methylbut-2-enedioic acid

C21H36O4 (352.2613)


   

(1S*,3R*,4S*,6R*,7R*,8R*,11Z)-4,6,8-trihydroxy-11-capnosene-2,10-dione

(1S*,3R*,4S*,6R*,7R*,8R*,11Z)-4,6,8-trihydroxy-11-capnosene-2,10-dione

C20H32O5 (352.225)


   

6beta-cinnamoyloxy-germacra-1(10),4-diene

6beta-cinnamoyloxy-germacra-1(10),4-diene

C24H32O2 (352.2402)


   

methyl 13(S*)-acetoxy-9(Z),11(E)-octadecadienoate

methyl 13(S*)-acetoxy-9(Z),11(E)-octadecadienoate

C21H36O4 (352.2613)


   

δ-12-PGD2

δ-12-PGD2

C20H32O5 (352.225)


   

FT-0641237

FT-0641237

C20H32O5 (352.225)


   

Kauran-18-oic acid, 16,17,19-trihydroxy-, (4α)-

Kauran-18-oic acid, 16,17,19-trihydroxy-, (4α)-

C20H32O5 (352.225)


   

LTB4_20-hydroxy

20-Hydroxy-leukotriene B4

C20H32O5 (352.225)


The 20-hydroxy derivative of leukotriene B4.

   

Lipoxin A4

5S,6R,15S-trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid

C20H32O5 (352.225)


A C20 hydroxy fatty acid having (5S)-, (6R)- and (15S)-hydroxy groups as well as (7E)- (9E)-, (11Z)- and (13E)-double bonds. D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents D002491 - Central Nervous System Agents > D000700 - Analgesics D000893 - Anti-Inflammatory Agents D018501 - Antirheumatic Agents Chemical was purchased from CAY90410 (Lot D433602-40); Diagnostic ions: 351.2, 251.1, 235,1, 145.6, 114.9

   

LXA4-[19,19,20,20,20-d5]

LXA4-[19,19,20,20,20-d5]

C20H32O5 (352.225)


Chemical was purchased from CAY10007737 (Lot. 0410966-34); Diagnostic ions: 356.1, 251.0, 240.2, 115.0

   

PGE2-[3,3,4,4-d4]

PGE2-[3,3,4,4-d4]

C20H32O5 (352.225)


Chemical was purchased from CAY314010 (Lot 0437217-27); Diagnostic ions: 355.0, 337.3, 275.2, 193.0

   

Eicosanoids_LXB4_C20H32O5

Eicosanoids_LXB4_C20H32O5

C20H32O5 (352.225)


   

[(1R,2S,3S,4R,4aS)-2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(E)-3-oxobut-1-enyl]-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate

[(1R,2S,3S,4R,4aS)-2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(E)-3-oxobut-1-enyl]-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate

C20H32O5 (352.225)


   

glyceryl linolenate

glyceryl linolenate

C21H36O4 (352.2613)


   

PGE2-[d9]

PGE2-[d9]

C20H32O5 (352.225)


CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0164.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0164.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0164.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001321.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001321.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001321.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001321.mzML; PROCESSING averaging of repeated ion fragments at 40.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001321.mzML; PROCESSING averaging of repeated ion fragments at 30.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001321.mzML; PROCESSING averaging of repeated ion fragments at 20.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ]

   

Prostacyclin

6,9S-epoxy-11R,15S-dihydroxy-5Z,13E-prostadienoic acid

C20H32O5 (352.225)


CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0196.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0196.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0196.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000127.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000127.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000127.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000127.mzML; PROCESSING averaging of repeated ion fragments at 40.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000127.mzML; PROCESSING averaging of repeated ion fragments at 30.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000127.mzML; PROCESSING averaging of repeated ion fragments at 20.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ]

   

PGD2-[d4]

PGD2-[d4]

C20H32O5 (352.225)


CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0151.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0151.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0151.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001311.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001311.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001311.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001311.mzML; PROCESSING averaging of repeated ion fragments at 40.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001311.mzML; PROCESSING averaging of repeated ion fragments at 30.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001311.mzML; PROCESSING averaging of repeated ion fragments at 20.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ]

   

PGE2-[d4]

PGE2-[d4]

C20H32O5 (352.225)


CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0241.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0241.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0241.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001313.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001313.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001313.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001313.mzML; PROCESSING averaging of repeated ion fragments at 40.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001313.mzML; PROCESSING averaging of repeated ion fragments at 30.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001313.mzML; PROCESSING averaging of repeated ion fragments at 20.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ]

   

Lagohirsin

Lagohirsin

C20H32O5 (352.225)


Origin: Plant; SubCategory_DNP: Diterpenoids, Lagochilin diterpenoids

   

9,13-Epoxy-3,18-dihydroxy-15,16-labdanolide

9,13-Epoxy-3,18-dihydroxy-15,16-labdanolide

C20H32O5 (352.225)


Origin: Plant; SubCategory_DNP: Diterpenoids, Labdane diterpenoids

   

Glyceryl linolenate_major

Glyceryl linolenate_major

C21H36O4 (352.2613)


   

[(1R,2S,3S,4R,4aS)-2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(E)-3-oxobut-1-enyl]-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate_major

[(1R,2S,3S,4R,4aS)-2,3-dihydroxy-3,4a,8,8-tetramethyl-4-[(E)-3-oxobut-1-enyl]-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate_major

C20H32O5 (352.225)


   

Glyceryl linolenate_84.4\\%

Glyceryl linolenate_84.4\\%

C21H36O4 (352.2613)


   

15-oxoprostaglandin F2α

9,11-dihydroxy-15-oxo-prosta-5Z,13E-dien-1-oic acid

C20H32O5 (352.225)


   

Methyl 5-actoxy-6-gingerdiol

Methyl 5-actoxy-6-gingerdiol

C20H32O5 (352.225)


   

Methyl 3-actoxy-6-gingerdiol

Methyl 3-actoxy-6-gingerdiol

C20H32O5 (352.225)


   

trans-2,3-Didehydro-16,16-dimethyl-PGE1

trans-2,3-Didehydro-16,16-dimethyl-PGE1

C20H32O5 (352.225)


   

PGF1 analog

PGF1 analog

C20H32O5 (352.225)


   

11β-PGE2

9-oxo-11S,15S-dihydroxy-5Z,13E-prostadienoic acid

C20H32O5 (352.225)


   

15(R)-PGE2

9-oxo-11R,15R-dihydroxy-5Z,13E-prostadienoic acid

C20H32O5 (352.225)


   

δ-12-PGD2

9S,15S-dihydroxy-11-oxo-5Z,12E-prostadienoic acid

C20H32O5 (352.225)


   

15R-PGD2

9S,15R-dihydroxy-11-oxo-5Z,13E-prostadienoic acid

C20H32O5 (352.225)


   

D17 PGE1

9-oxo-11R,15S-dihydroxy-13E,17Z-prostadienoic acid

C20H32O5 (352.225)


   

5-trans-PGE2

9-oxo-11R,15S-dihydroxy-5E,13E-prostadienoic acid

C20H32O5 (352.225)


   

Prostaglandin K1

9,11-dioxo-15S-hydroxy-prost-13E-enoic acid

C20H32O5 (352.225)


   

8-iso-PGE2

9-oxo-11R,15S-dihydroxy-5Z,13E-prostadienoic acid-cyclo[8S,12R]

C20H32O5 (352.225)


   

8-iso-15-keto PGF2&alpha

9α,11α-dihydroxy-15-oxo-(8)-prosta-5Z,13E-dien-1-oic acid

C20H32O5 (352.225)


   

8-iso PGF3&alpha

9α,11α,15S-trihydroxy-(8β)-prosta-5Z,13E,17Z-trien-1-oic acid

C20H32O5 (352.225)


   

13,14-dihydro-15-keto-PGD2

(Z)-7-[(1R,2R,5S)-5-hydroxy-3-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid

C20H32O5 (352.225)


   

