Exact Mass: 354.2671

Exact Mass Matches: 354.2671

Found 500 metabolites which its exact mass value is equals to given mass value 354.2671, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Prostaglandin E1

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

C20H34O5 (354.2406)


Prostaglandin E1 (PGE1) is a potent endogenous vasodilator agent that increases peripheral blood flow. It inhibits platelet aggregation and has many other biological effects such as bronchodilation, mediation of inflammation, and various protective functions. The protective action of PGE1 has been shown on both experimental animal models of liver injury and patients with fulminant viral hepatitis. PGE1-treated cirrhotic rats had less hepatosplenomegaly, lower serum alanine aminotransferase levels and portal pressures, and higher arterial pressure than placebo-treated cirrhotic rats. There are several mechanisms of PGE1 hepatic cytoprotection: inhibiting T-cell mediated cytotoxicity, enhancing DNA synthesis of the injured liver after partial hepatectomy by stimulating cyclic AMP production, increasing ATP level in hepatic tissue to accelerate the recovery of mitochondrial respiratory function after reperfusion, and stabilizing membrane microviscosity. PGE1 is a prostanoid. The term prostanoid collectively describes prostaglandins, prostacyclins, and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They are derived from C-20 polyunsaturated fatty acids, mainly dihomo-γ-linolenic (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) (PMID: 11819590, 16986207). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent and are able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis through receptor-mediated G-protein linked signalling pathways. Prostaglandin E1 (Alprostadil) is a prostanoid receptor ligand, with Kis of 1.1 nM, 2.1 nM, 10 nM, 33 nM and 36 nM for mouse EP3, EP4, EP2, IP and EP1, respectively. Prostaglandin E1 induces vasodilation and inhibits platelet aggregation. Prostaglandin E1 can be used as a vasodilator for the research of peripheral vascular diseases[1][2][3].

   

Trioxilin A3

(5Z,9E,14Z)-(8xi,11xi,12S)-8,11,12-Trihydroxyicosa-5,9,14-trienoic acid

C20H34O5 (354.2406)


   

Prostaglandin D1

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

C20H34O5 (354.2406)


Prostaglandin D1 is a prostanoid that elicits contractile and relaxant on isolated human pial arteries with small potency. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 6091419, 16986207)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. Prostaglandin D1 is a prostanoid that elicits contractile and relaxant on isolated human pial arteries with small potency. Prostanoids is a term that collectively describes prostaglandins, prostacyclines and thromboxanes. Prostanoids are a subclass of the lipid mediator group known as eicosanoids. They derive from C-20 polyunsaturated fatty acids, mainly dihomo-gamma-linoleic (20:3n-6), arachidonic (20:4n-6), and eicosapentaenoic (20:5n-3) acids, through the action of cyclooxygenases-1 and -2 (COX-1 and COX-2). The reaction product of COX is the unstable endoperoxide prostaglandin H (PGH) that is further transformed into the individual prostanoids by a series of specific prostanoid synthases. Prostanoids are local-acting mediators formed and inactivated within the same or neighbouring cells prior to their release into circulation as inactive metabolites (15-keto- and 13,14-dihydroketo metabolites). Non-enzymatic peroxidation of arachidonic acid and other fatty acids in vivo can result in prostaglandin-like substances isomeric to the COX-derived prostaglandins that are termed isoprostanes. Prostanoids take part in many physiological and pathophysiological processes in practically every organ, tissue and cell, including the vascular, renal, gastrointestinal and reproductive systems. Their activities are mediated through prostanoid-specific receptors and intracellular signalling pathways, whilst their biosynthesis and action are blocked by nonsteroidal antiinflammatory drugs (NSAID). Isoprostanes are considered to be reliable markers of oxidant stress status and have been linked to inflammation, ischaemia-reperfusion, diabetes, cardiovascular disease, reproductive disorders and diabetes. (PMID: 6091419, 16986207)

   

140-03-4

Methyl (9Z)-12-acetoxy-9-octadecenoate

C21H38O4 (354.277)


   

11,12,15-THETA

(5Z,8Z,13E)-(15S)-11,12,15-Trihydroxyeicosa-5,8,12-trienoic acid

C20H34O5 (354.2406)


11,12,15-trihydroxyeicosatrienoic acid (11,12,15-THETA) is a metabolite of the 15-lipoxygenase (15-LO) pathway of arachidonic acid (AA). 11,12,15-THETA is an endothelium-derived relaxing factor. Acetylcholine stimulates AA release from membrane phospholipids of vascular endothelial cells (ECs). AA is released from phosphatidylcholine (PC) and phosphatidylethanolamine (PE) by phospholipase A2 (PLA2), or from phosphatidylinositol (PI) by phospholipase C (PLC) pathway. The diacylglycerol (DAG) lipase can convert DAG into 2-arachidonoylglycerol from which free AA can be released by monoacylglycerol (MAG) lipase or fatty acid amidohydrolase (FAAH). 11,12,15-THETA mediates the acetylcholine-induced vaso-relaxation, via activation of the K+ channels to hyperpolarize the smooth muscle membrane and induce relaxation. (PMID: 12907422, 16024567, 15388505, 14622984) [HMDB] 11,12,15-trihydroxyeicosatrienoic acid (11,12,15-THETA) is a metabolite of the 15-lipoxygenase (15-LO) pathway of arachidonic acid (AA). 11,12,15-THETA is an endothelium-derived relaxing factor. Acetylcholine stimulates AA release from membrane phospholipids of vascular endothelial cells (ECs). AA is released from phosphatidylcholine (PC) and phosphatidylethanolamine (PE) by phospholipase A2 (PLA2), or from phosphatidylinositol (PI) by phospholipase C (PLC) pathway. The diacylglycerol (DAG) lipase can convert DAG into 2-arachidonoylglycerol from which free AA can be released by monoacylglycerol (MAG) lipase or fatty acid amidohydrolase (FAAH). 11,12,15-THETA mediates the acetylcholine-induced vaso-relaxation, via activation of the K+ channels to hyperpolarize the smooth muscle membrane and induce relaxation. (PMID: 12907422, 16024567, 15388505, 14622984).

   

Troxilin B3

(5Z,8Z,14Z)-(11R,12R)-10,11,12-Trihydroxyeicosa-5,8,14-trienoic acid

C20H34O5 (354.2406)


Troxilin B3 is the enzymatically formed derivative of Hepoxilin B3. Normal human epidermis incubated with exogenous AA produces 12-oxo-eicosatetraenoic acid (12-oxo-ETE), hepoxilin A3 (HxA3), and hepoxilin B3 (HxB3) through the 12- Lipoxygenase (LO) pathway. 12-LO is the major arachidonic acid (AA) oxygenation pathway in epidermal cells with total product formation generally exceeding cyclooxygenase activity. Platelet-type 12-LO has been found to be the predominant isoenzyme expressed in human and murine skin epidermis. Increased levels of nonesterified hepoxilins and trioxilins occur in the psoriatic scales. Normal human epidermis synthesized only one of the two possible 10-hydroxy epimers of HxB3 whose formation is probably catalyzed by 12-LO. Hepoxilins exert action on plasma permeability on skin, and induce a specific-receptor-dependent Ca2+ mobilization from endogenous sources and the release of AA and diacylglycerols. (PMID: 11851887) [HMDB] Troxilin B3 is the enzymatically formed derivative of Hepoxilin B3. Normal human epidermis incubated with exogenous AA produces 12-oxo-eicosatetraenoic acid (12-oxo-ETE), hepoxilin A3 (HxA3), and hepoxilin B3 (HxB3) through the 12- Lipoxygenase (LO) pathway. 12-LO is the major arachidonic acid (AA) oxygenation pathway in epidermal cells with total product formation generally exceeding cyclooxygenase activity. Platelet-type 12-LO has been found to be the predominant isoenzyme expressed in human and murine skin epidermis. Increased levels of nonesterified hepoxilins and trioxilins occur in the psoriatic scales. Normal human epidermis synthesized only one of the two possible 10-hydroxy epimers of HxB3 whose formation is probably catalyzed by 12-LO. Hepoxilins exert action on plasma permeability on skin, and induce a specific-receptor-dependent Ca2+ mobilization from endogenous sources and the release of AA and diacylglycerols. (PMID: 11851887).

   

11,14,15-THETA

(5Z,8Z,12E)-11,14,15-Trihydroxyeicosa-5,8,12-trienoic acid

C20H34O5 (354.2406)


11,14,15-trihydroxyeicosatrienoic acid (11,14,15-THETA) is a metabolite of the 15-lipoxygenase (15-LO) pathway of arachidonic acid (AA). Increased amounts of 11,14,15-THETA are synthesized in subacute hypoxia. Prolonged exposure to reduced PO2 activates 15-LO in small pulmonary arteries (PA); activation of 15-LO is associated with translocation of the enzyme from the cytosol to membrane. 11,14,15-THETA is an endothelium-derived relaxing factor. (PMID: 12690037, 9812980, 15388505, 14622984) [HMDB] 11,14,15-trihydroxyeicosatrienoic acid (11,14,15-THETA) is a metabolite of the 15-lipoxygenase (15-LO) pathway of arachidonic acid (AA). Increased amounts of 11,14,15-THETA are synthesized in subacute hypoxia. Prolonged exposure to reduced PO2 activates 15-LO in small pulmonary arteries (PA); activation of 15-LO is associated with translocation of the enzyme from the cytosol to membrane. 11,14,15-THETA is an endothelium-derived relaxing factor. (PMID: 12690037, 9812980, 15388505, 14622984).

   

Bufadienolide

Bufadienolide

C24H34O2 (354.2559)


D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002301 - Cardiac Glycosides D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002018 - Bufanolides

   

Prostaglandin F2b

9β,11α,15S-trihydroxy-prosta-5Z,13E-dien-1-oic acid, tris(hydroxymethyl)aminomethane salt

C20H34O5 (354.2406)


Prostaglandin F2b is a naturally occurring isoprostane. Isoprostanes are arachidonic acid metabolites produced by peroxidative attack of membrane lipids. These accumulate to substantial levels in many clinical conditions characterized in part by accumulation of free radicals and reactive oxygen species, including asthma, hypertension and ischemia-reperfusion injury. For this reason, they are frequently used as markers of oxidative stress; however, many are now finding that these molecules are not inert, but in fact evoke powerful biological responses in an increasing array of cell types. In many cases, these biological effects can account in part for the various features and manifestations of those clinical conditions. Thus, it may be possible that the isoprostanes are playing somewhat of a causal role in those disease states. Lipid-peroxidation forms primary- or secondary-end products like conjugated dienes, lipid hydroperoxides, gaseous alkanes, and prostaglandin F2-like products. They are created as major products by free-radical catalyzed peroxidation of esterified arachidonic acid (AA) in membrane phospholipids. They are also minor products of the activity of platelet cyclooxygenase-1 (COX-1) in response to stimuli such as collagen, thrombin, or arachidonate. The levels of Prostaglandin F2b and F2-isoprostanes in CSF and urine are elevated in Alzheimers disease (AD) patients when compared to that of age-matched controls. (PMID: 15275956, 14504139)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 F2b is a naturally occurring isoprostane. Isoprostanes are arachidonic acid metabolites produced by peroxidative attack of membrane lipids. These accumulate to substantial levels in many clinical conditions characterized in part by accumulation of free radicals and reactive oxygen species, including asthma, hypertension and ischemia-reperfusion injury. For this reason, they are frequently used as markers of oxidative stress; however, many are now finding that these molecules are not inert, but in fact evoke powerful biological responses in an increasing array of cell types. In many cases, these biological effects can account in part for the various features and manifestations of those clinical conditions. Thus, it may be possible that the isoprostanes are playing somewhat of a causal role in those disease states.

   

Trioxilin A3

(5Z,9E,14Z)-(11R,12S)-8,11,12-Trihydroxyeicosa-5,9,14-trienoic acid

C20H34O5 (354.2406)


Trioxilin A3 is the enzymatically formed derivative of Hepoxilin A3. Normal human epidermis incubated with exogenous AA produces 12-oxo-eicosatetraenoic acid (12-oxo-ETE), hepoxilin A3 (HxA3), and hepoxilin B3 (HxB3) through the 12- Lipoxygenase (LO) pathway. 12-LO is the major arachidonic acid (AA) oxygenation pathway in epidermal cells with total product formation generally exceeding cyclooxygenase activity. Platelet-type 12-LO has been found to be the predominant isoenzyme expressed in human and murine skin epidermis. Increased levels of nonesterified hepoxilins and trioxilins occur in the psoriatic scales. Normal human epidermis synthesized only one of the two possible 10-hydroxy epimers of HxB3 whose formation is probably catalyzed by 12-LO. Hepoxilins exert action on plasma permeability on skin, and induce a specific-receptor-dependent Ca2+ mobilization from endogenous sources and the release of AA and diacylglycerols. (PMID: 11851887) [HMDB] Trioxilin A3 is the enzymatically formed derivative of Hepoxilin A3. Normal human epidermis incubated with exogenous AA produces 12-oxo-eicosatetraenoic acid (12-oxo-ETE), hepoxilin A3 (HxA3), and hepoxilin B3 (HxB3) through the 12- Lipoxygenase (LO) pathway. 12-LO is the major arachidonic acid (AA) oxygenation pathway in epidermal cells with total product formation generally exceeding cyclooxygenase activity. Platelet-type 12-LO has been found to be the predominant isoenzyme expressed in human and murine skin epidermis. Increased levels of nonesterified hepoxilins and trioxilins occur in the psoriatic scales. Normal human epidermis synthesized only one of the two possible 10-hydroxy epimers of HxB3 whose formation is probably catalyzed by 12-LO. Hepoxilins exert action on plasma permeability on skin, and induce a specific-receptor-dependent Ca2+ mobilization from endogenous sources and the release of AA and diacylglycerols. (PMID: 11851887).

