Exact Mass: 368.24368540000006

Exact Mass Matches: 368.24368540000006

Found 500 metabolites which its exact mass value is equals to given mass value 368.24368540000006, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Perindopril

(2S,3aS,7aS)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxopentan-2-yl]amino}propanoyl]-octahydro-1H-indole-2-carboxylic acid

C19H32N2O5 (368.2311102)


Perindopril is a nonsulfhydryl prodrug that belongs to the angiotensin-converting enzyme (ACE) inhibitor class of medications. It is rapidly metabolized in the liver to perindoprilat, its active metabolite, following oral administration. Perindoprilat is a potent, competitive inhibitor of ACE, the enzyme responsible for the conversion of angiotensin I (ATI) to angiotensin II (ATII). ATII regulates blood pressure and is a key component of the renin-angiotensin-aldosterone system (RAAS). Perindopril may be used to treat mild to moderate essential hypertension, mild to moderate congestive heart failure, and to reduce the cardiovascular risk of individuals with hypertension or post-myocardial infarction and stable coronary disease. C - Cardiovascular system > C09 - Agents acting on the renin-angiotensin system > C09A - Ace inhibitors, plain > C09AA - Ace inhibitors, plain D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D000806 - Angiotensin-Converting Enzyme Inhibitors C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent C471 - Enzyme Inhibitor > C783 - Protease Inhibitor > C247 - ACE Inhibitor D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents Perindopril (S-9490) is an orally available, long-acting angiotensin-converting enzyme (ACE) inhibitor. Perindopril inhibits inflammatory cell influx and intimal thickening, preserving elastin on the inside of the aorta. Perindopril effectively inhibits experimental abdominal aortic aneurysm (AAA) formation in a rat model and reduces pulmonary vasoconstriction in rats with pulmonary hypertension[1][2][3][4].

   

Propantheline

methylbis(propan-2-yl)[2-(9H-xanthene-9-carbonyloxy)ethyl]azanium

C23H30NO3+ (368.22255700000005)


Propantheline is only found in individuals that have used or taken this drug. It is a muscarinic antagonist used as an antispasmodic, in rhinitis, in urinary incontinence, and in the treatment of ulcers. At high doses it has nicotinic effects resulting in neuromuscular blocking. [PubChem]The action of propantheline is achieved via a dual mechanism: (1) a specific anticholinergic effect (antimuscarinic) at the acetylcholine-receptor sites and (2) a direct effect upon smooth muscle (musculotropic). A - Alimentary tract and metabolism > A03 - Drugs for functional gastrointestinal disorders > A03A - Drugs for functional gastrointestinal disorders > A03AB - Synthetic anticholinergics, quaternary ammonium compounds C78272 - Agent Affecting Nervous System > C66880 - Anticholinergic Agent > C29704 - Antimuscarinic Agent D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018680 - Cholinergic Antagonists D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents

   

Cortol

(3R,5R,8S,9S,10S,11S,13S,14S,17R)-17-[(1S)-1,2-dihydroxyethyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthrene-3,11,17-triol

C21H36O5 (368.2562606)


Involved in C21-Steroid hormone metabolism. [HMDB] Involved in C21-Steroid hormone metabolism.

   

Prostaglandin G2

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

C20H32O6 (368.2198772)


Prostaglandin G2 (PGG2) is synthesized from arachidonic acid on a cyclooxygenase (COX) metabolic pathway as a primary step; the COX biosynthesis of prostaglandin (PG) begins with the highly specific oxygenation of arachidonic acid in the 11R configuration and ends with a 15S oxygenation to form PGG2. The COX site activity that catalyzes the conversion of arachidonic acid to PGG2 is the target for nonsteroidal antiinflammatory drugs (NSAIDs). The peroxidase site activity catalyzes the two-electron reduction of the hydroperoxide bond of PGG2 to yield the corresponding alcohol prostaglandin H2 (PGH2). The formation of a phenoxyl radical on Tyr385 couples the activities of the two sites. The Tyr385 radical is produced via oxidation by compound I, an oxoferryl porphyrin -cation radical, which is generated by reaction of the hemin resting state with PGG2 or other hydroperoxides. The tyrosyl radical homolytically abstracts the 13proS hydrogen atom of arachidonic acid which initiates a radical cascade that ends with the stereoselective formation of PGG2. PGG2 then migrates from the cyclooxygenase (COX) site to the peroxidase (POX) site where it reacts with the hemin group to generate PGH2 and compound I. The heterolytic oxygen-oxygen bond cleavage is assisted by the conserved distal residues His207 and Gln203, mutation of which has been shown to severely impair enzyme activity. Compound I, upon reaction with Tyr385, gives compound II, which in turn is reduced to the hemin resting state by one-electron oxidation of reducing cosubstrates or undergoes reactions that result in enzyme self-inactivation. Prostaglandin endoperoxide H synthase (PGHS) 1 is a bifunctional membrane enzyme of the endoplasmic reticulum that converts arachidonic acid into prostaglandin H2 (PGH2), the precursor of all prostaglandins, thromboxanes, and prostacyclins. These lipid mediators are intricately involved in normal physiology, namely, in mitogenesis, fever generation, pain response, lymphocyte chemotaxis, fertility, and contradictory stimuli such as vasoconstriction and vasodilatation, as well as platelet aggregation and quiescence. PGHS is implicated in numerous pathologies, including inflammation, cancers of the colon, lung, and breast, Alzheimers disease, Parkinsons disease, and numerous cardiovascular diseases including atherosclerosis, thrombosis, myocardial infarction, and stroke. (PMID: 14594816, 16552393, 16411757). 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 G2 (PGG2) is synthesized from arachidonic acid on a cyclooxygenase (COX) metabolic pathway as a primary step; the COX biosynthesis of prostaglandin (PG) begins with the highly specific oxygenation of arachidonic acid in the 11R configuration and ends with a 15S oxygenation to form PGG2. D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides

   

6-Ketoprostaglandin E1

7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]-6-oxoheptanoic acid

C20H32O6 (368.2198772)


6-Ketoprostaglandin E1 (6-keto PGE1) is a biologically active and stable prostacyclin (PGI2) metabolite and a substrate for Adenylate cyclase type III. 6-keto PGE1 is a potent coronary vasodilator. 6-keto PGE1 could be elevated in plasma of patients with primary thrombocythaemia. 6-keto-PGE1 has approximately four times less potent antiplatelet activity than PGI2 on a molar basis in man. The cardiovascular and plasma renin activity (PRA) changes are less prominent for 6-keto-PGE1 than PGI2. Salt loading slightly increases urinary 6-keto PGE1. 6-keto-PGE1 elicits the same biological effects as PGI2 in human platelets and in rabbit aorta and mesenteric artery, being, however, less potent. 6-keto-PGE1 dose-dependently stimulates adenylate cyclase activity in membranes of human platelets and cultured myocytes from rabbit aorta and mesenteric artery. The extent of stimulation of the enzyme by 6-keto-PGE1 is the same as elicited by PGI2, while the apparent affinity is lower than that of prostacyclin, both in platelets and in vascular smooth muscle cells. At the level of platelet membranes, 6-keto-PGE1 interacts with the binding sites labelled by PGI2. However, in platelets as well as in mesenteric artery myocytes, 6-keto-PGE1 interacts with only one class of sites as demonstrated either by binding or by adenylate cyclase studies, whereas PGI2 in the same conditions recognizes two different classes. (PMID: 3186779, 3075239, 3472253, 3912001, 3881881, 6391491)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. 6-Ketoprostaglandin E1(6-keto PGE1) is a biologically active and stable prostacyclin (PGI2) metabolite and a substrate for Adenylate cyclase type III. 6-keto PGE1 is a potent coronary vasodilator. 6-keto PGE1 could be elevated in plasma of patients with primary thrombocythaemia. 6-keto-PGE1 has approximately four times less potent antiplatelet activity than PGI2 on a molar basis in man. The cardiovascular and plasma renin activity (PRA) changes are less prominent for 6-keto-PGE1 than PGI2. Salt loading slightly increases urinary 6-keto PGE1. D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents

   

11-Dehydro-thromboxane B2

(5E)-7-[(2R,3S,4S)-4-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-6-oxooxan-3-yl]hept-5-enoic acid

C20H32O6 (368.2198772)


11-Dehydro-thromboxane B2, a stable thromboxane metabolite, is a full agonist of chemoattractant receptor-homologous molecule expressed on TH2 cells (CRTH2) in human eosinophils and basophils. Given its production in the allergic lung, antagonism of the 11-dehydro- thromboxane B2/CRTH2axis may be of therapeutic relevance. (PMID 14668348)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. 11-Dehydro-thromboxane B2, a stable thromboxane metabolite, is a full agonist of chemoattractant receptor-homologous molecule expressed on TH2 cells (CRTH2) in human eosinophils and basophils. Given its production in the allergic lung, antagonism of the 11-dehydro- thromboxane B2/CRTH2axis may be of therapeutic relevance. (PMID 14668348)

   

Carboprost Tromethamine

1,3-Dihydroxy-2-(hydroxymethyl)propan-2-aminium (5Z,9alpha,11beta,13E,15S)-9,11,15-trihydroxy-15-methylprosta-5,13-dien-1-Oic acid

C21H36O5 (368.2562606)


Carboprost Tromethamine is only found in individuals that have used or taken this drug. It is a nonsteroidal abortifacient agent that is effective in both the first and second trimesters of pregnancy. [PubChem]Carboprost is a synthetic prostaglandin. It binds the prostaglandin E2 receptor, causing myometrial contractions, casuing the induction of labour or the expulsion of the placenta. Prostaglandins occur naturally in the body and act at several sites in the body including the womb (uterus). They act on the muscles of the womb, causing them to contract. G - Genito urinary system and sex hormones > G02 - Other gynecologicals > G02A - Uterotonics > G02AD - Prostaglandins D012102 - Reproductive Control Agents > D000019 - Abortifacient Agents D012102 - Reproductive Control Agents > D010120 - Oxytocics C78568 - Prostaglandin Analogue

   
   

Cinncassiol D2

(1R,2R,3S,6R,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-3,6,9,14-tetrol

C20H32O6 (368.2198772)


Cinncassiol D2 is found in herbs and spices. Cinncassiol D2 is a constituent of Cinnamomum cassia (Chinese cinnamon) Constituent of Cinnamomum cassia (Chinese cinnamon). Cinncassiol D2 is found in herbs and spices.

   

Cinncassiol D3

(1R,2S,4S,6R,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-4,6,9,14-tetrol

C20H32O6 (368.2198772)


Cinncassiol D3 is found in herbs and spices. Cinncassiol D3 is a constituent of cinnamomi cortex, the dried bark of Cinnamomum cassia (Chinese cinnamon). Constituent of cinnamomi cortex, the dried bark of Cinnamomum cassia (Chinese cinnamon). Cinncassiol D3 is found in herbs and spices.

   

Cutamesine

Cutamesine

C23H32N2O2 (368.24636519999996)


C78272 - Agent Affecting Nervous System > C265 - Antidepressant Agent D002491 - Central Nervous System Agents > D018697 - Nootropic Agents

   
   

Misoprostol

9-oxo-11α,16-dihydroxy-16-methyl-prost-13E-en-1-oic acid

C21H36O5 (368.2562606)


   

Cinnarizine

1-(diphenylmethyl)-4-(3-phenylprop-2-en-1-yl)piperazine

C26H28N2 (368.2252368)


Cinnarizine is an anti-histaminic drug which is mainly used for the control of vomiting due to motion sickness. Cinnarizine was first synthesized by Janssen Pharmaceutica in 1955. It acts by interfering with the signal transmission between vestibular apparatus of the inner ear and the vomiting centre of the hypothalamus. The disparity of signal processing between inner ear motion receptors and the visual senses is abolished, so that the confusion of brain whether the individual is moving or standing is reduced. Vomiting in motion sickness is actually a physiological compensatory mechanism of the brain to keep the individual from moving so that it can adjust to the signal perception. Cinnarizine could be also viewed as a nootropic drug because of its vasorelaxating abilities (due to calcium channel blockage), which happen mostly in brain. It is also effectively combined with other nootropics, primarily piracetam; in such combination each drug potentiate the other in boosting brain oxygen supply. N - Nervous system > N07 - Other nervous system drugs > N07C - Antivertigo preparations > N07CA - Antivertigo preparations D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists C308 - Immunotherapeutic Agent > C29578 - Histamine-1 Receptor Antagonist D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers D000077264 - Calcium-Regulating Hormones and Agents D049990 - Membrane Transport Modulators Cinnarizine is an antihistamine and a calcium channel blocker, promote cerebral blood flow, used to treat cerebral apoplexy, post-trauma cerebral symptoms, and cerebral arteriosclerosis.

   

Thromboxane B3

[2R(1E,3S,5Z),3S(Z),4S]-[Partial]-7-[tetrahydro-4,6-dihydroxy-2-(3-hydroxy-1,5-octadienyl)-2H-pyran-3-yl]-5-heptenoic acid

C20H32O6 (368.2198772)


Thromboxane B3 (TXB3) is a prostanoid that is formed by the hydrolysis of TXA3, a product of dietary eicosapentaenoic acid transformed in humans. 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, 2996649)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. Thromboxane B3 (TXB3) is a prostanoid that is formed by the hydrolysis of TXA3, a product of dietary eicosapentaenoic acid transformed in humans. 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, 2996649)

   

19-Hydroxy-PGE2

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

C20H32O6 (368.2198772)


19-Hydroxy-PGE2 is a derivative of PGE2. Both 19-Hydroxy-PGE1 and 19-hydroxy-PGE2 are formed from PGE1 and PGE2 by prostaglandin 19-hydroxylase, a cytochrome P-450 enzyme, in seminal vesicles (PMID: 3196735). 19-Hydroxy-PGE2 is a selective prostanoid EP2-receptor agonist; it doesnt stimulate FP-receptors, and is devoid of activity on thromboxane A2, prostaglandin D2 and prostacyclin sensitive receptors. 19-OH PGE2 is formed in large quantities from PGE2 in human seminal plasma. PGE2 is 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). (PMID: 16978535, 8248550, 817207). 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. 19-Hydroxy-PGE2 is a derivative of PGE2. Both 19-Hydroxy-PGE1 and 19-hydroxy-PGE2 are formed from PGE1 and PGE2 by prostaglandin 19-hydroxylase, a cytochrome P-450 enzyme, in seminal vesicles (PMID: 3196735). 19-Hydroxy-PGE2 is a selective prostanoid EP2-receptor agonist; it doesnt stimulate FP-receptors, and is devoid of activity on thromboxane A2, prostaglandin D2 and prostacyclin sensitive receptors. 19-OH PGE2 is formed in large quantities from PGE2 in human seminal plasma. PGE2 is 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). (PMID: 16978535, 8248550, 817207)

   

gamma-Eudesmol rhamnoside

2-{[2-(4a,8-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalen-2-yl)propan-2-yl]oxy}-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


gamma-Eudesmol rhamnoside is a constituent of fruits of Cananga odorata (ylang ylang). Constituent of fruits of Cananga odorata (ylang ylang)

   

20-Hydroxy-PGE2

(5Z)-7-[(1R,2R,3R)-2-[(1E,3S)-3,8-dihydroxyoct-1-en-1-yl]-3-hydroxy-5-oxocyclopentyl]hept-5-enoic acid

C20H32O6 (368.2198772)


20-hydroxy PGE2 is a product of cytochrome P450 metabolism of PGE2. ω-Oxidation at C-20 followed by beta-oxidation and the loss of up to 4 carbons from the lower side chain is a prominent metabolic pathway for PGE2. 20-hydroxy PGE2 is the putative first intermediate in this chain of chemical transformations. -- www.caymanchem.com. 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. 20-hydroxy PGE2 is a product of cytochrome P450 metabolism of PGE2.1 2 ω-Oxidation at C-20 followed by beta-oxidation and the loss of up to 4 carbons from the lower side chain is a prominent metabolic pathway for PGE2. 20-hydroxy PGE2 is the putative first intermediate in this chain of chemical transformations. -- www.caymanchem.com

   

6,15-Diketo,13,14-dihydro-PGF1a

7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]-6-oxoheptanoic acid

C20H32O6 (368.2198772)


6,15-diketo,13,14-dihydro-PGF1 alpha is a minor metabolite of prostacyclin (PGI2). Prostacyclin (PGI2) is one of the major vascular protectors against thrombosis and vasoconstriction, caused by thromboxane A(2). PGI2 inhibits platelet aggregation and vasoconstriction. PGI2 synthase (PGIS), a catalyst of PGI2 formation from prostaglandin H2, is widely distributed and predominantly found in vascular endothelial and smooth muscle cells. PGI2 plays an important cardioprotective role increasingly appreciated in recent years in light of adverse effects of COX-2 inhibitors in clinical trials. This cardioprotection is thought to be mediated, in part, by prostacyclin inhibition of platelet aggregation. Multiple lines of evidence suggest that prostacyclin additionally protects from cardiovascular disease by pleiotropic effects on vascular smooth muscle. PGI2 inhibits proliferation of cultured vascular SMCs by inhibiting cell cycle progression from G1 to S phase. Progression through G1 phase is regulated by the sequential activation of the G1 phase cyclin-dependent kinases (cdks). (PMID: 7000774, 6231483, 16303599, 16533160, 17073611, 17164138). 6,15-diketo,13,14-dihydro-PGF1 alpha is a minor metabolite of prostacyclin (PGI2). Prostacyclin (PGI2) is one of the major vascular protectors against thrombosis and vasoconstriction, caused by thromboxane A(2). PGI2 inhibits platelet aggregation and vasoconstriction. PGI2 synthase (PGIS), a catalyst of PGI2 formation from prostaglandin H2, is widely distributed and predominantly found in vascular endothelial and smooth muscle cells. PGI2 plays an important cardioprotective role increasingly appreciated in recent years in light of adverse effects of COX-2 inhibitors in clinical trials. This cardioprotection is thought to be mediated, in part, by prostacyclin inhibition of platelet aggregation. Multiple lines of evidence suggest that prostacyclin additionally protects from cardiovascular disease by pleiotropic effects on vascular smooth muscle. PGI2 inhibits proliferation of cultured vascular SMCs by inhibiting cell cycle progression from G1 to S phase. Progression through G1 phase is regulated by the sequential activation of the G1 phase cyclin-dependent kinases (cdks).