5(S),6(S)-Lipoxin A4

5(S),6(S)-Lipoxin A4

C20H32O5 (352.225)


   
   

ent-Prostaglandin E2

ent-Prostaglandin E2

C20H32O5 (352.225)


   

9,11-methane-epoxy PGF1&alpha

6-(3-hydroxy-1-octenyl)-2-oxabicyclo[2.2.1]heptane-5-heptanoic acid

C21H36O4 (352.2613)


   

8-iso-15-keto Prostaglandin F2&beta

9β,11α-dihydroxy-15-oxo-(8β)-prosta-5Z,13E-dien-1-oic acid

C20H32O5 (352.225)


   

5-trans Prostaglandin D2

9α,15S-dihydroxy-11-oxo-prosta-5E,13E-dien-1-oic acid

C20H32O5 (352.225)


   

17-trans PGF3&alpha

9α,11α,15S-trihydroxy-prosta-5Z,13E,17E-trien-1-oic acid

C20H32O5 (352.225)


   

Ceriporic acid C

1,10Z-heptadecadiene-2,3R-dicarboxylic acid

C21H36O4 (352.2613)


   

epi-LXB4

5S,14R,15R-trihydroxy-6E,8Z,10E,12E-eicosatetraenoic acid

C20H32O5 (352.225)


   

isoLGD2

9,10-seco-9,11-dioxo-15-hydroxy-5Z,13E-prostadienoic acid

C20H32O5 (352.225)


   

isoLGE2

10,11-seco-9,11-dioxo-15-hydroxy-5Z,13E-prostadienoic acid

C20H32O5 (352.225)


   

Isograyanotoxin II

Isograyanotoxin II

C20H32O5 (352.225)


   

MG(18:3)

1-(9Z,12Z,15Z-octadeatrienoyl)-rac-glycerol

C21H36O4 (352.2613)


   

5(S),6(R),15(R)-Lipoxin A4

5(S),6(R),15(R)-Trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid

C20H32O5 (352.225)


   

5,14,15-trihydroxy-6,8,10,12-Eicosatetraenoic acid

5,14,15-trihydroxy-6,8,10,12-Eicosatetraenoic acid

C20H32O5 (352.225)


   

epi-Lipoxin A4

5S,6S,15S-trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid

C20H32O5 (352.225)


   

13,14-dihydro-15-keto-LXA4

15-oxo-5S,6R-dihydroxy-7E,9E,11Z-eicosatrienoic acid

C20H32O5 (352.225)


   

10,11-dihydro-RvE1

5S,12,18S-trihydroxy-6Z,8E,14Z,16E-eicosatetraenoic acid

C20H32O5 (352.225)


   

15-epi-15-iso-LGE2

(5Z,8S,9R,10E,12R)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid

C20H32O5 (352.225)


   

ent-15-epi-15-iso-LGE2

(5Z,8R,9S,10E,12S)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid

C20H32O5 (352.225)


   

ent-15-iso-LGE2

(5Z,8R,9S,10E,12R)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid

C20H32O5 (352.225)


   

15-iso-LGE2

(5Z,8S,9R,10E,12S)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid

C20H32O5 (352.225)


   

12-epi-12-iso-LGE2

(5S,6R,7E,9R,11Z)-5-acetyl-6-formyl-9-hydroxyheptadeca-7,11-dienoic acid

C20H32O5 (352.225)


   

ent-12-epi-12-iso-LGE2

(5R,6S,7E,9S,11Z)-5-acetyl-6-formyl-9-hydroxyheptadeca-7,11-dienoic acid

C20H32O5 (352.225)


   

ent-12-iso-LGE2

(5R,6S,7E,9R,11Z)-5-acetyl-6-formyl-9-hydroxyheptadeca-7,11-dienoic acid

C20H32O5 (352.225)


   

12-iso-LGE2

(5S,6R,7E,9S,11Z)-5-acetyl-6-formyl-9-hydroxyheptadeca-7,11-dienoic acid

C20H32O5 (352.225)


   

8-epi-8-iso-LGE2

(5Z,8R,9E,11S,12R)-11-acetyl-12-formyl-8-hydroxyheptadeca-5,9-dienoic acid

C20H32O5 (352.225)


   

ent-8-epi-8-iso-LGE2

(5Z,8S,9E,11R,12S)-11-acetyl-12-formyl-8-hydroxyheptadeca-5,9-dienoic acid

C20H32O5 (352.225)


   

ent-8-iso-LGE2

(5Z,8R,9E,11R,12S)-11-acetyl-12-formyl-8-hydroxyheptadeca-5,9-dienoic acid

C20H32O5 (352.225)


   

8-iso-LGE2

(5Z,8S,9E,11S,12R)-11-acetyl-12-formyl-8-hydroxyheptadeca-5,9-dienoic acid

C20H32O5 (352.225)


   

5-epi-5-iso-LGE2

(5R,6E,8S,9R,11Z)-8-acetyl-9-formyl-5-hydroxyheptadeca-6,11-dienoic acid

C20H32O5 (352.225)


   

ent-5-epi-5-iso-LGE2

(5S,6E,8R,9S,11Z)-8-acetyl-9-formyl-5-hydroxyheptadeca-6,11-dienoic acid

C20H32O5 (352.225)


   

ent-5-iso-LGE2

(5R,6E,8R,9S,11Z)-8-acetyl-9-formyl-5-hydroxyheptadeca-6,11-dienoic acid

C20H32O5 (352.225)


   

5-iso-LGE2

(5S,6E,8S,9R,11Z)-8-acetyl-9-formyl-5-hydroxyheptadeca-6,11-dienoic acid

C20H32O5 (352.225)


   

15-epi-15-iso-LGD2

(5Z,8S,9R,10E,12R)-9-acetyl-8-formyl-12-hydroxyheptadeca-5,10-dienoic acid

C20H32O5 (352.225)


   

ent-15-epi-15-iso-LGD2

(5Z,8R,9S,10E,12S)-9-acetyl-8-formyl-12-hydroxyheptadeca-5,10-dienoic acid

C20H32O5 (352.225)


   

ent-15-iso-LGD2

(5Z,8R,9S,10E,12R)-9-acetyl-8-formyl-12-hydroxyheptadeca-5,10-dienoic acid

C20H32O5 (352.225)


   

15-iso-LGD2

(5Z,8S,9R,10E,12S)-9-acetyl-8-formyl-12-hydroxyheptadeca-5,10-dienoic acid

C20H32O5 (352.225)


   

12-epi-12-iso-LGD2

(5S,6R,7E,9R,11Z)-6-acetyl-5-formyl-9-hydroxyheptadeca-7,11-dienoic acid

C20H32O5 (352.225)


   

ent-12-epi-12-iso-LGD2

(5R,6S,7E,9S,11Z)-6-acetyl-5-formyl-9-hydroxyheptadeca-7,11-dienoic acid

C20H32O5 (352.225)


   

ent-12-iso-LGD2

(5R,6S,7E,9R,11Z)-6-acetyl-5-formyl-9-hydroxyheptadeca-7,11-dienoic acid

C20H32O5 (352.225)


   

12-iso-LGD2

(5S,6R,7E,9S,11Z)-6-acetyl-5-formyl-9-hydroxyheptadeca-7,11-dienoic acid

C20H32O5 (352.225)


   

8-epi-8-iso-LGD2

(5Z,8R,9E,11S,12R)-12-acetyl-11-formyl-8-hydroxyheptadeca-5,9-dienoic acid

C20H32O5 (352.225)


   

ent-8-epi-8-iso-LGD2

(5Z,8S,9E,11R,12S)-12-acetyl-11-formyl-8-hydroxyheptadeca-5,9-dienoic acid

C20H32O5 (352.225)


   

ent-8-iso-LGD2

(5Z,8R,9E,11R,12S)-12-acetyl-11-formyl-8-hydroxyheptadeca-5,9-dienoic acid

C20H32O5 (352.225)


   

8-iso-LGD2

(5Z,8S,9E,11S,12R)-12-acetyl-11-formyl-8-hydroxyheptadeca-5,9-dienoic acid

C20H32O5 (352.225)