   

8-Isoprostaglandin F2a

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

C20H34O5 (354.2406)


8-Isoprostaglandin F2a is an isoprostane and a potent renal vasoconstrictor. Isoprostanes are prostaglandin-like compounds that are produced in vivo in humans by a noncyclooxygenase mechanism involving free radical-catalyzed peroxidation of arachidonic acid. The formation of these prostanoids proceeds through bicyclic endoperoxide intermediates that are then reduced to form ring isoprostanes. Of considerable interest is that, in contradistinction to cyclooxygenase-derived prostaglandins, isoprostanes have been shown to be initially formed in situ, esterified to phospholipids, and subsequently released preformed, presumably by phospholipases. The fact that prostanoids are produced in vivo by a noncyclooxygenase mechanism is of considerable interest from a biochemical perspective. However, this may also be associated with biological ramifications since it has been shown that these compounds are capable of exerting potent biological activity. (PMID: 7825845, 17012140). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. 8-iso-prostaglandin F2A is a biomarker for the consumption of offal meat. 8-Isoprostaglandin F2a is an isoprostane and a potent renal vasoconstrictor. Isoprostanes are prostaglandin-like compounds that are produced in vivo in humans by a noncyclooxygenase mechanism involving free radical-catalyzed peroxidation of arachidonic acid. The formation of these prostanoids proceeds through bicyclic endoperoxide intermediates that are then reduced to form ring isoprostanes. Of considerable interest is that, in contradistinction to cyclooxygenase-derived prostaglandins, isoprostanes have been shown to be initially formed in situ, esterified to phospholipids, and subsequently released preformed, presumably by phospholipases. The fact that prostanoids are produced in vivo by a noncyclooxygenase mechanism is of considerable interest from a biochemical perspective. However, this may also be associated with biological ramifications since it has been shown that these compounds are capable of exerting potent biological activity. (PMID: 7825845, 17012140). 8-iso-prostaglandin F2A is a biomarker for the consumption of offal meat. D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents

   

11b-PGF2a

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

C20H34O5 (354.2406)


11b-PGF2a is an intermediate metabolite in the arachadonic acid metabolic pathway. 11b-PGF2 is irreversibly produced from prostaglandin D2 via the enzyme prostaglandin-F synthase [EC:1.1.1.188].(KEGG)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. D012102 - Reproductive Control Agents > D000019 - Abortifacient Agents D012102 - Reproductive Control Agents > D010120 - Oxytocics

   

2-linoleoylglycerol (18:2)

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

C21H38O4 (354.277)


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

   

1-linoleoylglycerol (18:2)

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

C21H38O4 (354.277)


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

   

1,1'-[1,12-Dodecanediylbis(oxy)]bisbenzene

1,1-[1,12-Dodecanediylbis(oxy)]bisbenzene, 9ci

C24H34O2 (354.2559)


1,1-[1,12-Dodecanediylbis(oxy)]bisbenzene is found in nuts. 1,1-[1,12-Dodecanediylbis(oxy)]bisbenzene is isolated from the leaves of Arachis hypogaea (peanuts) infected with Puccinia arachidis. Isolated from the leaves of Arachis hypogaea (peanuts) infected with Puccinia arachidis. 1,1-[1,12-Dodecanediylbis(oxy)]bisbenzene is found in nuts.

   

Sterebin G

4-[(1E)-4,5-dihydroxy-3-methylidenepent-1-en-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1H-naphthalene-1,2,3-triol

C20H34O5 (354.2406)


Sterebin H is from Stevia rebaudiana (stevia). Constituent of Stevia rebaudiana (stevia)

   

Prostaglandin H1

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

C20H34O5 (354.2406)


Prostaglandin H1 (PGH1) is the precursor to all 1-series thromboxanes, and is a suicide inhibitor of platelet thromboxane synthase, possessing a Ki of 28 mM.2 PGH1 also acts on the aryl hydrocarbon receptor (AhR) by stimulating AhR transformation and DNA binding in vitro. It also induces AhR-dependent reporter gene expression in mouse hepatoma cells in culture.3. 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 H1 (PGH1) is the precursor to all 1-series thromboxanes, and is a suicide inhibitor of platelet thromboxane synthase, possessing a Ki of 28 mM.2 PGH1 also acts on the aryl hydrocarbon receptor (AhR) by stimulating AhR transformation and DNA binding in vitro. It also induces AhR-dependent reporter gene expression in mouse hepatoma cells in culture.3

   

13,14-Dihydro-15-keto PGF2a

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

C20H34O5 (354.2406)


13,14-dihydro-15-keto PGF2a E1 is an isoprostane. The isoprostanes embody a vast family of novel prostaglandin-like lipids that are produced by nonenzymatic peroxidation of arachidonic acid (AA) in response to free radicals and reactive oxygen species. Although free AA is required for the formation of prostaglandins by cyclooxygenases, the isoprostanes can be generated nonenzymatically from esterified AA in membrane phospholipids before being released by a phospholipase(s). Another dissimilarity is that isoprostanes feature side chains that are almost exclusively orientated cis relative to the cyclopentane ring and are therefore distinct from the prostaglandins, which always have side chains in the trans configuration. Nevertheless, isoprostanes are isomeric with prostaglandins and have been given the prefix D-, E-, and F{alpha}- to denote the prostane ring shared with PGD2, PGE2, and PGF2{alpha} respectively. An additional level of complexity is that peroxidation of AA can occur at one of any of four carbon atoms producing regioisomers, the so-called 5-, 12-, 8-, and 15-series isoprostanes, each consisting of eight racemic diastereomers. Thus, a total of 64 isomers can be generated for each of the D-, E-, and F{alpha}-ring isoprostanes. (PMID: 15528403). Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways.

   

8-isoprostaglandin PGF2b

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

C20H34O5 (354.2406)


8-isoprostaglandin PGF2beta is an isoprostane. Isoprostanes are arachidonic acid metabolites produced by peroxidative attack of membrane lipids. These accumulate to substantial levels in many clinical conditions characterized in part by accumulation of free radicals and reactive oxygen species, including asthma, hypertension and ischemia-reperfusion injury. For this reason, they are frequently used as markers of oxidative stress; however, many are now finding that these molecules are not inert, but in fact evoke powerful biological responses in an increasing array of cell types. In many cases, these biological effects can account in part for the various features and manifestations of those clinical conditions. Thus, it may be possible that the isoprostanes are playing somewhat of a causal role in those disease states. (PMID: 14504139)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. 8-isoprostaglandin PGF2beta is an isoprostane. Isoprostanes are arachidonic acid metabolites produced by peroxidative attack of membrane lipids. These accumulate to substantial levels in many clinical conditions characterized in part by accumulation of free radicals and reactive oxygen species, including asthma, hypertension and ischemia-reperfusion injury. For this reason, they are frequently used as markers of oxidative stress; however, many are now finding that these molecules are not inert, but in fact evoke powerful biological responses in an increasing array of cell types. In many cases, these biological effects can account in part for the various features and manifestations of those clinical conditions. Thus, it may be possible that the isoprostanes are playing somewhat of a causal role in those disease states. (PMID: 14504139)

   

8-Isoprostaglandin E1

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

C20H34O5 (354.2406)


8-Isoprostaglandin E1 is an isoprostane. The isoprostanes embody a vast family of novel prostaglandin-like lipids that are produced by nonenzymatic peroxidation of arachidonic acid (AA) in response to free radicals and reactive oxygen species. Although free AA is required for the formation of prostaglandins by cyclooxygenases, the isoprostanes can be generated nonenzymatically from esterified AA in membrane phospholipids before being released by a phospholipase(s). Another dissimilarity is that isoprostanes feature side chains that are almost exclusively orientated cis relative to the cyclopentane ring and are therefore distinct from the prostaglandins, which always have side chains in the trans configuration. Nevertheless, isoprostanes are isomeric with prostaglandins and have been given the prefix D-, E-, and F{alpha}- to denote the prostane ring shared with PGD2, PGE2, and PGF2{alpha} respectively. An additional level of complexity is that peroxidation of AA can occur at one of any of four carbon atoms producing regioisomers, the so-called 5-, 12-, 8-, and 15-series isoprostanes, each consisting of eight racemic diastereomers. Thus, a total of 64 isomers can be generated for each of the D-, E-, and F{alpha}-ring isoprostanes. (PMID: 15528403)Prostaglandins are eicosanoids. The eicosanoids consist of the prostaglandins (PGs), thromboxanes (TXs), leukotrienes (LTs), and lipoxins (LXs). The PGs and TXs are collectively identified as prostanoids. Prostaglandins were originally shown to be synthesized in the prostate gland, thromboxanes from platelets (thrombocytes), and leukotrienes from leukocytes, hence the derivation of their names. All mammalian cells except erythrocytes synthesize eicosanoids. These molecules are extremely potent, able to cause profound physiological effects at very dilute concentrations. All eicosanoids function locally at the site of synthesis, through receptor-mediated G-protein linked signalling pathways. 8-Isoprostaglandin E1 is an isoprostane. The isoprostanes embody a vast family of novel prostaglandin-like lipids that are produced by nonenzymatic peroxidation of arachidonic acid (AA) in response to free radicals and reactive oxygen species. Although free AA is required for the formation of prostaglandins by cyclooxygenases, the isoprostanes can be generated nonenzymatically from esterified AA in membrane phospholipids before being released by a phospholipase(s). Another dissimilarity is that isoprostanes feature side chains that are almost exclusively orientated cis relative to the cyclopentane ring and are therefore distinct from the prostaglandins, which always have side chains in the trans configuration. Nevertheless, isoprostanes are isomeric with prostaglandins and have been given the prefix D-, E-, and F{alpha}- to denote the prostane ring shared with PGD2, PGE2, and PGF2{alpha} respectively. An additional level of complexity is that peroxidation of AA can occur at one of any of four carbon atoms producing regioisomers, the so-called 5-, 12-, 8-, and 15-series isoprostanes, each consisting of eight racemic diastereomers. Thus, a total of 64 isomers can be generated for each of the D-, E-, and F{alpha}-ring isoprostanes. (PMID: 15528403)

   

8-iso-13,14-dihydro-15-keto-PGF2a

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

C20H34O5 (354.2406)


8-iso-13,14-dihydro-15-keto-PGF2a is an isoprostane. Isoprostanes are a family of prostaglandin (PG) isomers generated by free radical-catalysed peroxidation and then rearrangement of arachidonic acid. In addition, isoprostanes can be produced by cyclo-oxygenase (COX) dependent pathways. Several cell types have been shown to release increased levels of the F2 isoprostane, 8-iso PGF2alpha, when stimulated with inflammatory mediators or subjected to oxidative stress in vitro. Furthermore, 8-iso PGF2alpha levels are elevated in rats in vivo when prooxidant conditions are induced experimentally. Similarly, elevated isoprostane production has been demonstrated in clinical conditions characterized by oxidant stress including diabetes, alcoholism, paraquat poisoning, myocardial reperfusion, critical illness, pre-eclampsia and smoking. Consequently, the measurement of 8-iso PGF2alpha in plasma and urine has been proposed as a relevant and convenient method to monitor oxidant stress in man. (PMID: 11309241) [HMDB] 8-iso-13,14-dihydro-15-keto-PGF2a is an isoprostane. Isoprostanes are a family of prostaglandin (PG) isomers generated by free radical-catalysed peroxidation and then rearrangement of arachidonic acid. In addition, isoprostanes can be produced by cyclo-oxygenase (COX) dependent pathways. Several cell types have been shown to release increased levels of the F2 isoprostane, 8-iso PGF2alpha, when stimulated with inflammatory mediators or subjected to oxidative stress in vitro. Furthermore, 8-iso PGF2alpha levels are elevated in rats in vivo when prooxidant conditions are induced experimentally. Similarly, elevated isoprostane production has been demonstrated in clinical conditions characterized by oxidant stress including diabetes, alcoholism, paraquat poisoning, myocardial reperfusion, critical illness, pre-eclampsia and smoking. Consequently, the measurement of 8-iso PGF2alpha in plasma and urine has been proposed as a relevant and convenient method to monitor oxidant stress in man. (PMID: 11309241).

   

11,12,15-TriHETRE

(8E,11Z,13E)-11,12,15-trihydroxyicosa-8,11,13-trienoic acid

C20H34O5 (354.2406)


11,12,15-TriHETRE is an oxygenated lipid (an oxylipin) found in human blood that is derived through the oxygenation of arachidonic acid. [HMDB] 11,12,15-TriHETRE is an oxygenated lipid (an oxylipin) found in human blood that is derived through the oxygenation of arachidonic acid.

   

11-Epi-PGF2a

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

C20H34O5 (354.2406)


11-epi-PGF2alpha is an intermediate in Arachidonic acid metabolism. 11-epi-PGF2alpha is converted from (5Z,13E)-(15S)-9alpha,15-Dihydroxy-11-oxoprosta-5,13-dienoate via the enzyme prostaglandin-F synthase (EC 1.1.1.188).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. 11-epi-PGF2alpha is an intermediate in Arachidonic acid metabolism. 11-epi-PGF2alpha is converted from (5Z,13E)-(15S)-9alpha,15-Dihydroxy-11-oxoprosta-5,13-dienoate via the enzyme prostaglandin-F synthase (EC 1.1.1.188). D012102 - Reproductive Control Agents > D000019 - Abortifacient Agents D012102 - Reproductive Control Agents > D010120 - Oxytocics

   

13,14-Dihydro- lipoxin A4

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

C20H34O5 (354.2406)


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

   

15-keto-PGF1alpha

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

C20H34O5 (354.2406)


15-keto-PGF1 alpha (15-keto Prostaglandin F1 alpha), CAS 21562-58-3, is the initial metabolite of PGF1 alpha via 15-hydroxy PGDH. In mammals, oxidation of C-15 markedly attenuates receptor binding and activity. In fish, the 15-keto compounds serve as post-ovulatory pheromones and are more active than the parent prostaglandins. (http://www.caymanchem.com)

   

(5Z,9E,12S,14Z)-8,11,12-Trihydroxyicosa-5,9,14-trienoate

(5Z,8R,9E,11R,12R,14Z)-8,11,12-trihydroxyicosa-5,9,14-trienoic acid

C20H34O5 (354.2406)


This compound belongs to the family of Hydroxyeicosatrienoic Acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds

   

11,12,15-trihydroxyeicosatrienoic acid

(5E,13E)-11,12,15-trihydroxyicosa-5,8,13-trienoic acid

C20H34O5 (354.2406)


11,12,15-trihydroxyeicosatrienoic acid is also known as 11,12,15-TETA. 11,12,15-trihydroxyeicosatrienoic acid is considered to be practically insoluble (in water) and acidic

   

Glyceryl monolinoleate

(+-)-2,3-Dihydroxypropyl (9Z,12Z)-9,12-octadecadienoic acid

C21H38O4 (354.277)


1-Linoleoyl Glycerol is a fatty acid glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol.