   

beta-Cortol

(1S,2S,5R,7R,10S,11S,14R,15S,17S)-14-[(1R)-1,2-dihydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane-5,14,17-triol

C21H36O5 (368.2562606)


beta-Cortol is a normal androgen metabolite present in adults. It has been found in the urine of infants as well. Beta-Cortol is the 5b enantiomer of beta-allocortol. Beta-cortol levels are significantly higher in premenopausal women with leiomyomas than in age-matched healthy premenopausal control women. Uterine leiomyomas are tumors closely associated with estrogen levels and it has been noted that the development of leiomyomas depends on the condition of menstruation, perimenopause and pregnancy. (PMID: 14698830, 14616886, 14643447, 15635046, 14709852) [HMDB] beta-Cortol is a normal androgen metabolite present in adults. It has been found in the urine of infants as well. beta-Cortol is the 5beta enantiomer of beta-allocortol. beta-Cortol levels are significantly higher in premenopausal women with leiomyomas than in age-matched healthy premenopausal control women. Uterine leiomyomas are tumours closely associated with estrogen levels and it has been noted that the development of leiomyomas depends on the condition of menstruation, perimenopause, and pregnancy (PMID: 14698830, 14616886, 14643447, 15635046, 14709852).

   

5(6)-Epoxy Prostaglandin E1

4-(3-{[(1S,2S,3S)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]methyl}oxiran-2-yl)butanoic acid

C20H32O6 (368.2198772)


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 signaling pathways. [HMDB] 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.

   

20-COOH-10,11-dihydro-LTB4

(5S,12R)-Dihydroxy-(6Z,8E,14Z)-eicosatrien-1,20-dicarboxylic acid anion

C20H32O6 (368.2198772)


20-COOH-10,11-dihydro-LTB4 is formed when leukotriene B4 (LTB4) is metabolized by beta-oxidation. LTB4 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. (PMID: 8632343, 9667737). 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-COOH-10,11-dihydro-LTB4 is formed when leukotriene B4 (LTB4) is metabolized by beta-oxidation. LTB4 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. (PMID: 8632343, 9667737)

   

20-dihydroxyleukotriene B4

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20,20-Tetrahydroxyeicosa-6,8,10,14-tetraenoic acid

C20H32O6 (368.2198772)


20-dihydroxyleukotriene B4 is the metabolite of lipid omega-oxidation of leukotriene B4 (LTB4). LTB4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Omega-oxidation is the major pathway for the catabolism of leukotriene B4 in human 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 omega-oxidation carried out by specific cytochrome P450s (CYP4F) followed by beta-oxidation from the omega-carboxy position and after CoA ester formation (PMID: 7649996, 17623009, 2853166, 6088485). 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-dihydroxyleukotriene B4 is the metabolite of lipid omega-oxidation of leukotriene B4 (LTB4). LTB4 is the major metabolite in neutrophil polymorphonuclear leukocytes. Omega-oxidation is the major pathway for the catabolism of leukotriene B4 in human 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. (PMID: 7649996, 17623009, 2853166, 6088485)

   

19-hydroxyprostaglandin H2(1-)

7-[6-(3,7-dihydroxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

C20H32O6 (368.2198772)


19-hydroxyprostaglandin H2(1-) is considered to be practically insoluble (in water) and acidic

   

20-hydroxylipoxin A4

(5S,6R,7E,9E,11Z,15S)-5,6,15,20-tetrahydroxyicosa-7,9,11,13-tetraenoic acid

C20H32O6 (368.2198772)


20-hydroxylipoxin A4 is considered to be practically insoluble (in water) and acidic

   

(E)-7-[4-Hydroxy-2-[(E)-3-hydroxyoct-1-enyl]-6-oxooxan-3-yl]hept-5-enoic acid

(E)-7-[4-Hydroxy-2-[(E)-3-hydroxyoct-1-enyl]-6-oxooxan-3-yl]hept-5-enoic acid

C20H32O6 (368.2198772)


   

19-Hydroxyprostaglandin E2

7-[2-(3,7-dihydroxyoct-1-en-1-yl)-3-hydroxy-5-oxocyclopentyl]hept-5-enoic acid

C20H32O6 (368.2198772)


   

(R-(R*,S*))-3-(3-Cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidine-4-heptanoic acid

(R-(R*,S*))-3-(3-Cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidine-4-heptanoic acid

C19H32N2O5 (368.2311102)


   

Carboprost

7-[3,5-dihydroxy-2-(3-hydroxy-3-methyloct-1-en-1-yl)cyclopentyl]hept-5-enoic acid

C21H36O5 (368.2562606)


   

Cutamesine

1-(3,4-Dimethoxyphenethyl)-4-(3-phenylpropyl)piperazine dihydrochloride

C23H32N2O2 (368.24636519999996)


C78272 - Agent Affecting Nervous System > C265 - Antidepressant Agent D002491 - Central Nervous System Agents > D018697 - Nootropic Agents

   

Menoctone

3-(8-cyclohexyloctyl)-4-hydroxy-1,2-dihydronaphthalene-1,2-dione

C24H32O3 (368.23513219999995)


C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent

   

Misoprostol acid

7-[3-hydroxy-2-(4-hydroxy-4-methyloct-1-en-1-yl)-5-oxocyclopentyl]heptanoic acid

C21H36O5 (368.2562606)


   

4-Fluorobutyrfentanyl

N-(4-fluorophenyl)-N-[1-(2-phenylethyl)piperidin-4-yl]butanamide

C23H29FN2O (368.2263796)


   

Prostaglandin F2alpha methyl ester

Methyl 7-[3,5-dihydroxy-2-(3-hydroxyoct-1-en-1-yl)cyclopentyl]hept-5-enoic acid

C21H36O5 (368.2562606)


   

Proterguride

3,3-diethyl-1-{6-propyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraen-4-yl}urea

C22H32N4O (368.25759819999996)


   

2'-Epi-Perindopril, (2'R)-

1-{2-[(1-ethoxy-1-oxopentan-2-yl)amino]propanoyl}-octahydro-1H-indole-2-carboxylic acid

C19H32N2O5 (368.2311102)


   

MG(18:2(10E,12Z)+=O(9)/0:0/0:0)

(2S)-2,3-Dihydroxypropyl (10E,12Z)-9-oxooctadeca-10,12-dienoic acid

C21H36O5 (368.2562606)


MG(18:2(10E,12Z)+=O(9)/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(18:2(9Z,11E)+=O(13)/0:0/0:0)

(2S)-2,3-Dihydroxypropyl (9Z,11E)-13-oxooctadeca-9,11-dienoic acid

C21H36O5 (368.2562606)


MG(18:2(9Z,11E)+=O(13)/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(18:3(10,12,15)-OH(9)/0:0/0:0)

(2S)-2,3-Dihydroxypropyl (10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoic acid

C21H36O5 (368.2562606)


MG(18:3(10,12,15)-OH(9)/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(18:3(9,11,15)-OH(13)/0:0/0:0)

(2S)-2,3-Dihydroxypropyl (9E,11E,15E)-13-hydroxyoctadeca-9,11,15-trienoic acid

C21H36O5 (368.2562606)


MG(18:3(9,11,15)-OH(13)/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(0:0/18:2(10E,12Z)+=O(9)/0:0)

1,3-Dihydroxypropan-2-yl (10E,12Z)-9-oxooctadeca-10,12-dienoic acid

C21H36O5 (368.2562606)


MG(0:0/18:2(10E,12Z)+=O(9)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(0:0/18:2(9Z,11E)+=O(13)/0:0)

1,3-Dihydroxypropan-2-yl (9Z,11E)-13-oxooctadeca-9,11-dienoic acid

C21H36O5 (368.2562606)


MG(0:0/18:2(9Z,11E)+=O(13)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(0:0/18:3(10,12,15)-OH(9)/0:0)

1,3-Dihydroxypropan-2-yl (10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoic acid

C21H36O5 (368.2562606)


MG(0:0/18:3(10,12,15)-OH(9)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(0:0/18:3(9,11,15)-OH(13)/0:0)

1,3-Dihydroxypropan-2-yl (9E,11E,15E)-13-hydroxyoctadeca-9,11,15-trienoic acid

C21H36O5 (368.2562606)


MG(0:0/18:3(9,11,15)-OH(13)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

C7FEJ7QWQE

7,9A-METHANO-9A.ALPHA.H-CYCLOPENTA(B)HEPTALENE-4,8,11,11A.BETA.,12(1H)-PENTOL, 2.BETA.,3.BETA.-EPOXY-2,3,3A.BETA.,4,4A.BETA.,5,6,7.BETA.,8,9,10,11.ALPHA.-DODECAHYDRO-1,1,4.BETA.,8.BETA.-TETRAMETHYL-

C20H32O6 (368.2198772)


Rhodojaponin III is a natural product found in Rhododendron simsii, Rhododendron catawbiense, and other organisms with data available. Rhodojaponin III is a diterpenoid from the leaves of Rhododendron molle with anti-inflammatory activity[1]. Rhodojaponin III is a diterpenoid from the leaves of Rhododendron molle with anti-inflammatory activity[1].

   

Deacetylforskolin

Deacetylforskolin

C20H32O6 (368.2198772)


   

ent-6alpha,7alpha,16beta,17-Tetrahydroxykauranoic acid

(-)-6beta,7beta,16alpha,17-Tetrahydroxy-ent-kauranoic acid

C20H32O6 (368.2198772)


   
   

[1R-(1alpha,2alpha,4aalpha,5alpha,8abeta)]-1,2,3,4,4a,5,6,8a-Octahydro-5-hydroxy-4a,8-dimethyl-2-(1-methylethyl)-1-naphthalenyl ester 3-phenyl-2-propenoic acid

[1R-(1alpha,2alpha,4aalpha,5alpha,8abeta)]-1,2,3,4,4a,5,6,8a-Octahydro-5-hydroxy-4a,8-dimethyl-2-(1-methylethyl)-1-naphthalenyl ester 3-phenyl-2-propenoic acid

C24H32O3 (368.23513219999995)


   
   

Sinulaflexiolide B

Sinulaflexiolide B

C20H32O6 (368.2198772)


   

Protoconstipatic acid

Protoconstipatic acid

C21H36O5 (368.2562606)


   

6-epi-beta-Verbesinol coumarate

6-epi-beta-Verbesinol coumarate

C24H32O3 (368.23513219999995)


   

[1R-[1alpha,4alpha,4aalpha,5alpha(E),6alpha,8abeta]]-Decahydro-4,8a-dimethyl-6-(1-methylethyl)-1,4-epoxynaphthalen-5-yl ester 3-phenyl-2-propenoic acid

[1R-[1alpha,4alpha,4aalpha,5alpha(E),6alpha,8abeta]]-Decahydro-4,8a-dimethyl-6-(1-methylethyl)-1,4-epoxynaphthalen-5-yl ester 3-phenyl-2-propenoic acid

C24H32O3 (368.23513219999995)


   

12R,13R-Hydroxyandrographolide

12R,13R-Hydroxyandrographolide

C20H32O6 (368.2198772)


   
   
   
   
   
   
   

5-Methyl-3-farnesyl-3-hydroxycoumarane

5-Methyl-3-farnesyl-3-hydroxycoumarane

C24H32O3 (368.23513219999995)


   
   
   
   
   

Sinulaflexiolide D

Sinulaflexiolide D

C20H32O6 (368.2198772)


   
   
   
   
   
   

12S,13S-Hydroxyandrographolide

12S,13S-Hydroxyandrographolide

C20H32O6 (368.2198772)


   

12S-Hydroxyandrographolide

(-)-12S-Hydroxyandrographolide

C20H32O6 (368.2198772)


   

4-Fluorobutyrfentanyl

4-Fluorobutyrfentanyl

C23H29FN2O (368.2263796)


   
   
   
   

Tomentogenin|Tomentogenin (5alpha-Dihydro-utendin)

Tomentogenin|Tomentogenin (5alpha-Dihydro-utendin)

C21H36O5 (368.2562606)


   
   

4-muurolen-7,15-diol, 15-trans-cinnamate ester

4-muurolen-7,15-diol, 15-trans-cinnamate ester

C24H32O3 (368.23513219999995)


   

Phlebiakauranol alcohol

Phlebiakauranol alcohol

C20H32O6 (368.2198772)


   

ent-2,15,16-trihydroxypimar-8(14)-en-19-oic acid

ent-2,15,16-trihydroxypimar-8(14)-en-19-oic acid

C20H32O6 (368.2198772)


   

(1beta,4alpha,5beta,6alpha,7alpha,10alpha)-10-Aromadendranol

(1beta,4alpha,5beta,6alpha,7alpha,10alpha)-10-Aromadendranol

C21H36O5 (368.2562606)


   

14?鈥?Alcohol-Isomuronic acid

14?鈥?Alcohol-Isomuronic acid

C21H36O5 (368.2562606)


   
   
   

6beta-cinnamoyloxy-1beta-hydroxyeudesm-4(15)-ene

6beta-cinnamoyloxy-1beta-hydroxyeudesm-4(15)-ene

C24H32O3 (368.23513219999995)


   

tetrahydro-2-(14-hydroxypentadecyl)-4-methylene-5-oxo-3-furancarboxylic acid

tetrahydro-2-(14-hydroxypentadecyl)-4-methylene-5-oxo-3-furancarboxylic acid

C21H36O5 (368.2562606)


   
   
   

methyl-2alpha,3alpha,9beta-trihydroxy-9-epi-labd-13(E)-en-15-oate

methyl-2alpha,3alpha,9beta-trihydroxy-9-epi-labd-13(E)-en-15-oate

C21H36O5 (368.2562606)


   

(-)-dihydropertusaric acid|(-)589-Pertusarinic acid|(2S,3S,4S)-2,3,4,5-tetrahydro-4-methyl-5-oxo-2-(14-oxopentadecyl)furan-3-carboxylic acid|(3S,4S,5S)-4-carboxy-3-methyl-2-oxo-5-(14-oxopentadecyl)tetrahydrofuran

(-)-dihydropertusaric acid|(-)589-Pertusarinic acid|(2S,3S,4S)-2,3,4,5-tetrahydro-4-methyl-5-oxo-2-(14-oxopentadecyl)furan-3-carboxylic acid|(3S,4S,5S)-4-carboxy-3-methyl-2-oxo-5-(14-oxopentadecyl)tetrahydrofuran

C21H36O5 (368.2562606)


   

deacetyl-lyoniatoxin|lyoniol B

deacetyl-lyoniatoxin|lyoniol B

C20H32O6 (368.2198772)


   

grayanotox-10-ene-3,5,6,12,14,16-hexol

grayanotox-10-ene-3,5,6,12,14,16-hexol

C20H32O6 (368.2198772)


   

beta-D-Fucopyranoside-1(10)-Spirovetiven-11-ol

beta-D-Fucopyranoside-1(10)-Spirovetiven-11-ol

C21H36O5 (368.2562606)


   
   

(22E)-3-oxochola-4,6,22-trien-24-oic acid

(22E)-3-oxochola-4,6,22-trien-24-oic acid

C24H32O3 (368.23513219999995)


   
   

3-hydroxy-2-(hydroxymethyl)-4-(14-methylpentadecanoyl)-2H-furan-5-one

3-hydroxy-2-(hydroxymethyl)-4-(14-methylpentadecanoyl)-2H-furan-5-one

C21H36O5 (368.2562606)


   

6beta-(Cinnamoyloxy)eudesman-14-al|6beta-cinnamoyleudesman-15-al

6beta-(Cinnamoyloxy)eudesman-14-al|6beta-cinnamoyleudesman-15-al

C24H32O3 (368.23513219999995)


   

5-Hydroxyportulic acid

5-Hydroxyportulic acid

C20H32O6 (368.2198772)


   
   

RK-682, Streptomyces sp.

