Chemical Formula: C27H46O3
Chemical Formula C27H46O3
Found 154 metabolite its formula value is C27H46O3
3a,7a-Dihydroxy-5b-cholestan-26-al
3alpha,7alpha-Dihydroxy-5beta-cholestan-26-al is an intermediate involved in bile acid biosynthesis, specifically in the synthesis of chenodeoxyglycocholate and lithocholate. 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). 3alpha,7alpha-Dihydroxy-5beta-cholestan-26-al is an intermediate involved in bile acid biosynthesis, specifically in the synthesis of chenodeoxyglycocholate and lithocholate. 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) [HMDB]
20a,22b-Dihydroxycholesterol
20alpha,22beta-Dihydroxycholesterol is an intermediate in C21-Steroid hormone metabolism. 20alpha,22beta-Dihydroxycholesterol is the 8th to last step in the synthesis of 3alpha,11beta,21-Trihydroxy-20-oxo-5beta-pregnan-18-al and is converted from 20alpha-Hydroxycholesterol via the enzyme cytochrome P450 (EC 1.14.15.6). It is then converted to Pregnenolone via the enzyme cytochrome P450 (EC 1.14.15.6). [HMDB] 20alpha,22beta-Dihydroxycholesterol is an intermediate in C21-Steroid hormone metabolism. 20alpha,22beta-Dihydroxycholesterol is the 8th to last step in the synthesis of 3alpha,11beta,21-Trihydroxy-20-oxo-5beta-pregnan-18-al and is converted from 20alpha-Hydroxycholesterol via the enzyme cytochrome P450 (EC 1.14.15.6). It is then converted to Pregnenolone via the enzyme cytochrome P450 (EC 1.14.15.6).
7-a,27-Dihydroxycholesterol
7-a,27-dihydroxycholesterol is an intermediate in bile acid biosynthesis. The enzyme 27-Hydroxycholesterol 7alpha-monooxygenase [EC:1.14.13.60] catalyzes the production of this metabolite from 27-hydroxycholesterol. This enzyme reaction is irreversible and occurs in the endoplasmic reticulum. [HMDB] 7-a,27-dihydroxycholesterol is an intermediate in bile acid biosynthesis. The enzyme 27-Hydroxycholesterol 7alpha-monooxygenase [EC:1.14.13.60] catalyzes the production of this metabolite from 27-hydroxycholesterol. This enzyme reaction is irreversible and occurs in the endoplasmic reticulum.
(24S)-7alpha,24-Dihydroxycholesterol
This compound belongs to the family of Trihydroxy Bile Acids, Alcohols and Derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups.
7-a,25-Dihydroxycholesterol
7α, 25-dihydroxycholesterol (7α,25-OHC) is a potent and selective agonist and endogenous ligand of the orphan GPCR receptor EBI2 (GPR183). 7α, 25-dihydroxycholesterol is highly potent at activating EBI2 (EC50=140 pM; Kd=450 pM). 7α, 25-dihydroxycholesterol can serve as a chemokine directing migration of B cells, T cells and dendritic cells[1][2].
7a,12a-Dihydroxy-5a-cholestan-3-one
7alpha,12alpha-Dihydroxy-5alpha-cholestan-3-one 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). 7alpha,12alpha-Dihydroxy-5alpha-cholestan-3-one 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) [HMDB]
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol
(24R)-Cholest-5-ene-3-beta,7-alpha,24-triol is a hydroxysterol and a bile acid intermediate. It is produced from the reaction of 24(R)-Hydroxycholesterol with the enzyme CYP39A, which is also known as 24-hydroxycholesterol 7alpha-hydroxylase (EC 1.14.13.99). This enzyme catalyzes the following reaction: (24R)-cholest-5-ene-3beta,24-diol + NADPH + H+ O2 = (24R)-cholest-5-ene-3beta,7alpha,24-triol + NADP+ + H2O. This leads to the 7-alpha hydroxylation of 24(R)-hydroxycholesterol. This enzyme can act on both the 24R and 24S isomers. [HMDB] (24R)-Cholest-5-ene-3-beta,7-alpha,24-triol is a hydroxysterol and a bile acid intermediate. It is produced from the reaction of 24(R)-Hydroxycholesterol with the enzyme CYP39A, which is also known as 24-hydroxycholesterol 7alpha-hydroxylase (EC 1.14.13.99). This enzyme catalyzes the following reaction: (24R)-cholest-5-ene-3beta,24-diol + NADPH + H+ O2 = (24R)-cholest-5-ene-3beta,7alpha,24-triol + NADP+ + H2O. This leads to the 7-alpha hydroxylation of 24(R)-hydroxycholesterol. This enzyme can act on both the 24R and 24S isomers.