   

Isoprostane F2alpha-I

7-[3,5-dihydroxy-2-(oct-2-en-1-yl)cyclopentyl]-5-hydroxyhept-6-enoic acid

C20H34O5 (354.2406)


   

13,14-Dihydro-15-keto-PGE1

7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]heptanoic acid

C20H34O5 (354.2406)


   

2-Linoleoyl Glycerol

1,3-dihydroxypropan-2-yl octadeca-9,12-dienoate

C21H38O4 (354.277)


   

Grayanotoxin

5,5,9,14-tetramethyltetracyclo[11.2.1.0^{1,10}.0^{4,8}]hexadecane-3,4,6,14,16-pentol

C20H34O5 (354.2406)


   

5,6beta-Dihydro PGI2

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

C20H34O5 (354.2406)


   

(E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid

(E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid

C20H34O5 (354.2406)


   

Bufadienolide

5-{2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}-2H-pyran-2-one

C24H34O2 (354.2559)


D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002301 - Cardiac Glycosides D020011 - Protective Agents > D002316 - Cardiotonic Agents > D002018 - Bufanolides

   

Prostavasin

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

C20H34O5 (354.2406)


   

RIOPROSTIL

4-hydroxy-3-(4-hydroxy-4-methyloct-1-en-1-yl)-2-(7-hydroxyheptyl)cyclopentan-1-one

C21H38O4 (354.277)


   

Prostaglandin E-1

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

C20H34O5 (354.2406)


Prostaglandin e-1 is a member of the class of compounds known as prostaglandins and related compounds. Prostaglandins and related compounds are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Prostaglandin e-1 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Prostaglandin e-1 can be found in garden onion and soft-necked garlic, which makes prostaglandin e-1 a potential biomarker for the consumption of these food products. D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors D000089162 - Genitourinary Agents > D064804 - Urological Agents D002317 - Cardiovascular Agents > D014665 - Vasodilator Agents

   

Prostaglandin F-2-alpha

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

C20H34O5 (354.2406)


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

   

DTXSID50825962

DTXSID50825962

C23H34N2O (354.2671)


   

aikupikoxide B

aikupikoxide B

C20H34O5 (354.2406)


   

Mooloolabene B

Mooloolabene B

C24H34O2 (354.2559)


   

Pretomexanthol

Pretomexanthol

C20H34O5 (354.2406)


   

alpha-L-(+)-Eudesm-4(14)-en-11-yl arabinopyranoside

alpha-L-(+)-Eudesm-4(14)-en-11-yl arabinopyranoside

C20H34O5 (354.2406)


   

DTXSID20702110

DTXSID20702110

C25H38O (354.2922)


   

plakortide F

plakortide F

C21H38O4 (354.277)


   

Rhodomollein XVII

Rhodomollein XVII

C20H34O5 (354.2406)


   

12,19,20-Trihydroxy-14-methylenegeranylnerol

12,19,20-Trihydroxy-14-methylenegeranylnerol

C21H38O4 (354.277)


   

erythrophloin D

erythrophloin D

C24H34O2 (354.2559)


   

Dihydroflexibilolide

(-)-Dihydroflexibilolide

C20H34O5 (354.2406)


   

6beta-Prostaglandin I1

6beta-Prostaglandin I1

C20H34O5 (354.2406)


   

MCULE-1731236630

MCULE-1731236630

C20H34O5 (354.2406)


   
   

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

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

C20H34O5 (354.2406)


   

(3alpha,7beta,16beta)-3,7,16,17,18-Aphidicolanepentol|3alpha,7beta,16beta,17,18-pentahydroxyaphidicolane

(3alpha,7beta,16beta)-3,7,16,17,18-Aphidicolanepentol|3alpha,7beta,16beta,17,18-pentahydroxyaphidicolane

C20H34O5 (354.2406)


   

methyl 3alpha,4beta-dihydroxy-neo-clerodan-15-oate

methyl 3alpha,4beta-dihydroxy-neo-clerodan-15-oate

C21H38O4 (354.277)


   

6-.beta.-Hydroxyaphidicolin

6-.beta.-Hydroxyaphidicolin

C20H34O5 (354.2406)


   

(1R,2S,4aS,6R,7S,9aS)-decahydro-6-hydroxy-6-(hydroxymethyl)-2-(1-hydroxy-1-methylethyl)-1-methyl-4a,7-methano-4aH-benzocycloheptene-1-propanoic aci|(5beta,16alpha)-4,16,17-trihydroxy-3,4-secophyllocladan-3-oic acid

(1R,2S,4aS,6R,7S,9aS)-decahydro-6-hydroxy-6-(hydroxymethyl)-2-(1-hydroxy-1-methylethyl)-1-methyl-4a,7-methano-4aH-benzocycloheptene-1-propanoic aci|(5beta,16alpha)-4,16,17-trihydroxy-3,4-secophyllocladan-3-oic acid

C20H34O5 (354.2406)


   

SCHEMBL6515153

SCHEMBL6515153

C20H34O5 (354.2406)


   

2S,3R-6-(2-hydroxyethylidene)-2-methyl-2-(4,8-dimethyl-8-hydroxy-5-oxo-6-nonenyl)-oxepan-3-ol|9-<(2S,3R)-3-hydroxy-6-<(E)-2-hydroxyethylidene>-2-methyl-2-oxepanyl>-2,6-dimethyl-2-hydroxy-3-nonen-5-one|9-[(2S,3R)-3-hydroxy-6-((E)-2-hydroxyethylidene)-2-methyl-2-oxepanyl]-2,6-dimethyl-2-hydroxy-3-nonen-5-one|Tomexanthol

2S,3R-6-(2-hydroxyethylidene)-2-methyl-2-(4,8-dimethyl-8-hydroxy-5-oxo-6-nonenyl)-oxepan-3-ol|9-<(2S,3R)-3-hydroxy-6-<(E)-2-hydroxyethylidene>-2-methyl-2-oxepanyl>-2,6-dimethyl-2-hydroxy-3-nonen-5-one|9-[(2S,3R)-3-hydroxy-6-((E)-2-hydroxyethylidene)-2-methyl-2-oxepanyl]-2,6-dimethyl-2-hydroxy-3-nonen-5-one|Tomexanthol

C20H34O5 (354.2406)


   

8,12,19-trihydroxygeranylnerol-6,7-epoxide

8,12,19-trihydroxygeranylnerol-6,7-epoxide

C20H34O5 (354.2406)


   

methyl (E)-11-methoxy-9-oxo-nonadecenoate

methyl (E)-11-methoxy-9-oxo-nonadecenoate

C21H38O4 (354.277)


   

Antibiotic PR 1383|PR 1383, hexahydroclerocidin

Antibiotic PR 1383|PR 1383, hexahydroclerocidin

C20H34O5 (354.2406)


   

Lasiocoryin

Lasiocoryin

C20H34O5 (354.2406)


   

3beta-26,27-Dinorcholest-5-en-23-yn-3-ol

3beta-26,27-Dinorcholest-5-en-23-yn-3-ol

C25H38O (354.2922)


   

cerorubenol-II

cerorubenol-II

C25H38O (354.2922)


   

SCHEMBL6528851

SCHEMBL6528851

C20H34O5 (354.2406)


   

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

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

C20H34O5 (354.2406)


   

SCHEMBL2761229

SCHEMBL2761229

C21H38O4 (354.277)


   

(4E,6R,8S,9E,11S)-6,8-dihydroxy-4,8-dimethyl-11-isopropyl-14-oxo-4,9-pentadecadienoic acid

(4E,6R,8S,9E,11S)-6,8-dihydroxy-4,8-dimethyl-11-isopropyl-14-oxo-4,9-pentadecadienoic acid

C20H34O5 (354.2406)


   

CHEMBL464471

CHEMBL464471

C21H38O4 (354.277)


   

4,5-trans-4-acetoxy-5-hydroxy-5-(1-hydroxytridecyl)-2-cyclopenten-1-one|4-O-acetyl hygrophorone A12|4-O-acetylhygrophoron A12

4,5-trans-4-acetoxy-5-hydroxy-5-(1-hydroxytridecyl)-2-cyclopenten-1-one|4-O-acetyl hygrophorone A12|4-O-acetylhygrophoron A12

C20H34O5 (354.2406)


   

12-Hydroxykirenol

12-Hydroxykirenol

C20H34O5 (354.2406)


   

Cerorubenol I|Cerorubenol II|cerorubenol-I

Cerorubenol I|Cerorubenol II|cerorubenol-I

C25H38O (354.2922)


   

Tucumanoic acid

Tucumanoic acid

C20H34O5 (354.2406)


   

3-(12-Phenyldodecyl)catechol

3-(12-Phenyldodecyl)catechol

C24H34O2 (354.2559)


   

3alpha,11beta,16beta,17,18-pentahydroxyaphidicolane

3alpha,11beta,16beta,17,18-pentahydroxyaphidicolane

C20H34O5 (354.2406)


   

chrozophorogenin C

chrozophorogenin C

C20H34O5 (354.2406)


   

amphiasterin B1

amphiasterin B1

C21H38O4 (354.277)


   

(1S,2E,4S,6R,7S,8R,11S)-8,11-epidioxy-2,12(20)-cembradiene-4,6,7-triol

(1S,2E,4S,6R,7S,8R,11S)-8,11-epidioxy-2,12(20)-cembradiene-4,6,7-triol

C20H34O5 (354.2406)


   

(1S,2E,4S,6R,7E,11S,12R)-2,7-cembradiene-4,6,11,12-tetraol

(1S,2E,4S,6R,7E,11S,12R)-2,7-cembradiene-4,6,11,12-tetraol

C21H38O4 (354.277)


   

3-hydroxy-2-(hydroxymethyl)-4-(13-methyltetradecanoyl)-2H-furan-5-one

3-hydroxy-2-(hydroxymethyl)-4-(13-methyltetradecanoyl)-2H-furan-5-one

C20H34O5 (354.2406)


   

(14S)- and (14R)-8,14,15-trihydroxy-labd-13(16)-en-19-oic acid

(14S)- and (14R)-8,14,15-trihydroxy-labd-13(16)-en-19-oic acid

C20H34O5 (354.2406)


   

5-isovalerate of isolancerotetrol

5-isovalerate of isolancerotetrol

C20H34O5 (354.2406)


   

13-(2-hydroxy-3,4-dimethyl-5-oxo-2,5-dihydrofuran-2-yl)tridecanoic acid methyl ester

13-(2-hydroxy-3,4-dimethyl-5-oxo-2,5-dihydrofuran-2-yl)tridecanoic acid methyl ester

C20H34O5 (354.2406)


   

seco-plakortide H

seco-plakortide H

C21H38O4 (354.277)


   

dactylohydroperoxide C

dactylohydroperoxide C

C20H34O5 (354.2406)


   

iPF2|A-VI-d4

iPF2|A-VI-d4

C20H34O5 (354.2406)


   

(2-hydroxy-4-oxononadec-5-enyl) acetate

(2-hydroxy-4-oxononadec-5-enyl) acetate

C21H38O4 (354.277)


   

3alpha,15,16,17,18-pentahydroxy-ent-abiet-7-ene|hebeiabinin B

3alpha,15,16,17,18-pentahydroxy-ent-abiet-7-ene|hebeiabinin B

C20H34O5 (354.2406)


   

(3aR,6aS,7R,9aR,10aS)-7-[(1S,2Z)-1,5-dimethylhexa-2,4-dien-1-yl]-6,6a,7,8,9,9a,10,10a-octahydro-4-(hydroxymethyl)-1,9a-dimethyldicyclopenta[a,d]cycloocten-3(3aH)-one|(6alpha)-21,21-O-dihydroophiobolin G

(3aR,6aS,7R,9aR,10aS)-7-[(1S,2Z)-1,5-dimethylhexa-2,4-dien-1-yl]-6,6a,7,8,9,9a,10,10a-octahydro-4-(hydroxymethyl)-1,9a-dimethyldicyclopenta[a,d]cycloocten-3(3aH)-one|(6alpha)-21,21-O-dihydroophiobolin G

C24H34O2 (354.2559)


   

5S,6S,7S,9S,10S,11R,13S-abiet-8(14)-enepenta-6,7,9,11,13-ol|kaempfolienol

5S,6S,7S,9S,10S,11R,13S-abiet-8(14)-enepenta-6,7,9,11,13-ol|kaempfolienol

C20H34O5 (354.2406)


   

ACMC-20lefg

ACMC-20lefg

C21H38O4 (354.277)


   

CHEMBL3104962

CHEMBL3104962

C25H38O (354.2922)


   

sinuflexibilin B

sinuflexibilin B

C20H34O5 (354.2406)


   

2,3,5-trihydroxy-cis-haliman-13Z-ene-15-oic acid|5-hydroxy-6-hydro-salicifolic acid

2,3,5-trihydroxy-cis-haliman-13Z-ene-15-oic acid|5-hydroxy-6-hydro-salicifolic acid

C20H34O5 (354.2406)


   

(+)-(2E,3R,4R)-2-hexadecylidene-3,4-dihydroxy-4-methylbutanolide

(+)-(2E,3R,4R)-2-hexadecylidene-3,4-dihydroxy-4-methylbutanolide

C21H38O4 (354.277)


   

Di-Me ether-5-(10-Phenyldecyl)-1,3-benzenediol

Di-Me ether-5-(10-Phenyldecyl)-1,3-benzenediol

C24H34O2 (354.2559)


   

sclerophytin D

sclerophytin D

C20H34O5 (354.2406)


   

1-(2-hydroxy-6-methylphenyl)-3-ethenyl-3,7,11-trimethyl-6,7-dodecadienone

1-(2-hydroxy-6-methylphenyl)-3-ethenyl-3,7,11-trimethyl-6,7-dodecadienone

C24H34O2 (354.2559)


   

cis-(12S,13R)-(2,3-propanediol) vernolate

cis-(12S,13R)-(2,3-propanediol) vernolate

C21H38O4 (354.277)


   

2beta,14beta,15alpha,16alpha,17-Pentahydroxy-(-)-kauran

2beta,14beta,15alpha,16alpha,17-Pentahydroxy-(-)-kauran

C20H34O5 (354.2406)


   

(3R*,4R*,5R*)-4-Acetoxy-3-tetradecyl-4,5-dihydro-5-methyl-2(3H)-furanone

(3R*,4R*,5R*)-4-Acetoxy-3-tetradecyl-4,5-dihydro-5-methyl-2(3H)-furanone

C21H38O4 (354.277)


   

Furospinosulin-1

Furospinosulin-1

C25H38O (354.2922)


   

11beta,13-dihydrozinangustolide

11beta,13-dihydrozinangustolide

C20H34O5 (354.2406)


   

3-Hydroxyportulol ether

3-Hydroxyportulol ether

C20H34O5 (354.2406)


   

CHEMBL516904

CHEMBL516904

C24H34O2 (354.2559)


   

(14R)-14,15-dihydroxy-8,13-epoxy-labdan-19-oic acid|14,15-dihydroxy-8,13-epoxy-labd-14-en-19-oate

(14R)-14,15-dihydroxy-8,13-epoxy-labdan-19-oic acid|14,15-dihydroxy-8,13-epoxy-labd-14-en-19-oate

C20H34O5 (354.2406)


   

11,12-didehydroplakortide Q

11,12-didehydroplakortide Q

C21H38O4 (354.277)


   
   

5beta-cholatrien-(3.7.11)-oic acid-(24)|5beta-Cholatrien-(3.7.11)-saeure-(24)

5beta-cholatrien-(3.7.11)-oic acid-(24)|5beta-Cholatrien-(3.7.11)-saeure-(24)

C24H34O2 (354.2559)


   

4-(12-phenyldodecyl)catechol

4-(12-phenyldodecyl)catechol

C24H34O2 (354.2559)


   

(ent-16alphaOH)-4,16,17-Trihydroxy-3,4-seco-3-atisanoic acid

(ent-16alphaOH)-4,16,17-Trihydroxy-3,4-seco-3-atisanoic acid

C20H34O5 (354.2406)


   

14-hydroxy-12,13-dihydrosesquilimonene-14-O-(1)-xyloide

14-hydroxy-12,13-dihydrosesquilimonene-14-O-(1)-xyloide

C20H34O5 (354.2406)


   

13,14-dihydro-15-keto Prostaglandin E1

13,14-dihydro-15-keto Prostaglandin E1

C20H34O5 (354.2406)


   

mLG cpd

9,12-Octadecadienoic acid (9Z,12Z)-, monoester with 1,2,3-propanetriol

C21H38O4 (354.277)


1-monolinolein is a 1-monoglyceride that has octadecadienoyl (linoleoyl) as the acyl group. It has a role as a plant metabolite and an antiviral agent. It is functionally related to a linoleic acid. Glyceryl monolinoleate is a natural product found in Saposhnikovia divaricata, Hyoscyamus niger, and other organisms with data available. A rac-1-monoacylglycerol that is composed of equal amounts of 1-linoleoyl-sn-glycerol and 3-linoleoyl-sn-glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol.