RK-682, Streptomyces sp.

C21H36O5 (368.2562606)


   

agallochin M|methyl ent-13-epi-8,13-epoxy-4,6alpha-dihydroxy-3,4-secolabd-14-en-3-oate

agallochin M|methyl ent-13-epi-8,13-epoxy-4,6alpha-dihydroxy-3,4-secolabd-14-en-3-oate

C21H36O5 (368.2562606)


   
   

2,3-epoxy-5beta,6cbeta;,10alpha,13beta,16alpha-pentahydroxy-grayanane|craiobiotoxin IX

2,3-epoxy-5beta,6cbeta;,10alpha,13beta,16alpha-pentahydroxy-grayanane|craiobiotoxin IX

C20H32O6 (368.2198772)


   
   

(-)-PGE1 methyl ester|(-)-prostaglandin E1 methyl ester|methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxy-1-octenyl]-5-oxocyclopentyl]heptanoate|Methyl prostaglandin E1|PGE1 methyl ester|prostaglandin E1 methyl ester

(-)-PGE1 methyl ester|(-)-prostaglandin E1 methyl ester|methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxy-1-octenyl]-5-oxocyclopentyl]heptanoate|Methyl prostaglandin E1|PGE1 methyl ester|prostaglandin E1 methyl ester

C21H36O5 (368.2562606)


   
   
   

Annonidin D|annonidine D

Annonidin D|annonidine D

C26H28N2 (368.2252368)


   
   

3-oxo-chol-1,4,22-trien-24-oic acid

3-oxo-chol-1,4,22-trien-24-oic acid

C24H32O3 (368.23513219999995)


   

Rhodojaponin III

(1S,3R,4R,6R,8S,9S,10R,11R,14R,15R,17R)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.01,11.04,9.06,8]heptadecane-3,4,10,15,17-pentol

C20H32O6 (368.2198772)


Rhodojaponin III is a diterpenoid from the leaves of Rhododendron molle with anti-inflammatory activity[1]. Rhodojaponin III is a diterpenoid from the leaves of Rhododendron molle with anti-inflammatory activity[1].

   
   

(2S)-1-O-(9-oxo-10(E),12(E)-octadecadienoyl) glycerol

(2S)-1-O-(9-oxo-10(E),12(E)-octadecadienoyl) glycerol

C21H36O5 (368.2562606)


   

ambiguine Q nitrile

ambiguine Q nitrile

C26H28N2 (368.2252368)


   
   

rhodomollein F,,2,3,6,14,16-pentahydroxyl-5,9-epoxy grayanotoxane

rhodomollein F,,2,3,6,14,16-pentahydroxyl-5,9-epoxy grayanotoxane

C20H32O6 (368.2198772)


   

Annonidin C|annonidine C

Annonidin C|annonidine C

C26H28N2 (368.2252368)


   

2R,4R-diacetoxy-1-hydroxy-n-heptadeca-16-yne

2R,4R-diacetoxy-1-hydroxy-n-heptadeca-16-yne

C21H36O5 (368.2562606)


   
   

1,2R-diacetoxy-4R-hydroxy-n-heptadeca-16-yne

1,2R-diacetoxy-4R-hydroxy-n-heptadeca-16-yne

C21H36O5 (368.2562606)


   

1,4R-diacetoxy-2R-hydroxy-n-heptadec-16-yne

1,4R-diacetoxy-2R-hydroxy-n-heptadec-16-yne

C21H36O5 (368.2562606)


   

scapiformolactone F

scapiformolactone F

C20H32O6 (368.2198772)


   
   

(4S,5S,7R,10S)-Eudesm-11-en-4-ol beta-D-fucopyranoside

(4S,5S,7R,10S)-Eudesm-11-en-4-ol beta-D-fucopyranoside

C21H36O5 (368.2562606)


   

excoecarin T1|Excoecarin T2

excoecarin T1|Excoecarin T2

C20H32O6 (368.2198772)


   
   

1,10,17-trihydroxymelfusanolide

1,10,17-trihydroxymelfusanolide

C20H32O6 (368.2198772)


   

(5S,6E,8Z,11Z,13E,15S)-5,15-Dihydroperoxy-6,8,11,13-eicosatetraenoic acid

(5S,6E,8Z,11Z,13E,15S)-5,15-Dihydroperoxy-6,8,11,13-eicosatetraenoic acid

C20H32O6 (368.2198772)


   

Chaetomellic acid E

Chaetomellic acid E

C21H36O5 (368.2562606)


   

Desacyl-kondurangogenin C; Dihydrodrevogenin D

Desacyl-kondurangogenin C; Dihydrodrevogenin D

C21H36O5 (368.2562606)


   
   
   

Adenostemmoic acid C

Adenostemmoic acid C

C20H32O6 (368.2198772)


   
   
   

11,12-didehydro-13-oxo-plakortide Q

11,12-didehydro-13-oxo-plakortide Q

C21H36O5 (368.2562606)


   
   

17-Methoxy-1-propionyl-aspidospermidin|17-methoxy-1-propionyl-aspidospermidine|Palosine

17-Methoxy-1-propionyl-aspidospermidin|17-methoxy-1-propionyl-aspidospermidine|Palosine

C23H32N2O2 (368.24636519999996)


   

BW 245C

(4S)-(3-[(3R,S)-3-cyclohexyl-3-hydroxypropyl]-2,5-dioxo)-4-imidazolidineheptanoic acid

C19H32N2O5 (368.2311102)


   

Perindopril

Perindopril

C19H32N2O5 (368.2311102)


C - Cardiovascular system > C09 - Agents acting on the renin-angiotensin system > C09A - Ace inhibitors, plain > C09AA - Ace inhibitors, plain D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors > D000806 - Angiotensin-Converting Enzyme Inhibitors C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent C471 - Enzyme Inhibitor > C783 - Protease Inhibitor > C247 - ACE Inhibitor D002317 - Cardiovascular Agents > D000959 - Antihypertensive Agents CONFIDENCE standard compound; EAWAG_UCHEM_ID 3026 Perindopril (S-9490) is an orally available, long-acting angiotensin-converting enzyme (ACE) inhibitor. Perindopril inhibits inflammatory cell influx and intimal thickening, preserving elastin on the inside of the aorta. Perindopril effectively inhibits experimental abdominal aortic aneurysm (AAA) formation in a rat model and reduces pulmonary vasoconstriction in rats with pulmonary hypertension[1][2][3][4].

   

MLS002154153-01!Perindopril82834-16-0

MLS002154153-01!Perindopril82834-16-0

C19H32N2O5 (368.2311102)


   

C20H32O6_(2E)-2-(1,2-Dihydroxyethyl)-4-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydro-1-naphthalenyl]-2-butenoic acid

NCGC00385481-01_C20H32O6_(2E)-2-(1,2-Dihydroxyethyl)-4-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydro-1-naphthalenyl]-2-butenoic acid

C20H32O6 (368.2198772)


   
   

Desacetylcolforsin

Desacetylcolforsin

C20H32O6 (368.2198772)


   

Dihydropertusaric

Dihydropertusaric

C21H36O5 (368.2562606)


   

Dihydromuronic acid

Dihydromuronic acid

C21H36O5 (368.2562606)


   
   
   

Thromboxane B3

(5E)-7-{4,6-dihydroxy-2-[(1E,5E)-3-hydroxyocta-1,5-dien-1-yl]oxan-3-yl}hept-5-enoic acid

C20H32O6 (368.2198772)


A member of the class of thromboxanes B that is (5Z,13E,17Z)-thromboxa-5,13,17-trien-1-oic acid substituted by hydroxy groups at positions 9, 11 and 15. CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0072.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_0001323.mzML; PROCESSING averaging of repeated ion fragments at 20.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0001323.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_0001323.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_0001323.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_0001323.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_1min0072.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_1min0072.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_0001323.mzML; PROCESSING averaging of repeated ion fragments at 10.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ]

   
   

Desacetylcolforsin_major

Desacetylcolforsin_major

C20H32O6 (368.2198772)


   

Misoprostol (free acid)

9-oxo-11α,16-dihydroxy-16-methyl-prost-13E-en-1-oic acid

C21H36O5 (368.2562606)


   

cinnarizine

(E)-1-Benzhydryl-4-Cinnamylpiperazine

C26H28N2 (368.2252368)


N - Nervous system > N07 - Other nervous system drugs > N07C - Antivertigo preparations > N07CA - Antivertigo preparations D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists C308 - Immunotherapeutic Agent > C29578 - Histamine-1 Receptor Antagonist D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers D000077264 - Calcium-Regulating Hormones and Agents D049990 - Membrane Transport Modulators Cinnarizine is an antihistamine and a calcium channel blocker, promote cerebral blood flow, used to treat cerebral apoplexy, post-trauma cerebral symptoms, and cerebral arteriosclerosis.

   
   

15-methyl-15(S)-PGE1

9-oxo-11R,15S-dihydroxy-15-methyl-13E-prostaenoic acid

C21H36O5 (368.2562606)


   

PGF2&alpha

methyl 9S,11R,15S-trihydroxy-5Z,13E-prostadienoate

C21H36O5 (368.2562606)


   

15(R)-15-methyl PGF2&alpha

9α,11α,15R-trihydroxy-15-methyl-prosta-5Z,13E-dien-1-oic acid

C21H36O5 (368.2562606)


   

Δ17-6-keto PGF1&alpha

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

C20H32O6 (368.2198772)


   

5,12-dihydroperoxy-6,8,10,14-eicosatetraenoic acid

5,12-dihydroperoxy-6,8,10,14-eicosatetraenoic acid

C20H32O6 (368.2198772)


   

5,15-dihydroperoxy-6,8,11,13-eicosatetraenoic acid

5,15-dihydroperoxy-6,8,11,13-eicosatetraenoic acid

C20H32O6 (368.2198772)


   

8,15-dihydroperoxy-5,9,11,13-eicosatetraenoic acid

8,15-dihydroperoxy-5,9,11,13-eicosatetraenoic acid

C20H32O6 (368.2198772)


   

6,15-Diketo-13,14-dihydro-PGF1a

7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-oxooct-1-en-1-yl]cyclopentyl]-6-oxoheptanoic acid

C20H32O6 (368.2198772)


   

20-hydroxy-PGE2

(5Z)-7-[(1R,2R,3R)-2-[(1E,3S)-3,8-dihydroxyoct-1-en-1-yl]-3-hydroxy-5-oxocyclopentyl]hept-5-enoic acid

C20H32O6 (368.2198772)


   

Eganoprost

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

C20H32O6 (368.2198772)


   

Carboprost

Carboprost

C21H36O5 (368.2562606)


G - Genito urinary system and sex hormones > G02 - Other gynecologicals > G02A - Uterotonics > G02AD - Prostaglandins D012102 - Reproductive Control Agents > D000019 - Abortifacient Agents D012102 - Reproductive Control Agents > D010120 - Oxytocics C78568 - Prostaglandin Analogue

   

BW 246C

(4R)-(3-[(3R,S)-3-cyclohexyl-3-hydroxypropyl]-2,5-dioxo)-4-imidazolidineheptanoic acid

C19H32N2O5 (368.2311102)


   

15(R),19(R)-hydroxy Prostaglandin E2

9-oxo-11α,15R,19R-trihydroxy-prosta-5Z,13E-dien-1-oic acid

C20H32O6 (368.2198772)


   

11-dehydro-TXB2-d4

9S,15S-dihydroxy-11-oxo-thromboxa-5Z,13E-dien-1-oic acid-d4

C20H32O6 (368.2198772)


   

b-Cortol

5beta-Pregnane-3alpha,11beta,17,20beta,21-pentol 20beta-cortol

C21H36O5 (368.2562606)


   

20-hydroxy-PGD2

9S,15S,20-trihydroxy-11-oxo-5Z,13E-prostadienoic acid

C20H32O6 (368.2198772)


   

15S-Hp-PGE2

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

C20H32O6 (368.2198772)


   

15S-Hp-PGD2

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

C20H32O6 (368.2198772)


   

5,12-diHPETE

5,12-dihydroperoxy-6,8,10,14-eicosatetraenoic acid

C20H32O6 (368.2198772)


   

5,15-diHPETE

5,15-dihydroperoxy-6,8,11,13-eicosatetraenoic acid

C20H32O6 (368.2198772)


D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides

   

8,15-diHPETE

8,15-dihydroperoxy-5,9,11,13-eicosatetraenoic acid

C20H32O6 (368.2198772)


D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides

   

5S,15S-diHPETE

5S,15S-dihydroperoxy-6E,8Z,11Z,13E-eicosatetraenoic acid

C20H32O6 (368.2198772)


   

8S,15S-diHPETE

8S,15S-dihydroperoxy-5Z,9E,11Z,13E-eicosatetraenoic acid

C20H32O6 (368.2198772)


   

gamma-Eudesmol rhamnoside

2-{[2-(4a,8-dimethyl-1,2,3,4,4a,5,6,7-octahydronaphthalen-2-yl)propan-2-yl]oxy}-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

Prostaglandin G2

9S,11R-epidioxy-15S-hydroperoxy-5Z,13E-prostadienoic acid

C20H32O6 (368.2198772)


D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides

   

6-keto PGE1

6,9-dioxo-11R,15S-dihydroxy-13E-prostenoic acid

C20H32O6 (368.2198772)


   

FA 20:4;O4

4-(3-{[(1S,2S,3S)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]methyl}oxiran-2-yl)butanoic acid

C20H32O6 (368.2198772)


D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides

   

FA 21:3;O3

9S,11R,15R-trihydroxy-15-methyl-5Z,13E-prostadienoic acid

C21H36O5 (368.2562606)


   

Cortol

Pregnane-3,11,17,20,21-pentol,(3a,5b,11b,20S)-

C21H36O5 (368.2562606)


   

beta-Cortol

5beta-Pregnane-3alpha,11beta,17,20R,21-pentol

C21H36O5 (368.2562606)


   

ST 21:0;O5

5alpha-pregnane-3alpha,11beta,17,20R,21-pentol

C21H36O5 (368.2562606)


   

ST 24:5;O3

3-Oxochola-1,4,6-trien-24-oic Acid

C24H32O3 (368.23513219999995)


   

[4-(2-methylbutyl)phenyl] 4-hexoxybenzoate

[4-(2-methylbutyl)phenyl] 4-hexoxybenzoate

C24H32O3 (368.23513219999995)


   

Urea, N-[2-(1H-benzimidazol-2-yl)ethyl]-N,N-dicyclohexyl- (9CI)

Urea, N-[2-(1H-benzimidazol-2-yl)ethyl]-N,N-dicyclohexyl- (9CI)

C22H32N4O (368.25759819999996)


   

[3aS-(3aa,4a,5b,6aa)]-4-[[[(tert-Butyl)dimethylsilyl]oxy]methyl]-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexahydro-2(1H)-pentalenone

[3aS-(3aa,4a,5b,6aa)]-4-[[[(tert-Butyl)dimethylsilyl]oxy]methyl]-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexahydro-2(1H)-pentalenone

C20H36O4Si (368.2382736)


   

4-Hexyloxyphenyl 4-Pentylbenzoate

4-Hexyloxyphenyl 4-Pentylbenzoate

C24H32O3 (368.23513219999995)


   

5a-pregnan-11b,17a,21-triol-3,20-dione-1,2,4,5-d4

5a-pregnan-11b,17a,21-triol-3,20-dione-1,2,4,5-d4

C21H28D4O5 (368.250070912)


   

4-HEXYLOXYBENZOIC ACID-4-(N-PENTYL)PHENYL ESTER

4-HEXYLOXYBENZOIC ACID-4-(N-PENTYL)PHENYL ESTER

C24H32O3 (368.23513219999995)


   

1-(tert-butyl)-3-(2,6-diisopropyl-4-phenoxyphenyl)urea

1-(tert-butyl)-3-(2,6-diisopropyl-4-phenoxyphenyl)urea

C23H32N2O2 (368.24636519999996)


   

1-[(TRANS,TRANS)-4-PROPYL[1,1-BICYCLOHEXYL]-4-YL]-4-(TRIFLUOROMETHOXY)BENZENE

1-[(TRANS,TRANS)-4-PROPYL[1,1-BICYCLOHEXYL]-4-YL]-4-(TRIFLUOROMETHOXY)BENZENE

C22H31F3O (368.2326872)


   
   

4-((5,6-diphenylpyrazin-2-yl)(perdeutero-propan-2-yl)amino)butan-1-ol

4-((5,6-diphenylpyrazin-2-yl)(perdeutero-propan-2-yl)amino)butan-1-ol

C23H20D7N3O (368.259341446)


   

Poly(1,6-hexanediol/neopentyl glycol-alt-adipic acid)

Poly(1,6-hexanediol/neopentyl glycol-alt-adipic acid)

C17H36O8 (368.2410056)


   

(16S,20S)-Pregnan-3beta,5alpha,6beta,16,20-pentaol

(16S,20S)-Pregnan-3beta,5alpha,6beta,16,20-pentaol

C21H36O5 (368.2562606)


   
   

(R-(R*,S*))-3-(3-Cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidine-4-heptanoic acid

(R-(R*,S*))-3-(3-Cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidine-4-heptanoic acid

C19H32N2O5 (368.2311102)


   

20-Hydroxylipoxin B4

20-Hydroxylipoxin B4

C20H32O6 (368.2198772)


A member of the class of lipoxins that is lipoxin B4 carrying an additional hydroxy substituent at position 20.

