NCBI Taxonomy: 94394

Sciadopityaceae (ncbi_taxid: 94394)

found 233 associated metabolites at family taxonomy rank level.

Ancestor: Cupressales

Child Taxonomies: Sciadopitys

Catechin

(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

C15H14O6 (290.0790344)


Catechin, also known as cyanidanol or catechuic acid, belongs to the class of organic compounds known as catechins. Catechins are compounds containing a catechin moiety, which is a 3,4-dihydro-2-chromene-3,5.7-tiol. Catechin also belongs to the group of compounds known as flavan-3-ols (or simply flavanols), part of the chemical family of flavonoids. Catechin is one of the 4 catechin known diastereoisomers. Two of the isomers are in trans configuration and are called catechin and the other two are in cis configuration and are called epicatechin. The most common catechin isomer is the (+)-catechin. The other stereoisomer is (-)-catechin or ent-catechin. The most common epicatechin isomer is (-)-epicatechin. Catechin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Catechin is a bitter tasting compound and is associated with the bitterness in tea. Catechin is a plant secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Catechin is an antioxidant flavonoid, occurring especially in woody plants as both Catechin and (-)-Catechin (cis) forms. Outside of the human body, Catechin is found, on average, in the highest concentration in foods, such as blackcurrants (Ribes nigrum), evergreen blackberries (Rubus laciniatus), and blackberries (Rubus) and in a lower concentration in dills (Anethum graveolens), hot chocolates, and medlars (Mespilus germanica). Catechin has also been detected, but not quantified in, several different foods, such as rice (Oryza sativa), apple ciders, peanuts (Arachis hypogaea), fruit juices, and red teas. This could make catechin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Catechin. (+)-catechin is the (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite. It has a role as an antioxidant and a plant metabolite. It is an enantiomer of a (-)-catechin. An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. Cianidanol is a natural product found in Visnea mocanera, Salacia chinensis, and other organisms with data available. Catechin is a metabolite found in or produced by Saccharomyces cerevisiae. An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms. See also: Gallocatechin (related); Crofelemer (monomer of); Bilberry (part of) ... View More ... Present in red wine. Widespread in plants; found in a variety of foodstuffs especies apricots, broad beans, cherries, chocolate, grapes, nectarines, red wine, rhubarb, strawberries and tea The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite. Catechin. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=154-23-4 (retrieved 2024-07-12) (CAS RN: 154-23-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). (±)-Catechin (rel-Cianidanol) is the racemate of Catechin. (±)-Catechin has two steric forms of (+)-Catechin and its enantiomer (-)-Catechin. (+)-Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Anticancer, anti-obesity, antidiabetic, anticardiovascular, anti-infectious, hepatoprotective, and neuroprotective effects[1]. (±)-Catechin (rel-Cianidanol) is the racemate of Catechin. (±)-Catechin has two steric forms of (+)-Catechin and its enantiomer (-)-Catechin. (+)-Catechin inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Anticancer, anti-obesity, antidiabetic, anticardiovascular, anti-infectious, hepatoprotective, and neuroprotective effects[1]. Catechin ((+)-Catechin) inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM. Catechin ((+)-Catechin) inhibits cyclooxygenase-1 (COX-1) with an IC50 of 1.4 μM.

   

Amentoflavone

4H-1-Benzopyran-4-one, 8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-

C30H18O10 (538.0899928)


Amentoflavone is a biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-3 of the hydroxyphenyl ring and C-8 of the chromene ring. A natural product found particularly in Ginkgo biloba and Hypericum perforatum. It has a role as a cathepsin B inhibitor, an antiviral agent, an angiogenesis inhibitor, a P450 inhibitor and a plant metabolite. It is a biflavonoid, a hydroxyflavone and a ring assembly. Amentoflavone is a natural product found in Podocarpus elongatus, Austrocedrus chilensis, and other organisms with data available. A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-3 of the hydroxyphenyl ring and C-8 of the chromene ring. A natural product found particularly in Ginkgo biloba and Hypericum perforatum. D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065688 - Cytochrome P-450 CYP2C9 Inhibitors D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065692 - Cytochrome P-450 CYP3A Inhibitors Amentoflavone is found in fruits. Amentoflavone is obtained from Viburnum prunifolium (black haw Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4]. Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4]. Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4].

   

Cupressuflavone

8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

C30H18O10 (538.0899928)


Cupressuflavone is a biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-8 of the two chromene rings respectively. Isolated from Cupressus sempervirens and Juniperus occidentalis, it exhibits free radical scavenging and antielastase activities. It has a role as an EC 3.4.21.37 (leukocyte elastase) inhibitor, a radical scavenger and a metabolite. It is a biflavonoid, a hydroxyflavone and a ring assembly. Cupressuflavone is a natural product found in Fitzroya cupressoides, Juniperus drupacea, and other organisms with data available. A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-8 of the two chromene rings respectively. Isolated from Cupressus sempervirens and Juniperus occidentalis, it exhibits free radical scavenging and antielastase activities.