   

2-linoleoylglycerol

9Z,12Z-octadecadienoic acid, 2-glyceryl ester

C21H38O4 (354.277)


A 2-monoglyceride where linoleoyl forms the 2-acyl group.

   

1-Monolinolein

alpha-Glyceryl linoleate

C21H38O4 (354.277)


A 1-monoglyceride that has octadecadienoyl (linoleoyl) as the acyl group. 1-Linoleoyl Glycerol is a fatty acid glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol.

   

Prostaglandin E1

Prostaglandin E1

C20H34O5 (354.2406)


Prostaglandin E1 (Alprostadil) is a prostanoid receptor ligand, with Kis of 1.1 nM, 2.1 nM, 10 nM, 33 nM and 36 nM for mouse EP3, EP4, EP2, IP and EP1, respectively. Prostaglandin E1 induces vasodilation and inhibits platelet aggregation. Prostaglandin E1 can be used as a vasodilator for the research of peripheral vascular diseases[1][2][3].

   

5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

NCGC00384809-01!5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H34O5 (354.2406)


   

FAHFA 21:1

FAHFA 21:1

C21H38O4 (354.277)


   

Eicosanoids_PGD1_C20H34O5

Eicosanoids_PGD1_C20H34O5

C20H34O5 (354.2406)


   

monolinolein

monolinolein

C21H38O4 (354.277)


   

5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid

C20H34O5 (354.2406)


   
   

PGF2alpha-[d4]

PGF2alpha-[d4]

C20H34O5 (354.2406)


CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0194.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_1min0194.mzML; PROCESSING averaging of repeated ion fragments at 20.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID STD_neg_MSMS_1min0194.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_0000125.mzML; PROCESSING averaging of repeated ion fragments at 30.0 eV within 5 ppm window [MS, MS:1000575, mean of spectra, ] CONFIDENCE standard compound; NATIVE_RUN_ID QExHF03_NM_0000125.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_0000125.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_0000125.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_0000125.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_0000125.mzML; PROCESSING averaging of repeated ion fragments at 20.0 NCE within 5 ppm window [MS, MS:1000575, mean of spectra, ]

   

5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid [IIN-based: Match]

NCGC00384809-01!5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid [IIN-based: Match]

C20H34O5 (354.2406)


   

5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid [IIN-based on: CCMSLIB00000847959]

NCGC00384809-01!5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid [IIN-based on: CCMSLIB00000847959]

C20H34O5 (354.2406)


   

5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid [IIN-based on: CCMSLIB00000847958]

NCGC00384809-01!5-[5-hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid [IIN-based on: CCMSLIB00000847958]

C20H34O5 (354.2406)


   

13,14-dihydro-15-keto-PGF2alpha

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

C20H34O5 (354.2406)


A prostaglandin Falpha obtained by formal oxidation of the 15-hydroxy group and hydrogenation of the 13,14-double bond of prostaglandin F2alpha.

   

5-[3,5-dihydroxy-2-(3-hydroxy-4,4-dimethyl-1-octenyl)cyclopentyl]-3-Pentenoic acid

5-[3,5-dihydroxy-2-(3-hydroxy-4,4-dimethyl-1-octenyl)cyclopentyl]-3-Pentenoic acid

C20H34O5 (354.2406)


   

15(R)-PGF2&alpha

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

C20H34O5 (354.2406)


   

Prostaglandin H1

9α,11α-epidioxy-15S-hydroxy-prost-13E-en-1-oic acid

C20H34O5 (354.2406)


A member of the class of prostaglandins H that is prostaglandin H2 lacking the double bond at position 5.

   

15(R)-PGE1

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

C20H34O5 (354.2406)


   

PGF2&alpha

1-methoxy-9α,11α,15S-trihydroxyprosta-5Z,13E-diene

C21H38O4 (354.277)


   

5-trans PGF2&alpha

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

C20H34O5 (354.2406)


   

11-β-PGE1

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

C20H34O5 (354.2406)


   

6α-PGI1

6R,9α-epoxy-11α,15S-dihydroxy-prost-13E-en-1-oic acid

C20H34O5 (354.2406)


   

6β-PGI1

6S,9R-epoxy-11R,15S-dihydroxy-13E-prostaenoic acid

C20H34O5 (354.2406)


   

dhk-PGE1

13,14-dihydro-15-keto-Prostaglandin E1

C20H34O5 (354.2406)


   

15-keto-PGF1&alpha

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

C20H34O5 (354.2406)


   

8-iso-PGE1

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

C20H34O5 (354.2406)


   

8-iso-13,14-dihydro-15-keto-PGF2&alpha

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

C20H34O5 (354.2406)


   

8-iso-PGF2&beta

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

C20H34O5 (354.2406)


   

11β-13,14-dihydro-15-keto PGF2&alpha

9α,11β-dihydroxy-15-oxo-prost-5Z-en-1-oic acid

C20H34O5 (354.2406)


   

MG(18:2)

2,3-Dihydroxypropyl 9,12-octadecadienoate

C21H38O4 (354.277)


1-Linoleoyl Glycerol is a fatty acid glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol.

   

5β-Chola-3,8(14),11-trien-24-oic Acid

5β-Chola-3,8(14),11-trien-24-oic Acid

C24H34O2 (354.2559)


   

ent-Prostaglandin F2&alpha

ent-Prostaglandin F2&alpha

C20H34O5 (354.2406)


   

1-Linoleoyl Glycerol

9Z,12Z-octadecadienoic acid, 1-glyceryl ester

C21H38O4 (354.277)


   

ent-8-iso-15(S)-Prostaglandin F2&alpha

9β,11β,15S-trihydroxy-(12β)-prosta-5Z,13E-dien-1-oic acid

C20H34O5 (354.2406)


   

13,14-dihydro-15-keto Prostaglandin D1

9α-hydroxy-11,15-dioxo-prost-1-oic acid

C20H34O5 (354.2406)


   

ent-8-iso Prostaglandin F2&alpha

9β,11β,15R-trihydroxy-(12α)-prosta-5Z,13E-dien-1-oic acid

C20H34O5 (354.2406)


   

iPF2α-IV

5(S),9α,11α-trihydroxy-1α,1β,1γ-trihomo-18,19,20-trinor-8β-prosta-2Z,6E-dien-1-oic acid

C20H34O5 (354.2406)


   

5-trans PGF2&beta

9β,11α,15S-trihydroxy-prosta-5E,13E-dien-1-oic acid

C20H34O5 (354.2406)


   

8-iso-15(R)-PGF2&alpha

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

C20H34O5 (354.2406)


   

Ceriporic acid B

1-nonadecene-2,3R-dicarboxylic acid

C21H38O4 (354.277)


   

iPF2α-I

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

C20H34O5 (354.2406)


   

(±) 5-iPF2α-VI-(d11)

5,9S,11R-trihydroxy-6E,14Z-prostadienoic acid-cyclo[8S,12R]-(d11)

C20H34O5 (354.2406)


   

ent-8-F2c-IsoP

6R,12R,14S-trihydroxy-5Z,9E-prostadienoic acid-cyclo[11S,15R]

C20H34O5 (354.2406)


   

8-F2c-IsoP

6S,12S,14R-trihydroxy-5Z,9E-prostadienoic acid-cyclo[11R,15S]

C20H34O5 (354.2406)


   

8-epi-8-F2c-IsoP

6R,12S,14R-trihydroxy-5Z,9E-prostadienoic acid-cyclo[11R,15S]

C20H34O5 (354.2406)


   

ent-8-epi-8-F2c-IsoP

6S,12R,14S-trihydroxy-5Z,9E-prostadienoic acid-cyclo[11S,15R]

C20H34O5 (354.2406)


   

ent-8-epi-8-F2t-IsoP

6S,12R,14S-trihydroxy-5Z,9E-prostadienoic acid-cyclo[11R,15S]

C20H34O5 (354.2406)


   

ent-8-F2t-IsoP

6R,12R,14S-trihydroxy-5Z,9E-prostadienoic acid-cyclo[11R,15S]

C20H34O5 (354.2406)


   

8-epi-8-F2t-IsoP

6R,12S,14R-trihydroxy-5Z,9E-prostadienoic acid-cyclo[11S,15R]

C20H34O5 (354.2406)


   

15-epi-15-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-15-epi-15-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-15-F2c-IsoP

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

C20H34O5 (354.2406)


   

15-F2c-IsoP

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

C20H34O5 (354.2406)


   

5-epi-5-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-5-epi-5-F2t-IsoP

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

C20H34O5 (354.2406)


   

5-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-5-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-5-F2t-IsoP

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

C20H34O5 (354.2406)


   

5-epi-5-F2t-IsoP

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

C20H34O5 (354.2406)


   

5-F2t-IsoP

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

C20H34O5 (354.2406)


   

ent-5-epi-5-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-12-F2c-IsoP

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

C20H34O5 (354.2406)


   

12-F2t-IsoP

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

C20H34O5 (354.2406)


   

ent-12-epi-12-F2c-IsoP

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

C20H34O5 (354.2406)


   

12-epi-12-F2c-IsoP

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

C20H34O5 (354.2406)


   

12-epi-12-F2t-IsoP

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

C20H34O5 (354.2406)


   

ent-12-F2t-IsoP

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

C20H34O5 (354.2406)


   

ent-12-epi-12-F2t-IsoP

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

C20H34O5 (354.2406)


   

12-F2c-IsoP

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

C20H34O5 (354.2406)


   

(-)-Enunicelline

(-)-6alpha,13alpha-epoxy-8(19)-eunicellene-3alpha,4beta,9beta,12beta-tetrol

C20H34O5 (354.2406)


   

11,12,15-TriHETRE

11,12,15-Trihydroxy-5Z,8Z,11Z-eicosatrienoic acid

C20H34O5 (354.2406)


   

delta2-THA

2E,6Z,9Z,12Z,15Z,18Z,21Z-tetracosaheptaenoic acid

C24H34O2 (354.2559)


   

11beta-dhk-PGF2alpha

11beta-13,14-dihydro-15-keto Prostaglandin F2alpha

C20H34O5 (354.2406)


   

8-F2t-IsoP

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

C20H34O5 (354.2406)


   

15-epi-15-F2t-IsoP

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

C20H34O5 (354.2406)


   

ent-15-F2t-IsoP

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

C20H34O5 (354.2406)


   

ent-15-epi-15-F2t-IsoP

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

C20H34O5 (354.2406)


   

ent-PGF2alpha

7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid

C20H34O5 (354.2406)


   

ent-8,15-diepi-15-F2t-IsoP

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

C20H34O5 (354.2406)


   

8-epi-15-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-8-epi-15-F2c-IsoP

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

C20H34O5 (354.2406)


   

8,15-diepi-15-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-8,15-diepi-15-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-8-epi-5-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-8-epi-5-F2t-IsoP

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

C20H34O5 (354.2406)


   

ent-8,5-diepi-5-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-8,5-diepi-5-F2t-IsoP

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

C20H34O5 (354.2406)


   

8,5-diepi-5-F2t-IsoP

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

C20H34O5 (354.2406)


   

8,5-diepi-5-F2c-IsoP

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

C20H34O5 (354.2406)


   

8-epi-5-F2t-IsoP

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

C20H34O5 (354.2406)


   

8-epi-5-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-11-epi-8-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-11-epi-8-F2t-IsoP

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

C20H34O5 (354.2406)


   

ent-8,11-diepi-8-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-8,11-diepi-8-F2t-IsoP

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

C20H34O5 (354.2406)


   

8,11-diepi-8-F2t-IsoP

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

C20H34O5 (354.2406)


   

8,11-diepi-8-F2c-IsoP

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

C20H34O5 (354.2406)


   

11-epi-8-F2t-IsoP

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

C20H34O5 (354.2406)


   

11-epi-8-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-5-epi-12-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-5-epi-12-F2t-IsoP

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

C20H34O5 (354.2406)


   

ent-5,12-diepi-12-F2c-IsoP

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

C20H34O5 (354.2406)


   

ent-5,12-diepi-12-F2t-IsoP

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

C20H34O5 (354.2406)


   

5,12-diepi-12-F2t-IsoP

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

C20H34O5 (354.2406)


   

5,12-diepi-12-F2c-IsoP

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

C20H34O5 (354.2406)


   

5-epi-12-F2t-IsoP

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

C20H34O5 (354.2406)


   

5-epi-12-F2c-IsoP

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

C20H34O5 (354.2406)


   

Sterebin G

4-[(1E)-4,5-dihydroxy-3-methylidenepent-1-en-1-yl]-3,4a,8,8-tetramethyl-decahydronaphthalene-1,2,3-triol

C20H34O5 (354.2406)


   

Alprostadil(15-keto-13,14-dihydro-PGE)

Alprostadil(15-keto-13,14-dihydro-PGE)

C20H34O5 (354.2406)


   

1,12-Diphenoxydodecane

1,1'-[1,12-Dodecanediylbis(oxy)]bisbenzene, 9CI

C24H34O2 (354.2559)


   

5-[5-Hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid

5-[5-Hydroxy-3-(hydroxymethyl)pentyl]-8a-(hydroxymethyl)-5,6-dimethyl-3,4,4a,5,6,7,8,8a-octahydro-1-naphthalenecarboxylic acid

C20H34O5 (354.2406)


   

FA 24:7

2E,6Z,9Z,12Z,15Z,18Z,21Z-tetracosaheptaenoic acid

C24H34O2 (354.2559)


   

Cyclosin

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

C20H34O5 (354.2406)


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 Dinoprost (Prostaglandin F2α) is an orally active, potent prostaglandin F (PGF) receptor (FP receptor) agonist. Dinoprost is a luteolytic hormone produced locally in the endometrial luminal epithelium and corpus luteum (CL). Dinoprost plays a key role in the onset and progression of labour[1][2].