7a,12a-Dihydroxy-5b-cholestan-3-one
7alpha,12alpha-Dihydroxy-5beta-cholestan-3-one 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).
7alpha,24-dihydroxy-5beta-cholestan-3-one
7alpha,24-dihydroxy-5beta-cholestan-3-one is also known as 5beta-Cholestan-7alpha,24-diol-3-one. 7alpha,24-dihydroxy-5beta-cholestan-3-one is considered to be practically insoluble (in water) and basic. 7alpha,24-dihydroxy-5beta-cholestan-3-one is a bile acid lipid molecule
7alpha,26-dihydroxy-5beta-cholestan-3-one
7alpha,26-dihydroxy-5beta-cholestan-3-one is also known as 5beta-Cholestan-7alpha,26-diol-3-one. 7alpha,26-dihydroxy-5beta-cholestan-3-one is considered to be practically insoluble (in water) and relatively neutral. 7alpha,26-dihydroxy-5beta-cholestan-3-one is a bile acid lipid molecule
(25R)-4beta,26-dihydroxycholesterol
(25R)-4beta,26-dihydroxycholesterol is also known as (3beta,4beta,25R)-Cholest-5-ene-3,4,26-triol. (25R)-4beta,26-dihydroxycholesterol is considered to be practically insoluble (in water) and relatively neutral
4beta,7alpha-dihydroxycholesterol
4beta,7alpha-dihydroxycholesterol is also known as (3beta,4beta,7alpha)-Cholest-5-ene-3,4,7-triol. 4beta,7alpha-dihydroxycholesterol is considered to be practically insoluble (in water) and relatively neutral
4beta,24S-dihydroxycholesterol
4beta,24S-dihydroxycholesterol is also known as (3beta,4beta,24S)-Cholest-5-ene-3,4,24-triol. 4beta,24S-dihydroxycholesterol is considered to be practically insoluble (in water) and relatively neutral
7-Hydroperoxycholesterol
Cholesterol-5beta-hydroperoxide
3beta,11-dihydroxy-9,11-secocholest-5-en-9-one|3beta-3,11-Dihydroxy-9,11-secocholest-5-en-9-one
22, 23-Dihydro-(3beta, 5alpha, 6beta, 22E)-Cholesta-7, 22-diene-3, 5, 6-triol, 9CI
(1alpha, 3beta, 11alpha)-Cholest-5-ene-1, 3, 11-triol
(3S,5E,7E,10S)-9,10-Secocholesta-5,7-diene-3,24,25-triol
3beta-hydroxy-5beta-hydroxy-B-norcholestane-6beta-carboxaldehyde
(10R)-3c,5t,8t-Trihydroxy-10r,13c-dimethyl-17c-((R)-1,5-dimethyl-hexyl)-(9tH,14tH)-Delta6-tetradecahydro-1H-cyclopenta[a]phenanthren|3beta,5,8-Trihydroxy-10,13-dimethyl-17beta-((R)-1,5-dimethyl-hexyl)-5alpha,8alpha-gonen-(6)|3beta,5alpha,8alpha-Trihydroxycholest-6-en|5alpha,8alpha-Cholesten-(6)-triol-(3beta,5,8)|5alpha,8alpha-cholestene-(6)-triol-(3beta,5,8)|5alpha,8alpha-epidioxy-cholest-6-ene-3-ol
(3beta, 5alpha, 6alpha, 23?鈥?-Cholest-9(11)-ene-3, 6, 23-triol
(3S,5E,7E,10S)-9,10-Secocholesta-5,7-diene-3,23,25-triol
3,7,11,15-tetramethyl-n-hexadecan-3alpha-ol-1-yl benzoate|orizaditerpenyl benzoate
3.alpha.,7.beta.-Dihydroxy-5.beta.,6.beta.-epoxycholestane
(3beta, 7beta)-Cholest-5-ene-3, 7, 19-triol|5-cholesten-3beta,7beta,19-triol|cholest-5-en-3beta,7beta,19-triol|cholest-5-ene-3,7,19-triol
4-hydroxymethyl-7-(2,2,6-trimethylcyclohexyl)-heptanyl 2,6,6-trimethylcyclohexa-1,3-diene-1-carboxylate
5,6-seco-5-oxo-cholestan-6-oic acid|5-oxo-5,6-seco-cholestan-6-oic acid|5-Oxo-5,6-seco-cholestan-6-saeure|5-Oxo-5,6-seco-cholestansaeure-(6)|5-Oxo-5.6-seco-cholestansaeure-(6)
cholest-24-ene-3beta,5alpha,6beta-triol|muriflasteroid C
cholest-5-en-1alpha,3beta,4alpha-triol|easitoerol 3
5alpha-Cholestan-3beta,6alpha-diol-23-on|Tetrahydromarthasteron
(3S,5Z,10xi)-3,10-Dihydroxy-9,10-secocholest-5-en-7-one
3,5-dihydroxy-B-norcholestane-6-carboxaldehyde
1-methyl-1,25-dihydroxy-4-nor-2,3-secovitamin D3 / 1-methyl-1,25-dihydroxy-4-nor-2,3-secocholecalciferol
(7E)-(1R,2S,3R)-2-methyl-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
(7E)-(1R,2R,3R)-2-methyl-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
(7E)-(1R,2S,3R,20S)-2-methyl-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
(7E)-(1R,2R,3R,20S)-2-methyl-19-nor-9,10-seco-5,7-cholestadiene-1,3,25-triol
ST 27:1;O3
7α, 25-dihydroxycholesterol (7α,25-OHC) is a potent and selective agonist and endogenous ligand of the orphan GPCR receptor EBI2 (GPR183). 7α, 25-dihydroxycholesterol is highly potent at activating EBI2 (EC50=140 pM; Kd=450 pM). 7α, 25-dihydroxycholesterol can serve as a chemokine directing migration of B cells, T cells and dendritic cells[1][2].