   

Sciadopitysin

4H-1-Benzopyran-4-one, 5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-

C33H24O10 (580.1369404)


Sciadopitysin is a biflavonoid that is a 7, 4, 4-trimethyl ether derivative of amentoflavone. It has a role as a bone density conservation agent and a platelet aggregation inhibitor. It is a biflavonoid, a hydroxyflavone, a methoxyflavone and a ring assembly. It is functionally related to an amentoflavone. Sciadopitysin is a natural product found in Podocarpus elongatus, Podocarpus urbanii, and other organisms with data available. A biflavonoid that is a 7, 4, 4-trimethyl ether derivative of amentoflavone. Sciadopitysin is a type of biflavonoids in leaves from ginkgo biloba[1]. Sciadopitysi inhibits RANKL-induced osteoclastogenesis and bone loss by inhibiting NF-κB activation and reducing the expression of c-Fos and NFATc1[2]. Sciadopitysin is a type of biflavonoids in leaves from ginkgo biloba[1]. Sciadopitysi inhibits RANKL-induced osteoclastogenesis and bone loss by inhibiting NF-κB activation and reducing the expression of c-Fos and NFATc1[2].

   

Isoginkgetin

4H-1-Benzopyran-4-one, 8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl)-5,7-dihydroxy-2-(4-methoxyphenyl)-

C32H22O10 (566.1212912)


Isoginkgetin is a biflavonoid resulting from the formal oxidative dimerisation between position 8 of one molecule of 5,7-dihydroxy-4-methoxyflavone and the 3 position of another. Found in the leaves of Ginkgo biloba, it is a potent inhibitor of matrix metalloproteinase 9 (MMP-9). It has a role as an EC 3.4.24.35 (gelatinase B) inhibitor, an antineoplastic agent and a plant metabolite. It is a biflavonoid and an aromatic ether. It is functionally related to a 5,7-dihydroxy-4-methoxyflavone. Isoginkgetin is a natural product found in Podocarpus latifolius, Sciadopitys verticillata, and other organisms with data available. A biflavonoid resulting from the formal oxidative dimerisation between position 8 of one molecule of 5,7-dihydroxy-4-methoxyflavone and the 3 position of another. Found in the leaves of Ginkgo biloba, it is a potent inhibitor of matrix metalloproteinase 9 (MMP-9). From leaves of Ginkgo biloba (ginkgo). Isoginkgetin is found in ginkgo nuts and fats and oils. Isoginkgetin is found in fats and oils. Isoginkgetin is from leaves of Ginkgo biloba (ginkgo Isoginkgetin is a pre-mRNA splicing inhibitor inhibitor. Isoginkgetin also inhibits activities of both Akt, NF-κB and MMP-9. Isoginkgetin inhibits the activity of the 20S proteasome, induces apoptosis and activates autophagy[1][2]. Isoginkgetin is a pre-mRNA splicing inhibitor inhibitor. Isoginkgetin also inhibits activities of both Akt, NF-κB and MMP-9. Isoginkgetin inhibits the activity of the 20S proteasome, induces apoptosis and activates autophagy[1][2]. Isoginkgetin is a pre-mRNA splicing inhibitor inhibitor. Isoginkgetin also inhibits activities of both Akt, NF-κB and MMP-9. Isoginkgetin inhibits the activity of the 20S proteasome, induces apoptosis and activates autophagy[1][2].

   

TG(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z))

1,3-bis[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate

C57H98O6 (878.7363008)


TG(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) is a trilinoleic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)), in particular, consists of one chain of linoleic acid at the C-1 position, one chain of linoleic acid at the C-2 position and one chain of linoleic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org)TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols. 1,2,3-trilinoleoylglycerol is a triglyceride formed by acylation of the three hydroxy groups of glycerol with linoleic acid. It has a role as a mouse metabolite. It is a triglyceride, a TG(18:2/18:2/18:2) and a linoleoyl containing 1,2,3-triacyl-sn-glycerol. It is functionally related to a linoleic acid. Trilinolein is a natural product found in Lysiphlebia japonica, Phoradendron reichenbachianum, and other organisms with data available. See also: Coix lacryma-jobi seed (part of). D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors Trilinolein is an endogenous metabolite. Trilinolein is an endogenous metabolite.

   

2-linoleoylglycerol (18:2)

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

C21H38O4 (354.2769948)


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.

   

TG(16:0/16:0/16:0)

1,3-bis(hexadecanoyloxy)propan-2-yl hexadecanoate

C51H98O6 (806.7363008)


TG(16:0/16:0/16:0) or Tripalmitin is a monoacid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides. TGs are fatty acid triesters of glycerol and may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) (with the help of lipases and bile secretions), which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols. Present in palm oil

   

TG(18:1(9Z)/18:1(9Z)/18:1(9Z))

1,3-bis[(9Z)-octadec-9-enoyloxy]propan-2-yl (9Z)-octadec-9-enoate

C57H104O6 (884.7832484)


TG(18:1(9Z)/18:1(9Z)/18:1(9Z)) or Triolein is a monoacid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides. TGs are fatty acid triesters of glycerol and may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) (with the help of lipases and bile secretions), which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org). TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols. Triolein is a symmetrical triacylglycerol, reduces MMP-1 upregulation, with strong antioxidant and anti-inflammatory properties[1]. Triolein is a symmetrical triacylglycerol, reduces MMP-1 upregulation, with strong antioxidant and anti-inflammatory properties[1].