   

PGF2beta

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

C20H34O5 (354.2406)


   

FA 20:3;O3

7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid

C20H34O5 (354.2406)


D012102 - Reproductive Control Agents > D000019 - Abortifacient Agents D012102 - Reproductive Control Agents > D010120 - Oxytocics

   

11beta-PGF2

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

C20H34O5 (354.2406)


   

Prostaglandin D1

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

C20H34O5 (354.2406)


   

15R-PGE1

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

C20H34O5 (354.2406)


   

FA 21:2;O2

1-methoxy-9S,11R,15S-trihydroxy-5Z,13E-prostadiene

C21H38O4 (354.277)


   

6alpha-PGI1

6R,9S-epoxy-11R,15S-dihydroxy-13E-prostaenoic acid

C20H34O5 (354.2406)


   

6beta-PGI1

6S,9R-epoxy-11R,15S-dihydroxy-13E-prostaenoic acid

C20H34O5 (354.2406)


   

iPF2alpha-I

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

C20H34O5 (354.2406)


   

pahuatin

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

C21H38O4 (354.277)


   

physeteroyl lysine

(S)-6-Amino-2-(5Z-tetradecenoyl) aminohexanoic acid

C20H38N2O3 (354.2882)


   

N6-physeteroyl lysine

N6-(tetradec-5Z-enoyl)-L-lysine

C20H38N2O3 (354.2882)


   

MG 18:2

2-(9Z,12Z-octadecadienoyl)-sn-glycerol

C21H38O4 (354.277)


   

ST 25:3;O

26,27-dinor-cholest-5-en-23-yn-3beta-ol

C25H38O (354.2922)


   

ST 24:4;O2

5beta-Chola-3,8(14),11-trien-24-oic Acid

C24H34O2 (354.2559)


   

(s)-(-)-5,5,6,6-tetramethyl-3,3-di-tert-butyl-1,1-biphenyl-2,2-diol

(s)-(-)-5,5,6,6-tetramethyl-3,3-di-tert-butyl-1,1-biphenyl-2,2-diol

C24H34O2 (354.2559)


   

2-Naphthyl myristate

Tetradecanoic acid,2-naphthalenyl ester

C24H34O2 (354.2559)


   

1-hexoxy-4-(4-hexoxyphenyl)benzene

1-hexoxy-4-(4-hexoxyphenyl)benzene

C24H34O2 (354.2559)


   

RIOPROSTIL

RIOPROSTIL

C21H38O4 (354.277)


D005765 - Gastrointestinal Agents > D000897 - Anti-Ulcer Agents C78568 - Prostaglandin Analogue

   

Deprostil

Deprostil

C21H38O4 (354.277)


   

dodecyl 2-methylprop-2-enoate,methyl 2-methylprop-2-enoate

dodecyl 2-methylprop-2-enoate,methyl 2-methylprop-2-enoate

C21H38O4 (354.277)


   

bis-(2-Ethylhexyl)methylenesuccinate

bis-(2-Ethylhexyl)methylenesuccinate

C21H38O4 (354.277)


   

4-amino-3-heptadecyl-1H-1,2,4-triazole-5-thione

4-amino-3-heptadecyl-1H-1,2,4-triazole-5-thione

C19H38N4S (354.2817)


   

Ethyl 3-(1-Boc-piperidin-4-ylmethyl)piperidine-1-carboxylate

Ethyl 3-(1-Boc-piperidin-4-ylmethyl)piperidine-1-carboxylate

C19H34N2O4 (354.2518)


   

Pyrimidine, 2-(4-(heptyloxy)phenyl)-5-hexyl-

Pyrimidine, 2-(4-(heptyloxy)phenyl)-5-hexyl-

C23H34N2O (354.2671)


   

5,6beta-dihydro pgi2

5,6beta-dihydro pgi2

C20H34O5 (354.2406)


   

2-methylidenepentadecanoic acid,methyl 2-methylprop-2-enoate

2-methylidenepentadecanoic acid,methyl 2-methylprop-2-enoate

C21H38O4 (354.277)


   

4-[4-hydroxy-3,5-di(propan-2-yl)phenyl]-2,6-di(propan-2-yl)phenol

4-[4-hydroxy-3,5-di(propan-2-yl)phenyl]-2,6-di(propan-2-yl)phenol

C24H34O2 (354.2559)


   

5-heptyl-2-(4-hexoxyphenyl)pyrimidine

5-heptyl-2-(4-hexoxyphenyl)pyrimidine

C23H34N2O (354.2671)


   

1,1,2,3-tetramethyl-3-[8-[methyl-(N,N,N-trimethylcarbamimidoyl)amino]naphthalen-1-yl]guanidine

1,1,2,3-tetramethyl-3-[8-[methyl-(N,N,N-trimethylcarbamimidoyl)amino]naphthalen-1-yl]guanidine

C20H30N6 (354.2532)


   

corticosterone-d8

corticosterone-d8

C21H22D8O4 (354.2646)


   

(S)-3,3-Dimethyl-2-((1R,2R)-2-pent-4-ynyl-cyclopropoxycarbonylamino)-butyric acid, tert-butylamine salt

(S)-3,3-Dimethyl-2-((1R,2R)-2-pent-4-ynyl-cyclopropoxycarbonylamino)-butyric acid, tert-butylamine salt

C19H34N2O4 (354.2518)


   

(4E,6R,8R,9E,11S)-6,8-Dihydroxy-4,8-dimethyl-11-(1-methylethyl)-14-oxo-4,9-pentadecadienoic acid

(4E,6R,8R,9E,11S)-6,8-Dihydroxy-4,8-dimethyl-11-(1-methylethyl)-14-oxo-4,9-pentadecadienoic acid

C20H34O5 (354.2406)


   

6,8-Dihydroxy-11-isopropyl-4,8-dimethyl-14-oxo-4,9-pentadeca-dienoic acid

6,8-Dihydroxy-11-isopropyl-4,8-dimethyl-14-oxo-4,9-pentadeca-dienoic acid

C20H34O5 (354.2406)


   

Dihydrograyanotoxin II

Dihydrograyanotoxin II

C20H34O5 (354.2406)


   

11,12,15-trihydroxyeicosatrienoic acid

11,12,15-trihydroxyeicosatrienoic acid

C20H34O5 (354.2406)


   

11-Hydroxy-9,15-dioxoprostan-1-oic acid

11-Hydroxy-9,15-dioxoprostan-1-oic acid

C20H34O5 (354.2406)


   

Methyl O-acetylricinoleate

Methyl (9Z)-12-acetoxy-9-octadecenoate

C21H38O4 (354.277)


   

3-Linoleoyl-sn-glycerol

3-Linoleoyl-sn-glycerol

C21H38O4 (354.277)


A 3-acyl-sn-glycerol that is the R-enantiomer of 1-monolinolein.

   

Naphthalen-1-yl Tetradecanoate

Naphthalen-1-yl Tetradecanoate

C24H34O2 (354.2559)


   

Persenone B

Persenone B

C21H38O4 (354.277)


A natural product found in Persea americana.

   

(12alpha)-5,9alpha,11alpha-trihydroxy-prosta-6E,14Z-dien-1-oicacid

(12alpha)-5,9alpha,11alpha-trihydroxy-prosta-6E,14Z-dien-1-oicacid

C20H34O5 (354.2406)


   

1-Carboxyethyl oleate

1-Carboxyethyl oleate

C21H38O4 (354.277)


   

2277-28-3

(9Z,12Z)-octadeca-9,12-dienoic acid [(2S)-2,3-dihydroxypropyl] ester

C21H38O4 (354.277)


1-Linoleoyl Glycerol is a fatty acid glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol. 1-Linoleoyl Glycerol is a fatty acid glycerol.

   

13,14-Dihydro- lipoxin A4

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

C20H34O5 (354.2406)


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

   

2-methyl-N-[1-[(1-phenylcyclohexyl)methyl]piperidin-4-yl]cyclopropane-1-carboxamide

2-methyl-N-[1-[(1-phenylcyclohexyl)methyl]piperidin-4-yl]cyclopropane-1-carboxamide

C23H34N2O (354.2671)


   

(+)-Prostaglandin F2α

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

C20H34O5 (354.2406)


   

15-Epiprostaglandin E1

15-Epiprostaglandin E1

C20H34O5 (354.2406)


   

11-Epiprostaglandin E1

11BETA-PROSTAGLANDIN E1

C20H34O5 (354.2406)


   

(5beta)-Bufadienolide

(5beta)-Bufadienolide

C24H34O2 (354.2559)


   

Stellatic aldehyde

Stellatic aldehyde

C25H38O (354.2922)


   

(5Z,9E,14Z)-8,11,12-Trihydroxy-5,9,14-icosatrienoic acid

(5Z,9E,14Z)-8,11,12-Trihydroxy-5,9,14-icosatrienoic acid

C20H34O5 (354.2406)


   

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

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

C21H38O4 (354.277)


   

PGI1, 6beta

PGI1, 6beta

C20H34O5 (354.2406)


   

4-hydroxy-2-(7-hydroxyheptyl)-3-[(E)-4-hydroxy-4-methyloct-1-enyl]cyclopentan-1-one

4-hydroxy-2-(7-hydroxyheptyl)-3-[(E)-4-hydroxy-4-methyloct-1-enyl]cyclopentan-1-one

C21H38O4 (354.277)


   

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

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

C20H36NO4+ (354.2644)


   

(E)-7-[3,5-dihydroxy-2-[(E)-oct-2-enyl]cyclopentyl]-5-hydroxyhept-6-enoic acid

(E)-7-[3,5-dihydroxy-2-[(E)-oct-2-enyl]cyclopentyl]-5-hydroxyhept-6-enoic acid

C20H34O5 (354.2406)


   

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

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

C20H34O5 (354.2406)


   

Soppiline B

Soppiline B

C24H34O2 (354.2559)


A member of the class of resorcinols that is 5-heptadecylbenzene-1,3-diol which carries cis double bonds at positions 2 and 6, trans double bonds at positions 4 and 15, and a methyl group at position 15.

   

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine

N-(9Z-octadecenoyl)-(2S)-hydroxyglycine

C20H36NO4- (354.2644)


   

13,14-dihydrolipoxin A4

13,14-dihydrolipoxin A4

C20H34O5 (354.2406)


A trienoic fatty acid obtained by formal hydrogenation across the 13,14-double bond of lipoxin A4.

   

2-(dicyclohexylamino)-1-(3,4-dihydro-1H-isoquinolin-2-yl)ethanone

2-(dicyclohexylamino)-1-(3,4-dihydro-1H-isoquinolin-2-yl)ethanone

C23H34N2O (354.2671)


   

Octadecanoyloxamide

Octadecanoyloxamide

C20H38N2O3 (354.2882)


   

13,14,15-trihydroxyeicosa-(5Z,8Z,11Z)-trienoic acid

13,14,15-trihydroxyeicosa-(5Z,8Z,11Z)-trienoic acid

C20H34O5 (354.2406)


   

Prostaglandin F2a;PGF2

Prostaglandin F2a;PGF2

C20H34O5 (354.2406)


D012102 - Reproductive Control Agents > D000019 - Abortifacient Agents D012102 - Reproductive Control Agents > D010120 - Oxytocics

   

[(8S,9R,10R)-9-(4-pent-1-ynylphenyl)-6-propyl-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

[(8S,9R,10R)-9-(4-pent-1-ynylphenyl)-6-propyl-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

C23H34N2O (354.2671)


   

[(8R,9S,10S)-9-(4-pent-1-ynylphenyl)-6-propyl-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

[(8R,9S,10S)-9-(4-pent-1-ynylphenyl)-6-propyl-1,6-diazabicyclo[6.2.0]decan-10-yl]methanol

C23H34N2O (354.2671)


   

Penotonium cation

Penotonium cation

C23H32NO2+ (354.2433)


   

(5Z,8Z,14Z)-(11R,12R)-10,11,12-Trihydroxyicosa-5,8,14-trienoic acid

(5Z,8Z,14Z)-(11R,12R)-10,11,12-Trihydroxyicosa-5,8,14-trienoic acid

C20H34O5 (354.2406)


   

(5Z,8Z,13E)-11,12,15-Trihydroxy-5,8,13-icosatrienoic acid

(5Z,8Z,13E)-11,12,15-Trihydroxy-5,8,13-icosatrienoic acid

C20H34O5 (354.2406)


   

Difluoroisopropyl(2,4,6-tri-tert-butylphenyl)silane

Difluoroisopropyl(2,4,6-tri-tert-butylphenyl)silane

C21H36F2Si (354.2554)


   

[1-[(9Z,12Z)-hexadeca-9,12-dienoxy]-3-hydroxypropan-2-yl] acetate

[1-[(9Z,12Z)-hexadeca-9,12-dienoxy]-3-hydroxypropan-2-yl] acetate

C21H38O4 (354.277)


   

Fahfa 15:1/6:0

Fahfa 15:1/6:0

C21H38O4 (354.277)


   

Fahfa 14:1/7:0

Fahfa 14:1/7:0

C21H38O4 (354.277)


   

Fahfa 4:0/17:1

Fahfa 4:0/17:1

C21H38O4 (354.277)


   

Fahfa 16:1/5:0

Fahfa 16:1/5:0

C21H38O4 (354.277)


   

Fahfa 17:1/4:0

Fahfa 17:1/4:0

C21H38O4 (354.277)


   

Fahfa 5:0/16:1

Fahfa 5:0/16:1

C21H38O4 (354.277)


   

Fahfa 6:0/15:1

Fahfa 6:0/15:1

C21H38O4 (354.277)


   

Fahfa 2:0/19:1

Fahfa 2:0/19:1

C21H38O4 (354.277)


   

Fahfa 8:0/13:1

Fahfa 8:0/13:1

C21H38O4 (354.277)


   

Fahfa 13:1/8:0

Fahfa 13:1/8:0

C21H38O4 (354.277)


   

Fahfa 7:0/14:1

Fahfa 7:0/14:1

C21H38O4 (354.277)


   

12-Carboxymethyl-9-octadecenoic acid 1-methyl ester

12-Carboxymethyl-9-octadecenoic acid 1-methyl ester

C21H38O4 (354.277)


   

(E)-8-propanoyloxyoctadec-9-enoic acid

(E)-8-propanoyloxyoctadec-9-enoic acid

C21H38O4 (354.277)


   

(Z)-8-propanoyloxyoctadec-9-enoic acid

(Z)-8-propanoyloxyoctadec-9-enoic acid

C21H38O4 (354.277)


   

2-[(Z)-nonadec-9-enoyl]oxyacetic acid

2-[(Z)-nonadec-9-enoyl]oxyacetic acid

C21H38O4 (354.277)


   

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

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

C21H38O4 (354.277)


   

[(2S)-2,3-dihydroxypropyl] (9E,11E)-octadeca-9,11-dienoate

[(2S)-2,3-dihydroxypropyl] (9E,11E)-octadeca-9,11-dienoate

C21H38O4 (354.277)


   

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

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

C21H38O4 (354.277)


   

[(2S)-2,3-dihydroxypropyl] (2E,4E)-octadeca-2,4-dienoate

[(2S)-2,3-dihydroxypropyl] (2E,4E)-octadeca-2,4-dienoate

C21H38O4 (354.277)


   

Alprostadil

Prost-13-en-1-oic acid, 11,15-dihydroxy-9-oxo-, (11α,13E,15S)-

C20H34O5 (354.2406)


Prostaglandin E1. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=745-65-3 (retrieved 2024-07-09) (CAS RN: 745-65-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Prostaglandin E1 (Alprostadil) is a prostanoid receptor ligand, with Kis of 1.1 nM, 2.1 nM, 10 nM, 33 nM and 36 nM for mouse EP3, EP4, EP2, IP and EP1, respectively. Prostaglandin E1 induces vasodilation and inhibits platelet aggregation. Prostaglandin E1 can be used as a vasodilator for the research of peripheral vascular diseases[1][2][3].