   

(S-(R*,S*))-3-(3-Cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidine-4-heptanoic acid

(S-(R*,S*))-3-(3-Cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidine-4-heptanoic acid

C19H32N2O5 (368.2311102)


   

3a-epi-Perindopril, (3aR)-

3a-epi-Perindopril, (3aR)-

C19H32N2O5 (368.2311102)


   

Fluoroisobutyrylfentanyl

Fluoroisobutyrylfentanyl

C23H29FN2O (368.2263796)


   

1,2-Di-epi-perindopril, (1R,2R)-

1,2-Di-epi-perindopril, (1R,2R)-

C19H32N2O5 (368.2311102)


   

6-(Cyclohexylamino)-9-[2-(4-methylpiperazin-1-YL)-ethyl]-9H-purine-2-carbonitrile

6-(Cyclohexylamino)-9-[2-(4-methylpiperazin-1-YL)-ethyl]-9H-purine-2-carbonitrile

C19H28N8 (368.2436808)


   

N-[(1s)-1-{1-[(1r,3e)-1-Acetylpent-3-En-1-Yl]-1h-1,2,3-Triazol-4-Yl}-1,2-Dimethylpropyl]benzamide

N-[(1s)-1-{1-[(1r,3e)-1-Acetylpent-3-En-1-Yl]-1h-1,2,3-Triazol-4-Yl}-1,2-Dimethylpropyl]benzamide

C21H28N4O2 (368.2212148)


   

Menoctone

1,4-Naphthalenedione,2-(8-cyclohexyloctyl)-3-hydroxy-

C24H32O3 (368.23513219999995)


C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent

   

(5Z,13E,15S)-11alpha,15,19-trihydroxy-6,9alpha-epoxyprosta-5,13-dien-1-oic acid

(5Z,13E,15S)-11alpha,15,19-trihydroxy-6,9alpha-epoxyprosta-5,13-dien-1-oic acid

C20H32O6 (368.2198772)


   

(3R,17R)-17-(1,2-dihydroxyethyl)-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthrene-3,11,17-triol

(3R,17R)-17-(1,2-dihydroxyethyl)-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthrene-3,11,17-triol

C21H36O5 (368.2562606)


   

Prost-13-en-1-oic acid, 11,16-dihydroxy-16-methyl-9-oxo-, (11alpha,13E)-(+-)-

Prost-13-en-1-oic acid, 11,16-dihydroxy-16-methyl-9-oxo-, (11alpha,13E)-(+-)-

C21H36O5 (368.2562606)


   

20-hydroxylipoxin A4

20-hydroxylipoxin A4

C20H32O6 (368.2198772)


A member of the class of lipoxins that is lipoxin A4 carrying an additional hydroxy substituent at position 20.

   

11-Dehydro-thromboxane B2

(E)-7-[4-Hydroxy-2-[(E)-3-hydroxyoct-1-enyl]-6-oxooxan-3-yl]hept-5-enoic acid

C20H32O6 (368.2198772)


A thromboxane obtained by formal oxidation of the hemiacetal hydroxy function of thromboxane B2.

   

15-methyl PGF2alpha

15-methyl PGF2alpha

C21H36O5 (368.2562606)


   

Pgt-2A,methyl ester

Pgt-2A,methyl ester

C21H36O5 (368.2562606)


   

MG(18:2(10E,12Z)+=O(9)/0:0/0:0)

MG(18:2(10E,12Z)+=O(9)/0:0/0:0)

C21H36O5 (368.2562606)


   

MG(18:2(9Z,11E)+=O(13)/0:0/0:0)

MG(18:2(9Z,11E)+=O(13)/0:0/0:0)

C21H36O5 (368.2562606)


   

MG(0:0/18:2(10E,12Z)+=O(9)/0:0)

MG(0:0/18:2(10E,12Z)+=O(9)/0:0)

C21H36O5 (368.2562606)


   

[(2S)-2,3-dihydroxypropyl] (10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoate

[(2S)-2,3-dihydroxypropyl] (10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoate

C21H36O5 (368.2562606)


   

[(2S)-2,3-dihydroxypropyl] (9E,11E,15E)-13-hydroxyoctadeca-9,11,15-trienoate

[(2S)-2,3-dihydroxypropyl] (9E,11E,15E)-13-hydroxyoctadeca-9,11,15-trienoate

C21H36O5 (368.2562606)


   

1,3-dihydroxypropan-2-yl (10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoate

1,3-dihydroxypropan-2-yl (10E,12E,15E)-9-hydroxyoctadeca-10,12,15-trienoate

C21H36O5 (368.2562606)


   

1,3-dihydroxypropan-2-yl (9E,11E,15E)-13-hydroxyoctadeca-9,11,15-trienoate

1,3-dihydroxypropan-2-yl (9E,11E,15E)-13-hydroxyoctadeca-9,11,15-trienoate

C21H36O5 (368.2562606)


   

19(R)-hydroxy Prostaglandin E2

19(R)-hydroxy Prostaglandin E2

C20H32O6 (368.2198772)


   

(E)-7-[6-[(E)-3,7-dihydroxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

(E)-7-[6-[(E)-3,7-dihydroxyoct-1-enyl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

C20H32O6 (368.2198772)


   

[3-Carboxy-2-[3-(3-methyl-5-pentylfuran-2-yl)propanoyloxy]propyl]-trimethylazanium

[3-Carboxy-2-[3-(3-methyl-5-pentylfuran-2-yl)propanoyloxy]propyl]-trimethylazanium

C20H34NO5+ (368.24368540000006)


   
   

19-Hydroxyprostaglandin H2

19-Hydroxyprostaglandin H2

C20H32O6 (368.2198772)


A prostaglandin H that consists of prostaglandin H2 bearing an additional hydroxy substituent at position 19.

   

(E)-4-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-(1,2-dihydroxyethyl)but-2-enoic acid

(E)-4-[(1R,4aS,5R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-2-(1,2-dihydroxyethyl)but-2-enoic acid

C20H32O6 (368.2198772)


   

Hinesol beta-D-fucopyranoside, (rel)-

Hinesol beta-D-fucopyranoside, (rel)-

C21H36O5 (368.2562606)


A natural product found in Carthamus oxyacantha.

   

N-[3-(diethylamino)propyl]-1,5-dimethyl-4-oxo-2-pyrrolo[3,2-c]quinolinecarboxamide

N-[3-(diethylamino)propyl]-1,5-dimethyl-4-oxo-2-pyrrolo[3,2-c]quinolinecarboxamide

C21H28N4O2 (368.2212148)


   

5-(Hydroxymethyl)-3-(1-oxohexadecyl)oxolane-2,4-dione

5-(Hydroxymethyl)-3-(1-oxohexadecyl)oxolane-2,4-dione

C21H36O5 (368.2562606)


   

1-[3-(2-Hydroxypropoxy)-2,2-bis(2-hydroxypropoxymethyl)propoxy]propan-2-ol

1-[3-(2-Hydroxypropoxy)-2,2-bis(2-hydroxypropoxymethyl)propoxy]propan-2-ol

C17H36O8 (368.2410056)


   

2-[(3R,6aR,8R,10aR)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

2-[(3R,6aR,8R,10aR)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

C19H32N2O5 (368.2311102)


   

2-[(3R,6aS,8R,10aS)-1-(cyclopentanecarbonyl)-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

2-[(3R,6aS,8R,10aS)-1-(cyclopentanecarbonyl)-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

C19H32N2O5 (368.2311102)


   

N-(cyclobutylmethyl)-N-[[(2S,3R,4S)-3-[4-(1-cyclopentenyl)phenyl]-4-(hydroxymethyl)-2-azetidinyl]methyl]acetamide

N-(cyclobutylmethyl)-N-[[(2S,3R,4S)-3-[4-(1-cyclopentenyl)phenyl]-4-(hydroxymethyl)-2-azetidinyl]methyl]acetamide

C23H32N2O2 (368.24636519999996)


   

2-[(3S,6aS,8R,10aS)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

2-[(3S,6aS,8R,10aS)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

C19H32N2O5 (368.2311102)


   

N-(cyclobutylmethyl)-N-[[(2R,3S,4R)-3-[4-(1-cyclopentenyl)phenyl]-4-(hydroxymethyl)-2-azetidinyl]methyl]acetamide

N-(cyclobutylmethyl)-N-[[(2R,3S,4R)-3-[4-(1-cyclopentenyl)phenyl]-4-(hydroxymethyl)-2-azetidinyl]methyl]acetamide

C23H32N2O2 (368.24636519999996)


   

2-[(3R,6aS,8S,10aS)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

2-[(3R,6aS,8S,10aS)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

C19H32N2O5 (368.2311102)


   

2-[(3S,6aS,8S,10aS)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

2-[(3S,6aS,8S,10aS)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

C19H32N2O5 (368.2311102)


   

2-[(3S,6aR,8S,10aR)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

2-[(3S,6aR,8S,10aR)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

C19H32N2O5 (368.2311102)


   

2-[(3R,6aR,8S,10aR)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

2-[(3R,6aR,8S,10aR)-1-[cyclopentyl(oxo)methyl]-3-hydroxy-3,4,6,6a,8,9,10,10a-octahydro-2H-pyrano[2,3-c][1,5]oxazocin-8-yl]-N,N-dimethylacetamide

C19H32N2O5 (368.2311102)


   

1-[[(2S,3R,4S)-4-(hydroxymethyl)-3-phenyl-2-azetidinyl]methyl]-3-propyl-1-(3-pyridinylmethyl)urea

1-[[(2S,3R,4S)-4-(hydroxymethyl)-3-phenyl-2-azetidinyl]methyl]-3-propyl-1-(3-pyridinylmethyl)urea

C21H28N4O2 (368.2212148)


   

(5Z,13E,15S)-9alpha,11alpha-epoxy-15,18-dihydroxythromboxa-5,13-dien-1-oic acid

(5Z,13E,15S)-9alpha,11alpha-epoxy-15,18-dihydroxythromboxa-5,13-dien-1-oic acid

C20H32O6 (368.2198772)


   

(5Z,13E,15S)-9alpha,11alpha-epoxy-15,19-dihydroxythromboxa-5,13-dien-1-oic acid

(5Z,13E,15S)-9alpha,11alpha-epoxy-15,19-dihydroxythromboxa-5,13-dien-1-oic acid

C20H32O6 (368.2198772)


   

(5S,6Z,8E,10E,12R,14Z)-5,12,20,20-tetrahydroxyicosa-6,8,10,14-tetraenoic acid

(5S,6Z,8E,10E,12R,14Z)-5,12,20,20-tetrahydroxyicosa-6,8,10,14-tetraenoic acid

C20H32O6 (368.2198772)


   

(5Z,8Z,10E,12E,14R,15S)-14,15-bis(hydroperoxy)icosa-5,8,10,12-tetraenoic acid

(5Z,8Z,10E,12E,14R,15S)-14,15-bis(hydroperoxy)icosa-5,8,10,12-tetraenoic acid

C20H32O6 (368.2198772)


   

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

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

C20H32O6 (368.2198772)


   

3-Methyl-6-nonyl-6-(tetrahydro-2H-pyran-2-yloxymethyl)tetrahydro-2H-pyran-2,4-dione

3-Methyl-6-nonyl-6-(tetrahydro-2H-pyran-2-yloxymethyl)tetrahydro-2H-pyran-2,4-dione

C21H36O5 (368.2562606)


   

(1-acetyloxy-3-hydroxypropan-2-yl) (9Z,12Z)-hexadeca-9,12-dienoate

(1-acetyloxy-3-hydroxypropan-2-yl) (9Z,12Z)-hexadeca-9,12-dienoate

C21H36O5 (368.2562606)


   

(2S)-2-[1-Azido-4-[(tetrahydro-2H-pyran-2-yl)oxy]butyl]-1-pyrrolidinecarboxylic acid tert-butyl ester

(2S)-2-[1-Azido-4-[(tetrahydro-2H-pyran-2-yl)oxy]butyl]-1-pyrrolidinecarboxylic acid tert-butyl ester

C18H32N4O4 (368.24234320000005)


   

(2R)-2-[(14S)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid

(2R)-2-[(14S)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid

C21H36O5 (368.2562606)


   

(2R,3aS,7aS)-1-[(2S)-2-[(1-ethoxy-1-oxopentan-2-yl)amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid

(2R,3aS,7aS)-1-[(2S)-2-[(1-ethoxy-1-oxopentan-2-yl)amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid

C19H32N2O5 (368.2311102)


   

propantheline

propantheline

C23H30NO3+ (368.22255700000005)


A - Alimentary tract and metabolism > A03 - Drugs for functional gastrointestinal disorders > A03A - Drugs for functional gastrointestinal disorders > A03AB - Synthetic anticholinergics, quaternary ammonium compounds C78272 - Agent Affecting Nervous System > C66880 - Anticholinergic Agent > C29704 - Antimuscarinic Agent D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D018680 - Cholinergic Antagonists D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents

   

6-Oxoprostaglandin e1

6-Ketoprostaglandin E1

C20H32O6 (368.2198772)


A prostaglandin E that is prostaglandin E1 bearing a keto substituent at the 6-position. D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents

   

(1R,2S,4S,6R,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-4,6,9,14-tetrol

(1R,2S,4S,6R,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-4,6,9,14-tetrol

C20H32O6 (368.2198772)


   

(1R,2R,3S,6R,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-3,6,9,14-tetrol

(1R,2R,3S,6R,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-3,6,9,14-tetrol

C20H32O6 (368.2198772)


   
   

5(6)-Epoxy Prostaglandin E1

5(6)-Epoxy Prostaglandin E1

C20H32O6 (368.2198772)


   

7-[3-(3-cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidin-4-yl]heptanoic acid

7-[3-(3-cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidin-4-yl]heptanoic acid

C19H32N2O5 (368.2311102)


   

6,15-diketo,13,14-dihydroprostaglandin F1alpha

6,15-diketo,13,14-dihydroprostaglandin F1alpha

C20H32O6 (368.2198772)


A prostaglandin Falpha that is prostaglandin F1alpha bearing keto substituents at positions 6 and 15.

   

20-COOH-10,11-dihydro-LTB4

20-COOH-10,11-dihydro-LTB4

C20H32O6 (368.2198772)


   

Prostaglandin F2alpha methyl ester

Prostaglandin F2alpha methyl ester

C21H36O5 (368.2562606)


   

15-methyl-15S-Prostaglandin E1

15-methyl-15S-Prostaglandin E1

C21H36O5 (368.2562606)


   

D17, 6-keto Prostaglandin F1a

D17, 6-keto Prostaglandin F1a

C20H32O6 (368.2198772)


   

15-methyl-15R-PGF2alpha

15-methyl-15R-PGF2alpha

C21H36O5 (368.2562606)


   

15S-hydroperoxy-PGE2

15S-hydroperoxy-PGE2

C20H32O6 (368.2198772)


   

8(S),15(S)-DiHPETE

8(S),15(S)-DiHPETE

C20H32O6 (368.2198772)


An icosanoid that is (5Z,9E,11Z,13E)-icosatetraenoic acid carrying two hydroperoxy substituents at positions 8 and 15 (the 8S,15S-stereoisomer).