   

DG(18:1(11Z)/18:1(11Z)/0:0)

(2S)-1-hydroxy-3-[(11Z)-octadec-11-enoyloxy]propan-2-yl (11Z)-octadec-11-enoate

C39H72O5 (620.5379462)


DG(18:1(11Z)/18:1(11Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(11Z)/18:1(11Z)/0:0), in particular, consists of two chains of vaccenic acid at the C-1 and C-2 positions. The vaccenic acid moieties are derived from butter fat and animal fat. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.

   

DG(18:1n9/0:0/18:1n9)

2-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate

C39H72O5 (620.5379462)


DG(18:1n9/0:0/18:1n9) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at the C-1 C-2, or C-3 positions. DG(18:1n9/0:0/18:1n9), in particular, consists of two chains of oleic acid at the C-1 and C-3 positions. The oleic acid moieties are derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.
Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.
Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-3 position.

   

MG(0:0/18:1(9Z)/0:0)

1,3-dihydroxypropan-2-yl (9Z)-octadec-9-enoate

C21H40O4 (356.29264400000005)


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

   

DG(18:0/18:0/0:0)

(2S)-1-hydroxy-3-(octadecanoyloxy)propan-2-yl octadecanoate

C39H76O5 (624.5692445999999)


DG(18:0/18:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:0/18:0/0:0), in particular, consists of two chains of stearic acid at the C-1 and C-2 positions. The stearic acid moieties are derived from animal fats, coco butter and sesame oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position. DG(18:0/18:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(18:0/18:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway.

   

MG(0:0/18:0/0:0)

1,3-dihydroxypropan-2-yl octadecanoate

C21H42O4 (358.30829320000004)


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

   

MG(0:0/18:1(11Z)/0:0)

1,3-dihydroxypropan-2-yl (11Z)-octadec-11-enoate

C21H40O4 (356.29264400000005)


MG(0:0/18:1(11Z)/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(0:0/18:1(11Z)/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.

   

DG(18:1(9Z)/18:1(9Z)/0:0)

(2S)-1-hydroxy-3-[(9Z)-octadec-9-enoyloxy]propan-2-yl (9Z)-octadec-9-enoate

C39H72O5 (620.5379462)


DG(18:1(9Z)/18:1(9Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:1(9Z)/18:1(9Z)/0:0), in particular, consists of two chains of oleic acid at the C-1 and C-2 positions. The oleic acid moieties are derived from vegetable oils, especially olive and canola oil. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position.

   

DG(16:0/16:0)

(2S)-1-(hexadecanoyloxy)-3-hydroxypropan-2-yl hexadecanoate

C35H68O5 (568.5066478)


DG(16:0/16:0/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(16:0/16:0/0:0), in particular, consists of two chains of palmitic acid at the C-1 and C-2 positions. The palmitic acid moieties are derived from fish oils, milk fats, vegetable oils and animal fats. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position. DG(16:0/16:0/0:0) belongs to the family of Diacylglycerols. These are glycerolipids lipids containing a common glycerol backbone to which at least one fatty acyl group is esterified. DG(16:0/16:0/0:0) is also a substrate of diacylglycerol kinase. It is involved in the phospholipid metabolic pathway. 1,2-Dipalmitoyl-sn-glycerol is an endogenous metabolite.

   

TG(18:0/18:0/18:0)

1,3-bis(octadecanoyloxy)propan-2-yl octadecanoate

C57H110O6 (890.830196)


TG(18:0/18:0/18:0) is a tristearic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:0/18:0/18:0), in particular, consists of one chain of stearic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. TAGs can serve as fatty acid stores in all cells, but primarily in adipocytes of adipose tissue. The major building block for the synthesis of triacylglycerides, in non-adipose tissue, is glycerol. Adipocytes lack glycerol kinase and so must use another route to TAG synthesis. Specifically, dihydroxyacetone phosphate (DHAP), which is produced during glycolysis, is the precursor for TAG synthesis in adipose tissue. DHAP can also serve as a TAG precursor in non-adipose tissues, but does so to a much lesser extent than glycerol. The use of DHAP for the TAG backbone depends on whether the synthesis of the TAGs occurs in the mitochondria and ER or the ER and the peroxisomes. The ER/mitochondria pathway requires the action of glycerol-3-phosphate dehydrogenase to convert DHAP to glycerol-3-phosphate. Glycerol-3-phosphate acyltransferase then esterifies a fatty acid to glycerol-3-phosphate thereby generating lysophosphatidic acid. The ER/peroxisome reaction pathway uses the peroxisomal enzyme DHAP acyltransferase to acylate DHAP to acyl-DHAP which is then reduced by acyl-DHAP reductase. The fatty acids that are incorporated into TAGs are activated to acyl-CoAs through the action of acyl-CoA synthetases. Two molecules of acyl-CoA are esterified to glycerol-3-phosphate to yield 1,2-diacylglycerol phosphate (also known as phosphatidic acid). The phosphate is then removed by phosphatidic acid phosphatase (PAP1), to generate 1,2-diacylglycerol. This diacylglycerol serves as the substrate for addition of the third fatty acid to make TAG. Intestinal monoacylglycerols, derived from dietary fats, can also serve as substrates for the synthesis of 1,2-diacylglycerols. TG(18:0/18:0/18:0) is a tristearic acid triglyceride. Triglycerides (TGs) are also known as triacylglycerols or triacylglycerides, meaning that they are glycerides in which the glycerol is esterified with three fatty acid groups (i.e. fatty acid tri-esters of glycerol). TGs may be divided into three general types with respect to their acyl substituents. They are simple or monoacid if they contain only one type of fatty acid, diacid if they contain two types of fatty acids and triacid if three different acyl groups. Chain lengths of the fatty acids in naturally occurring triglycerides can be of varying lengths and saturations but 16, 18 and 20 carbons are the most common. TG(18:0/18:0/18:0), in particular, consists of one chain of stearic acid at the C-1 position, one chain of stearic acid at the C-2 position and one chain of stearic acid at the C-3 position. TGs are the main constituent of vegetable oil and animal fats. TGs are major components of very low density lipoprotein (VLDL) and chylomicrons, play an important role in metabolism as energy sources and transporters of dietary fat. They contain more than twice the energy (9 kcal/g) of carbohydrates and proteins. In the intestine, triglycerides are split into glycerol and fatty acids (this process is called lipolysis) with the help of lipases and bile secretions, which can then move into blood vessels. The triglycerides are rebuilt in the blood from their fragments and become constituents of lipoproteins, which deliver the fatty acids to and from fat cells among other functions. Various tissues can release the free fatty acids and take them up as a source of energy. Fat cells can synthesize and store triglycerides. When the body requires fatty acids as an energy source, the hormone glucagon signals the breakdown of the triglycerides by hormone-sensitive lipase to release free fatty acids. As the brain cannot utilize fatty acids as an energy source, the glycerol component of triglycerides can be converted into glucose for brain fuel when it is broken down. (www.cyberlipid.org, www.wikipedia.org) Tristearin is a triglyceride derived from three units of stearic acid[1]. Tristearin is a triglyceride derived from three units of stearic acid[1].