   

5-epi-5-iso-LGD2

(5R,6E,8S,9R,11Z)-9-acetyl-8-formyl-5-hydroxyheptadeca-6,11-dienoic acid

C20H32O5 (352.225)


   

ent-5-epi-5-iso-LGD2

(5S,6E,8R,9S,11Z)-9-acetyl-8-formyl-5-hydroxyheptadeca-6,11-dienoic acid

C20H32O5 (352.225)


   

ent-5-iso-LGD2

(5R,6E,8R,9S,11Z)-9-acetyl-8-formyl-5-hydroxyheptadeca-6,11-dienoic acid

C20H32O5 (352.225)


   

5-iso-LGD2

(5S,6E,8S,9R,11Z)-9-acetyl-8-formyl-5-hydroxyheptadeca-6,11-dienoic acid

C20H32O5 (352.225)


   

ent-8-D2c-IsoP

8R,12R-dihydroxy-14-oxo-5Z,9E-prostadienoic acid-cyclo[11S,15R]

C20H32O5 (352.225)


   

8-D2c-IsoP

8S,12S-dihydroxy-14-oxo-5Z,9E-prostadienoic acid-cyclo[11R,15S]

C20H32O5 (352.225)


   

8-epi-8-D2c-IsoP

8R,12S-dihydroxy-14-oxo-5Z,9E-prostadienoic acid-cyclo[11R,15S]

C20H32O5 (352.225)


   

ent-8-epi-8-D2c-IsoP

8S,12R-dihydroxy-14-oxo-5Z,9E-prostadienoic acid-cyclo[11S,15R]

C20H32O5 (352.225)


   

ent-8-epi-8-D2t-IsoP

8S,12R-dihydroxy-14-oxo-5Z,9E-prostadienoic acid-cyclo[11R,15S]

C20H32O5 (352.225)


   

ent-8-D2t-IsoP

8R,12R-dihydroxy-14-oxo-5Z,9E-prostadienoic acid-cyclo[11R,15S]

C20H32O5 (352.225)


   

8-epi-8-D2t-IsoP

8R,12S-dihydroxy-14-oxo-5Z,9E-prostadienoic acid-cyclo[11S,15R]

C20H32O5 (352.225)


   

8-D2t-IsoP

8S,12S-dihydroxy-14-oxo-5Z,9E-prostadienoic acid-cyclo[11S,15R]

C20H32O5 (352.225)


   

ent-5-D2c-IsoP

5R,9R-dihydroxy-11-oxo-6E,14Z-prostadienoic acid-cyclo[8S,12R]

C20H32O5 (352.225)


   

5-D2c-IsoP

5S,9S-dihydroxy-11-oxo-6E,14Z-prostadienoic acid-cyclo[8R,12S]

C20H32O5 (352.225)


   

5-epi-5-D2c-IsoP

5R,9S-dihydroxy-11-oxo-6E,14Z-prostadienoic acid-cyclo[8R,12S]

C20H32O5 (352.225)


   

ent-5-epi-5-D2c-IsoP

5S,9R-dihydroxy-11-oxo-6E,14Z-prostadienoic acid-cyclo[8S,12R]

C20H32O5 (352.225)


   

ent-5-epi-5-D2t-IsoP

5S,9R-dihydroxy-11-oxo-6E,14Z-prostadienoic acid-cyclo[8R,12S]

C20H32O5 (352.225)


   

5-epi-5-D2t-IsoP

5R,9S-dihydroxy-11-oxo-6E,14Z-prostadienoic acid-cyclo[8S,12R]

C20H32O5 (352.225)


   

5-D2t-IsoP

5S,9S-dihydroxy-11-oxo-6E,14Z-prostadienoic acid-cyclo[8S,12R]

C20H32O5 (352.225)


   

ent-5-D2t-IsoP

5R,9R-dihydroxy-11-oxo-6E,14Z-prostadienoic acid-cyclo[8R,12S]

C20H32O5 (352.225)


   

ent-12-D2c-IsoP

6R,12R-dihydroxy-8-oxo-10E,14Z-prostadienoic acid-cyclo[5S,9R]

C20H32O5 (352.225)


   

12-D2c-IsoP

6S,12S-dihydroxy-8-oxo-10E,14Z-prostadienoic acid-cyclo[5R,9S]

C20H32O5 (352.225)


   

12-epi-12-D2c-IsoP

6S,12R-dihydroxy-8-oxo-10E,14Z-prostadienoic acid-cyclo[5R,9S]

C20H32O5 (352.225)


   

ent-12-epi-12-D2c-IsoP

6R,12S-dihydroxy-8-oxo-10E,14Z-prostadienoic acid-cyclo[5S,9R]

C20H32O5 (352.225)


   

ent-12-epi-12-D2t-IsoP

6R,12S-dihydroxy-8-oxo-10E,14Z-prostadienoic acid-cyclo[5R,9S]

C20H32O5 (352.225)


   

ent-12-D2t-IsoP

6R,12R-dihydroxy-8-oxo-10E,14Z-prostadienoic acid-cyclo[5R,9S]

C20H32O5 (352.225)


   

12-epi-12-D2t-IsoP

6S,12R-dihydroxy-8-oxo-10E,14Z-prostadienoic acid-cyclo[5S,9R]

C20H32O5 (352.225)


   

12-D2t-IsoP

6S,12S-dihydroxy-8-oxo-10E,14Z-prostadienoic acid-cyclo[5S,9R]

C20H32O5 (352.225)


   

ent-15-D2c-IsoP

9R,15R-dihydroxy-11-oxo-5Z,13E-prostadienoic acid-cyclo[8S,12R]

C20H32O5 (352.225)


   

15-D2c-IsoP

9S,15S-dihydroxy-11-oxo-5Z,13E-prostadienoic acid-cyclo[8R,12S]

C20H32O5 (352.225)


   

15-epi-15-D2c-IsoP

9S,15R-dihydroxy-11-oxo-5Z,13E-prostadienoic acid-cyclo[8R,12S]

C20H32O5 (352.225)


   

ent-15-epi-15-D2c-IsoP

9R,15S-dihydroxy-11-oxo-5Z,13E-prostadienoic acid-cyclo[8S,12R]

C20H32O5 (352.225)


   

ent-15-epi-15-D2t-IsoP

9R,15S-dihydroxy-11-oxo-5Z,13E-prostadienoic acid-cyclo[8R,12S]

C20H32O5 (352.225)


   

ent-15-D2t-IsoP

9R,15R-dihydroxy-11-oxo-5Z,13E-prostadienoic acid-cyclo[8R,12S]

C20H32O5 (352.225)


   

15-epi-15-D2t-IsoP

9S,15R-dihydroxy-11-oxo-5Z,13E-prostadienoic acid-cyclo[8S,12R]

C20H32O5 (352.225)


   

15-D2t-IsoP

9S,15S-dihydroxy-11-oxo-5Z,13E-prostadienoic acid-cyclo[8S,12R]

C20H32O5 (352.225)


   

ent-PGE2

9-oxo-11S,15R-dihydroxy-5Z,13E-prostadienoic acid-cyclo[8S,12S]

C20H32O5 (352.225)


   

ent-PGD2

9R,15R-dihydroxy-11-oxo-5Z,13E-prostadienoic acid-cyclo[8S,12S]

C20H32O5 (352.225)


   

ent-8-epi-15-E2c-IsoP

9-oxo-11S,15R-dihydroxy-5Z,13E-prostadienoic acid-cyclo[8R,12R]

C20H32O5 (352.225)


   

ent-15-E2t-IsoP

9-oxo-11S,15R-dihydroxy-5Z,13E-prostadienoic acid-cyclo[8R,12S]

C20H32O5 (352.225)


   

ent-15-E2c-IsoP

9-oxo-11S,15R-dihydroxy-5Z,13E-prostadienoic acid-cyclo[8S,12R]

C20H32O5 (352.225)