   

3-Oxochola-1,4,6-trien-24-oic Acid

3-Oxochola-1,4,6-trien-24-oic Acid

C24H32O3 (368.23513219999995)


   

(5S,15S)-dihydroperoxy-(6E,8Z,11Z,13E)-icosatetraenoic acid

(5S,15S)-dihydroperoxy-(6E,8Z,11Z,13E)-icosatetraenoic acid

C20H32O6 (368.2198772)


A bis(hydroperoxy)icosatetraenoic acid that is (6E,8Z,11Z,13E)-icosatetraenoic acid in which the two hydroperoxy groups are located at positions 5S and 15S.

   
   

15S-hydroperoxy-PGD2

15S-hydroperoxy-PGD2

C20H32O6 (368.2198772)


   
   

14(R),15(S)-DiHPETE

14(R),15(S)-DiHPETE

C20H32O6 (368.2198772)


A bis(hydroperoxy)icosatetraenoic acid that is (5Z,8Z,10E,12E)-icosatetraenoic acid carrying two hydroperoxy substituents at positions 14 and 15 (the 14R,15S-stereoisomer).

   

(5S,6R)-dihydroxy-(15S)-hydroperoxy-(7E,9E,11Z,13E)-icosatetraenoic acid

(5S,6R)-dihydroxy-(15S)-hydroperoxy-(7E,9E,11Z,13E)-icosatetraenoic acid

C20H32O6 (368.2198772)


A hydroperoxy(hydroxy)icosatetraenoic acid that is (7E,9E,11Z,13E)-icosatetraenoic acid carrying 2 hydroxy substituents at positions 5S and 6R as well as a hydroperoxy substituent at position 15S.

   

19-hydroxyprostaglandin I2

19-hydroxyprostaglandin I2

C20H32O6 (368.2198772)


A prostaglandin I that consists of prostaglandin I1 carrying an additional hydroxy substituent at position 19.

   

19-hydroxythromboxane A2

19-hydroxythromboxane A2

C20H32O6 (368.2198772)


A thromboxane A that is thromboxane A2 carrying an additional hydroxy substituent at position 19.

   

18-hydroxythromboxane A2

18-hydroxythromboxane A2

C20H32O6 (368.2198772)


A thromboxane A that is thromboxane A2 carrying an additional hydroxy substituent at position 18.

   

DG(18:2)

DG(8:0_10:2)

C21H36O5 (368.2562606)


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

   

4-Fluoroisobutyryl fentanyl

4-Fluoroisobutyryl fentanyl

C23H29FN2O (368.2263796)


   
   

Delta-17-6-keto-PGF1alpha

Delta-17-6-keto-PGF1alpha

C20H32O6 (368.2198772)


   

Dihydro-diketo-PGF1alpha

Dihydro-diketo-PGF1alpha

C20H32O6 (368.2198772)


   
   
   
   
   
   
   
   
   

IDF-11774

IDF-11774

C23H32N2O2 (368.24636519999996)


IDF-11774 is a novel hypoxia-inducible factor α (HIFα)-1 inhibitor with an IC50 of 3.65?μM.

   

(1s,3r,4r,6r,7s,8r,10s,13r,14r,16r)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,14,16-hexol

(1s,3r,4r,6r,7s,8r,10s,13r,14r,16r)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,14,16-hexol

C20H32O6 (368.2198772)


   

(1s,3r,4r,8s,9r,10r,13r,14r,16r)-3,4,9,14,16-pentahydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecan-6-one

(1s,3r,4r,8s,9r,10r,13r,14r,16r)-3,4,9,14,16-pentahydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecan-6-one

C20H32O6 (368.2198772)


   

(2r)-2,3-dihydroxypropyl (10e,12z)-9-oxooctadeca-10,12-dienoate

(2r)-2,3-dihydroxypropyl (10e,12z)-9-oxooctadeca-10,12-dienoate

C21H36O5 (368.2562606)


   

4-(acetyloxy)-5-hydroxy-5-undecanoylcyclopent-2-en-1-yl acetate

4-(acetyloxy)-5-hydroxy-5-undecanoylcyclopent-2-en-1-yl acetate

C20H32O6 (368.2198772)


   

4-hydroxy-7-isopropyl-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalen-1-yl 3-phenylprop-2-enoate

4-hydroxy-7-isopropyl-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalen-1-yl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(1r,2s,4s,4as,5s,5'r,5''s,8as)-4,5''-dihydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydrodispiro[naphthalene-1,2':5',3''-bis(oxolane)]-3-one

(1r,2s,4s,4as,5s,5'r,5''s,8as)-4,5''-dihydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydrodispiro[naphthalene-1,2':5',3''-bis(oxolane)]-3-one

C20H32O6 (368.2198772)


   

(1s,3s,4r,6r,7s,8r,10s,13r,14r,16r)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,14,16-hexol

(1s,3s,4r,6r,7s,8r,10s,13r,14r,16r)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,14,16-hexol

C20H32O6 (368.2198772)


   

(2r,3s)-2-[(14r)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid

(2r,3s)-2-[(14r)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid

C21H36O5 (368.2562606)


   

(2e,4r)-4-[(1r,3as,3bs,9ar,9bs,11ar)-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]pent-2-enoic acid

(2e,4r)-4-[(1r,3as,3bs,9ar,9bs,11ar)-9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl]pent-2-enoic acid

C24H32O3 (368.23513219999995)


   

(2s)-2,3-dihydroxypropyl 9-oxooctadeca-10,12-dienoate

(2s)-2,3-dihydroxypropyl 9-oxooctadeca-10,12-dienoate

C21H36O5 (368.2562606)


   

5-hydroxy-2-isopropyl-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1h-naphthalen-1-yl 3-phenylprop-2-enoate

5-hydroxy-2-isopropyl-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1h-naphthalen-1-yl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(1r,2s,3s,5s,6r,7r,8s,9r,10s,11r,18r)-6,12,12-trimethyl-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecane-3,7,9,10,18-pentol

(1r,2s,3s,5s,6r,7r,8s,9r,10s,11r,18r)-6,12,12-trimethyl-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecane-3,7,9,10,18-pentol

C20H32O6 (368.2198772)


   

4-methoxy-6-(2,4,8-trihydroxy-3,7,9-trimethylundeca-5,9-dien-1-yl)-5,6-dihydropyran-2-one

4-methoxy-6-(2,4,8-trihydroxy-3,7,9-trimethylundeca-5,9-dien-1-yl)-5,6-dihydropyran-2-one

C20H32O6 (368.2198772)


   

(3r,4r,8s,9r,10r,14r,16s)-3,4,9,14,16-pentahydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecan-6-one

(3r,4r,8s,9r,10r,14r,16s)-3,4,9,14,16-pentahydroxy-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecan-6-one

C20H32O6 (368.2198772)


   

(1r)-3-[(3e)-5-(2h-chromen-7-yloxy)-3-methylpent-3-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-ol

(1r)-3-[(3e)-5-(2h-chromen-7-yloxy)-3-methylpent-3-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-ol

C24H32O3 (368.23513219999995)


   

(1r,4s,6s,10r,13s,14r,17s)-10-hydroperoxy-13-hydroxy-4,13,17-trimethyl-9-methylidene-5,15-dioxatricyclo[12.3.1.0⁴,⁶]octadecan-16-one

(1r,4s,6s,10r,13s,14r,17s)-10-hydroperoxy-13-hydroxy-4,13,17-trimethyl-9-methylidene-5,15-dioxatricyclo[12.3.1.0⁴,⁶]octadecan-16-one

C20H32O6 (368.2198772)


   

(1r,3r,4r,6r,7r,8s,9r,10r,13s,16r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,9,16-hexol

(1r,3r,4r,6r,7r,8s,9r,10r,13s,16r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,9,16-hexol

C20H32O6 (368.2198772)


   

(1r,3s,4r,7s,11s,12r)-3,4,7,11-tetrahydroxy-4,12-dimethyl-8,15-dimethylidene-13-oxabicyclo[10.3.2]heptadecan-14-one

(1r,3s,4r,7s,11s,12r)-3,4,7,11-tetrahydroxy-4,12-dimethyl-8,15-dimethylidene-13-oxabicyclo[10.3.2]heptadecan-14-one

C20H32O6 (368.2198772)


   

(1r,2r,3r,4as,5s,5'r,5''r,8as)-3,5''-dihydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydrodispiro[naphthalene-1,2':5',3''-bis(oxolane)]-4-one

(1r,2r,3r,4as,5s,5'r,5''r,8as)-3,5''-dihydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydrodispiro[naphthalene-1,2':5',3''-bis(oxolane)]-4-one

C20H32O6 (368.2198772)


   

(2s,3s)-2-[(14r)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid

(2s,3s)-2-[(14r)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid

C21H36O5 (368.2562606)


   

(1s,3s,4r,6s,7s,8s,10s,13r,14s,16r)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,14,16-hexol

(1s,3s,4r,6s,7s,8s,10s,13r,14s,16r)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,14,16-hexol

C20H32O6 (368.2198772)


   

(1r,4s,6s,10s,13s,14r,17s)-10-hydroperoxy-13-hydroxy-4,13,17-trimethyl-9-methylidene-5,15-dioxatricyclo[12.3.1.0⁴,⁶]octadecan-16-one

(1r,4s,6s,10s,13s,14r,17s)-10-hydroperoxy-13-hydroxy-4,13,17-trimethyl-9-methylidene-5,15-dioxatricyclo[12.3.1.0⁴,⁶]octadecan-16-one

C20H32O6 (368.2198772)


   

11-isopropyl-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0²,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane-6,9,11,13,14-pentol

11-isopropyl-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0²,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane-6,9,11,13,14-pentol

C20H32O6 (368.2198772)


   

2-[5-(carboxymethyl)-2,5,8a-trimethyl-2-(oxiran-2-yl)-hexahydro-1-benzopyran-6-yl]-2-methylpropanoic acid

2-[5-(carboxymethyl)-2,5,8a-trimethyl-2-(oxiran-2-yl)-hexahydro-1-benzopyran-6-yl]-2-methylpropanoic acid

C20H32O6 (368.2198772)


   

1-[2,4-dihydroxy-6-(10-phenyldecyl)phenyl]ethanone

1-[2,4-dihydroxy-6-(10-phenyldecyl)phenyl]ethanone

C24H32O3 (368.23513219999995)


   

(1r,2s,5e,10r,11r,18s,21r)-5,15,17,17-tetramethyl-9-methylidene-12,16-dioxapentacyclo[12.6.1.0¹,¹¹.0²,¹⁰.0¹⁸,²¹]henicosa-5,14-dien-13-one

(1r,2s,5e,10r,11r,18s,21r)-5,15,17,17-tetramethyl-9-methylidene-12,16-dioxapentacyclo[12.6.1.0¹,¹¹.0²,¹⁰.0¹⁸,²¹]henicosa-5,14-dien-13-one

C24H32O3 (368.23513219999995)


   

4-hydroxy-5-(hydroxymethyl)-3-(14-methylpentadecanoyl)-5h-furan-2-one

4-hydroxy-5-(hydroxymethyl)-3-(14-methylpentadecanoyl)-5h-furan-2-one

C21H36O5 (368.2562606)


   

3-[5-(2h-chromen-7-yloxy)-3-methylpent-3-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-ol

3-[5-(2h-chromen-7-yloxy)-3-methylpent-3-en-1-yl]-2,2,4-trimethylcyclohex-3-en-1-ol

C24H32O3 (368.23513219999995)


   

(1r,2s,4s,4as,5s,5'r,5''r,8as)-4,5''-dihydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydrodispiro[naphthalene-1,2':5',3''-bis(oxolane)]-3-one

(1r,2s,4s,4as,5s,5'r,5''r,8as)-4,5''-dihydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydrodispiro[naphthalene-1,2':5',3''-bis(oxolane)]-3-one

C20H32O6 (368.2198772)


   

(2s,3r,4s,5r,6r)-2-({2-[(2r,4as)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol

(2s,3r,4s,5r,6r)-2-({2-[(2r,4as)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-diene-1,5-dione

3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-diene-1,5-dione

C24H32O3 (368.23513219999995)


   

(1r,2r,3r,4as,5s,5'r,5''s,8as)-3,5''-dihydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydrodispiro[naphthalene-1,2':5',3''-bis(oxolane)]-4-one

(1r,2r,3r,4as,5s,5'r,5''s,8as)-3,5''-dihydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydrodispiro[naphthalene-1,2':5',3''-bis(oxolane)]-4-one

C20H32O6 (368.2198772)


   

(1r,2r,3s,4s,5s,9s,10s,13r,14s)-2,3,14-trihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

(1r,2r,3s,4s,5s,9s,10s,13r,14s)-2,3,14-trihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C20H32O6 (368.2198772)


   

(1r,3r,4r,6s,7r,8r,9s,10s,13s,16r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,9,16-hexol

(1r,3r,4r,6s,7r,8r,9s,10s,13s,16r)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,9,16-hexol

C20H32O6 (368.2198772)


   

(5z)-7-[(1s,4r,5r,6r)-6-[(1e,3s)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

(5z)-7-[(1s,4r,5r,6r)-6-[(1e,3s)-3-hydroperoxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

C20H32O6 (368.2198772)


   

(1r,2s,4ar,5r,8as)-5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

(1r,2s,4ar,5r,8as)-5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,2,3,4,7,8-hexahydroazulen-4-yl 3-phenylprop-2-enoate

8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,2,3,4,7,8-hexahydroazulen-4-yl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(1r,2s,5r,8s,8ar)-5-hydroxy-2-isopropyl-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1h-naphthalen-1-yl (2e)-3-phenylprop-2-enoate

(1r,2s,5r,8s,8ar)-5-hydroxy-2-isopropyl-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1h-naphthalen-1-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(1r,2s,5s,6s,9r,12s,13s)-n,6,13-trimethyl-16-oxo-7-azapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icosa-14,17-diene-7-carboximidic acid

(1r,2s,5s,6s,9r,12s,13s)-n,6,13-trimethyl-16-oxo-7-azapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icosa-14,17-diene-7-carboximidic acid

C23H32N2O2 (368.24636519999996)


   

{6-hydroxy-7-methyl-1-[(3-methylbutanoyl)oxy]-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-yl}methyl 3-methylbutanoate

{6-hydroxy-7-methyl-1-[(3-methylbutanoyl)oxy]-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-yl}methyl 3-methylbutanoate

C20H32O6 (368.2198772)


   

15-epi-leopersin o

NA

C20H32O6 (368.2198772)


{"Ingredient_id": "HBIN001675","Ingredient_name": "15-epi-leopersin o","Alias": "NA","Ingredient_formula": "C20H32O6","Ingredient_Smile": "CC1C(C(=O)C2C(CCCC2(C13CCC4(O3)CC(OC4)O)C)(C)CO)O","Ingredient_weight": "368.5 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "6948","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "15834304","DrugBank_id": "NA"}

   

15-epi-leopersin q

NA

C20H32O6 (368.2198772)


{"Ingredient_id": "HBIN001676","Ingredient_name": "15-epi-leopersin q","Alias": "NA","Ingredient_formula": "C20H32O6","Ingredient_Smile": "CC1C(=O)C(C2C(CCCC2(C13CCC4(O3)CC(OC4)O)C)(C)CO)O","Ingredient_weight": "368.5 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "6949","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "15834667","DrugBank_id": "NA"}

   

adenostemmoic acid c

NA

C20H32O6 (368.2198772)


{"Ingredient_id": "HBIN014705","Ingredient_name": "adenostemmoic acid c","Alias": "NA","Ingredient_formula": "C20H32O6","Ingredient_Smile": "CC12CCCC(C1CCC34C2C(CC(C3)C(C4O)(CO)O)O)(C)C(=O)O","Ingredient_weight": "368.5 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "24816","TCMSP_id": "NA","TCM_ID_id": "7152","PubChem_id": "23260137","DrugBank_id": "NA"}

   

agallochin m

NA

C21H36O5 (368.2562606)