   

Dinoprost

tromethamine

C20H34O5 (354.2406)


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 Dinoprost (Prostaglandin F2α) is an orally active, potent prostaglandin F (PGF) receptor (FP receptor) agonist. Dinoprost is a luteolytic hormone produced locally in the endometrial luminal epithelium and corpus luteum (CL). Dinoprost plays a key role in the onset and progression of labour[1][2].

   

11-Epi-prostaglandin F2alpha

7-[(1R,2R,3S,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-enyl]cyclopentyl]hept-5-enoic acid

C20H34O5 (354.2406)


D012102 - Reproductive Control Agents > D000019 - Abortifacient Agents The prostaglandin F that is the 11-epimer of prostaglandin F2alpha. D012102 - Reproductive Control Agents > D010120 - Oxytocics

   

Prostaglandin F2β

Prostaglandin F2beta

C20H34O5 (354.2406)


A prostaglandins Falpha that is prosta-5,13-dien-1-oic acid substituted by hydroxy groups at positions 9, 11 and 15. It is the 9beta-hydroxy epimer of prostaglandin F2alpha.

   

5-trans-PGF2alpha

5-trans-PGF2alpha

C20H34O5 (354.2406)


D012102 - Reproductive Control Agents > D000019 - Abortifacient Agents D012102 - Reproductive Control Agents > D010120 - Oxytocics

   

8-Isoprostane

9,11,15-Trihydroxy-prosta-5,13-dien-1-Oic acid

C20H34O5 (354.2406)


A prostanoid that is prostaglandin F2alpha having inverted stereochemistry at the 8-position. D002317 - Cardiovascular Agents > D014662 - Vasoconstrictor Agents

   

11,14,15-THETA

(5Z,8Z,12E)-11,14,15-Trihydroxyeicosa-5,8,12-trienoic acid

C20H34O5 (354.2406)


   

Trioxilin A3

(5Z,9E,14Z)-(11R,12S)-8,11,12-Trihydroxyeicosa-5,9,14-trienoic acid

C20H34O5 (354.2406)


A trioxilin having (5Z,9E,14Z) double bond configuration; and 8-, (11R)- and (12S)-hydroxy substituents.

   

Trioxilin B3

(5Z,8Z,14Z)-(11R,12R)-10,11,12-Trihydroxyeicosa-5,8,14-trienoic acid

C20H34O5 (354.2406)


A trioxilin having (all-cis 5,8,14) double bond configuration; and 10-, (11S)- and (12R)-hydroxy substituents.

   

11,12,15-THETA

(5Z,8Z,13E)-(15S)-11,12,15-Trihydroxyeicosa-5,8,12-trienoic acid

C20H34O5 (354.2406)


   

15-ketoprostaglandin F1alpha

15-ketoprostaglandin F1alpha

C20H34O5 (354.2406)


A prostaglandin Falpha that is prostaglandin F1alpha bearing a keto substituent at the 15-position. It is the initial metabolite of prostaglandin F1alpha via 15-hydroxyprostaglandin dehydrogenase.

   

1,1-[1,12-Dodecanediylbis(oxy)]bisbenzene

1,1-[1,12-Dodecanediylbis(oxy)]bisbenzene

C24H34O2 (354.2559)


   

Methyl acetyl ricinoleate

Methyl (9Z)-12-acetoxy-9-octadecenoate

C21H38O4 (354.277)


   

13,14-dihydro-15-keto-PGE1

13,14-dihydro-15-keto-PGE1

C20H34O5 (354.2406)


   

Isoprostane F2alpha-I

Isoprostane F2alpha-I

C20H34O5 (354.2406)


   

1-naphthyl tetradecanoate

1-naphthyl tetradecanoate

C24H34O2 (354.2559)


A fatty acid ester obtained by formal condensation of the carboxy group of tetradecanoic acid with the phenolic hydroxy group of 1-naphthol.

   

2-Linoleoyl Glycerol

2-Linoleoyl Glycerol

C21H38O4 (354.277)


   

(5Z,9E,12S,14Z)-8,11,12-trihydroxyicosa-5,9,14-trienoic acid

(5Z,9E,12S,14Z)-8,11,12-trihydroxyicosa-5,9,14-trienoic acid

C20H34O5 (354.2406)


A hydroxy monocarboxylic acid consisting of icosa-5,9,14-trienoic acid having three hydroxy groups placed at the 8-, 11- and 12-positions.

   

PGF2alpha methyl ether

PGF2alpha methyl ether

C21H38O4 (354.277)


   

6alpha-Prostaglandin I1

6alpha-Prostaglandin I1

C20H34O5 (354.2406)


   

5beta-Chola-3,8(14),11-trien-24-oic Acid

5beta-Chola-3,8(14),11-trien-24-oic Acid

C24H34O2 (354.2559)


   

11beta-13,14-dihydro-15-keto Prostaglandin F2alpha

11beta-13,14-dihydro-15-keto Prostaglandin F2alpha

C20H34O5 (354.2406)


   

(R)-3-hexadecylitaconic acid

(R)-3-hexadecylitaconic acid

C21H38O4 (354.277)


   

26,27-dinor-cholest-5-en-23-yn-3beta-ol

26,27-dinor-cholest-5-en-23-yn-3beta-ol

C25H38O (354.2922)


   

(2E,6Z,9Z,12Z,15Z,18Z,21Z)-tetracosaheptaenoic acid

(2E,6Z,9Z,12Z,15Z,18Z,21Z)-tetracosaheptaenoic acid

C24H34O2 (354.2559)


A polyunsaturated fatty acid that is tetracosanoic acid having seven double bonds at positions 2, 6, 9, 12, 15, 18 and 21 (the 2E,6Z,9Z,12Z,15Z,18Z,21Z-isomer).

   

11,12,15-trihydroxy-(5Z,8Z,13E)-icosatrienoic acid

11,12,15-trihydroxy-(5Z,8Z,13E)-icosatrienoic acid

C20H34O5 (354.2406)


A trihydroxyicosatrienoic acid that is (5Z,8Z,13E)-icosatrienoic acid in which the three hydroxy groups are located at positions 11, 12 and 15.

   

monoacylglycerol 18:2

monoacylglycerol 18:2

C21H38O4 (354.277)


A monoglyceride in which the acyl groups contain a total of 18 carbons and two double bonds.

   

1-acylglycerol 18:2

1-acylglycerol 18:2

C21H38O4 (354.277)


A 1-monoglyceride in which the acyl group contains 18 carbons and 2 double bonds.

   

2-acylglycerol 18:2

2-acylglycerol 18:2

C21H38O4 (354.277)


A 2-monoglyceride in which the acyl group contains 18 carbons and 2 double bonds.

   

11,14,15-trihydroxy-(5Z,8Z,12E)-icosatrienoic acid

11,14,15-trihydroxy-(5Z,8Z,12E)-icosatrienoic acid

C20H34O5 (354.2406)


A trihydroxyicosatrienoic acid that is (5Z,8Z,12E)-icosatrienoic acid in which the three hydroxy groups are located at positions 11, 14 and 15.

   

13,14-dihydro-15-oxoprostaglandin E1

13,14-dihydro-15-oxoprostaglandin E1

C20H34O5 (354.2406)


A prostaglandin E obtained by formal oxidation of the 15-hydroxy group and hydrogenation of the 13,14-double bond of prostaglandin E1.

   

Prostaglandin F2alpha

Prostaglandin F2alpha

C20H34O5 (354.2406)


A prostaglandins Falpha that is prosta-5,13-dien-1-oic acid substituted by hydroxy groups at positions 9, 11 and 15. It is a naturally occurring prostaglandin used to induce labor.

   

1-linoleoyl-sn-glycerol

1-linoleoyl-sn-glycerol

C21H38O4 (354.277)


A 1-acyl-sn-glycerol that is the S-enantiomer of 1-monolinolein.

   

DG(17:2)

DG(6:0_11:2)

C20H34O5 (354.2406)


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

   

DG(18:2)

DG(8:0(1)_10:2)

C21H38O4 (354.277)


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

   

11alpha-Hydroxy-9,15-dioxoprostanoate

11alpha-Hydroxy-9,15-dioxoprostanoate

C20H34O5 (354.2406)


   

5-iPF2alpha-VI

5-iPF2alpha-VI

C20H34O5 (354.2406)


   

ent-8-iso-PGF2alpha

ent-8-iso-PGF2alpha

C20H34O5 (354.2406)


   

epiF2t-IsoP

epiF2t-IsoP

C20H34O5 (354.2406)


   
   

iPF2alpha-VI

iPF2alpha-VI

C20H34O5 (354.2406)


   

11beta-13,14-Dihydro-15-keto-PGF2alpha

11beta-13,14-Dihydro-15-keto-PGF2alpha

C20H34O5 (354.2406)


   

13,14-Dihydro-15-keto-PGD1

13,14-Dihydro-15-keto-PGD1

C20H34O5 (354.2406)


   

Dihydro-keto-PGE1

Dihydro-keto-PGE1

C20H34O5 (354.2406)


   

Dihydro-keto-PGF2alpha

Dihydro-keto-PGF2alpha

C20H34O5 (354.2406)


   

Keto-PGF1alpha

Keto-PGF1alpha

C20H34O5 (354.2406)


   
   
   

Tetracosaheptaenoic acid

Tetracosaheptaenoic acid

C24H34O2 (354.2559)


   

NA-Asn 15:1(9Z)

NA-Asn 15:1(9Z)

C19H34N2O4 (354.2518)


   

NA-Gln 14:1(9Z)

NA-Gln 14:1(9Z)

C19H34N2O4 (354.2518)


   

NA-Lys 14:1(9Z)

NA-Lys 14:1(9Z)

C20H38N2O3 (354.2882)


   

NA-Orn 15:1(9Z)

NA-Orn 15:1(9Z)

C20H38N2O3 (354.2882)


   

FAHFA 10:0/O-11:1

FAHFA 10:0/O-11:1

C21H38O4 (354.277)


   

FAHFA 10:1/O-11:0

FAHFA 10:1/O-11:0

C21H38O4 (354.277)


   

FAHFA 11:0/O-10:1

FAHFA 11:0/O-10:1

C21H38O4 (354.277)


   

FAHFA 11:1(10E)/3O-10:0

FAHFA 11:1(10E)/3O-10:0

C21H38O4 (354.277)


   

FAHFA 11:1/O-10:0

FAHFA 11:1/O-10:0

C21H38O4 (354.277)


   

FAHFA 12:0/O-9:1

FAHFA 12:0/O-9:1

C21H38O4 (354.277)


   

FAHFA 12:1(5Z)/3O-9:0

FAHFA 12:1(5Z)/3O-9:0

C21H38O4 (354.277)


   

FAHFA 12:1/O-9:0

FAHFA 12:1/O-9:0

C21H38O4 (354.277)


   

FAHFA 13:0/O-8:1

FAHFA 13:0/O-8:1

C21H38O4 (354.277)


   

FAHFA 13:1(12E)/3O-8:0

FAHFA 13:1(12E)/3O-8:0

C21H38O4 (354.277)


   

FAHFA 13:1/O-8:0

FAHFA 13:1/O-8:0

C21H38O4 (354.277)


   

FAHFA 15:1(9Z)/3O-6:0

FAHFA 15:1(9Z)/3O-6:0

C21H38O4 (354.277)


   

FAHFA 21:1;O

FAHFA 21:1;O

C21H38O4 (354.277)


   

FAHFA 8:0/O-13:1

FAHFA 8:0/O-13:1

C21H38O4 (354.277)


   

FAHFA 8:1/O-13:0

FAHFA 8:1/O-13:0

C21H38O4 (354.277)


   

FAHFA 9:0/O-12:1

FAHFA 9:0/O-12:1

C21H38O4 (354.277)


   

FAHFA 9:1/O-12:0

FAHFA 9:1/O-12:0

C21H38O4 (354.277)


   

MG 18:2(9Z,12Z)

MG 18:2(9Z,12Z)

C21H38O4 (354.277)


   

[4,6-diethyl-6-(4-ethyl-2-methyloct-1-en-1-yl)-1,2-dioxan-3-yl]acetic acid

[4,6-diethyl-6-(4-ethyl-2-methyloct-1-en-1-yl)-1,2-dioxan-3-yl]acetic acid

C21H38O4 (354.277)


   

(1s,4s,5r,8e,12r,13r,16r)-4,5,12-trihydroxy-4,8,12,16-tetramethyl-14-oxabicyclo[11.3.1]heptadec-8-en-15-one

(1s,4s,5r,8e,12r,13r,16r)-4,5,12-trihydroxy-4,8,12,16-tetramethyl-14-oxabicyclo[11.3.1]heptadec-8-en-15-one

C20H34O5 (354.2406)


   

5-(4,5-dihydroxy-3-methylidenepentyl)-6-hydroxy-1,4a,6-trimethyl-hexahydro-2h-naphthalene-1-carboxylic acid

5-(4,5-dihydroxy-3-methylidenepentyl)-6-hydroxy-1,4a,6-trimethyl-hexahydro-2h-naphthalene-1-carboxylic acid

C20H34O5 (354.2406)


   

(1s,5r)-5-hydroxy-5-(1-hydroxytridecyl)-4-oxocyclopent-2-en-1-yl acetate

(1s,5r)-5-hydroxy-5-(1-hydroxytridecyl)-4-oxocyclopent-2-en-1-yl acetate

C20H34O5 (354.2406)


   

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

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

C21H38O4 (354.277)


   

methyl 2-[(3r,6r)-6-[(10e)-dodec-10-en-1-yl]-6-methoxy-3h-1,2-dioxin-3-yl]acetate

methyl 2-[(3r,6r)-6-[(10e)-dodec-10-en-1-yl]-6-methoxy-3h-1,2-dioxin-3-yl]acetate

C20H34O5 (354.2406)


   

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

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

C21H38O4 (354.277)


   

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

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

C20H34O5 (354.2406)


   

2-methyl-5-oxo-4-tetradecyloxolan-3-yl acetate

2-methyl-5-oxo-4-tetradecyloxolan-3-yl acetate

C21H38O4 (354.277)


   

methyl 2-{6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl}propanoate

methyl 2-{6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl}propanoate

C20H34O5 (354.2406)


   

1,2-dimethoxy-3-(10-phenyldecyl)benzene

1,2-dimethoxy-3-(10-phenyldecyl)benzene

C24H34O2 (354.2559)


   

(3r,3ar,4r,6s,11r,11as)-11-hydroxy-6-(hydroxymethyl)-3,10-dimethyl-4-[(2s)-2-methylbutoxy]-3h,3ah,4h,5h,6h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