1alpha,25-dihydroxy-2alpha-methyl-19-norvitamin D3
1alpha,25-dihydroxy-2beta-methyl-19-norvitamin D3 / 1alpha,25-dihydroxy-2beta-methyl-19-norcholecalciferol
1alpha,25-dihydroxy-2alpha-methyl-19-nor-20-epivitamin D3
1alpha,25-dihydroxy-2beta-methyl-19-nor-20-epivitamin D3
2-METHYLACRYLICACID-2-(4-BENZOYL-3-HYDROXYPHENOXY)ETHYLESTER
Calderol
D018977 - Micronutrients > D014815 - Vitamins > D006887 - Hydroxycholecalciferols COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D050071 - Bone Density Conservation Agents Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS
7-hydroperoxy-10,13-dimethyl-17-(6-methylheptan-2-yl)-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
D009676 - Noxae > D009153 - Mutagens
(24S,25)-dihydroxycholesterol
An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 24S and 25.
(24S,26)-dihydroxycholesterol
An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 24S and 26.
4beta,7alpha-dihydroxycholesterol
An oxysterol that is cholesterol carrying two additional hydroxy groups at the 4beta and 7alpha positions.
(25R)-3alpha,7alpha-dihydroxy-5beta-cholestan-26-al
4beta,24S-dihydroxycholesterol
An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 4beta and 24S.
(24S)-7alpha,24-dihydroxy-5beta-cholestan-3-one
7alpha,24-Dihydroxy-5beta-cholestan-3-one with S configuration at C-24.
(24S,25S)-cholest-5-en-3beta,24,26-triol
An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 24S and 27 and has S-configuration at position 25.
(3R,3aR,5bR,8S,9aR)-8,9a-dihydroxy-3a,5b-dimethyl-3-[(2R)-6-methylheptan-2-yl]-2,3,4,5,5a,6,7,8,9,10,10a,10b-dodecahydro-1H-cyclopenta[a]fluorene-10-carbaldehyde
(20R,22R)-20,22-dihydroxycholesterol
An oxysterol that is cholesterol substituted by hydroxy groups at positions 20 and 22 (the 20R,22R-stereoisomer).
7alpha,12alpha-Dihydroxy-5beta-cholestan-3-one
A 3-oxo-5beta-steroid that is 5beta-cholestan-3-one bearing two additional hydroxy substituents at positions 7alpha and 12alpha.
(25R)-7alpha,26-dihydroxycholesterol
A 7alpha,26-dihydroxycholesterol that has R configuration at position 25.
(25R)-4beta,26-dihydroxycholesterol
An oxysterol that is cholesterol which is substituted by hydroxy groups at 4beta and 26 positions and has R-configuration at position 25.
(20R)-17alpha,20-dihydroxycholesterol
An oxysterol that is cholesterol substituted by hydroxy groups at positions 17 and 20 (the 20R-stereoisomer).
(24S)-7alpha,24-Dihydroxycholesterol
A 7alpha,24-dihydroxycholesterol in which has S configuration at position 24.
7alpha,26-Dihydroxycholesterol
An oxysterol that is cholesterol which is substituted by hydroxy groups at the 7alpha and 26 positions.
(16S,22S)-dihydroxycholesterol
A C27-steroid that is cholesterol carrying a hydroxy group at position 16S and 22S.
(7alpha,22R)-dihydroxycholesterol
An oxysterol that is cholesterol which is substituted by hydroxy groups at positions 7alpha and 22R.