{"Ingredient_id": "HBIN014811","Ingredient_name": "agallochin m","Alias": "NA","Ingredient_formula": "C21H36O5","Ingredient_Smile": "CC1(CCC2C(O1)(CC(C(C2(C)CCC(=O)OC)C(C)(C)O)O)C)C=C","Ingredient_weight": "368.5 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "693","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "101232173","DrugBank_id": "NA"}

   

alpha-bisabolol beta-d-fucopyranoside

NA

C21H36O5 (368.2562606)


{"Ingredient_id": "HBIN015411","Ingredient_name": "alpha-bisabolol beta-d-fucopyranoside ","Alias": "NA","Ingredient_formula": "C21H36O5","Ingredient_Smile": "CC1C(C(C(C(O1)OC(C)(CCC=C(C)C)C2CCC(=CC2)C)O)O)O","Ingredient_weight": "368.5 g/mol","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "19480","PubChem_id": "102286643","DrugBank_id": "NA"}

   

(1r,3r,4r,6r,7r,8s,9r,10r,13s,16s)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadec-14-ene-3,4,6,7,9,16-hexol

(1r,3r,4r,6r,7r,8s,9r,10r,13s,16s)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadec-14-ene-3,4,6,7,9,16-hexol

C20H32O6 (368.2198772)


   

5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl 3-phenylprop-2-enoate

5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(2s,3r,4r,5r,6s)-2-({2-[(2r,4ar)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol

(2s,3r,4r,5r,6s)-2-({2-[(2r,4ar)-4a,8-dimethyl-2,3,4,5,6,7-hexahydro-1h-naphthalen-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

(1s,4as,5r,6s,8ar)-5-[(2h-chromen-7-yloxy)methyl]-1,5,6,8a-tetramethyl-hexahydro-1h-naphthalen-2-one

(1s,4as,5r,6s,8ar)-5-[(2h-chromen-7-yloxy)methyl]-1,5,6,8a-tetramethyl-hexahydro-1h-naphthalen-2-one

C24H32O3 (368.23513219999995)


   

3-[1-(1h-indol-3-yl)-3-methylbut-2-en-1-yl]-7-(3-methylbut-2-en-1-yl)-1h-indole

3-[1-(1h-indol-3-yl)-3-methylbut-2-en-1-yl]-7-(3-methylbut-2-en-1-yl)-1h-indole

C26H28N2 (368.2252368)


   

1,8a-dimethyl-6-oxo-7-(propan-2-ylidene)-2,8-dihydro-1h-naphthalen-2-yl 6-methylocta-2,4-dienoate

1,8a-dimethyl-6-oxo-7-(propan-2-ylidene)-2,8-dihydro-1h-naphthalen-2-yl 6-methylocta-2,4-dienoate

C24H32O3 (368.23513219999995)


   

(3s,4s)-3-[(1s)-2-[(1r,4as,5r,6r,8as)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-1-hydroxyethyl]-4-hydroxyoxolan-2-one

(3s,4s)-3-[(1s)-2-[(1r,4as,5r,6r,8as)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-1-hydroxyethyl]-4-hydroxyoxolan-2-one

C20H32O6 (368.2198772)


   

(3r,5s,6r,7s,9r,11z,13r,14r)-14-ethyl-6,13-dihydroxy-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11-ene-2,4,10-trione

(3r,5s,6r,7s,9r,11z,13r,14r)-14-ethyl-6,13-dihydroxy-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11-ene-2,4,10-trione

C20H32O6 (368.2198772)


   

(8-hydroxy-8-isopropyl-5-methyl-4,4a,5,6,7,8a-hexahydro-3h-naphthalen-2-yl)methyl 3-phenylprop-2-enoate

(8-hydroxy-8-isopropyl-5-methyl-4,4a,5,6,7,8a-hexahydro-3h-naphthalen-2-yl)methyl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

16-acetyl-8,8,13,17-tetramethyl-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁷]nonadeca-1(12),2,4-trien-6-one

16-acetyl-8,8,13,17-tetramethyl-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁷]nonadeca-1(12),2,4-trien-6-one

C24H32O3 (368.23513219999995)


   

(1r,2s,4ar,5r,8as)-5-hydroxy-2-isopropyl-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-1-yl (2e)-3-phenylprop-2-enoate

(1r,2s,4ar,5r,8as)-5-hydroxy-2-isopropyl-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-1-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(1r,2s,3r,6r,7s,9s,10s,11s,13r,14s)-11-isopropyl-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0²,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane-6,9,11,13,14-pentol

(1r,2s,3r,6r,7s,9s,10s,11s,13r,14s)-11-isopropyl-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0²,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane-6,9,11,13,14-pentol

C20H32O6 (368.2198772)


   

2-[(2-{6,10-dimethylspiro[4.5]dec-6-en-2-yl}propan-2-yl)oxy]-6-methyloxane-3,4,5-triol

2-[(2-{6,10-dimethylspiro[4.5]dec-6-en-2-yl}propan-2-yl)oxy]-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

(3r,4ar,5s,6s,6as,10s,10ar,10bs)-3-ethenyl-5,6,10,10b-tetrahydroxy-3,4a,7,7,10a-pentamethyl-hexahydro-2h-naphtho[2,1-b]pyran-1-one

(3r,4ar,5s,6s,6as,10s,10ar,10bs)-3-ethenyl-5,6,10,10b-tetrahydroxy-3,4a,7,7,10a-pentamethyl-hexahydro-2h-naphtho[2,1-b]pyran-1-one

C20H32O6 (368.2198772)


   

(1r,4s,6s,9r,10z,13s,14r,17s)-9-hydroperoxy-13-hydroxy-4,9,13,17-tetramethyl-5,15-dioxatricyclo[12.3.1.0⁴,⁶]octadec-10-en-16-one

(1r,4s,6s,9r,10z,13s,14r,17s)-9-hydroperoxy-13-hydroxy-4,9,13,17-tetramethyl-5,15-dioxatricyclo[12.3.1.0⁴,⁶]octadec-10-en-16-one

C20H32O6 (368.2198772)


   

3-[(3e)-4-(1h-indol-6-yl)-2-methylbut-3-en-2-yl]-7-(3-methylbut-2-en-1-yl)-1h-indole

3-[(3e)-4-(1h-indol-6-yl)-2-methylbut-3-en-2-yl]-7-(3-methylbut-2-en-1-yl)-1h-indole

C26H28N2 (368.2252368)


   

3-[1-(1h-indol-7-yl)-3-methylbut-2-en-1-yl]-7-(3-methylbut-2-en-1-yl)-1h-indole

3-[1-(1h-indol-7-yl)-3-methylbut-2-en-1-yl]-7-(3-methylbut-2-en-1-yl)-1h-indole

C26H28N2 (368.2252368)


   

1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,7,8-tetrahydronaphthalen-2-yl 6-methylocta-2,4-dienoate

1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,7,8-tetrahydronaphthalen-2-yl 6-methylocta-2,4-dienoate

C24H32O3 (368.23513219999995)


   

3,4,7,11-tetrahydroxy-4,12-dimethyl-8,15-dimethylidene-13-oxabicyclo[10.3.2]heptadecan-14-one

3,4,7,11-tetrahydroxy-4,12-dimethyl-8,15-dimethylidene-13-oxabicyclo[10.3.2]heptadecan-14-one

C20H32O6 (368.2198772)


   

(1r,2s,3r,4s,7r,8s)-4-isopropyl-1,7-dimethyl-11-oxatricyclo[6.2.1.0²,⁷]undecan-3-yl (2e)-3-phenylprop-2-enoate

(1r,2s,3r,4s,7r,8s)-4-isopropyl-1,7-dimethyl-11-oxatricyclo[6.2.1.0²,⁷]undecan-3-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(1s,3r,6s,8s,10s,13r,14r,16r)-3,6,8,14,16-pentahydroxy-5,5,14-trimethyl-9-methylidenetricyclo[11.2.1.0¹,¹⁰]hexadecan-4-one

(1s,3r,6s,8s,10s,13r,14r,16r)-3,6,8,14,16-pentahydroxy-5,5,14-trimethyl-9-methylidenetricyclo[11.2.1.0¹,¹⁰]hexadecan-4-one

C20H32O6 (368.2198772)


   

methyl 3-[2-ethenyl-7-hydroxy-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-hexahydro-1-benzopyran-5-yl]propanoate

methyl 3-[2-ethenyl-7-hydroxy-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-hexahydro-1-benzopyran-5-yl]propanoate

C21H36O5 (368.2562606)


   

5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,13,16-hexol

5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,13,16-hexol

C20H32O6 (368.2198772)


   

(2s,3r,4s,5r,6r)-2-({2-[(2s,5s,10r)-6,10-dimethylspiro[4.5]dec-6-en-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol

(2s,3r,4s,5r,6r)-2-({2-[(2s,5s,10r)-6,10-dimethylspiro[4.5]dec-6-en-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

C24H32O3 (368.23513219999995)


   

(1s,2s,4ar,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl (2z)-3-(4-hydroxyphenyl)prop-2-enoate

(1s,2s,4ar,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl (2z)-3-(4-hydroxyphenyl)prop-2-enoate

C24H32O3 (368.23513219999995)


   

5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,14,16-hexol

5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,14,16-hexol

C20H32O6 (368.2198772)


   

4-{9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}pent-2-enoic acid

4-{9a,11a-dimethyl-7-oxo-1h,2h,3h,3ah,3bh,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-1-yl}pent-2-enoic acid

C24H32O3 (368.23513219999995)


   

(3r,6e)-3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-diene-1,5-dione

(3r,6e)-3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-diene-1,5-dione

C24H32O3 (368.23513219999995)


   

(1r,4s,5r,9r,10s,11s,13s,14s,15s)-11,14,15-trihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

(1r,4s,5r,9r,10s,11s,13s,14s,15s)-11,14,15-trihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C20H32O6 (368.2198772)


   

(1r,2r,3s,6s,7r,9s,10r,11s,13r,14s)-11-isopropyl-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0²,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane-6,9,11,13,14-pentol

(1r,2r,3s,6s,7r,9s,10r,11s,13r,14s)-11-isopropyl-3,7,10-trimethyl-15-oxapentacyclo[7.5.1.0²,⁶.0⁷,¹³.0¹⁰,¹⁴]pentadecane-6,9,11,13,14-pentol

C20H32O6 (368.2198772)


   

methyl 3-[(2r,4as,5s,6r,7r,8as)-2-ethenyl-7-hydroxy-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-hexahydro-1-benzopyran-5-yl]propanoate

methyl 3-[(2r,4as,5s,6r,7r,8as)-2-ethenyl-7-hydroxy-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-hexahydro-1-benzopyran-5-yl]propanoate

C21H36O5 (368.2562606)


   

(1r,3ar,4r,8as)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,2,3,4,7,8-hexahydroazulen-4-yl (2e)-3-phenylprop-2-enoate

(1r,3ar,4r,8as)-8a-hydroxy-1-isopropyl-3a,6-dimethyl-1,2,3,4,7,8-hexahydroazulen-4-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

5,9,13-trihydroxy-6-(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecane-13-carboxylic acid

5,9,13-trihydroxy-6-(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecane-13-carboxylic acid

C20H32O6 (368.2198772)


   

(1r,2r,3s,4s,5r,9s,10s,13r,14s)-2,3,14-trihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

(1r,2r,3s,4s,5r,9s,10s,13r,14s)-2,3,14-trihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C20H32O6 (368.2198772)


   

1-hydroxy-1,4a-dimethyl-6-oxo-7-(propan-2-ylidene)-hexahydronaphthalen-2-yl 2,3-dihydroxy-2-methylbutanoate

1-hydroxy-1,4a-dimethyl-6-oxo-7-(propan-2-ylidene)-hexahydronaphthalen-2-yl 2,3-dihydroxy-2-methylbutanoate

C20H32O6 (368.2198772)


   

1-[(1r,9r,12r,19r)-12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-8-yl]propan-1-one

1-[(1r,9r,12r,19r)-12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-8-yl]propan-1-one

C23H32N2O2 (368.24636519999996)


   

(1r,4s,6s,9s,10z,13s,14r,17s)-9-hydroperoxy-13-hydroxy-4,9,13,17-tetramethyl-5,15-dioxatricyclo[12.3.1.0⁴,⁶]octadec-10-en-16-one

(1r,4s,6s,9s,10z,13s,14r,17s)-9-hydroperoxy-13-hydroxy-4,9,13,17-tetramethyl-5,15-dioxatricyclo[12.3.1.0⁴,⁶]octadec-10-en-16-one

C20H32O6 (368.2198772)


   

3-ethenyl-5,6,10,10b-tetrahydroxy-3,4a,7,7,10a-pentamethyl-hexahydro-2h-naphtho[2,1-b]pyran-1-one

3-ethenyl-5,6,10,10b-tetrahydroxy-3,4a,7,7,10a-pentamethyl-hexahydro-2h-naphtho[2,1-b]pyran-1-one

C20H32O6 (368.2198772)


   

methyl 3-methyl-5-(1,6,7-trihydroxy-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-yl)pent-2-enoate

methyl 3-methyl-5-(1,6,7-trihydroxy-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-yl)pent-2-enoate

C21H36O5 (368.2562606)


   

(3s,4s)-3-[(1r)-2-[(1r,4as,5s,6r,8ar)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-1-hydroxyethyl]-4-hydroxyoxolan-2-one

(3s,4s)-3-[(1r)-2-[(1r,4as,5s,6r,8ar)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-1-hydroxyethyl]-4-hydroxyoxolan-2-one

C20H32O6 (368.2198772)


   

2-(14-hydroxypentadecyl)-4-methyl-5-oxo-2h-furan-3-carboxylic acid

2-(14-hydroxypentadecyl)-4-methyl-5-oxo-2h-furan-3-carboxylic acid

C21H36O5 (368.2562606)


   

(9r,13r,16s,17r)-16-acetyl-8,8,13,17-tetramethyl-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁷]nonadeca-1(12),2,4-trien-6-one

(9r,13r,16s,17r)-16-acetyl-8,8,13,17-tetramethyl-7-oxatetracyclo[10.7.0.0³,⁹.0¹³,¹⁷]nonadeca-1(12),2,4-trien-6-one

C24H32O3 (368.23513219999995)


   

(1r,3s,4r,7r,8r,11r,12r)-3,8,11-trihydroxy-4,8,12-trimethyl-15-methylidene-13,18-dioxatricyclo[10.3.2.1⁴,⁷]octadecan-14-one

(1r,3s,4r,7r,8r,11r,12r)-3,8,11-trihydroxy-4,8,12-trimethyl-15-methylidene-13,18-dioxatricyclo[10.3.2.1⁴,⁷]octadecan-14-one

C20H32O6 (368.2198772)


   

3,6,8,14,16-pentahydroxy-5,5,14-trimethyl-9-methylidenetricyclo[11.2.1.0¹,¹⁰]hexadecan-4-one

3,6,8,14,16-pentahydroxy-5,5,14-trimethyl-9-methylidenetricyclo[11.2.1.0¹,¹⁰]hexadecan-4-one

C20H32O6 (368.2198772)


   

(1s,3r,4r,6r,8s,9s,10r,11r,15r,17s)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecane-3,4,10,15,17-pentol

(1s,3r,4r,6r,8s,9s,10r,11r,15r,17s)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecane-3,4,10,15,17-pentol

C20H32O6 (368.2198772)


   

(4r)-4-(acetyloxy)-5-hydroxy-5-undecanoylcyclopent-2-en-1-yl acetate

(4r)-4-(acetyloxy)-5-hydroxy-5-undecanoylcyclopent-2-en-1-yl acetate

C20H32O6 (368.2198772)


   

3-(hydroxymethyl)-6-(2-hydroxytetradecan-2-yl)-4-methoxypyran-2-one

3-(hydroxymethyl)-6-(2-hydroxytetradecan-2-yl)-4-methoxypyran-2-one

C21H36O5 (368.2562606)


   

(1r,3r,4r,6r,8s,9s,10r,11r,14s,15r)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecane-3,4,10,14,15-pentol

(1r,3r,4r,6r,8s,9s,10r,11r,14s,15r)-5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecane-3,4,10,14,15-pentol

C20H32O6 (368.2198772)


   

(2r,3r,4s,5r,6s)-2-methyl-6-{[(2s)-6-methyl-2-[(1s)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-yl]oxy}oxane-3,4,5-triol

(2r,3r,4s,5r,6s)-2-methyl-6-{[(2s)-6-methyl-2-[(1s)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-yl]oxy}oxane-3,4,5-triol

C21H36O5 (368.2562606)


   

