Exact Mass: 392.2827486

Exact Mass Matches: 392.2827486

Found 490 metabolites which its exact mass value is equals to given mass value 392.2827486, within given mass tolerance error 0.05 dalton. Try search metabolite list with more accurate mass tolerance error 0.01 dalton.

Ursodeoxycholate

(4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.292644)


Ursodeoxycholic acid is a bile acid found in the bile of bears (Ursidae) as a conjugate with taurine. Used therapeutically, it prevents the synthesis and absorption of cholesterol and can lead to the dissolution of gallstones. It has a role as a human metabolite and a mouse metabolite. It is a bile acid, a dihydroxy-5beta-cholanic acid and a C24-steroid. It is a conjugate acid of an ursodeoxycholate. Ursodeoxycholic acid is an epimer of [chenodeoxycholic acid]. It is a mammalian bile acid found first in the bear and is apparently either a precursor or a product of chenodeoxycholate. Its administration changes the composition of bile and may dissolve gallstones. It is used as a cholagogue and choleretic. Ursodiol is a Bile Acid. Ursodeoxycholic acid or ursodiol is a naturally occurring bile acid that is used dissolve cholesterol gall stones and to treat cholestatic forms of liver diseases including primary biliary cirrhosis. Ursodiol has been linked to rare instances of transient and mild serum aminotransferase elevations during therapy and to rare instances of jaundice and worsening of liver disease in patients with preexisting cirrhosis. Ursodeoxycholic acid is a natural product found in Myocastor coypus with data available. Ursodiol is a synthetically-derived form of ursodiol, a bile acid produced by the liver and secreted and stored in the gallbladder. Also produced by the Chinese black bear liver, ursodiol has been used in the treatment of liver disease for centuries. This agent dissolves or prevents cholesterol gallstones by blocking hepatic cholesterol production and decreasing bile cholesterol. Ursodiol also reduces the absorption of cholesterol from the intestinal tract. An epimer of chenodeoxycholic acid. It is a mammalian bile acid found first in the bear and is apparently either a precursor or a product of chenodeoxycholate. Its administration changes the composition of bile and may dissolve gallstones. It is used as a cholagogue and choleretic. See also: Dimethicone; pancrelipase; ursodiol (component of). Ursodeoxycholic acid, also known as ursodeoxycholate or acid deoxyursocholic, belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. Ursodeoxycholic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. An epimer of chenodeoxycholic acid. It is a mammalian bile acid found first in the bear and is apparently either a precursor or a product of chenodeoxycholate. Its administration changes the composition of bile and may dissolve gallstones. It is used as a cholagogue and choleretic. [HMDB] Ursodeoxycholic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=128-13-2 (retrieved 2024-07-02) (CAS RN: 128-13-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

Deoxycholic acid

(4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-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]pentanoic acid

C24H40O4 (392.29264400000005)