(3r,3ar,4r,6s,11r,11as)-11-hydroxy-6-(hydroxymethyl)-3,10-dimethyl-4-[(2s)-2-methylbutoxy]-3h,3ah,4h,5h,6h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

C20H34O5 (354.2406)


   

[(3r,4r,6s)-4,6-diethyl-6-[(1e,4s)-4-ethyl-2-methyloct-1-en-1-yl]-1,2-dioxan-3-yl]acetic acid

[(3r,4r,6s)-4,6-diethyl-6-[(1e,4s)-4-ethyl-2-methyloct-1-en-1-yl]-1,2-dioxan-3-yl]acetic acid

C21H38O4 (354.277)


   

3-methyl-5-(5,6,7-trihydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl)pent-2-enoic acid

3-methyl-5-(5,6,7-trihydroxy-1,2,4a,5-tetramethyl-hexahydro-2h-naphthalen-1-yl)pent-2-enoic acid

C20H34O5 (354.2406)


   

(1s,4ar,6as,10as,10br,12as)-7,7,10a,12a-tetramethyl-4,4a,6,6a,8,9,10,10b,11,12-decahydro-1h-chrysene-1,2-dicarbaldehyde

(1s,4ar,6as,10as,10br,12as)-7,7,10a,12a-tetramethyl-4,4a,6,6a,8,9,10,10b,11,12-decahydro-1h-chrysene-1,2-dicarbaldehyde

C24H34O2 (354.2559)


   

(2e)-2-{2-[8-hydroxy-4-(hydroxymethyl)-3,9-dimethyl-10-oxatricyclo[7.2.1.0¹,⁵]dodecan-4-yl]ethyl}but-2-ene-1,4-diol

(2e)-2-{2-[8-hydroxy-4-(hydroxymethyl)-3,9-dimethyl-10-oxatricyclo[7.2.1.0¹,⁵]dodecan-4-yl]ethyl}but-2-ene-1,4-diol

C20H34O5 (354.2406)


   

methyl 2-[(3s,4s,6s)-4,6-diethyl-6-[(4r,5e)-4-ethyloct-5-en-1-yl]-1,2-dioxan-3-yl]acetate

methyl 2-[(3s,4s,6s)-4,6-diethyl-6-[(4r,5e)-4-ethyloct-5-en-1-yl]-1,2-dioxan-3-yl]acetate

C21H38O4 (354.277)


   

methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

methyl (2s)-2-[(3s,6r)-6-[2-(1-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

C20H34O5 (354.2406)


   

methyl 11-methoxy-9-oxononadec-10-enoate

methyl 11-methoxy-9-oxononadec-10-enoate

C21H38O4 (354.277)


   

(7e,11e)-4,6,10-triethyl-3,6-dihydroxy-8-methyltetradeca-7,11-dienoic acid

(7e,11e)-4,6,10-triethyl-3,6-dihydroxy-8-methyltetradeca-7,11-dienoic acid

C21H38O4 (354.277)


   

7,7,10a,12a-tetramethyl-4,4a,6,6a,8,9,10,10b,11,12-decahydro-1h-chrysene-1,2-dicarbaldehyde

7,7,10a,12a-tetramethyl-4,4a,6,6a,8,9,10,10b,11,12-decahydro-1h-chrysene-1,2-dicarbaldehyde

C24H34O2 (354.2559)


   

(1s,3e,5r)-1-[(2s,3s)-3-[(3z)-5-hydroxy-3-methylpent-3-en-1-yl]-2-(hydroxymethyl)oxiran-2-yl]-4,8-dimethylnona-3,7-diene-1,5-diol

(1s,3e,5r)-1-[(2s,3s)-3-[(3z)-5-hydroxy-3-methylpent-3-en-1-yl]-2-(hydroxymethyl)oxiran-2-yl]-4,8-dimethylnona-3,7-diene-1,5-diol

C20H34O5 (354.2406)


   

4-methyl-5-oxo-2-(13-oxotetradecyl)oxolane-3-carboxylic acid

4-methyl-5-oxo-2-(13-oxotetradecyl)oxolane-3-carboxylic acid

C20H34O5 (354.2406)


   

12-hydroxykirenol

NA

C20H34O5 (354.2406)


{"Ingredient_id": "HBIN000881","Ingredient_name": "12-hydroxykirenol","Alias": "NA","Ingredient_formula": "C20H34O5","Ingredient_Smile": "CC1(CC(CC2(C1CCC3=CC(C(CC32)O)(C)C(CO)O)C)O)CO","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "10288","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

3-hydroxyportulol ether

NA

C20H34O5 (354.2406)


{"Ingredient_id": "HBIN008741","Ingredient_name": "3-hydroxyportulol ether","Alias": "NA","Ingredient_formula": "C20H34O5","Ingredient_Smile": "NA","Ingredient_weight": "354.48","OB_score": "NA","CAS_id": "98263-94-6","SymMap_id": "NA","TCMID_id": "NA","TCMSP_id": "NA","TCM_ID_id": "8074","PubChem_id": "NA","DrugBank_id": "NA"}

   

α-monolinolein

NA

C21H38O4 (354.277)


{"Ingredient_id": "HBIN015611","Ingredient_name": "\u03b1-monolinolein","Alias": "NA","Ingredient_formula": "C21H38O4","Ingredient_Smile": "CCCCCC=CCC=CCCCCCCCC(=O)OCC(CO)O","Ingredient_weight": "NA","OB_score": "NA","CAS_id": "NA","SymMap_id": "NA","TCMID_id": "39774","TCMSP_id": "NA","TCM_ID_id": "NA","PubChem_id": "NA","DrugBank_id": "NA"}

   

3-hydroxy-1-{[4-hydroxy-2-(pent-3-en-1-yl)oxan-2-yl]oxy}dec-8-en-5-one

3-hydroxy-1-{[4-hydroxy-2-(pent-3-en-1-yl)oxan-2-yl]oxy}dec-8-en-5-one

C20H34O5 (354.2406)


   

2-({2-[4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]propan-2-yl}oxy)oxane-3,4,5-triol

2-({2-[4-ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexyl]propan-2-yl}oxy)oxane-3,4,5-triol

C20H34O5 (354.2406)


   

3-[(3e,7e,11e)-4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl]furan

3-[(3e,7e,11e)-4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl]furan

C25H38O (354.2922)


   

2-hexadecyl-3-methylidenebutanedioic acid

2-hexadecyl-3-methylidenebutanedioic acid

C21H38O4 (354.277)


   

(2s,3s,4s)-2-methyl-5-oxo-4-tetradecyloxolan-3-yl acetate

(2s,3s,4s)-2-methyl-5-oxo-4-tetradecyloxolan-3-yl acetate

C21H38O4 (354.277)


   

(3e)-2-hydroxy-9-{3-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl}-2,6-dimethylnon-3-en-5-one

(3e)-2-hydroxy-9-{3-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl}-2,6-dimethylnon-3-en-5-one

C20H34O5 (354.2406)


   

2-{[2-(3-methyl-8-methylidene-octahydro-1h-azulen-5-yl)propan-2-yl]oxy}oxane-3,4,5-triol

2-{[2-(3-methyl-8-methylidene-octahydro-1h-azulen-5-yl)propan-2-yl]oxy}oxane-3,4,5-triol

C20H34O5 (354.2406)


   

11-hydroxy-6-(hydroxymethyl)-3,10-dimethyl-4-(2-methylbutoxy)-3h,3ah,4h,5h,6h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

11-hydroxy-6-(hydroxymethyl)-3,10-dimethyl-4-(2-methylbutoxy)-3h,3ah,4h,5h,6h,7h,8h,11h,11ah-cyclodeca[b]furan-2-one

C20H34O5 (354.2406)


   

(1r,2s,3s,4r,4as,8as)-4-[(1e,4r)-4,5-dihydroxy-3-methylidenepent-1-en-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

(1r,2s,3s,4r,4as,8as)-4-[(1e,4r)-4,5-dihydroxy-3-methylidenepent-1-en-1-yl]-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

C20H34O5 (354.2406)


   

methyl 2-[6-(dodec-10-en-1-yl)-6-methoxy-3h-1,2-dioxin-3-yl]acetate

methyl 2-[6-(dodec-10-en-1-yl)-6-methoxy-3h-1,2-dioxin-3-yl]acetate

C20H34O5 (354.2406)


   

methyl (10e)-11-methoxy-9-oxononadec-10-enoate

methyl (10e)-11-methoxy-9-oxononadec-10-enoate

C21H38O4 (354.277)


   

methyl 2-[4,6-diethyl-6-(4-ethyloct-5-en-1-yl)-1,2-dioxan-3-yl]acetate

methyl 2-[4,6-diethyl-6-(4-ethyloct-5-en-1-yl)-1,2-dioxan-3-yl]acetate

C21H38O4 (354.277)


   

3-(1,2-dihydroxyethyl)-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-7-carboxylic acid

3-(1,2-dihydroxyethyl)-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-7-carboxylic acid

C20H34O5 (354.2406)


   

(2z)-2-{2-[(1s,3r,4r,5s,8r,9r)-8-hydroxy-4-(hydroxymethyl)-3,9-dimethyl-10-oxatricyclo[7.2.1.0¹,⁵]dodecan-4-yl]ethyl}but-2-ene-1,4-diol

(2z)-2-{2-[(1s,3r,4r,5s,8r,9r)-8-hydroxy-4-(hydroxymethyl)-3,9-dimethyl-10-oxatricyclo[7.2.1.0¹,⁵]dodecan-4-yl]ethyl}but-2-ene-1,4-diol

C20H34O5 (354.2406)


   

3-[10-hydroxy-10-(hydroxymethyl)-4-(2-hydroxypropan-2-yl)-5-methyltricyclo[7.2.1.0¹,⁶]dodecan-5-yl]propanoic acid

3-[10-hydroxy-10-(hydroxymethyl)-4-(2-hydroxypropan-2-yl)-5-methyltricyclo[7.2.1.0¹,⁶]dodecan-5-yl]propanoic acid

C20H34O5 (354.2406)


   

(2e)-2-methyl-6-{6-methyl-14-methylidenetricyclo[8.4.1.0²,⁷]pentadeca-6,10-dien-3-yl}hept-2-en-1-ol

(2e)-2-methyl-6-{6-methyl-14-methylidenetricyclo[8.4.1.0²,⁷]pentadeca-6,10-dien-3-yl}hept-2-en-1-ol

C25H38O (354.2922)


   

6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecane-5,8,13-triol

6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecane-5,8,13-triol

C20H34O5 (354.2406)


   

[(3r,4r,6r)-4,6-diethyl-6-[(1e,4s)-4-ethyl-2-methyloct-1-en-1-yl]-1,2-dioxan-3-yl]acetic acid

[(3r,4r,6r)-4,6-diethyl-6-[(1e,4s)-4-ethyl-2-methyloct-1-en-1-yl]-1,2-dioxan-3-yl]acetic acid

C21H38O4 (354.277)


   

5-nonyl-2-[4-(prop-2-en-1-yl)hepta-1,6-dien-4-yl]phenol

5-nonyl-2-[4-(prop-2-en-1-yl)hepta-1,6-dien-4-yl]phenol

C25H38O (354.2922)


   

5,8,12-trihydroxy-4,8,12,16-tetramethyl-14-oxabicyclo[11.3.1]heptadec-3-en-15-one

5,8,12-trihydroxy-4,8,12,16-tetramethyl-14-oxabicyclo[11.3.1]heptadec-3-en-15-one

C20H34O5 (354.2406)


   

3-(4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl)furan

3-(4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl)furan

C25H38O (354.2922)


   

(1r,4ar,6as,10as,10br,12as)-7,7,10a,12a-tetramethyl-4,4a,6,6a,8,9,10,10b,11,12-decahydro-1h-chrysene-1,2-dicarbaldehyde

(1r,4ar,6as,10as,10br,12as)-7,7,10a,12a-tetramethyl-4,4a,6,6a,8,9,10,10b,11,12-decahydro-1h-chrysene-1,2-dicarbaldehyde

C24H34O2 (354.2559)


   

1-[(1s,2s)-1,2-dihydroxy-5-oxocyclopent-3-en-1-yl]tridecyl acetate

1-[(1s,2s)-1,2-dihydroxy-5-oxocyclopent-3-en-1-yl]tridecyl acetate

C20H34O5 (354.2406)


   

2-[(3e,7e,11e)-4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl]furan

2-[(3e,7e,11e)-4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl]furan

C25H38O (354.2922)


   

(2z)-n-[2-(1h-indol-3-yl)ethyl]-3-methyldodec-2-enimidic acid

(2z)-n-[2-(1h-indol-3-yl)ethyl]-3-methyldodec-2-enimidic acid

C23H34N2O (354.2671)


   

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

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

C21H38O4 (354.277)


   

5-hydroxy-5-(1-hydroxytridecyl)-4-oxocyclopent-2-en-1-yl acetate

5-hydroxy-5-(1-hydroxytridecyl)-4-oxocyclopent-2-en-1-yl acetate

C20H34O5 (354.2406)


   

(2e,6s)-6-[(1s,2s,3s,7s)-6,14-dimethylidenetricyclo[8.4.1.0²,⁷]pentadec-10-en-3-yl]-2-methylhept-2-en-1-ol

(2e,6s)-6-[(1s,2s,3s,7s)-6,14-dimethylidenetricyclo[8.4.1.0²,⁷]pentadec-10-en-3-yl]-2-methylhept-2-en-1-ol

C25H38O (354.2922)


   

(2r,3s,4r)-2-methyl-5-oxo-4-tetradecyloxolan-3-yl acetate

(2r,3s,4r)-2-methyl-5-oxo-4-tetradecyloxolan-3-yl acetate

C21H38O4 (354.277)


   

4-(4,5-dihydroxy-3-methylidenepent-1-en-1-yl)-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

4-(4,5-dihydroxy-3-methylidenepent-1-en-1-yl)-3,4a,8,8-tetramethyl-hexahydro-1h-naphthalene-1,2,3-triol

C20H34O5 (354.2406)


   

(3s,4s,5r)-4-hydroxy-3-(hydroxymethyl)-5-methyl-5-[(11e)-pentadec-11-en-1-yl]oxolan-2-one

(3s,4s,5r)-4-hydroxy-3-(hydroxymethyl)-5-methyl-5-[(11e)-pentadec-11-en-1-yl]oxolan-2-one

C21H38O4 (354.277)


   

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

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

C20H34O5 (354.2406)


   

(2r,3r,4s,5r)-2-{[(2r)-2-methyl-5-[(4r)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]pentyl]oxy}oxane-3,4,5-triol

(2r,3r,4s,5r)-2-{[(2r)-2-methyl-5-[(4r)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]pentyl]oxy}oxane-3,4,5-triol

C20H34O5 (354.2406)


   

(2r,3s,4r,5r)-2-({2-[(3s,3as,5r,8ar)-3-methyl-8-methylidene-octahydro-1h-azulen-5-yl]propan-2-yl}oxy)oxane-3,4,5-triol