   

DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0)

(2S)-1-hydroxy-3-[(9Z,12Z)-octadeca-9,12-dienoyloxy]propan-2-yl (9Z,12Z)-octadeca-9,12-dienoate

C39H68O5 (616.5066478)


DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0), in particular, consists of two chains of linoleic acid at the C-1 and C-2 positions. The linoleic acid moieties are derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections. Synthesis of diacylglycerol begins with glycerol-3-phosphate, which is derived primarily from dihydroxyacetone phosphate, a product of glycolysis (usually in the cytoplasm of liver or adipose tissue cells). Glycerol-3-phosphate is first acylated with acyl-coenzyme A (acyl-CoA) to form lysophosphatidic acid, which is then acylated with another molecule of acyl-CoA to yield phosphatidic acid. Phosphatidic acid is then de-phosphorylated to form diacylglycerol.Diacylglycerols are precursors to triacylglycerols (triglyceride), which are formed by the addition of a third fatty acid to the diacylglycerol under the catalysis of diglyceride acyltransferase. Since diacylglycerols are synthesized via phosphatidic acid, they will usually contain a saturated fatty acid at the C-1 position on the glycerol moiety and an unsaturated fatty acid at the C-2 position. DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0) is a diglyceride, or a diacylglycerol (DAG). It is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Diacylglycerols can have many different combinations of fatty acids attached at both the C-1 and C-2 positions. DG(18:2(9Z,12Z)/18:2(9Z,12Z)/0:0), in particular, consists of two chains of linoleic acid at the C-1 and C-2 positions. The linoleic acid moieties are derived from seed oils. Mono- and diacylglycerols are common food additives used to blend together certain ingredients, such as oil and water, which would not otherwise blend well. Dacylglycerols are often found in bakery products, beverages, ice cream, chewing gum, shortening, whipped toppings, margarine, and confections.

   

1,2-Dioleoyl-rac-glycerol

1-hydroxy-3-(octadec-9-enoyloxy)propan-2-yl octadec-9-enoate

C39H72O5 (620.5379462)


   

2,3-Di(octadec-9-enoyloxy)propyl octadec-9-enoate

1,3-bis(octadec-9-enoyloxy)propan-2-yl octadec-9-enoate

C57H104O6 (884.7832484)


   

2-Linoleoyl Glycerol

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

C21H38O4 (354.2769948)


   

3-Palmitoyl-sn-glycerol

2,3-dihydroxypropyl hexadecanoate

C19H38O4 (330.2769948)


Minor component of olive oil and other vegetable oils. Glycerol 1-hexadecanoate is found in fats and oils. 1-Monopalmitin, a bitter melon extract, inhibits the P-glycoprotein (P-gp) activity in intestinal Caco-2 cells[1]. 1-Monopalmitin, a bitter melon extract, inhibits the P-glycoprotein (P-gp) activity in intestinal Caco-2 cells[1].

   
   

Triolein

1,2,3-tri-(9Z-octadecenoyl)-glycerol

C57H104O6 (884.7832484)


A triglyceride formed by esterification of the three hydroxy groups of glycerol with oleic acid. Triolein is one of the two components of Lorenzos oil. Triolein is a symmetrical triacylglycerol, reduces MMP-1 upregulation, with strong antioxidant and anti-inflammatory properties[1]. Triolein is a symmetrical triacylglycerol, reduces MMP-1 upregulation, with strong antioxidant and anti-inflammatory properties[1].

