Chemical Formula: C27H46O4
Chemical Formula C27H46O4
Found 177 metabolite its formula value is C27H46O4
3a,7a,12a-Trihydroxy-5b-cholestan-26-al
3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-26-al is an intermediate in bile acid biosynthesis. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues (PMID: 11316487, 16037564, 12576301, 11907135). 3a,7a,12a-trihydroxy-5b-cholestane-27-al is an enzymatically generated intermediate in the oxidation process of 5b-cholestane-3a,7a,12a,27-tetrol into 3a,7a,12a-trihydroxy-5b-cholestanoic acid in liver mitochondria. Mitochondrial sterol 27-hydroxylase (EC 1.14.13.60) appears to perform multiple monooxygenations in this conversion. (PMID: 8496170). 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-26-al is an intermediate in bile acid biosynthesis. Bile acids are steroid acids found predominantly in bile of mammals. The distinction between different bile acids is minute, depends only on presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH and, consequently, require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g., membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. (PMID: 11316487, 16037564, 12576301, 11907135)
3alpha,7alpha-Dihydroxycoprostanic acid
3α,7α-Dihydroxycoprostanic acid is a bile acid excreted in small amounts in the urine of healthy subjects (PMID: 864325). 3α,7α-Dihydroxycoprostanic acid is the precursor to chenodeoxycholic acid, a bile acid. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, depending only on the presence or absence of hydroxyl groups on positions 3, 7, and 12. Bile acids are physiological detergents that facilitate excretion, absorption, and transport of fats and sterols in the intestine and liver. Bile acids are also steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key enzymes involved in cholesterol homeostasis. Bile acids recirculate through the liver, bile ducts, small intestine, and portal vein to form an enterohepatic circuit. They exist as anions at physiological pH, and consequently require a carrier for transport across the membranes of the enterohepatic tissues. The unique detergent properties of bile acids are essential for the digestion and intestinal absorption of hydrophobic nutrients. Bile acids have potent toxic properties (e.g. membrane disruption) and there are a plethora of mechanisms to limit their accumulation in blood and tissues. 3a,7a-Dihydroxycoprostanic acid is a bile acid excreted in small amounts in the urine of healthy subjects (PMID 864325)
3alpha,7alpha,24(S)-trihydroxy-5beta-cholestan-27-al
3alpha,7alpha,24(S)-trihydroxy-5beta-cholestan-27-al is considered to be practically insoluble (in water) and relatively neutral
Anhydro-5alpha-cyprinol
[16]-Gingerol
[16]-gingerol is a member of the class of compounds known as gingerols. Gingerols are compounds containing a gingerol moiety, which is structurally characterized by a 4-hydroxy-3-methoxyphenyl group substituted at the C6 carbon atom by a 5-hydroxy-alkane-3-one. [16]-gingerol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). [16]-gingerol can be found in ginger, which makes [16]-gingerol a potential biomarker for the consumption of this food product.
(E)-(24R)-5alpha-cholest-22-ene-3beta,6alpha,15beta,24-tetrol|certonardosterol G
3beta,11alpha-dihydroxy-5beta,6beta-epoxy-9,11-secocholestan-9-one
(-)-3-O-palmitoylloliolide
A natural product found in Parasenecio deltophyllus.
(3S,5R,6S,7E)-3-tetradecanoate-5,6-epoxy-beta-ionone
(3beta,5alpha,6beta,11beta,22E)-cholest-22-ene-3,5,6,11-tetrol|menellsteroid B
3,4-Seco-5beta-cholestandisaeure-(3,4)|3.4-Seco-5beta-cholestandisaeure-(3.4)|3.4-seco-5beta-cholestanedioic acid-(3.4)
(2S,4aS,5S,6R,8aS)-5-(2-((1S,3aS,5R,8aS,Z)-1-hydroxy-1,4,4,6-tetramethyl-1,2,3,3a,4,5,8,8a-octahydroazulen-5-yl)ethyl)-4a,6-dimethyloctahydro-2H-chromene-2,6-diol
(3S,5E,7E,10S)-9,10-Secocholesta-5,7-diene-3,23,25,26-tetrol
3beta,16alpha-dihydroxy-(5alpha)-cholestan-21-oic acid|3beta,16alpha-dihydroxy-5alpha,17beta-cholestan-21-carboxylic acid
2xi, 12R-2-(2-hydroxyheptadecyl)-2-methoxy-1-oxaspiro[4.5]deca-6.9-dien-8-one|2xi,12R-2-(2-hydroxyheptadecyl)-2-methoxy-1-oxaspiro[4.5]deca-6.9-dien-8-one|amomol A|amomol B
1beta,3beta,5alpha-trihydroxycholestan-6-one|menellsteroid D
(3beta, 5alpha, 6beta, 9alpha)-Cholest-7-ene-3, 5, 6, 9-tetrol, 9CI
(3beta, 7beta, 9alpha)-Cholest-5-ene-3, 7, 9, 19-tetrol
(1beta,3beta,16beta,22S)-cholest-5-ene-1,3,16,22-tetrol|(22S)-Cholest-5-ene-1beta,3beta,16beta,22-tetraol|(22S)-cholest-5-ene-1beta,3beta,16beta,22-tetrol|Alliosterol|cholest-5-ene-1(R*),3(R*),16(S*),22(S*)-tetraol
(20R,24S)-3beta,6beta,24-trihydroxy-5alpha-cholestan-15-one
(7E)-(1R,2S,3R)-2-hydroxymethyl-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
(7E)-(1R,2R,3R)-2-hydroxymethyl-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
(7E)-(1R,2S,3R,20S)-2-hydroxymethyl-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
(7E)-(1R,2R,3R,20S)-2-hydroxymethyl-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
(5Z,7E)-(1S,3R,10S)-9,10-seco-5,7-cholestadiene-1,3,19,25-tetrol
(5Z,7E)-(1S,3R,10R)-9,10-seco-5,7-cholestadiene-1,3,19,25-tetrol
(25R)-3alpha,7alpha-dihydroxy-5beta-cholestan-26-oic acid
(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al
The (25R)-diastereomer of 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al.