   

ent-8,15-diepi-15-E2c-IsoP

9-oxo-11S,15S-dihydroxy-5Z,13E-prostadienoic acid-cyclo[8R,12R]

C20H32O5 (352.225)


   
   

pahuatin

(S,E)-2-hydroxy-4-oxononadeca-16,18-dien-1-yl acetate

C21H36O4 (352.2613)


   

Persenone C

(S,5E,16E)-2-hydroxy-4-oxononadeca-5,16-dien-1-yl acetate

C21H36O4 (352.2613)


   

goshuyioyl lysine

(S)-6-Amino-2-(5Z,8Z-tetradecadienoyl) aminohexanoic acid

C20H36N2O3 (352.2726)


   

N6-goshuyoyl lysine

N6-(5Z,8Z-tetradecadienoyl)-L-lysine

C20H36N2O3 (352.2726)


   

MG O-18:4;O

1-O-(18-hydroxy-octadeca-1Z,5Z-dien-3-ynyl)-sn-glycerol

C21H36O4 (352.2613)


   

5-(TRANS-4-(2-(TRANS-4-ETHYLCYCLOHEXYL)ETHYL)CYCLOHEXYL)-1,2,3-TRIFLUOROBENZENE

5-(TRANS-4-(2-(TRANS-4-ETHYLCYCLOHEXYL)ETHYL)CYCLOHEXYL)-1,2,3-TRIFLUOROBENZENE

C22H31F3 (352.2378)


   
   

1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane

1,7-Dibenzyl-1,4,7,10-tetraazacyclododecane

C22H32N4 (352.2627)


   

Nonoxynol-3

Nonoxynol-3

C21H36O4 (352.2613)


   

hydrogenated

hydrogenated

C21H36O4 (352.2613)


   

formaldehyde,2-methyloxirane,4-nonylphenol,oxirane

formaldehyde,2-methyloxirane,4-nonylphenol,oxirane

C21H36O4 (352.2613)


   

Ibuprofen lysinate

Ibuprofen lysinate

C19H32N2O4 (352.2362)


   

Phenol, 4,4-cyclododecylidenebis-

Phenol, 4,4-cyclododecylidenebis-

C24H32O2 (352.2402)


   

2-{2-[2-(4-Nonylphenoxy)ethoxy]ethoxy}ethanol

2-{2-[2-(4-Nonylphenoxy)ethoxy]ethoxy}ethanol

C21H36O4 (352.2613)


   

(1s,4r)-4-Butyl-4-(3,4,5-trifluorophenyl)-1,1-bi(cyclohexyl)

(1s,4r)-4-Butyl-4-(3,4,5-trifluorophenyl)-1,1-bi(cyclohexyl)

C22H31F3 (352.2378)


   

1-Monolinolenoyl-rac-glycerol

2,3-dihydroxypropyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate

C21H36O4 (352.2613)


   

5-BETA-PREGNAN-3-ALPHA, 11-ALPHA, 17,20-ALPHA-TETROL

5-BETA-PREGNAN-3-ALPHA, 11-ALPHA, 17,20-ALPHA-TETROL

C21H36O4 (352.2613)


   

2-ethylhexan-1-ol,hexanedioic acid,propane-1,2-diol

2-ethylhexan-1-ol,hexanedioic acid,propane-1,2-diol

C17H36O7 (352.2461)


   

N,N-BIS(METHOXYMETHYL)DIAZA-18-CROWN-6

N,N-BIS(METHOXYMETHYL)DIAZA-18-CROWN-6

C16H36N2O6 (352.2573)


   

ditert-butyl-(1-methyl-2,2-diphenylcyclopropyl)phosphane

ditert-butyl-(1-methyl-2,2-diphenylcyclopropyl)phosphane

C24H33P (352.232)


   
   

Sodium (2-dodecanamidoethyl)(2-hydroxyethyl)carbamate

Sodium (2-dodecanamidoethyl)(2-hydroxyethyl)carbamate

C17H33N2NaO4 (352.2338)


   

(16S,20S)-5alpha-Pregnan-3beta,12beta,16,20-tetraol

(16S,20S)-5alpha-Pregnan-3beta,12beta,16,20-tetraol

C21H36O4 (352.2613)


   

trans-4-ethyl-2-fluoro-4-(4-pentylcyclohexyl)-1,1-biphenyl

trans-4-ethyl-2-fluoro-4-(4-pentylcyclohexyl)-1,1-biphenyl

C25H33F (352.2566)


   

(E)-2-(4-BOC-PIPERAZIN-1-YL)-4-CYCLOHEXYL-3-BUTENOIC ACID

(E)-2-(4-BOC-PIPERAZIN-1-YL)-4-CYCLOHEXYL-3-BUTENOIC ACID

C19H32N2O4 (352.2362)


   

2,4-Pentadienoic acid, 3-methyl-5-((1S,2S)-2-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)cyclopropyl)-, (2E,4E)-

2,4-Pentadienoic acid, 3-methyl-5-((1S,2S)-2-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)cyclopropyl)-, (2E,4E)-

C24H32O2 (352.2402)


C274 - Antineoplastic Agent > C2122 - Cell Differentiating Agent > C1934 - Differentiation Inducer C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C804 - Retinoic Acid Agent C308 - Immunotherapeutic Agent > C129820 - Antineoplastic Immunomodulating Agent

   

Quinbolone

Quinbolone

C24H32O2 (352.2402)


A - Alimentary tract and metabolism > A14 - Anabolic agents for systemic use > A14A - Anabolic steroids > A14AA - Androstan derivatives C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid

   

1-Monolinolenin

1-Monolinolenin

C21H36O4 (352.2613)


   

Betoxycaine

Betoxycaine

C19H32N2O4 (352.2362)


C78272 - Agent Affecting Nervous System > C245 - Anesthetic Agent

   

12-Apo-beta-carotenol

12-Apo-beta-carotenol

C25H36O (352.2766)


   

(Z)-4-[(E)-hexadec-2-en-7-yl]oxy-2-methyl-4-oxobut-2-enoic acid

(Z)-4-[(E)-hexadec-2-en-7-yl]oxy-2-methyl-4-oxobut-2-enoic acid

C21H36O4 (352.2613)


   

3-alpha-Linolenoyl-sn-glycerol

3-alpha-Linolenoyl-sn-glycerol

C21H36O4 (352.2613)


   

17-Methyl-3-(2,4-cyclopentadien-1-ylidene)-5alpha-androstane-17beta-ol

17-Methyl-3-(2,4-cyclopentadien-1-ylidene)-5alpha-androstane-17beta-ol

C25H36O (352.2766)


   

9,12-Octadecadienoic acid (Z,Z)-, trimethylsilyl ester

9,12-Octadecadienoic acid (Z,Z)-, trimethylsilyl ester

C21H40O2Si (352.2797)


   

1-{2-[2-(2-Methoxyethoxy)ethoxy]ethoxy}-4-(1,1,3,3-tetramethylbutyl)benzene

1-{2-[2-(2-Methoxyethoxy)ethoxy]ethoxy}-4-(1,1,3,3-tetramethylbutyl)benzene

C21H36O4 (352.2613)


   

Ibuprofen Lysine

Ibuprofen Lysine

C19H32N2O4 (352.2362)


C78272 - Agent Affecting Nervous System > C241 - Analgesic Agent > C2198 - Nonnarcotic Analgesic

   

(2E,4E)-5-[2-Methyl-2-(1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene-6-yl)cyclopropyl]-3-methyl-2,4-pentadienoic acid

(2E,4E)-5-[2-Methyl-2-(1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene-6-yl)cyclopropyl]-3-methyl-2,4-pentadienoic acid

C24H32O2 (352.2402)


   

3-ethyl-4-[(E)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]oxetan-2-one

3-ethyl-4-[(E)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]oxetan-2-one

C21H36O4 (352.2613)


   

[3-carboxy-2-[(3E,6E,9E)-trideca-3,6,9-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(3E,6E,9E)-trideca-3,6,9-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