   

Glycerol 1-stearate

2,3-Dihydroxypropyl octadecanoate

C21H42O4 (358.30829320000004)


   

gallocatechol

2H-1-Benzopyran-3,5,7-triol, 3,4-dihydro-2-(3,4,5-trihydroxyphenyl)-, (2R,3S)-rel-

C15H14O7 (306.0739494)


(-)-Gallocatechin, an epimer of (-)-Epigallocatechin (EGC), is contained in various tea products. (-)-Gallocatechin has antioxidant activities[1][2][3]. (-)-Gallocatechin, an epimer of (-)-Epigallocatechin (EGC), is contained in various tea products. (-)-Gallocatechin has antioxidant activities[1][2][3]. (+)-Gallocatechin is a polyphenol compound from green tea, possesses anticancer activity[1]. (+)-Gallocatechin is a polyphenol compound from green tea, possesses anticancer activity[1]. (-)-Gallocatechin, an epimer of (-)-Epigallocatechin (EGC), is contained in various tea products. (-)-Gallocatechin has antioxidant activities[1][2][3]. (-)-Gallocatechin, an epimer of (-)-Epigallocatechin (EGC), is contained in various tea products. (-)-Gallocatechin has antioxidant activities[1][2][3]. (+)-Gallocatechin is a polyphenol compound from green tea, possesses anticancer activity[1]. (+)-Gallocatechin is a polyphenol compound from green tea, possesses anticancer activity[1].

   

Isoginkgetin

8-[5-(5,7-dihydroxy-4-oxo-chromen-2-yl)-2-methoxy-phenyl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one

C32H22O10 (566.1212912)


Isoginkgetin is a pre-mRNA splicing inhibitor inhibitor. Isoginkgetin also inhibits activities of both Akt, NF-κB and MMP-9. Isoginkgetin inhibits the activity of the 20S proteasome, induces apoptosis and activates autophagy[1][2]. Isoginkgetin is a pre-mRNA splicing inhibitor inhibitor. Isoginkgetin also inhibits activities of both Akt, NF-κB and MMP-9. Isoginkgetin inhibits the activity of the 20S proteasome, induces apoptosis and activates autophagy[1][2]. Isoginkgetin is a pre-mRNA splicing inhibitor inhibitor. Isoginkgetin also inhibits activities of both Akt, NF-κB and MMP-9. Isoginkgetin inhibits the activity of the 20S proteasome, induces apoptosis and activates autophagy[1][2].

   

Amentoflavone

4H-1-Benzopyran-4-one, 8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-

C30H18O10 (538.0899928)


D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065688 - Cytochrome P-450 CYP2C9 Inhibitors D004791 - Enzyme Inhibitors > D065607 - Cytochrome P-450 Enzyme Inhibitors > D065692 - Cytochrome P-450 CYP3A Inhibitors Acquisition and generation of the data is financially supported by the Max-Planck-Society IPB_RECORD: 4341; CONFIDENCE confident structure Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4]. Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4]. Amentoflavone (Didemethyl-ginkgetin) is a potent and orally active GABA(A) negative modulator. Amentoflavone also shows anti-inflammatory, antioxidative, anti-viral, anti-tumor, anti-radiation, anti-fungal, antibacterial activity. Amentoflavone induces apoptosis and cell cycle arrest at sub-G1 phase[1][2][3][4].

   

TRIPALMITIN

TRIPALMITIN

C51H98O6 (806.7363008)


A triglyceride obtained by formal acylation of the three hydroxy groups of glycerol by palmitic (hexadecanoic) acid.

   

1,2-Dioleoyl-sn-glycerol

1,2-bis(O-9Z-octadecenoyl)-sn-glycerol

C39H72O5 (620.5379462)


A 1,2-diacyl-sn-glycerol in which the acyl groups at positions 1 and 2 are specified as oleoyl. Emulsifier, stabiliser, wetting agent and lubricant

   

(+)-Verticillol

(+)-Verticillol

C20H34O (290.2609514)


   

3-stearoyl-sn-glycerol

3-stearoyl-sn-glycerol

C21H42O4 (358.30829320000004)


A 3-acyl-sn-glycerol that has octadecanoyl (stearoyl) as the 3-acyl group.

   

Glyceryl monooleate

(2r)-2,3-Dihydroxypropyl (9z)-Octadec-9-Enoate

C21H40O4 (356.29264400000005)


   

3-Palmitoyl-sn-glycerol

3-Palmitoyl-sn-glycerol

C19H38O4 (330.2769948)


A 3-acyl-sn-glycerol in which the acyl group is specified as palmitoyl (hexadecanoyl).

   

3-Linoleoyl-sn-glycerol

3-Linoleoyl-sn-glycerol

C21H38O4 (354.2769948)


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

   

Stearin

octadecanoic acid [2-(1-oxooctadecoxy)-1-(1-oxooctadecoxymethyl)ethyl] ester

C57H110O6 (890.8301959999999)


Tristearin is a triglyceride derived from three units of stearic acid[1]. Tristearin is a triglyceride derived from three units of stearic acid[1].

   

Trilinolein

glycerol trilinoleate

C57H98O6 (878.7363008)


Constituent of seed oils rich in linoleic acid, e.g., sunflower oil. Glycerol trilinoleate is found in fats and oils. Trilinolein is an endogenous metabolite. Trilinolein is an endogenous metabolite.