3alpha,12alpha,25-Trihydroxy-5beta-cholestan-7-one
3beta,12alpha-Dihydroxy-5beta-cholestan-26-oic acid
3alpha,12alpha-Dihydroxy-5beta-cholestan-26-oic acid
3alpha,7beta-Dihydroxy-5beta-cholestan-26-oic acid
3alpha,7alpha-Dihydroxy-5beta-cholestan-26-oic acid
A cholestanoid that is 5beta-cholestan-26-oic acid substituted by alpha-hydroxy groups at positions 3 and 7 respectively.
5alpha-Cholest-25-ene-3alpha,7alpha,12alpha,26-tetrol
3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-23-one
5beta-Cholest-25-ene-3alpha,7alpha,12alpha,23-tetrol
3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestan-24-one
5beta-Cholest-25-ene-3alpha,7alpha,12alpha,24-tetrol
7alpha,12alpha,26-Trihydroxy-5beta-cholestan-3-one
7alpha,12alpha,25-Trihydroxy-5beta-cholestan-3-one
5beta-Cholest-25-ene-3alpha,7alpha,12alpha,26-tetrol
3alpha,7alpha-Dihydroxy-5alpha-cholestan-26-oic acid
3beta,7alpha-Dihydroxy-5alpha-cholestan-26-oic acid
2-[(2R)-2-hydroxyheptadecyl]-2-methoxy-1-oxaspiro[4.5]deca-6,9-dien-8-one
28-Norteasterone
A brassinosteroid that is 6-deoxo-28-norteasterone carrying an oxo group at position 6.
(24S)-7alpha,12alpha,24-trihydroxy-5beta-cholestan-3-one
7alpha,12alpha,24-Trihydroxy-5beta-cholestan-3-one with S-configuration at C-24.
(25S)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al
The (25S)-diastereomer of 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al.
(6R)-6-[(3R,5S,7R,10S,13R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptanoic acid
[1-hydroxy-3-[(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoxy]propan-2-yl] butanoate
[1-hydroxy-3-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoxy]propan-2-yl] hexanoate
[1-[(10Z,13Z,16Z,19Z)-docosa-10,13,16,19-tetraenoxy]-3-hydroxypropan-2-yl] acetate
(1-hydroxy-3-octoxypropan-2-yl) (4Z,7Z,10Z,13Z)-hexadeca-4,7,10,13-tetraenoate
[1-[(4Z,7Z,10Z,13Z)-hexadeca-4,7,10,13-tetraenoxy]-3-hydroxypropan-2-yl] octanoate
2,3-dihydroxypropyl (12Z,15Z,18Z,21Z)-tetracosa-12,15,18,21-tetraenoate
[(2S)-2,3-dihydroxypropyl] (5E,8E,11E,14E)-tetracosa-5,8,11,14-tetraenoate
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-al
A cholestanoid that is 5beta-cholestan-26-al substituted by hydroxy groups at positions 3, 7 and 12 respectively.
(24S)-3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-al
3alpha,7alpha,24-trihydroxy-5beta-cholestan-26-al with S-configuration at C-24.
7alpha,12alpha,24-trihydroxy-5beta-cholestan-3-one
amomol A
An oxaspiro compound that is 1-oxaspiro[4.5]deca-6,9-dien-8-one substituted by a (2R)-2-hydroxyheptadecyl moiety and a methoxy group at position 2. It is isolated from the leaves of Amomum aculeatum and exhibits anticancerous efficacy against human lung carcinoma, hormone-dependent human prostate carcinoma and human breast carcinoma.
amomol B
An oxaspiro compound that is 1-oxaspiro[4.5]deca-6,9-dien-8-one substituted by a (2R)-2-hydroxyheptadecyl moiety and a methoxy group at position 2. A natural product found in Amomum aculeatum.
DG(24:4)
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