[(4as,5r,8s,8ar)-8-hydroxy-8-isopropyl-5-methyl-4,4a,5,6,7,8a-hexahydro-3h-naphthalen-2-yl]methyl (2e)-3-phenylprop-2-enoate

[(4as,5r,8s,8ar)-8-hydroxy-8-isopropyl-5-methyl-4,4a,5,6,7,8a-hexahydro-3h-naphthalen-2-yl]methyl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(3s,4s)-3-[(1r)-2-[(1r,4as,5r,6r,8as)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-1-hydroxyethyl]-4-hydroxyoxolan-2-one

(3s,4s)-3-[(1r)-2-[(1r,4as,5r,6r,8as)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-1-hydroxyethyl]-4-hydroxyoxolan-2-one

C20H32O6 (368.2198772)


   

(1r,4r,9r,10r,12r,13r,14s)-10,12,13,14-tetrahydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-one

(1r,4r,9r,10r,12r,13r,14s)-10,12,13,14-tetrahydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-one

C20H32O6 (368.2198772)


   

(1s,3r,4r,6r,7r,8s,9r,10r,13s,16r)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadec-14-ene-3,4,6,7,9,16-hexol

(1s,3r,4r,6r,7r,8s,9r,10r,13s,16r)-5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadec-14-ene-3,4,6,7,9,16-hexol

C20H32O6 (368.2198772)


   

(3ar,3bs,5ar,9as,9bs)-1-acetyl-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,8h,9h,9bh-cyclopenta[a]phenanthrene-2,7-dione

(3ar,3bs,5ar,9as,9bs)-1-acetyl-3a,3b,6,6,9a-pentamethyl-3h,4h,5h,5ah,8h,9h,9bh-cyclopenta[a]phenanthrene-2,7-dione

C24H32O3 (368.23513219999995)


   

1-{12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-8-yl}propan-1-one

1-{12-ethyl-6-methoxy-8,16-diazapentacyclo[10.6.1.0¹,⁹.0²,⁷.0¹⁶,¹⁹]nonadeca-2,4,6-trien-8-yl}propan-1-one

C23H32N2O2 (368.24636519999996)


   

8-formyl-2-isopropyl-4a-methyl-octahydro-1h-naphthalen-1-yl 3-phenylprop-2-enoate

8-formyl-2-isopropyl-4a-methyl-octahydro-1h-naphthalen-1-yl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

4-hydroxy-7-isopropyl-1,4a-dimethyl-2,3,4,5,6,8a-hexahydronaphthalen-1-yl 3-phenylprop-2-enoate

4-hydroxy-7-isopropyl-1,4a-dimethyl-2,3,4,5,6,8a-hexahydronaphthalen-1-yl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(1s,2s,5r,6r,7r,9s,10s,12r,13r)-5,9,13-trihydroxy-6-(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecane-13-carboxylic acid

(1s,2s,5r,6r,7r,9s,10s,12r,13r)-5,9,13-trihydroxy-6-(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecane-13-carboxylic acid

C20H32O6 (368.2198772)


   

(2s)-2,3-dihydroxypropyl (10e,12e)-9-oxooctadeca-10,12-dienoate

(2s)-2,3-dihydroxypropyl (10e,12e)-9-oxooctadeca-10,12-dienoate

C21H36O5 (368.2562606)


   

(1r,2s,4ar,8s,8as)-8-formyl-2-isopropyl-4a-methyl-octahydro-1h-naphthalen-1-yl (2e)-3-phenylprop-2-enoate

(1r,2s,4ar,8s,8as)-8-formyl-2-isopropyl-4a-methyl-octahydro-1h-naphthalen-1-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,9,16-hexol

5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,9,16-hexol

C20H32O6 (368.2198772)


   

4-isopropyl-1,7-dimethyl-11-oxatricyclo[6.2.1.0²,⁷]undecan-3-yl 3-phenylprop-2-enoate

4-isopropyl-1,7-dimethyl-11-oxatricyclo[6.2.1.0²,⁷]undecan-3-yl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(3r,4s)-3-[(1r)-2-[(1r,4as,5r,6r,8as)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-1-hydroxyethyl]-4-hydroxyoxolan-2-one

(3r,4s)-3-[(1r)-2-[(1r,4as,5r,6r,8as)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]-1-hydroxyethyl]-4-hydroxyoxolan-2-one

C20H32O6 (368.2198772)


   

4-hydroxy-3-{1-hydroxy-2-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]ethyl}oxolan-2-one

4-hydroxy-3-{1-hydroxy-2-[6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1h-naphthalen-1-yl]ethyl}oxolan-2-one

C20H32O6 (368.2198772)


   

10,12,13,14-tetrahydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-one

10,12,13,14-tetrahydroxy-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-11-one

C20H32O6 (368.2198772)


   

2-[5-(carboxymethyl)-2-ethenyl-3-hydroxy-2,5,8a-trimethyl-hexahydro-1-benzopyran-6-yl]-2-methylpropanoic acid

2-[5-(carboxymethyl)-2-ethenyl-3-hydroxy-2,5,8a-trimethyl-hexahydro-1-benzopyran-6-yl]-2-methylpropanoic acid

C20H32O6 (368.2198772)


   

(1r,3e,7e)-3,7,10,10-tetramethylcycloundeca-3,7-dien-1-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

(1r,3e,7e)-3,7,10,10-tetramethylcycloundeca-3,7-dien-1-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

C24H32O3 (368.23513219999995)


   

3-hexadecanoyl-4-hydroxy-5-(hydroxymethyl)-5h-furan-2-one

3-hexadecanoyl-4-hydroxy-5-(hydroxymethyl)-5h-furan-2-one

C21H36O5 (368.2562606)


   

(1r,2r,4r,8s,9r,10s,13s,14s,16s)-2,8,16-trihydroxy-9,14-bis(hydroxymethyl)-5,5-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-15-one

(1r,2r,4r,8s,9r,10s,13s,14s,16s)-2,8,16-trihydroxy-9,14-bis(hydroxymethyl)-5,5-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecan-15-one

C20H32O6 (368.2198772)


   

(9s)-3,9-dihydroxy-16,17-dimethoxytricyclo[12.3.1.1²,⁶]nonadecan-7-one

(9s)-3,9-dihydroxy-16,17-dimethoxytricyclo[12.3.1.1²,⁶]nonadecan-7-one

C21H36O5 (368.2562606)


   

2-hydroxy-9-(5-hydroxy-3-methylpent-3-en-1-yl)-1-(5-hydroxy-4-methylpent-3-en-1-yl)-5-methyl-6,8-dioxabicyclo[3.2.2]nonan-7-one

2-hydroxy-9-(5-hydroxy-3-methylpent-3-en-1-yl)-1-(5-hydroxy-4-methylpent-3-en-1-yl)-5-methyl-6,8-dioxabicyclo[3.2.2]nonan-7-one

C20H32O6 (368.2198772)


   

7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

7-[6-(3-hydroperoxyoct-1-en-1-yl)-2,3-dioxabicyclo[2.2.1]heptan-5-yl]hept-5-enoic acid

C20H32O6 (368.2198772)


   

(1r,3s,4r,7s,8s,11s,12r)-3,8,11-trihydroxy-4,8,12-trimethyl-15-methylidene-13,18-dioxatricyclo[10.3.2.1⁴,⁷]octadecan-14-one

(1r,3s,4r,7s,8s,11s,12r)-3,8,11-trihydroxy-4,8,12-trimethyl-15-methylidene-13,18-dioxatricyclo[10.3.2.1⁴,⁷]octadecan-14-one

C20H32O6 (368.2198772)


   

4-hydroxy-1-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1-(hydroxymethyl)-2,5-dimethyl-2,3,4,7,8,8a-hexahydroazulene-3a-carboxylic acid

4-hydroxy-1-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1-(hydroxymethyl)-2,5-dimethyl-2,3,4,7,8,8a-hexahydroazulene-3a-carboxylic acid

C20H32O6 (368.2198772)


   

(1r,3s,4r,7s,8r,11r,12r)-3,8,11-trihydroxy-4,8,12-trimethyl-15-methylidene-13,18-dioxatricyclo[10.3.2.1⁴,⁷]octadecan-14-one

(1r,3s,4r,7s,8r,11r,12r)-3,8,11-trihydroxy-4,8,12-trimethyl-15-methylidene-13,18-dioxatricyclo[10.3.2.1⁴,⁷]octadecan-14-one

C20H32O6 (368.2198772)


   

(2r)-2-[(14s)-14-hydroxypentadecyl]-4-methyl-5-oxo-2h-furan-3-carboxylic acid

(2r)-2-[(14s)-14-hydroxypentadecyl]-4-methyl-5-oxo-2h-furan-3-carboxylic acid

C21H36O5 (368.2562606)


   

(1s,3r,4s,7r,8r,11r,12s)-3,8,11-trihydroxy-4,8,12-trimethyl-15-methylidene-13,18-dioxatricyclo[10.3.2.1⁴,⁷]octadecan-14-one

(1s,3r,4s,7r,8r,11r,12s)-3,8,11-trihydroxy-4,8,12-trimethyl-15-methylidene-13,18-dioxatricyclo[10.3.2.1⁴,⁷]octadecan-14-one

C20H32O6 (368.2198772)


   

(1r,2s,8ar)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,7,8-tetrahydronaphthalen-2-yl (2e,4e,6s)-6-methylocta-2,4-dienoate

(1r,2s,8ar)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,7,8-tetrahydronaphthalen-2-yl (2e,4e,6s)-6-methylocta-2,4-dienoate

C24H32O3 (368.23513219999995)


   

(2r,3s)-2-[(14s)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid

(2r,3s)-2-[(14s)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid

C21H36O5 (368.2562606)


   

(1r,2s,3s,4r,6s,8s,10s,13r,14r,16r)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-2,3,4,6,14,16-hexol

(1r,2s,3s,4r,6s,8s,10s,13r,14r,16r)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-2,3,4,6,14,16-hexol

C20H32O6 (368.2198772)


   

2-methyl-6-{[6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}oxane-3,4,5-triol

2-methyl-6-{[6-methyl-2-(4-methylcyclohex-3-en-1-yl)hept-5-en-2-yl]oxy}oxane-3,4,5-triol

C21H36O5 (368.2562606)


   

(1s,3s,4as,8r,8ar)-8-hydroxy-3-isopropyl-5,8a-dimethyl-2,3,4,4a,7,8-hexahydro-1h-naphthalen-1-yl (2e)-3-phenylprop-2-enoate

(1s,3s,4as,8r,8ar)-8-hydroxy-3-isopropyl-5,8a-dimethyl-2,3,4,4a,7,8-hexahydro-1h-naphthalen-1-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

2-[(2s,3r,4as,5r,6s,8as)-5-(carboxymethyl)-2-ethenyl-3-hydroxy-2,5,8a-trimethyl-hexahydro-1-benzopyran-6-yl]-2-methylpropanoic acid

2-[(2s,3r,4as,5r,6s,8as)-5-(carboxymethyl)-2-ethenyl-3-hydroxy-2,5,8a-trimethyl-hexahydro-1-benzopyran-6-yl]-2-methylpropanoic acid

C20H32O6 (368.2198772)


   

[(4as,5r,8s,8ar)-8-hydroxy-8-isopropyl-5-methyl-4,4a,5,6,7,8a-hexahydro-3h-naphthalen-2-yl]methyl (2z)-3-phenylprop-2-enoate

[(4as,5r,8s,8ar)-8-hydroxy-8-isopropyl-5-methyl-4,4a,5,6,7,8a-hexahydro-3h-naphthalen-2-yl]methyl (2z)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(1s,3r,4s,7r,11r,12s)-3,4,7,11-tetrahydroxy-4,12-dimethyl-8,15-dimethylidene-13-oxabicyclo[10.3.2]heptadecan-14-one

(1s,3r,4s,7r,11r,12s)-3,4,7,11-tetrahydroxy-4,12-dimethyl-8,15-dimethylidene-13-oxabicyclo[10.3.2]heptadecan-14-one

C20H32O6 (368.2198772)


   

(1r,2s,5r,9s)-2-hydroxy-9-[(3z)-5-hydroxy-3-methylpent-3-en-1-yl]-1-[(3z)-5-hydroxy-4-methylpent-3-en-1-yl]-5-methyl-6,8-dioxabicyclo[3.2.2]nonan-7-one

(1r,2s,5r,9s)-2-hydroxy-9-[(3z)-5-hydroxy-3-methylpent-3-en-1-yl]-1-[(3z)-5-hydroxy-4-methylpent-3-en-1-yl]-5-methyl-6,8-dioxabicyclo[3.2.2]nonan-7-one

C20H32O6 (368.2198772)


   

n,6,13-trimethyl-16-oxo-7-azapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icosa-14,17-diene-7-carboximidic acid

n,6,13-trimethyl-16-oxo-7-azapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icosa-14,17-diene-7-carboximidic acid

C23H32N2O2 (368.24636519999996)


   

(1r,4s,6s,9s,10e,13s,14r,17s)-9-hydroperoxy-13-hydroxy-4,9,13,17-tetramethyl-5,15-dioxatricyclo[12.3.1.0⁴,⁶]octadec-10-en-16-one

(1r,4s,6s,9s,10e,13s,14r,17s)-9-hydroperoxy-13-hydroxy-4,9,13,17-tetramethyl-5,15-dioxatricyclo[12.3.1.0⁴,⁶]octadec-10-en-16-one

C20H32O6 (368.2198772)


   

7-{2-[7-methyl-5-(2-methylprop-1-en-1-yl)-1h,5h,6h-cyclopenta[f]indol-7-yl]ethenyl}-2,3-dihydro-1h-indole

7-{2-[7-methyl-5-(2-methylprop-1-en-1-yl)-1h,5h,6h-cyclopenta[f]indol-7-yl]ethenyl}-2,3-dihydro-1h-indole

C26H28N2 (368.2252368)


   

(1r,2r,3s,4s,5r,9s,10s,13r,14r)-2,3,14-trihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

(1r,2r,3s,4s,5r,9s,10s,13r,14r)-2,3,14-trihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C20H32O6 (368.2198772)


   

(2s,3s,4s,5r,6s)-2-({2-[(2r,5s,10s)-6,10-dimethylspiro[4.5]dec-6-en-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol

(2s,3s,4s,5r,6s)-2-({2-[(2r,5s,10s)-6,10-dimethylspiro[4.5]dec-6-en-2-yl]propan-2-yl}oxy)-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

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

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

C20H32O6 (368.2198772)


   

5-[(2h-chromen-7-yloxy)methyl]-1,5,6,8a-tetramethyl-hexahydro-1h-naphthalen-2-one

5-[(2h-chromen-7-yloxy)methyl]-1,5,6,8a-tetramethyl-hexahydro-1h-naphthalen-2-one

C24H32O3 (368.23513219999995)


   

(1r,2r,3s,7r,8r,10s,12r,13r,16r)-2,7,8,10,12-pentahydroxy-2,6,6,12-tetramethyltetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadecan-5-one

(1r,2r,3s,7r,8r,10s,12r,13r,16r)-2,7,8,10,12-pentahydroxy-2,6,6,12-tetramethyltetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadecan-5-one

C20H32O6 (368.2198772)


   

(6r)-4-methoxy-6-[(2s,3s,4s,5e,7s,8r,9e)-2,4,8-trihydroxy-3,7,9-trimethylundeca-5,9-dien-1-yl]-5,6-dihydropyran-2-one

(6r)-4-methoxy-6-[(2s,3s,4s,5e,7s,8r,9e)-2,4,8-trihydroxy-3,7,9-trimethylundeca-5,9-dien-1-yl]-5,6-dihydropyran-2-one

C20H32O6 (368.2198772)


   
   

14-ethyl-6,13-dihydroxy-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11-ene-2,4,10-trione

14-ethyl-6,13-dihydroxy-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11-ene-2,4,10-trione

C20H32O6 (368.2198772)


   

5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadec-14-ene-3,4,6,7,9,16-hexol

5,5,9,14-tetramethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadec-14-ene-3,4,6,7,9,16-hexol

C20H32O6 (368.2198772)


   

(2r)-2,3-dihydroxypropyl (10e,12e)-9-oxooctadeca-10,12-dienoate

(2r)-2,3-dihydroxypropyl (10e,12e)-9-oxooctadeca-10,12-dienoate

C21H36O5 (368.2562606)


   

4-methyl-5-oxo-2-(14-oxopentadecyl)oxolane-3-carboxylic acid

4-methyl-5-oxo-2-(14-oxopentadecyl)oxolane-3-carboxylic acid

C21H36O5 (368.2562606)


   