[3-carboxy-2-[(6E,8E,10E)-trideca-6,8,10-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(6E,8E,10E)-trideca-6,8,10-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

[3-carboxy-2-[(7E,9E,11E)-trideca-7,9,11-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(7E,9E,11E)-trideca-7,9,11-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

[3-carboxy-2-[(3E,5E,7E)-trideca-3,5,7-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(3E,5E,7E)-trideca-3,5,7-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

[3-carboxy-2-[(5E,7E,9E)-trideca-5,7,9-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(5E,7E,9E)-trideca-5,7,9-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

[3-carboxy-2-[(3E,5E,9E)-trideca-3,5,9-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(3E,5E,9E)-trideca-3,5,9-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

[3-carboxy-2-[(4E,6E,8E)-trideca-4,6,8-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(4E,6E,8E)-trideca-4,6,8-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

[3-carboxy-2-[(4E,7E,10E)-trideca-4,7,10-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(4E,7E,10E)-trideca-4,7,10-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

[3-carboxy-2-[(2E,5E,8E)-trideca-2,5,8-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(2E,5E,8E)-trideca-2,5,8-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

[3-carboxy-2-[(2E,4E,6E)-trideca-2,4,6-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(2E,4E,6E)-trideca-2,4,6-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

[3-carboxy-2-[(5E,8E,11E)-trideca-5,8,11-trienoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(5E,8E,11E)-trideca-5,8,11-trienoyl]oxypropyl]-trimethylazanium

C20H34NO4+ (352.2488)


   

1,3-dihydroxypropan-2-yl (9E,12E,15E)-octadeca-9,12,15-trienoate

1,3-dihydroxypropan-2-yl (9E,12E,15E)-octadeca-9,12,15-trienoate

C21H36O4 (352.2613)


   

2-[Dodecoxy(hydroxy)phosphoryl]oxyethyl-trimethylazanium

2-[Dodecoxy(hydroxy)phosphoryl]oxyethyl-trimethylazanium

C17H39NO4P+ (352.2617)


   
   

(3S,4R)-3-ethyl-4-[(E,2S,6R,8S,9R,10R)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]oxetan-2-one

(3S,4R)-3-ethyl-4-[(E,2S,6R,8S,9R,10R)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]oxetan-2-one

C21H36O4 (352.2613)


   

7-[(1R,4S,5R,6R)-6-[(E,3S)-3-hydroxyoct-1-enyl]-2-oxabicyclo[2.2.1]heptan-5-yl]heptanoic acid

7-[(1R,4S,5R,6R)-6-[(E,3S)-3-hydroxyoct-1-enyl]-2-oxabicyclo[2.2.1]heptan-5-yl]heptanoic acid

C21H36O4 (352.2613)


   

Fluoroisopropyl(2,4,6-tri-tert-butylphenyl)silanol

Fluoroisopropyl(2,4,6-tri-tert-butylphenyl)silanol

C21H37FOSi (352.2598)


   

Fahfa 18:2/3:0

Fahfa 18:2/3:0

C21H36O4 (352.2613)


   

[1-[(7Z,10Z,13Z)-hexadeca-7,10,13-trienoxy]-3-hydroxypropan-2-yl] acetate

[1-[(7Z,10Z,13Z)-hexadeca-7,10,13-trienoxy]-3-hydroxypropan-2-yl] acetate

C21H36O4 (352.2613)


   

Linoleladic acid trimethylsilyl ester

Linoleladic acid trimethylsilyl ester

C21H40O2Si (352.2797)


   

1-Hydroxymethyl-8-(triisopropylsilyl)oxy-2-methyl-1beta-2alpha-(4A)beta,5,6,7,8beta,(8A)beta-octahydronaphthalene

1-Hydroxymethyl-8-(triisopropylsilyl)oxy-2-methyl-1beta-2alpha-(4A)beta,5,6,7,8beta,(8A)beta-octahydronaphthalene

C21H40O2Si (352.2797)


   

Fahfa 2:0/19:2

Fahfa 2:0/19:2

C21H36O4 (352.2613)


   

Fahfa 4:0/17:2

Fahfa 4:0/17:2

C21H36O4 (352.2613)


   

Fahfa 16:2/5:0

Fahfa 16:2/5:0

C21H36O4 (352.2613)


   

Fahfa 17:2/4:0

Fahfa 17:2/4:0

C21H36O4 (352.2613)


   

Fahfa 3:0/18:2

Fahfa 3:0/18:2

C21H36O4 (352.2613)


   

Fahfa 5:0/16:2

Fahfa 5:0/16:2

C21H36O4 (352.2613)


   

3-Methyl-6-nonyl-6-(tetrahydro-2H-pyran-2-yloxymethyl)-5,6-dihydro-2H-pyran-2-one

3-Methyl-6-nonyl-6-(tetrahydro-2H-pyran-2-yloxymethyl)-5,6-dihydro-2H-pyran-2-one

C21H36O4 (352.2613)


   

2-[(9Z,12Z)-nonadeca-9,12-dienoyl]oxyacetic acid

2-[(9Z,12Z)-nonadeca-9,12-dienoyl]oxyacetic acid

C21H36O4 (352.2613)


   

[(2S)-2,3-dihydroxypropyl] (9E,12E,15E)-octadeca-9,12,15-trienoate

[(2S)-2,3-dihydroxypropyl] (9E,12E,15E)-octadeca-9,12,15-trienoate

C21H36O4 (352.2613)


   

[(1S,2R,4aR,8R,8aR)-2-methyl-8-tri(propan-2-yl)silyloxy-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methanol

[(1S,2R,4aR,8R,8aR)-2-methyl-8-tri(propan-2-yl)silyloxy-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]methanol

C21H40O2Si (352.2797)


   

[(2S)-2,3-dihydroxypropyl] (6E,9E,12E)-octadeca-6,9,12-trienoate

[(2S)-2,3-dihydroxypropyl] (6E,9E,12E)-octadeca-6,9,12-trienoate

C21H36O4 (352.2613)


   

2-Monolinolenin

2-Monolinolenin

C21H36O4 (352.2613)


   

1-alpha-Linolenoyl-sn-glycerol

1-alpha-Linolenoyl-sn-glycerol

C21H36O4 (352.2613)


   

1,3-dihydroxypropan-2-yl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate

1,3-dihydroxypropan-2-yl (6Z,9Z,12Z)-octadeca-6,9,12-trienoate

C21H36O4 (352.2613)


   

MG(18:3(6Z,9Z,12Z)/0:0/0:0)

MG(18:3(6Z,9Z,12Z)/0:0/0:0)

C21H36O4 (352.2613)


   

2-[(9E,12E,15E)-octadecatrienoyl]glycerol

2-[(9E,12E,15E)-octadecatrienoyl]glycerol

C21H36O4 (352.2613)


A 2-monoglyceride in which the acyl group is specified as (9E,12E,15E)-octadecatrienoyl.

   

monoacylglycerol 18:3

monoacylglycerol 18:3

C21H36O4 (352.2613)


A monoglyceride in which the acyl group contains a total of 18 carbon atoms and 3 double bonds.