   

2-Oleoylglycerol

2-Oleoylglycerol

C21H40O4 (356.29264400000005)


A 2-monoglyceride where the acyl group is (9Z)-octadecenoyl.

   

3-oleoyl-sn-glycerol

3-oleoyl-sn-glycerol

C21H40O4 (356.29264400000005)


A 3-acyl-sn-glycerol in which the acyl group is (9Z)-octadec-9-enoyl.

   

1,2-dipalmitoyl-sn-glycerol

1,2-Dipalmitoyl-rac-glycerol

C35H68O5 (568.5066478)


   

1,4a-dimethyl (1s,4as,5s,8as)-5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl (1s,4as,5s,8as)-5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C22H28O6 (388.1885788)


   

2-hydroxy-3-(octadec-11-enoyloxy)propyl octadec-11-enoate

2-hydroxy-3-(octadec-11-enoyloxy)propyl octadec-11-enoate

C39H72O5 (620.5379462)


   

methyl (1s,4ar,5s,8ar)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4ar,5s,8ar)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H30O3 (330.21948299999997)


   

(2s)-1-hydroxy-3-[(5z,11z,14z)-icosa-5,11,14-trienoyloxy]propan-2-yl (5z,11z,14z)-icosa-5,11,14-trienoate

(2s)-1-hydroxy-3-[(5z,11z,14z)-icosa-5,11,14-trienoyloxy]propan-2-yl (5z,11z,14z)-icosa-5,11,14-trienoate

C43H72O5 (668.5379462)


   

methyl 5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl 5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H30O3 (330.21948299999997)


   

methyl (1s,4as,5s,8ar)-4a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4as,5s,8ar)-4a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C23H30O6 (402.204228)


   

2-hydroxy-3-(octadeca-9,12-dienoyloxy)propyl octadeca-9,12-dienoate

2-hydroxy-3-(octadeca-9,12-dienoyloxy)propyl octadeca-9,12-dienoate

C39H68O5 (616.5066478)


   

1,4a-dimethyl 5-[2-(5-hydroxy-2-oxo-5h-furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl 5-[2-(5-hydroxy-2-oxo-5h-furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C22H30O7 (406.199143)


   

(1s,2r,6s,8s,10r,13s)-8-[(2s)-2-hydroxy-5-oxo-2h-furan-3-yl]-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

(1s,2r,6s,8s,10r,13s)-8-[(2s)-2-hydroxy-5-oxo-2h-furan-3-yl]-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

C20H24O6 (360.1572804)


   

methyl (1s,4as,5s,8ar)-4a-formyl-5-[2-(furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4as,5s,8ar)-4a-formyl-5-[2-(furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H28O4 (344.19874880000003)


   

1,3-bis(icosa-5,11,14-trienoyloxy)propan-2-yl icosa-5,11,14-trienoate

1,3-bis(icosa-5,11,14-trienoyloxy)propan-2-yl icosa-5,11,14-trienoate

C63H104O6 (956.7832484)


   

1,4a-dimethyl 5-{2-[5-(acetyloxy)-2-oxo-5h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl 5-{2-[5-(acetyloxy)-2-oxo-5h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C24H32O8 (448.20970719999997)


   

8-(5-hydroxy-2-oxo-5h-furan-3-yl)-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

8-(5-hydroxy-2-oxo-5h-furan-3-yl)-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

C20H24O6 (360.1572804)


   

methyl 4a-formyl-5-[2-(furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl 4a-formyl-5-[2-(furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H28O4 (344.19874880000003)


   

1,4a-dimethyl (1s,4as,5s,8as)-5-{2-[(2r)-2-(acetyloxy)-5-oxo-2h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl (1s,4as,5s,8as)-5-{2-[(2r)-2-(acetyloxy)-5-oxo-2h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C24H32O8 (448.20970719999997)


   

(1s,2r,6s,8s,10r,13s)-8-[(5r)-5-hydroxy-2-oxo-5h-furan-3-yl]-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

(1s,2r,6s,8s,10r,13s)-8-[(5r)-5-hydroxy-2-oxo-5h-furan-3-yl]-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

C20H24O6 (360.1572804)


   

4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7-dien-12-ol

4,8,12,15,15-pentamethylbicyclo[9.3.1]pentadeca-3,7-dien-12-ol

C20H34O (290.2609514)


   

1-hydroxy-3-(icosa-5,11,14-trienoyloxy)propan-2-yl icosa-5,11,14-trienoate

1-hydroxy-3-(icosa-5,11,14-trienoyloxy)propan-2-yl icosa-5,11,14-trienoate

C43H72O5 (668.5379462)


   

1,4a-dimethyl (1s,4as,5s,8as)-5-{2-[(5s)-5-(acetyloxy)-2-oxo-5h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl (1s,4as,5s,8as)-5-{2-[(5s)-5-(acetyloxy)-2-oxo-5h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C24H32O8 (448.20970719999997)


   

(1s,4ar,5s,8ar)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s,8ar)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O3 (316.2038338)


   