(2r,3s,4r,5r)-2-({2-[(3s,3as,5r,8ar)-3-methyl-8-methylidene-octahydro-1h-azulen-5-yl]propan-2-yl}oxy)oxane-3,4,5-triol

C20H34O5 (354.2406)


   

2,3-dihydroxypropyl octadeca-9,12-dienoate

2,3-dihydroxypropyl octadeca-9,12-dienoate

C21H38O4 (354.277)


   

2-methyl-6-{6-methyl-14-methylidenetricyclo[8.4.1.0²,⁷]pentadeca-6,10-dien-3-yl}hept-2-en-1-ol

2-methyl-6-{6-methyl-14-methylidenetricyclo[8.4.1.0²,⁷]pentadeca-6,10-dien-3-yl}hept-2-en-1-ol

C25H38O (354.2922)


   

(1r,3as,4s,9r,11r,12as)-6-(hydroxymethyl)-1-(2-hydroxypropan-2-yl)-3a-methyl-10-methylidene-1h,2h,3h,4h,7h,8h,9h,11h,12h,12ah-cyclopenta[11]annulene-4,9,11-triol

(1r,3as,4s,9r,11r,12as)-6-(hydroxymethyl)-1-(2-hydroxypropan-2-yl)-3a-methyl-10-methylidene-1h,2h,3h,4h,7h,8h,9h,11h,12h,12ah-cyclopenta[11]annulene-4,9,11-triol

C20H34O5 (354.2406)


   

(2s,4r,4as,4bs,8as,9s,10s)-2-isopropyl-4b,8,8-trimethyl-3,4,5,6,7,8a,9,10-octahydrophenanthrene-2,4,4a,9,10-pentol

(2s,4r,4as,4bs,8as,9s,10s)-2-isopropyl-4b,8,8-trimethyl-3,4,5,6,7,8a,9,10-octahydrophenanthrene-2,4,4a,9,10-pentol

C20H34O5 (354.2406)


   

3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-dien-1-one

3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-dien-1-one

C24H34O2 (354.2559)


   

(1s,4ar,6as,10as,10br,12ar)-7,7,10a,12a-tetramethyl-4,4a,6,6a,8,9,10,10b,11,12-decahydro-1h-chrysene-1,2-dicarbaldehyde

(1s,4ar,6as,10as,10br,12ar)-7,7,10a,12a-tetramethyl-4,4a,6,6a,8,9,10,10b,11,12-decahydro-1h-chrysene-1,2-dicarbaldehyde

C24H34O2 (354.2559)


   

(1s,5r)-5-hydroxy-5-[(1s)-1-hydroxytridecyl]-4-oxocyclopent-2-en-1-yl acetate

(1s,5r)-5-hydroxy-5-[(1s)-1-hydroxytridecyl]-4-oxocyclopent-2-en-1-yl acetate

C20H34O5 (354.2406)


   

3-[(1s,4s,5r,6s,9r,10r)-10-hydroxy-10-(hydroxymethyl)-4-(2-hydroxypropan-2-yl)-5-methyltricyclo[7.2.1.0¹,⁶]dodecan-5-yl]propanoic acid

3-[(1s,4s,5r,6s,9r,10r)-10-hydroxy-10-(hydroxymethyl)-4-(2-hydroxypropan-2-yl)-5-methyltricyclo[7.2.1.0¹,⁶]dodecan-5-yl]propanoic acid

C20H34O5 (354.2406)


   

methyl 13-[(2s)-2-hydroxy-3,4-dimethyl-5-oxofuran-2-yl]tridecanoate

methyl 13-[(2s)-2-hydroxy-3,4-dimethyl-5-oxofuran-2-yl]tridecanoate

C20H34O5 (354.2406)


   

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

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

C21H38O4 (354.277)


   

(3e,6r)-2-hydroxy-9-[(2r,3r)-3-[(3e)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl]-2,6-dimethylnon-3-en-5-one

(3e,6r)-2-hydroxy-9-[(2r,3r)-3-[(3e)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl]-2,6-dimethylnon-3-en-5-one

C20H34O5 (354.2406)


   

2-{[2-(4a-methyl-8-methylidene-octahydronaphthalen-2-yl)propan-2-yl]oxy}oxane-3,4,5-triol

2-{[2-(4a-methyl-8-methylidene-octahydronaphthalen-2-yl)propan-2-yl]oxy}oxane-3,4,5-triol

C20H34O5 (354.2406)


   

2-{2-[8-hydroxy-4-(hydroxymethyl)-3,9-dimethyl-10-oxatricyclo[7.2.1.0¹,⁵]dodecan-4-yl]ethyl}but-2-ene-1,4-diol

2-{2-[8-hydroxy-4-(hydroxymethyl)-3,9-dimethyl-10-oxatricyclo[7.2.1.0¹,⁵]dodecan-4-yl]ethyl}but-2-ene-1,4-diol

C20H34O5 (354.2406)


   

4,6,10-triethyl-3,6-dihydroxy-8-methyltetradeca-7,11-dienoic acid

4,6,10-triethyl-3,6-dihydroxy-8-methyltetradeca-7,11-dienoic acid

C21H38O4 (354.277)


   

6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecane-5,13,15-triol

6,13-bis(hydroxymethyl)-2,6-dimethyltetracyclo[10.3.1.0¹,¹⁰.0²,⁷]hexadecane-5,13,15-triol

C20H34O5 (354.2406)


   

1-[3-(5-hydroxy-3-methylpent-3-en-1-yl)-2-(hydroxymethyl)oxiran-2-yl]-4,8-dimethylnona-3,7-diene-1,5-diol

1-[3-(5-hydroxy-3-methylpent-3-en-1-yl)-2-(hydroxymethyl)oxiran-2-yl]-4,8-dimethylnona-3,7-diene-1,5-diol

C20H34O5 (354.2406)


   

(1s,4r,5s)-4,5-dihydroxy-5-tridecanoylcyclopent-2-en-1-yl acetate

(1s,4r,5s)-4,5-dihydroxy-5-tridecanoylcyclopent-2-en-1-yl acetate

C20H34O5 (354.2406)


   

(3e,6s)-2-hydroxy-9-[(2s,3r)-3-[(3e)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl]-2,6-dimethylnon-3-en-5-one

(3e,6s)-2-hydroxy-9-[(2s,3r)-3-[(3e)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl]-2,6-dimethylnon-3-en-5-one

C20H34O5 (354.2406)


   

(1s,4as,5r,6r,8ar)-5-[(4s)-4,5-dihydroxy-3-methylidenepentyl]-6-hydroxy-1,4a,6-trimethyl-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4as,5r,6r,8ar)-5-[(4s)-4,5-dihydroxy-3-methylidenepentyl]-6-hydroxy-1,4a,6-trimethyl-hexahydro-2h-naphthalene-1-carboxylic acid

C20H34O5 (354.2406)


   

5-[(2z,4e,6z,15e)-15-methylheptadeca-2,4,6,15-tetraen-1-yl]benzene-1,3-diol

5-[(2z,4e,6z,15e)-15-methylheptadeca-2,4,6,15-tetraen-1-yl]benzene-1,3-diol

C24H34O2 (354.2559)


   

5-methyl-3-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-2h-1-benzofuran-3-ol

5-methyl-3-(3,7,11-trimethyldodeca-2,6,10-trien-1-yl)-2h-1-benzofuran-3-ol

C24H34O2 (354.2559)


   

methyl 2-[(3s,4s,6s)-4,6-diethyl-6-[(5e)-4-ethyloct-5-en-1-yl]-1,2-dioxan-3-yl]acetate

methyl 2-[(3s,4s,6s)-4,6-diethyl-6-[(5e)-4-ethyloct-5-en-1-yl]-1,2-dioxan-3-yl]acetate

C21H38O4 (354.277)


   

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

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

C20H34O5 (354.2406)


   

4-hydroxy-3-(hydroxymethyl)-5-methyl-5-(pentadec-11-en-1-yl)oxolan-2-one

4-hydroxy-3-(hydroxymethyl)-5-methyl-5-(pentadec-11-en-1-yl)oxolan-2-one

C21H38O4 (354.277)


   

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

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

C20H34O5 (354.2406)


   

6-{6,14-dimethylidenetricyclo[8.4.1.0²,⁷]pentadec-10-en-3-yl}-2-methylhept-2-en-1-ol

6-{6,14-dimethylidenetricyclo[8.4.1.0²,⁷]pentadec-10-en-3-yl}-2-methylhept-2-en-1-ol

C25H38O (354.2922)


   

(1r,3s,7r,8e,11r,12r)-8-(hydroxymethyl)-4-methyl-12-[(2s,3z)-6-methylhepta-3,5-dien-2-yl]tricyclo[9.3.0.0³,⁷]tetradeca-4,8-dien-6-one

(1r,3s,7r,8e,11r,12r)-8-(hydroxymethyl)-4-methyl-12-[(2s,3z)-6-methylhepta-3,5-dien-2-yl]tricyclo[9.3.0.0³,⁷]tetradeca-4,8-dien-6-one

C24H34O2 (354.2559)


   

2-hydroxy-9-{3-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl}-2,6-dimethylnon-3-en-5-one

2-hydroxy-9-{3-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-2-methyloxiran-2-yl}-2,6-dimethylnon-3-en-5-one

C20H34O5 (354.2406)


   

(1r,3s,7r,11r,12r)-8-(hydroxymethyl)-4-methyl-12-[(2s)-6-methylhepta-3,5-dien-2-yl]tricyclo[9.3.0.0³,⁷]tetradeca-4,8-dien-6-one

(1r,3s,7r,11r,12r)-8-(hydroxymethyl)-4-methyl-12-[(2s)-6-methylhepta-3,5-dien-2-yl]tricyclo[9.3.0.0³,⁷]tetradeca-4,8-dien-6-one

C24H34O2 (354.2559)


   

(3r,4ar,6ar,7s,10as,10br)-3-[(1s)-1,2-dihydroxyethyl]-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-7-carboxylic acid

(3r,4ar,6ar,7s,10as,10br)-3-[(1s)-1,2-dihydroxyethyl]-3,4a,7,10a-tetramethyl-octahydro-1h-naphtho[2,1-b]pyran-7-carboxylic acid

C20H34O5 (354.2406)


   

5-(12-phenyldodecyl)benzene-1,3-diol

5-(12-phenyldodecyl)benzene-1,3-diol

C24H34O2 (354.2559)


   

(1s)-1-[(1s,2s)-1,2-dihydroxy-5-oxocyclopent-3-en-1-yl]tridecyl acetate

(1s)-1-[(1s,2s)-1,2-dihydroxy-5-oxocyclopent-3-en-1-yl]tridecyl acetate

C20H34O5 (354.2406)


   

4,5-dihydroxy-5-tridecanoylcyclopent-2-en-1-yl acetate

4,5-dihydroxy-5-tridecanoylcyclopent-2-en-1-yl acetate

C20H34O5 (354.2406)


   

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

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

C20H34O5 (354.2406)


   

(4r,5s)-4,5-dihydroxy-5-tridecanoylcyclopent-2-en-1-yl acetate

(4r,5s)-4,5-dihydroxy-5-tridecanoylcyclopent-2-en-1-yl acetate

C20H34O5 (354.2406)


   

(1s,2s,3s,6r,7s,10r,11r,12r)-2-[(8e)-dec-8-en-1-yl]tetracyclo[8.2.1.0³,¹².0⁶,¹¹]trideca-4,8-diene-7-carboxylic acid

(1s,2s,3s,6r,7s,10r,11r,12r)-2-[(8e)-dec-8-en-1-yl]tetracyclo[8.2.1.0³,¹².0⁶,¹¹]trideca-4,8-diene-7-carboxylic acid

C24H34O2 (354.2559)


   

(3r,6e)-3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-dien-1-one

(3r,6e)-3-ethenyl-1-(2-hydroxy-6-methylphenyl)-3,7,11-trimethyldodeca-6,10-dien-1-one

C24H34O2 (354.2559)


   

4-(12-phenyldodecyl)benzene-1,2-diol

4-(12-phenyldodecyl)benzene-1,2-diol

C24H34O2 (354.2559)


   

(2s)-2,3-dihydroxypropyl 13-[(1r)-cyclopent-2-en-1-yl]tridecanoate

(2s)-2,3-dihydroxypropyl 13-[(1r)-cyclopent-2-en-1-yl]tridecanoate

C21H38O4 (354.277)


   

methyl 2-[(3s,4s,6r)-4,6-diethyl-6-[(5e)-4-ethyloct-5-en-1-yl]-1,2-dioxan-3-yl]acetate

methyl 2-[(3s,4s,6r)-4,6-diethyl-6-[(5e)-4-ethyloct-5-en-1-yl]-1,2-dioxan-3-yl]acetate

C21H38O4 (354.277)


   

3-(12-phenyldodecyl)benzene-1,2-diol

3-(12-phenyldodecyl)benzene-1,2-diol

C24H34O2 (354.2559)


   

(2e,6s)-2-methyl-6-[(1s,2r,3s)-6-methyl-14-methylidenetricyclo[8.4.1.0²,⁷]pentadeca-6,10-dien-3-yl]hept-2-en-1-ol

(2e,6s)-2-methyl-6-[(1s,2r,3s)-6-methyl-14-methylidenetricyclo[8.4.1.0²,⁷]pentadeca-6,10-dien-3-yl]hept-2-en-1-ol

C25H38O (354.2922)


   

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

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

C21H38O4 (354.277)


   

(1s,2s,7s,10r,11r,12r)-2-[(8e)-dec-8-en-1-yl]tetracyclo[8.2.1.0³,¹².0⁶,¹¹]trideca-4,8-diene-7-carboxylic acid

(1s,2s,7s,10r,11r,12r)-2-[(8e)-dec-8-en-1-yl]tetracyclo[8.2.1.0³,¹².0⁶,¹¹]trideca-4,8-diene-7-carboxylic acid

C24H34O2 (354.2559)


   

(1r,4ar,6as,10as,10br,12ar)-7,7,10a,12a-tetramethyl-4,4a,6,6a,8,9,10,10b,11,12-decahydro-1h-chrysene-1,2-dicarbaldehyde

(1r,4ar,6as,10as,10br,12ar)-7,7,10a,12a-tetramethyl-4,4a,6,6a,8,9,10,10b,11,12-decahydro-1h-chrysene-1,2-dicarbaldehyde

C24H34O2 (354.2559)


   

2-(4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl)furan

2-(4,8,12,16-tetramethylheptadeca-3,7,11,15-tetraen-1-yl)furan

C25H38O (354.2922)


   

(3r,4r,6r,7e,10r,11e)-4,6,10-triethyl-3,6-dihydroxy-8-methyltetradeca-7,11-dienoic acid

(3r,4r,6r,7e,10r,11e)-4,6,10-triethyl-3,6-dihydroxy-8-methyltetradeca-7,11-dienoic acid

C21H38O4 (354.277)