   

DG(18:3)

DG(8:0(1)_10:3)

C21H36O4 (352.2613)


Provides by LipidSearch Vendor. © Copyright 2006-2024 Thermo Fisher Scientific Inc. All rights reserved

   

FAHFA 10:0/O-11:2

FAHFA 10:0/O-11:2

C21H36O4 (352.2613)


   

FAHFA 10:1/O-11:1

FAHFA 10:1/O-11:1

C21H36O4 (352.2613)


   

FAHFA 10:2/O-11:0

FAHFA 10:2/O-11:0

C21H36O4 (352.2613)


   

FAHFA 11:0/O-10:2

FAHFA 11:0/O-10:2

C21H36O4 (352.2613)


   

FAHFA 11:1/O-10:1

FAHFA 11:1/O-10:1

C21H36O4 (352.2613)


   

FAHFA 11:2/O-10:0

FAHFA 11:2/O-10:0

C21H36O4 (352.2613)


   

FAHFA 12:0/O-9:2

FAHFA 12:0/O-9:2

C21H36O4 (352.2613)


   

FAHFA 12:1/O-9:1

FAHFA 12:1/O-9:1

C21H36O4 (352.2613)


   

FAHFA 12:2/O-9:0

FAHFA 12:2/O-9:0

C21H36O4 (352.2613)


   

FAHFA 13:0/O-8:2

FAHFA 13:0/O-8:2

C21H36O4 (352.2613)


   

FAHFA 13:1/O-8:1

FAHFA 13:1/O-8:1

C21H36O4 (352.2613)


   

FAHFA 13:2/O-8:0

FAHFA 13:2/O-8:0

C21H36O4 (352.2613)


   

FAHFA 21:2;O

FAHFA 21:2;O

C21H36O4 (352.2613)


   

FAHFA 8:0/O-13:2

FAHFA 8:0/O-13:2

C21H36O4 (352.2613)


   

FAHFA 8:1/O-13:1

FAHFA 8:1/O-13:1

C21H36O4 (352.2613)


   

FAHFA 8:2/O-13:0

FAHFA 8:2/O-13:0

C21H36O4 (352.2613)


   

FAHFA 9:0/O-12:2

FAHFA 9:0/O-12:2

C21H36O4 (352.2613)


   

FAHFA 9:1/O-12:1

FAHFA 9:1/O-12:1

C21H36O4 (352.2613)


   

FAHFA 9:2/O-12:0

FAHFA 9:2/O-12:0

C21H36O4 (352.2613)


   
   
   
   

ST 25:4;O

ST 25:4;O

C25H36O (352.2766)


   

MG(18:3(9Z,12Z,15Z)/0:0/0:0)

(2S)-2,3-dihydroxypropyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

C21H36O4 (352.2613)


-

   

(3r,6s)-9-[(2r,3s,6e)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one

(3r,6s)-9-[(2r,3s,6e)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one

C21H36O4 (352.2613)


   

7-hydroxy-10-(2-hydroxypropan-2-yl)-10-methoxy-3,7,13-trimethylcyclotetradeca-3,8-dien-1-one

7-hydroxy-10-(2-hydroxypropan-2-yl)-10-methoxy-3,7,13-trimethylcyclotetradeca-3,8-dien-1-one

C21H36O4 (352.2613)


   

4-[(1e)-5-methoxy-3-methylpenta-1,3-dien-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

4-[(1e)-5-methoxy-3-methylpenta-1,3-dien-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

C21H36O4 (352.2613)


   

1-(3-hydroxyphenyl)-10-phenyldodecan-2-one

1-(3-hydroxyphenyl)-10-phenyldodecan-2-one

C24H32O2 (352.2402)


   

3-(4-ethyl-1,3,7-trimethyl-5-phenyl-1,2,3,3a,5,7a-hexahydroinden-4-yl)-2-methylprop-2-enoic acid

3-(4-ethyl-1,3,7-trimethyl-5-phenyl-1,2,3,3a,5,7a-hexahydroinden-4-yl)-2-methylprop-2-enoic acid

C24H32O2 (352.2402)


   

5-[(8z)-12-phenyldodec-8-en-1-yl]benzene-1,3-diol

5-[(8z)-12-phenyldodec-8-en-1-yl]benzene-1,3-diol

C24H32O2 (352.2402)


   

3,7-bis(hydroxymethyl)-11,15-dimethyl-14-methylidenehexadeca-2,6,10-triene-1,12-diol

3,7-bis(hydroxymethyl)-11,15-dimethyl-14-methylidenehexadeca-2,6,10-triene-1,12-diol

C21H36O4 (352.2613)


   

methyl (3r)-5-[(1s,2r,4ar,7s,8ar)-7-hydroperoxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoate

methyl (3r)-5-[(1s,2r,4ar,7s,8ar)-7-hydroperoxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoate

C21H36O4 (352.2613)


   

methyl (3r)-5-[(1s,2r,4ar,6r,7r,8ar)-6,7-dihydroxy-1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]-3-methylpentanoate

methyl (3r)-5-[(1s,2r,4ar,6r,7r,8ar)-6,7-dihydroxy-1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl]-3-methylpentanoate

C21H36O4 (352.2613)


   

1-{3-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl}-4,8-dimethyl-7-methylidenenonan-5-one

1-{3-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl}-4,8-dimethyl-7-methylidenenonan-5-one

C21H36O4 (352.2613)


   

6-isopropyl-12-methoxy-9,13-dimethyl-3-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecane-9,13-diol

6-isopropyl-12-methoxy-9,13-dimethyl-3-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecane-9,13-diol

C21H36O4 (352.2613)


   

(3r,6s)-9-[(2s,3r,6e)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one

(3r,6s)-9-[(2s,3r,6e)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one

C21H36O4 (352.2613)


   

2-[(7z)-hexadec-7-en-1-yl]-3-methylidenebutanedioic acid

2-[(7z)-hexadec-7-en-1-yl]-3-methylidenebutanedioic acid

C21H36O4 (352.2613)


   

2-(hexadec-7-en-1-yl)-3-methylidenebutanedioic acid

2-(hexadec-7-en-1-yl)-3-methylidenebutanedioic acid

C21H36O4 (352.2613)


   

[4,6-diethyl-6-(4-ethyl-2-methylocta-1,5-dien-1-yl)-1,2-dioxan-3-yl]acetic acid

[4,6-diethyl-6-(4-ethyl-2-methylocta-1,5-dien-1-yl)-1,2-dioxan-3-yl]acetic acid

C21H36O4 (352.2613)


   

[10]-gingediol

NA

C21H36O4 (352.2613)


{"Ingredient_id": "HBIN000116","Ingredient_name": "[10]-gingediol","Alias": "NA","Ingredient_formula": "C21H36O4","Ingredient_Smile": "CCCCCCCCCC(CC(CCC1=CC(=C(C=C1)O)OC)O)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "SMIT15542","TCMID_id": "8384","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

(3s,5s)-1-(4-hydroxy-3-methoxyphenyl)tetradecane-3,5-diol

(3s,5s)-1-(4-hydroxy-3-methoxyphenyl)tetradecane-3,5-diol

C21H36O4 (352.2613)


   

(3s,4s)-3-ethyl-4-[(2s,4e,6r,8s,9r,10r)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]oxetan-2-one

(3s,4s)-3-ethyl-4-[(2s,4e,6r,8s,9r,10r)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]oxetan-2-one

C21H36O4 (352.2613)


   

(3r)-5-[(1s,2r,4as,8ar)-4a,5-bis(hydroxymethyl)-1,2,8a-trimethyl-3,4,7,8-tetrahydro-2h-naphthalen-1-yl]-3-methylpentanoic acid

(3r)-5-[(1s,2r,4as,8ar)-4a,5-bis(hydroxymethyl)-1,2,8a-trimethyl-3,4,7,8-tetrahydro-2h-naphthalen-1-yl]-3-methylpentanoic acid

C21H36O4 (352.2613)


   

1-[(6z)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one

1-[(6z)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one

C21H36O4 (352.2613)


   

(2r)-2-[(4z)-hexadec-4-en-1-yl]-3-methylidenebutanedioic acid

(2r)-2-[(4z)-hexadec-4-en-1-yl]-3-methylidenebutanedioic acid

C21H36O4 (352.2613)


   

(2s)-3-{[(1z,5z)-18-hydroxyoctadeca-1,5-dien-3-yn-1-yl]oxy}propane-1,2-diol

(2s)-3-{[(1z,5z)-18-hydroxyoctadeca-1,5-dien-3-yn-1-yl]oxy}propane-1,2-diol

C21H36O4 (352.2613)


   

(4s)-1-[(2r,3r)-3-[(3e)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one

(4s)-1-[(2r,3r)-3-[(3e)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one

C21H36O4 (352.2613)


   