(1s,2s,5r,7s)-2,6,6-trimethyl-8-methylidenetricyclo[5.3.1.0¹,⁵]undecane

(1s,2s,5r,7s)-2,6,6-trimethyl-8-methylidenetricyclo[5.3.1.0¹,⁵]undecane

C15H24 (204.18779039999998)


   

methyl (1s,4ar,5r,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4ar,5r,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylate

C21H32O2 (316.24021719999996)


   

methyl (1s,4ar,5s,8ar)-5-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4ar,5s,8ar)-5-[(3z)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H34O4 (350.24569640000004)


   

2,3-dihydroxypropyl icosa-5,11,14-trienoate

2,3-dihydroxypropyl icosa-5,11,14-trienoate

C23H40O4 (380.29264400000005)


   

1,4a-dimethyl (1s,4as,5s,8as)-5-[2-(furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl (1s,4as,5s,8as)-5-[2-(furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C22H30O5 (374.209313)


   

1,4a-dimethyl 5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl 5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C22H28O6 (388.1885788)


   

methyl 4a-formyl-5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl 4a-formyl-5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H26O5 (358.17801460000004)


   

1,4a-dimethyl 5-[2-(furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl 5-[2-(furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C22H30O5 (374.209313)


   

1,3-dihydroxypropan-2-yl icosa-5,11,14-trienoate

1,3-dihydroxypropan-2-yl icosa-5,11,14-trienoate

C23H40O4 (380.29264400000005)


   

(1r,2s,6r)-2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.0¹,⁶]tridecan-8-one

(1r,2s,6r)-2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.0¹,⁶]tridecan-8-one

C20H24O4 (328.1674504)


   

methyl 5-[2-(furan-3-yl)-2-oxoethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl 5-[2-(furan-3-yl)-2-oxoethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H28O4 (344.19874880000003)


   

(1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s,8ar)-1,4a-dimethyl-6-methylidene-5-[(2e)-3-methylpenta-2,4-dien-1-yl]-hexahydro-2h-naphthalene-1-carboxylic acid

C20H30O2 (302.224568)


   

1-hydroxy-3-(octadec-11-enoyloxy)propan-2-yl octadec-11-enoate

1-hydroxy-3-(octadec-11-enoyloxy)propan-2-yl octadec-11-enoate

C39H72O5 (620.5379462)


   

1,4a-dimethyl 1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl 1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C22H30O6 (390.204228)


   

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

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

C21H38O4 (354.2769948)


   

1,4a-dimethyl 5-{2-[2-(acetyloxy)-5-oxo-2h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl 5-{2-[2-(acetyloxy)-5-oxo-2h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C24H32O8 (448.20970719999997)


   

(2r)-2,3-dihydroxypropyl (5z,11z,14z)-icosa-5,11,14-trienoate

(2r)-2,3-dihydroxypropyl (5z,11z,14z)-icosa-5,11,14-trienoate

C23H40O4 (380.29264400000005)


   

methyl (1s,4as,5s,8ar)-4a-formyl-1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4as,5s,8ar)-4a-formyl-1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylate

C21H28O5 (360.1936638)


   

1,3-bis(octadec-11-enoyloxy)propan-2-yl octadec-11-enoate

1,3-bis(octadec-11-enoyloxy)propan-2-yl octadec-11-enoate

C57H104O6 (884.7832484)


   

methyl 5-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl 5-[5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H34O4 (350.24569640000004)


   

glyceryl 2-palmitate

glyceryl 2-palmitate

C19H38O4 (330.2769948)


   

1,3-bis[(5z,11z,14z)-icosa-5,11,14-trienoyloxy]propan-2-yl (5z,11z,14z)-icosa-5,11,14-trienoate

1,3-bis[(5z,11z,14z)-icosa-5,11,14-trienoyloxy]propan-2-yl (5z,11z,14z)-icosa-5,11,14-trienoate

C63H104O6 (956.7832484)


   

(1s,4ar,5r)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5r)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O3 (316.2038338)


   

(1s,4ar,5s)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

(1s,4ar,5s)-5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O3 (316.2038338)


   

8-(2-hydroxy-5-oxo-2h-furan-3-yl)-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

8-(2-hydroxy-5-oxo-2h-furan-3-yl)-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

C20H24O6 (360.1572804)


   

2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.0¹,⁶]tridecan-8-one

2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.0¹,⁶]tridecan-8-one

C20H24O4 (328.1674504)


   

methyl (1s,4ar,5s,8as)-5-[(3e)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4ar,5s,8as)-5-[(3e)-5-hydroxy-3-(hydroxymethyl)pent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H34O4 (350.24569640000004)


   

1,4a-dimethyl 5-[2-(2-hydroxy-5-oxo-2h-furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl 5-[2-(2-hydroxy-5-oxo-2h-furan-3-yl)ethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C22H30O7 (406.199143)


   

5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

5-[2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylic acid

C20H28O3 (316.2038338)


   

methyl (1s,4ar,5s,8ar)-5-[2-(furan-3-yl)-2-oxoethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4ar,5s,8ar)-5-[2-(furan-3-yl)-2-oxoethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H28O4 (344.19874880000003)


   

glyceryl 1,3-dilinoleate

glyceryl 1,3-dilinoleate

C39H68O5 (616.5066478)


   

(1s,2s,6s,8s,10r,13s)-8-(furan-3-yl)-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