2,7,8,10,12-pentahydroxy-2,6,6,12-tetramethyltetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadecan-5-one

2,7,8,10,12-pentahydroxy-2,6,6,12-tetramethyltetracyclo[8.5.1.0³,⁷.0¹³,¹⁶]hexadecan-5-one

C20H32O6 (368.2198772)


   

(11e)-14-ethyl-6,13-dihydroxy-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11-ene-2,4,10-trione

(11e)-14-ethyl-6,13-dihydroxy-3,5,7,9,13-pentamethyl-1-oxacyclotetradec-11-ene-2,4,10-trione

C20H32O6 (368.2198772)


   

1-[7,9b-dimethyl-1-(2-phenylethoxy)-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-yl]ethanone

1-[7,9b-dimethyl-1-(2-phenylethoxy)-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-yl]ethanone

C24H32O3 (368.23513219999995)


   

5-hydroxy-4-{3-[(2s,3'r,5r,6's)-6'-(2-hydroxypropan-2-yl)-[2,3'-bioxan]-5-yl]propyl}-5h-furan-2-one

5-hydroxy-4-{3-[(2s,3'r,5r,6's)-6'-(2-hydroxypropan-2-yl)-[2,3'-bioxan]-5-yl]propyl}-5h-furan-2-one

C20H32O6 (368.2198772)


   

(2r,3r,4s,5r,6s)-2-methyl-6-{[(2r)-6-methyl-2-[(1s)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-yl]oxy}oxane-3,4,5-triol

(2r,3r,4s,5r,6s)-2-methyl-6-{[(2r)-6-methyl-2-[(1s)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-yl]oxy}oxane-3,4,5-triol

C21H36O5 (368.2562606)


   

(1s,3r,4r,6r,7s,8r,10s,13r,14r,16s)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,14,16-hexol

(1s,3r,4r,6r,7s,8r,10s,13r,14r,16s)-5,5,14-trimethyl-9-methylidenetetracyclo[11.2.1.0¹,¹⁰.0⁴,⁸]hexadecane-3,4,6,7,14,16-hexol

C20H32O6 (368.2198772)


   

5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecane-3,4,10,15,17-pentol

5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecane-3,4,10,15,17-pentol

C20H32O6 (368.2198772)


   

(2s,3r,4s,5r,6r)-2-{[(4r,5r,6r,7s,10r)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0¹,⁵]decan-4-yl]oxy}-6-methyloxane-3,4,5-triol

(2s,3r,4s,5r,6r)-2-{[(4r,5r,6r,7s,10r)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0¹,⁵]decan-4-yl]oxy}-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

[(1s,4as,6s,7r,7as)-6-hydroxy-7-methyl-1-[(3-methylbutanoyl)oxy]-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate

[(1s,4as,6s,7r,7as)-6-hydroxy-7-methyl-1-[(3-methylbutanoyl)oxy]-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate

C20H32O6 (368.2198772)


   

(1s,3e,7e)-3,7,10,10-tetramethylcycloundeca-3,7-dien-1-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

(1s,3e,7e)-3,7,10,10-tetramethylcycloundeca-3,7-dien-1-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

C24H32O3 (368.23513219999995)


   

(2r)-2,3-dihydroxypropyl (9e,11e)-13-oxooctadeca-9,11-dienoate

(2r)-2,3-dihydroxypropyl (9e,11e)-13-oxooctadeca-9,11-dienoate

C21H36O5 (368.2562606)


   

(2s,3r,4s,5r,6s)-2-{[(1r,4r,5r,6r,7s,10r)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0¹,⁵]decan-4-yl]oxy}-6-methyloxane-3,4,5-triol

(2s,3r,4s,5r,6s)-2-{[(1r,4r,5r,6r,7s,10r)-7-isopropyl-4,10-dimethyltricyclo[4.4.0.0¹,⁵]decan-4-yl]oxy}-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

11,14,15-trihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

11,14,15-trihydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.0¹,¹⁰.0⁴,⁹]hexadecane-5-carboxylic acid

C20H32O6 (368.2198772)


   

(2s,3r,4s,5r,6r)-2-{[(1s,4as,7r,8as)-1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-1-yl]oxy}-6-methyloxane-3,4,5-triol

(2s,3r,4s,5r,6r)-2-{[(1s,4as,7r,8as)-1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-1-yl]oxy}-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

[(1s,4as,6r,7r,7as)-6-hydroxy-7-methyl-1-[(3-methylbutanoyl)oxy]-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate

[(1s,4as,6r,7r,7as)-6-hydroxy-7-methyl-1-[(3-methylbutanoyl)oxy]-1h,4ah,5h,6h,7h,7ah-cyclopenta[c]pyran-4-yl]methyl 3-methylbutanoate

C20H32O6 (368.2198772)


   

5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecane-3,4,10,14,15-pentol

5,5,10,15-tetramethyl-7-oxapentacyclo[12.2.1.0¹,¹¹.0⁴,⁹.0⁶,⁸]heptadecane-3,4,10,14,15-pentol

C20H32O6 (368.2198772)


   

2-(hepta-1,4-dien-1-yl)-17-hydroxy-15-oxabicyclo[12.2.2]octadeca-1(17),3,6,14(18)-tetraen-16-one

2-(hepta-1,4-dien-1-yl)-17-hydroxy-15-oxabicyclo[12.2.2]octadeca-1(17),3,6,14(18)-tetraen-16-one

C24H32O3 (368.23513219999995)


   

(1s,2r,5r,6r,7s,10r,12r,13r,14r)-13-(hydroxymethyl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,6,7,14-tetrol

(1s,2r,5r,6r,7s,10r,12r,13r,14r)-13-(hydroxymethyl)-8-isopropyl-2,5-dimethyl-15-oxatetracyclo[10.2.1.0²,¹⁰.0⁵,⁹]pentadec-8-ene-1,6,7,14-tetrol

C20H32O6 (368.2198772)


   

(1r,4r)-4-(acetyloxy)-5-hydroxy-5-undecanoylcyclopent-2-en-1-yl acetate

(1r,4r)-4-(acetyloxy)-5-hydroxy-5-undecanoylcyclopent-2-en-1-yl acetate

C20H32O6 (368.2198772)


   

methyl 3-[(2r,4as,5s,6r,7s,8as)-2-ethenyl-7-hydroxy-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-hexahydro-1-benzopyran-5-yl]propanoate

methyl 3-[(2r,4as,5s,6r,7s,8as)-2-ethenyl-7-hydroxy-6-(2-hydroxypropan-2-yl)-2,5,8a-trimethyl-hexahydro-1-benzopyran-5-yl]propanoate

C21H36O5 (368.2562606)


   

(1s)-3,7,10,10-tetramethylcycloundeca-3,7-dien-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

(1s)-3,7,10,10-tetramethylcycloundeca-3,7-dien-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

C24H32O3 (368.23513219999995)


   

(1r,2s,4as,5s,8ar)-5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

(1r,2s,4as,5s,8ar)-5-hydroxy-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

(2s,3r,4s,5r,6r)-2-{[(1ar,4r,4as,7r,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-yl]oxy}-6-methyloxane-3,4,5-triol

(2s,3r,4s,5r,6r)-2-{[(1ar,4r,4as,7r,7as,7bs)-1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-yl]oxy}-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

2,3-dihydroxypropyl (9e,11e)-13-oxooctadeca-9,11-dienoate

2,3-dihydroxypropyl (9e,11e)-13-oxooctadeca-9,11-dienoate

C21H36O5 (368.2562606)


   

methyl (2z)-5-[(1s,2r,4as,6s,7r,8as)-1,6,7-trihydroxy-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-yl]-3-methylpent-2-enoate

methyl (2z)-5-[(1s,2r,4as,6s,7r,8as)-1,6,7-trihydroxy-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-yl]-3-methylpent-2-enoate

C21H36O5 (368.2562606)


   

(1r,2s,5s,6s,9r,12s,13r)-n,6,13-trimethyl-16-oxo-7-azapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icosa-14,17-diene-7-carboximidic acid

(1r,2s,5s,6s,9r,12s,13r)-n,6,13-trimethyl-16-oxo-7-azapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icosa-14,17-diene-7-carboximidic acid

C23H32N2O2 (368.24636519999996)


   

(2s,3r)-2-[(14s)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid

(2s,3r)-2-[(14s)-14-hydroxypentadecyl]-4-methylidene-5-oxooxolane-3-carboxylic acid

C21H36O5 (368.2562606)


   

2-(14-hydroxypentadecyl)-4-methylidene-5-oxooxolane-3-carboxylic acid

2-(14-hydroxypentadecyl)-4-methylidene-5-oxooxolane-3-carboxylic acid

C21H36O5 (368.2562606)


   

(2r,3z,6z)-2-[(1e,4z)-hepta-1,4-dien-1-yl]-17-hydroxy-15-oxabicyclo[12.2.2]octadeca-1(17),3,6,14(18)-tetraen-16-one

(2r,3z,6z)-2-[(1e,4z)-hepta-1,4-dien-1-yl]-17-hydroxy-15-oxabicyclo[12.2.2]octadeca-1(17),3,6,14(18)-tetraen-16-one

C24H32O3 (368.23513219999995)


   

(1r,2s,7r,8ar)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,7,8-tetrahydronaphthalen-2-yl (2e,4e,6s)-6-methylocta-2,4-dienoate

(1r,2s,7r,8ar)-1,8a-dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,7,8-tetrahydronaphthalen-2-yl (2e,4e,6s)-6-methylocta-2,4-dienoate

C24H32O3 (368.23513219999995)


   

(2r)-2,3-dihydroxypropyl (9z,11e)-13-oxooctadeca-9,11-dienoate

(2r)-2,3-dihydroxypropyl (9z,11e)-13-oxooctadeca-9,11-dienoate

C21H36O5 (368.2562606)


   

(2s,3r,4s)-4-methyl-5-oxo-2-(14-oxopentadecyl)oxolane-3-carboxylic acid

(2s,3r,4s)-4-methyl-5-oxo-2-(14-oxopentadecyl)oxolane-3-carboxylic acid

C21H36O5 (368.2562606)


   

2,3-dihydroxypropyl 13-oxooctadeca-9,11-dienoate

2,3-dihydroxypropyl 13-oxooctadeca-9,11-dienoate

C21H36O5 (368.2562606)


   

(1s,2r,5s,6s,7r,8s)-5-isopropyl-2,8-dimethyltricyclo[4.4.0.0²,⁸]decan-7-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

(1s,2r,5s,6s,7r,8s)-5-isopropyl-2,8-dimethyltricyclo[4.4.0.0²,⁸]decan-7-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

C24H32O3 (368.23513219999995)


   

pgf2α methyl ester

pgf2α methyl ester

C21H36O5 (368.2562606)


   

(1s,2s,4ar,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

(1s,2s,4ar,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl 3-(4-hydroxyphenyl)prop-2-enoate

C24H32O3 (368.23513219999995)


   

5-isopropyl-2,8-dimethyltricyclo[4.4.0.0²,⁸]decan-7-yl 3-(4-hydroxyphenyl)prop-2-enoate

5-isopropyl-2,8-dimethyltricyclo[4.4.0.0²,⁸]decan-7-yl 3-(4-hydroxyphenyl)prop-2-enoate

C24H32O3 (368.23513219999995)


   

(1r,2s,5s,6s,12s,13s)-n,6,13-trimethyl-16-oxo-7-azapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icosa-14,17-diene-7-carboximidic acid

(1r,2s,5s,6s,12s,13s)-n,6,13-trimethyl-16-oxo-7-azapentacyclo[10.8.0.0²,⁹.0⁵,⁹.0¹³,¹⁸]icosa-14,17-diene-7-carboximidic acid

C23H32N2O2 (368.24636519999996)


   

methyl (2e)-5-[(1s,2r,4as,6s,7r,8as)-1,6,7-trihydroxy-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-yl]-3-methylpent-2-enoate

methyl (2e)-5-[(1s,2r,4as,6s,7r,8as)-1,6,7-trihydroxy-2,5,5,8a-tetramethyl-hexahydro-2h-naphthalen-1-yl]-3-methylpent-2-enoate

C21H36O5 (368.2562606)


   

(1r,2s,8ar)-1,8a-dimethyl-6-oxo-7-(propan-2-ylidene)-2,8-dihydro-1h-naphthalen-2-yl (2e,4e,6s)-6-methylocta-2,4-dienoate

(1r,2s,8ar)-1,8a-dimethyl-6-oxo-7-(propan-2-ylidene)-2,8-dihydro-1h-naphthalen-2-yl (2e,4e,6s)-6-methylocta-2,4-dienoate

C24H32O3 (368.23513219999995)


   

2-methyl-6-({1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-yl}oxy)oxane-3,4,5-triol

2-methyl-6-({1,1,4,7-tetramethyl-octahydro-1ah-cyclopropa[e]azulen-4-yl}oxy)oxane-3,4,5-triol

C21H36O5 (368.2562606)


   

(1s,4r,4ar,8ar)-4-hydroxy-7-isopropyl-1,4a-dimethyl-2,3,4,5,6,8a-hexahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

(1s,4r,4ar,8ar)-4-hydroxy-7-isopropyl-1,4a-dimethyl-2,3,4,5,6,8a-hexahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

1-[(1r,3ar,5as,7r,9ar,9bs)-7,9b-dimethyl-1-(2-phenylethoxy)-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-yl]ethanone

1-[(1r,3ar,5as,7r,9ar,9bs)-7,9b-dimethyl-1-(2-phenylethoxy)-3h,3ah,5ah,6h,7h,8h,9h,9ah-naphtho[1,2-c]furan-1-yl]ethanone

C24H32O3 (368.23513219999995)


   

5-hydroxy-2-isopropyl-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-1-yl 3-phenylprop-2-enoate

5-hydroxy-2-isopropyl-4a,8-dimethyl-2,3,4,5,6,8a-hexahydro-1h-naphthalen-1-yl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

8-hydroxy-3-isopropyl-5,8a-dimethyl-2,3,4,4a,7,8-hexahydro-1h-naphthalen-1-yl 3-phenylprop-2-enoate

8-hydroxy-3-isopropyl-5,8a-dimethyl-2,3,4,4a,7,8-hexahydro-1h-naphthalen-1-yl 3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

3-[(3e)-4-(1h-indol-7-yl)-2-methylbut-3-en-2-yl]-7-(3-methylbut-2-en-1-yl)-1h-indole

3-[(3e)-4-(1h-indol-7-yl)-2-methylbut-3-en-2-yl]-7-(3-methylbut-2-en-1-yl)-1h-indole

C26H28N2 (368.2252368)


   

7-[(1e)-2-[(5r,7r)-7-methyl-5-(2-methylprop-1-en-1-yl)-1h,5h,6h-cyclopenta[f]indol-7-yl]ethenyl]-2,3-dihydro-1h-indole

7-[(1e)-2-[(5r,7r)-7-methyl-5-(2-methylprop-1-en-1-yl)-1h,5h,6h-cyclopenta[f]indol-7-yl]ethenyl]-2,3-dihydro-1h-indole

C26H28N2 (368.2252368)


   

(5r)-3-hexadecanoyl-4-hydroxy-5-(hydroxymethyl)-5h-furan-2-one

(5r)-3-hexadecanoyl-4-hydroxy-5-(hydroxymethyl)-5h-furan-2-one

C21H36O5 (368.2562606)


   

2,3-dihydroxypropyl 9-oxooctadeca-10,12-dienoate

2,3-dihydroxypropyl 9-oxooctadeca-10,12-dienoate

C21H36O5 (368.2562606)


   

(1s,4r,4ar,8ar)-4-hydroxy-7-isopropyl-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

(1s,4r,4ar,8ar)-4-hydroxy-7-isopropyl-1,4a-dimethyl-2,3,4,5,8,8a-hexahydronaphthalen-1-yl (2e)-3-phenylprop-2-enoate

C24H32O3 (368.23513219999995)


   

2,3-dihydroxypropyl (10e)-9-oxooctadeca-10,12-dienoate

2,3-dihydroxypropyl (10e)-9-oxooctadeca-10,12-dienoate

C21H36O5 (368.2562606)


   

2-{[1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-1-yl]oxy}-6-methyloxane-3,4,5-triol

2-{[1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-1-yl]oxy}-6-methyloxane-3,4,5-triol

C21H36O5 (368.2562606)


   

(1s,2s,4ar,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

(1s,2s,4ar,8as)-2-isopropyl-4a-methyl-8-methylidene-octahydronaphthalen-1-yl (2e)-3-(4-hydroxyphenyl)prop-2-enoate

C24H32O3 (368.23513219999995)