[(1s,2r,4as,8ar)-5-(hydroxymethyl)-1-{2-[(3r,5r)-5-methoxyoxolan-3-yl]ethyl}-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-4a-yl]methanol

[(1s,2r,4as,8ar)-5-(hydroxymethyl)-1-{2-[(3r,5r)-5-methoxyoxolan-3-yl]ethyl}-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-4a-yl]methanol

C21H36O4 (352.2613)


   

(1r,2s,3s,4r,4as,8as)-4-[(1e,3z)-5-methoxy-3-methylpenta-1,3-dien-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

(1r,2s,3s,4r,4as,8as)-4-[(1e,3z)-5-methoxy-3-methylpenta-1,3-dien-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

C21H36O4 (352.2613)


   

(3r,5s)-1-(4-hydroxy-3-methoxyphenyl)tetradecane-3,5-diol

(3r,5s)-1-(4-hydroxy-3-methoxyphenyl)tetradecane-3,5-diol

C21H36O4 (352.2613)


   

2-(hexadec-7-en-1-yl)-3-methylbut-2-enedioic acid

2-(hexadec-7-en-1-yl)-3-methylbut-2-enedioic acid

C21H36O4 (352.2613)


   

(1s,3s,4s,6s,7r,8r,12s)-12-(1,3-dihydroxypropan-2-yl)-4-ethyl-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradec-10-ene-6,8-diol

(1s,3s,4s,6s,7r,8r,12s)-12-(1,3-dihydroxypropan-2-yl)-4-ethyl-1,8-dimethyltricyclo[9.3.0.0³,⁷]tetradec-10-ene-6,8-diol

C21H36O4 (352.2613)


   

4-(5-methoxy-3-methylpenta-1,3-dien-1-yl)-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

4-(5-methoxy-3-methylpenta-1,3-dien-1-yl)-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

C21H36O4 (352.2613)


   

methyl 13-(acetyloxy)octadeca-9,11-dienoate

methyl 13-(acetyloxy)octadeca-9,11-dienoate

C21H36O4 (352.2613)


   

methyl 5-(7-hydroperoxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl)-3-methylpentanoate

methyl 5-(7-hydroperoxy-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl)-3-methylpentanoate

C21H36O4 (352.2613)


   

(2s)-3-{[(1e,5e)-18-hydroxyoctadeca-1,5-dien-3-yn-1-yl]oxy}propane-1,2-diol

(2s)-3-{[(1e,5e)-18-hydroxyoctadeca-1,5-dien-3-yn-1-yl]oxy}propane-1,2-diol

C21H36O4 (352.2613)


   

(3z,6e,8e)-2-hydroxy-n-{3-hydroxy-4-[(1-hydroxyethylidene)amino]butyl}-4,8-dimethylundeca-3,6,8-trienimidic acid

(3z,6e,8e)-2-hydroxy-n-{3-hydroxy-4-[(1-hydroxyethylidene)amino]butyl}-4,8-dimethylundeca-3,6,8-trienimidic acid

C19H32N2O4 (352.2362)


   

methyl (2e,5r)-5-[(1s,2r,4ar,5s,8ar)-5-hydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl]-5-hydroxy-3-methylpent-2-enoate

methyl (2e,5r)-5-[(1s,2r,4ar,5s,8ar)-5-hydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl]-5-hydroxy-3-methylpent-2-enoate

C21H36O4 (352.2613)


   

(3e,5r)-1-[(2s,3r)-3-{2-[(2r,3r)-3-(hydroxymethyl)-2-methyloxiran-2-yl]ethyl}-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenon-3-en-5-ol

(3e,5r)-1-[(2s,3r)-3-{2-[(2r,3r)-3-(hydroxymethyl)-2-methyloxiran-2-yl]ethyl}-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenon-3-en-5-ol

C21H36O4 (352.2613)


   

3-[(18-hydroxyoctadeca-1,5-dien-3-yn-1-yl)oxy]propane-1,2-diol

3-[(18-hydroxyoctadeca-1,5-dien-3-yn-1-yl)oxy]propane-1,2-diol

C21H36O4 (352.2613)


   

(2e,4s,6r,7e,10r,11e)-4,6,10-triethyl-4,6-dihydroxy-8-methyltetradeca-2,7,11-trienoic acid

(2e,4s,6r,7e,10r,11e)-4,6,10-triethyl-4,6-dihydroxy-8-methyltetradeca-2,7,11-trienoic acid

C21H36O4 (352.2613)


   

5-[4a,5-bis(hydroxymethyl)-1,2,8a-trimethyl-3,4,7,8-tetrahydro-2h-naphthalen-1-yl]-3-methylpentanoic acid

5-[4a,5-bis(hydroxymethyl)-1,2,8a-trimethyl-3,4,7,8-tetrahydro-2h-naphthalen-1-yl]-3-methylpentanoic acid

C21H36O4 (352.2613)


   

[(3r,4r,6r)-4,6-diethyl-6-[(1e,4r,5e)-4-ethyl-2-methylocta-1,5-dien-1-yl]-1,2-dioxan-3-yl]acetic acid

[(3r,4r,6r)-4,6-diethyl-6-[(1e,4r,5e)-4-ethyl-2-methylocta-1,5-dien-1-yl]-1,2-dioxan-3-yl]acetic acid

C21H36O4 (352.2613)


   

[5-(hydroxymethyl)-1-[2-(5-methoxyoxolan-3-yl)ethyl]-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-4a-yl]methanol

[5-(hydroxymethyl)-1-[2-(5-methoxyoxolan-3-yl)ethyl]-1,2-dimethyl-2,3,4,7,8,8a-hexahydronaphthalen-4a-yl]methanol

C21H36O4 (352.2613)


   

2,3-dihydroxypropyl (9e)-octadeca-9,11,13-trienoate

2,3-dihydroxypropyl (9e)-octadeca-9,11,13-trienoate

C21H36O4 (352.2613)


   

1-(3-{2-[3-(hydroxymethyl)-2-methyloxiran-2-yl]ethyl}-2-methyloxiran-2-yl)-4,8-dimethyl-7-methylidenenon-3-en-5-ol

1-(3-{2-[3-(hydroxymethyl)-2-methyloxiran-2-yl]ethyl}-2-methyloxiran-2-yl)-4,8-dimethyl-7-methylidenenon-3-en-5-ol

C21H36O4 (352.2613)


   

8-(hydroxymethyl)-4-[2-(5-methoxyoxolan-3-yl)ethyl]-3,4,8a-trimethyl-1,2,3,4a,5,6-hexahydronaphthalen-2-ol

8-(hydroxymethyl)-4-[2-(5-methoxyoxolan-3-yl)ethyl]-3,4,8a-trimethyl-1,2,3,4a,5,6-hexahydronaphthalen-2-ol

C21H36O4 (352.2613)


   

10-isopropyl-3,7-dimethylcyclodeca-2,6-dien-1-yl 3-phenylprop-2-enoate

10-isopropyl-3,7-dimethylcyclodeca-2,6-dien-1-yl 3-phenylprop-2-enoate

C24H32O2 (352.2402)


   

4,6,10-triethyl-4,6-dihydroxy-8-methyltetradeca-2,7,11-trienoic acid

4,6,10-triethyl-4,6-dihydroxy-8-methyltetradeca-2,7,11-trienoic acid

C21H36O4 (352.2613)


   

9-[3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-3-en-5-one

9-[3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-3-en-5-one

C21H36O4 (352.2613)


   

methyl 5-hydroxy-5-(5-hydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl)-3-methylpent-2-enoate

methyl 5-hydroxy-5-(5-hydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl)-3-methylpent-2-enoate

C21H36O4 (352.2613)


   

3-ethyl-4-[(4e)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]oxetan-2-one

3-ethyl-4-[(4e)-9-hydroxy-4,6,8,10-tetramethyl-7-oxododec-4-en-2-yl]oxetan-2-one

C21H36O4 (352.2613)


   

2-[(7e)-hexadec-7-en-1-yl]-3-methylidenebutanedioic acid

2-[(7e)-hexadec-7-en-1-yl]-3-methylidenebutanedioic acid

C21H36O4 (352.2613)