(1s,2s,6s,8s,10r,13s)-8-(furan-3-yl)-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

C20H24O4 (328.1674504)


   

methyl 4a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl 4a-[(acetyloxy)methyl]-5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C23H30O6 (402.204228)


   

(1s,2s,6r,7s)-2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.0¹,⁶]tridecan-8-one

(1s,2s,6r,7s)-2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.0¹,⁶]tridecan-8-one

C20H24O4 (328.1674504)


   

2-hydroxy-3-(icosa-5,11,14-trienoyloxy)propyl icosa-5,11,14-trienoate

2-hydroxy-3-(icosa-5,11,14-trienoyloxy)propyl icosa-5,11,14-trienoate

C43H72O5 (668.5379462)


   

(1r,2s,6r,7s)-2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.0¹,⁶]tridecan-8-one

(1r,2s,6r,7s)-2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.0¹,⁶]tridecan-8-one

C20H24O4 (328.1674504)


   

methyl 5-[2-(acetyloxy)-2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl 5-[2-(acetyloxy)-2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C23H32O5 (388.2249622)


   

methyl 4a-[(acetyloxy)methyl]-1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylate

methyl 4a-[(acetyloxy)methyl]-1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylate

C23H32O6 (404.2198772)


   

methyl (1s,4as,5s,8ar)-4a-[(acetyloxy)methyl]-1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4as,5s,8ar)-4a-[(acetyloxy)methyl]-1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylate

C23H32O6 (404.2198772)


   

1,4a-dimethyl-6-methylidene-5-(3-methylpenta-2,4-dien-1-yl)-hexahydro-2h-naphthalene-1-carboxylic acid

1,4a-dimethyl-6-methylidene-5-(3-methylpenta-2,4-dien-1-yl)-hexahydro-2h-naphthalene-1-carboxylic acid

C20H30O2 (302.224568)


   

methyl (1s,4as,5s,8ar)-4a-formyl-5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4as,5s,8ar)-4a-formyl-5-[2-(furan-3-yl)-2-oxoethyl]-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C21H26O5 (358.17801460000004)


   

1,4a-dimethyl (1s,4as,5s,8as)-5-{2-[(5s)-5-hydroxy-2-oxo-5h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl (1s,4as,5s,8as)-5-{2-[(5s)-5-hydroxy-2-oxo-5h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C22H30O7 (406.199143)


   

1,4a-dimethyl (1s,4as,5s,8as)-5-{2-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl (1s,4as,5s,8as)-5-{2-[(2r)-2-hydroxy-5-oxo-2h-furan-3-yl]ethyl}-1-methyl-6-methylidene-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C22H30O7 (406.199143)


   

1,4a-dimethyl (1s,4as,5s,8as)-1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1,4a-dicarboxylate

1,4a-dimethyl (1s,4as,5s,8as)-1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1,4a-dicarboxylate

C22H30O6 (390.204228)


   

2-hydroxy-3-[(5z,11z,14z)-icosa-5,11,14-trienoyloxy]propyl (5z,11z,14z)-icosa-5,11,14-trienoate

2-hydroxy-3-[(5z,11z,14z)-icosa-5,11,14-trienoyloxy]propyl (5z,11z,14z)-icosa-5,11,14-trienoate

C43H72O5 (668.5379462)


   

1,3-dihydroxypropan-2-yl octadec-11-enoate

1,3-dihydroxypropan-2-yl octadec-11-enoate

C21H40O4 (356.29264400000005)


   

1-hydroxy-3-(octadeca-9,12-dienoyloxy)propan-2-yl octadeca-9,12-dienoate

1-hydroxy-3-(octadeca-9,12-dienoyloxy)propan-2-yl octadeca-9,12-dienoate

C39H68O5 (616.5066478)


   
   

methyl 4a-formyl-1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylate

methyl 4a-formyl-1-methyl-6-methylidene-5-[2-(2-oxo-5h-furan-3-yl)ethyl]-hexahydro-2h-naphthalene-1-carboxylate

C21H28O5 (360.1936638)


   

methyl (1s,4ar,5s,8ar)-5-[(2r)-2-(acetyloxy)-2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4ar,5s,8ar)-5-[(2r)-2-(acetyloxy)-2-(furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C23H32O5 (388.2249622)


   

(1s,2s,6r,7r)-2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.0¹,⁶]tridecan-8-one

(1s,2s,6r,7r)-2-[2-(furan-3-yl)-2-oxoethyl]-7-methyl-3-methylidene-9-oxatricyclo[5.3.3.0¹,⁶]tridecan-8-one

C20H24O4 (328.1674504)


   

(1s,2r,6s,8s,10s,13s)-8-(furan-3-yl)-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

(1s,2r,6s,8s,10s,13s)-8-(furan-3-yl)-13-methyl-5-methylidene-9,11-dioxatetracyclo[8.6.0.0¹,⁶.0²,¹³]hexadecan-12-one

C20H24O4 (328.1674504)


   

1,3-dihydroxypropan-2-yl (5z,11z,14z)-icosa-5,11,14-trienoate

1,3-dihydroxypropan-2-yl (5z,11z,14z)-icosa-5,11,14-trienoate

C23H40O4 (380.29264400000005)