   

(3e,7s,8e,10s,13r)-7-hydroxy-10-(2-hydroxypropan-2-yl)-10-methoxy-3,7,13-trimethylcyclotetradeca-3,8-dien-1-one

(3e,7s,8e,10s,13r)-7-hydroxy-10-(2-hydroxypropan-2-yl)-10-methoxy-3,7,13-trimethylcyclotetradeca-3,8-dien-1-one

C21H36O4 (352.2613)


   

methyl 5-(6,7-dihydroxy-1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl)-3-methylpentanoate

methyl 5-(6,7-dihydroxy-1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl)-3-methylpentanoate

C21H36O4 (352.2613)


   

(2e,6z,10e,12r)-3,7-bis(hydroxymethyl)-11,15-dimethyl-14-methylidenehexadeca-2,6,10-triene-1,12-diol

(2e,6z,10e,12r)-3,7-bis(hydroxymethyl)-11,15-dimethyl-14-methylidenehexadeca-2,6,10-triene-1,12-diol

C21H36O4 (352.2613)


   

3-α-linolenoyl-sn-glycerol

3-α-linolenoyl-sn-glycerol

C21H36O4 (352.2613)


   

(4r)-1-[(2s,3r,6e)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one

(4r)-1-[(2s,3r,6e)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one

C21H36O4 (352.2613)


   

(2z)-2-[(7z)-hexadec-7-en-1-yl]-3-methylbut-2-enedioic acid

(2z)-2-[(7z)-hexadec-7-en-1-yl]-3-methylbut-2-enedioic acid

C21H36O4 (352.2613)


   

(2r)-2-[(7e)-hexadec-7-en-1-yl]-3-methylidenebutanedioic acid

(2r)-2-[(7e)-hexadec-7-en-1-yl]-3-methylidenebutanedioic acid

C21H36O4 (352.2613)


   

(1r,2s,3s,4r,4as,8as)-4-[(1e,3e)-5-methoxy-3-methylpenta-1,3-dien-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

(1r,2s,3s,4r,4as,8as)-4-[(1e,3e)-5-methoxy-3-methylpenta-1,3-dien-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

C21H36O4 (352.2613)


   

1-{3-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl}-4,8-dimethyl-7-methylidenenonan-5-one

1-{3-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl}-4,8-dimethyl-7-methylidenenonan-5-one

C21H36O4 (352.2613)


   

(1r,2r,6r,7r,8r,9r,12s,13s)-6-isopropyl-12-methoxy-9,13-dimethyl-3-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecane-9,13-diol

(1r,2r,6r,7r,8r,9r,12s,13s)-6-isopropyl-12-methoxy-9,13-dimethyl-3-methylidene-15-oxatricyclo[6.6.1.0²,⁷]pentadecane-9,13-diol

C21H36O4 (352.2613)


   

(2r)-2,3-dihydroxypropyl (9e,11z,13e)-octadeca-9,11,13-trienoate

(2r)-2,3-dihydroxypropyl (9e,11z,13e)-octadeca-9,11,13-trienoate

C21H36O4 (352.2613)


   

(2z)-4-[(2e)-hexadec-2-en-7-yloxy]-2-methyl-4-oxobut-2-enoic acid

(2z)-4-[(2e)-hexadec-2-en-7-yloxy]-2-methyl-4-oxobut-2-enoic acid

C21H36O4 (352.2613)


   

9-[3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one

9-[3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one

C21H36O4 (352.2613)


   

1-(3-hydroxyphenyl)-12-phenyldodecan-2-one

1-(3-hydroxyphenyl)-12-phenyldodecan-2-one

C24H32O2 (352.2402)


   

9-[(6z)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one

9-[(6z)-3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-2,3,6-trimethylnon-1-en-5-one

C21H36O4 (352.2613)


   

1,3-dihydroxypropan-2-yl octadeca-9,12,15-trienoate

1,3-dihydroxypropan-2-yl octadeca-9,12,15-trienoate

C21H36O4 (352.2613)


   

(4r)-1-[(2s,3s)-3-[(3e)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one

(4r)-1-[(2s,3s)-3-[(3e)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one

C21H36O4 (352.2613)


   

1-(4-hydroxy-3-methoxyphenyl)tetradecane-3,5-diol

1-(4-hydroxy-3-methoxyphenyl)tetradecane-3,5-diol

C21H36O4 (352.2613)


   

(1r,2e,6e,10s)-10-isopropyl-3,7-dimethylcyclodeca-2,6-dien-1-yl (2e)-3-phenylprop-2-enoate

(1r,2e,6e,10s)-10-isopropyl-3,7-dimethylcyclodeca-2,6-dien-1-yl (2e)-3-phenylprop-2-enoate

C24H32O2 (352.2402)


   

6-ethyl-2-sulfanyl-5-tetradecylpyrimidin-4-ol

6-ethyl-2-sulfanyl-5-tetradecylpyrimidin-4-ol

C20H36N2OS (352.2548)


   

(2e)-3-[(1r,3r,3ar,4s,5s,7ar)-4-ethyl-1,3,7-trimethyl-5-phenyl-1,2,3,3a,5,7a-hexahydroinden-4-yl]-2-methylprop-2-enoic acid

(2e)-3-[(1r,3r,3ar,4s,5s,7ar)-4-ethyl-1,3,7-trimethyl-5-phenyl-1,2,3,3a,5,7a-hexahydroinden-4-yl]-2-methylprop-2-enoic acid

C24H32O2 (352.2402)


   

5-(12-phenyldodec-8-en-1-yl)benzene-1,3-diol

5-(12-phenyldodec-8-en-1-yl)benzene-1,3-diol

C24H32O2 (352.2402)


   

3-[(17-hydroxyoctadeca-1,5-dien-3-yn-1-yl)oxy]propane-1,2-diol

3-[(17-hydroxyoctadeca-1,5-dien-3-yn-1-yl)oxy]propane-1,2-diol

C21H36O4 (352.2613)


   

methyl (9z,11e,13s)-13-(acetyloxy)octadeca-9,11-dienoate

methyl (9z,11e,13s)-13-(acetyloxy)octadeca-9,11-dienoate

C21H36O4 (352.2613)


   

2-(hexadec-4-en-1-yl)-3-methylidenebutanedioic acid

2-(hexadec-4-en-1-yl)-3-methylidenebutanedioic acid

C21H36O4 (352.2613)


   

2-hydroxy-n-{3-hydroxy-4-[(1-hydroxyethylidene)amino]butyl}-4,8-dimethylundeca-3,6,8-trienimidic acid

2-hydroxy-n-{3-hydroxy-4-[(1-hydroxyethylidene)amino]butyl}-4,8-dimethylundeca-3,6,8-trienimidic acid

C19H32N2O4 (352.2362)


   

1-[3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one

1-[3-hydroxy-6-(2-hydroxyethylidene)-2-methyloxepan-2-yl]-4,8-dimethyl-7-methylidenenonan-5-one

C21H36O4 (352.2613)


   

(2r,3s,4r,4ar,8ar)-8-(hydroxymethyl)-4-{2-[(3r,5r)-5-methoxyoxolan-3-yl]ethyl}-3,4,8a-trimethyl-1,2,3,4a,5,6-hexahydronaphthalen-2-ol

(2r,3s,4r,4ar,8ar)-8-(hydroxymethyl)-4-{2-[(3r,5r)-5-methoxyoxolan-3-yl]ethyl}-3,4,8a-trimethyl-1,2,3,4a,5,6-hexahydronaphthalen-2-ol

C21H36O4 (352.2613)


   

(2s)-3-{[(1z,5z,17s)-17-hydroxyoctadeca-1,5-dien-3-yn-1-yl]oxy}propane-1,2-diol

(2s)-3-{[(1z,5z,17s)-17-hydroxyoctadeca-1,5-dien-3-yn-1-yl]oxy}propane-1,2-diol

C21H36O4 (352.2613)