Deoxycholic acid is a bile acid that is 5beta-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 12 respectively. It has a role as a human blood serum metabolite. It is a bile acid, a dihydroxy-5beta-cholanic acid and a C24-steroid. It is a conjugate acid of a deoxycholate. Deoxycholic acid is a a bile acid which emulsifies and solubilizes dietary fats in the intestine, and when injected subcutaneously, it disrupts cell membranes in adipocytes and destroys fat cells in that tissue. In April 2015, deoxycholic acid was approved by the FDA for the treatment submental fat to improve aesthetic appearance and reduce facial fullness or convexity. It is marketed under the brand name Kybella by Kythera Biopharma and is the first pharmacological agent available for submental fat reduction, allowing for a safer and less invasive alternative than surgical procedures. Deoxycholic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). Deoxycholic acid is a Cytolytic Agent. The physiologic effect of deoxycholic acid is by means of Decreased Cell Membrane Integrity. Deoxycholic acid is a natural product found in Pseudomonas syringae and Homo sapiens with data available. Deoxycholic Acid is a steroidal acid that is a secondary bile acid, with cytolytic activity. Upon subcutaneous administration, deoxycholic acid causes lysis of adipocytes and improves the appearance of fullness associated with submental fat. Also, it may potentially be able to reduce fat in other subcutaneous fatty tissues. Deoxycholic acid, naturally produced by the metabolism of cholic acid by intestinal bacteria, is involved in the emulsification of dietary fats in the intestine. Deoxycholic acid is a bile acid formed by bacterial action from cholate. It is usually conjugated with glycine or taurine. Deoxycholic acid acts as a detergent to solubilize fats for intestinal absorption, is reabsorbed itself, and is used as a choleretic and detergent. 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. (A3407, A3408, A3409, A3410). A bile acid formed by bacterial action from cholate. It is usually conjugated with glycine or taurine. Deoxycholic acid acts as a detergent to solubilize fats for intestinal absorption, is reabsorbed itself, and is used as a choleretic and detergent. Deoxycholic acid is a secondary bile acid produced in the liver and is usually conjugated with glycine or taurine. It facilitates fat absorption and cholesterol excretion. Bile acids are steroid acids found predominantly in the bile of mammals. The distinction between different bile acids is minute, and depends 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). When present in sufficiently high levels, deoxycholic acid can act as a hepatotoxin, a metabotoxin, and an oncometabolite. A hepatotoxin causes damage to the liver or liver cells. A metabotoxin is an endogenously produced metabolite that causes adverse health effects at chronically high levels. An oncometabolite is a compound, when present at chronically high levels, that promotes tumour growth and survival. Among the primary bile acids, cholic acid is considered to be the least hepatotoxic while deoxycholic acid is the most hepatoxic (PMID: 1641875). The liver toxicity of bile acids appears to be due to their ability to peroxidate lipids and to lyse liver cells. High bile acid levels lead to the generation of reactive oxygen species and reactive nitrogen species, disruption of the cell membrane and mitochondria, induction of DNA damage, mutation and apoptosis, and the development of reduced apoptosis capability upon chronic exposure (PMID: 24884764). Chronically high levels of deoxycholic acid are associated with familial hypercholanemia. In hypercholanemia, bile acids, including deoxycholic acid, are elevated in the blood. This disease causes liver damage, extensive itching, poor fat absorption, and can lead to rickets due to lack of calcium in bones. The deficiency of normal bile acids in the intestines results in a deficiency of vitamin K, which also adversely affects clotting of the blood. The bile acid ursodiol (ursodeoxycholic acid) can improve symptoms associated with familial hypercholanemia. Chronically high levels of deoxycholic acid are also associated with several forms of cancer including colon cancer, pancreatic cancer, esophageal cancer, and many other GI cancers. A bile acid that is 5beta-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 12 respectively. Deoxycholic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=83-44-3 (retrieved 2024-07-01) (CAS RN: 83-44-3). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Deoxycholic acid (cholanoic acid), a bile acid, is a by-product of intestinal metabolism, that activates the G protein-coupled bile acid receptorTGR5[1][2]. Deoxycholic acid (cholanoic acid), a bile acid, is a by-product of intestinal metabolism, that activates the G protein-coupled bile acid receptorTGR5[1][2].

   

Chenodeoxycholic acid

(4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-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]pentanoic acid

C24H40O4 (392.29264400000005)


Chenodeoxycholic acid is a dihydroxy-5beta-cholanic acid that is (5beta)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively. It has a role as a human metabolite and a mouse metabolite. It is a bile acid, a dihydroxy-5beta-cholanic acid and a C24-steroid. It is a conjugate acid of a chenodeoxycholate. Chenodeoxycholic acid (or Chenodiol) is an epimer of ursodeoxycholic acid (DB01586). Chenodeoxycholic acid is a bile acid naturally found in the body. It works by dissolving the cholesterol that makes gallstones and inhibiting production of cholesterol in the liver and absorption in the intestines, which helps to decrease the formation of gallstones. It can also reduce the amount of other bile acids that can be harmful to liver cells when levels are elevated. Chenodeoxycholic acid (chenodiol) is a primary bile acid, synthesized in the liver and present in high concentrations in bile that is used therapeutically to dissolve cholesterol gallstones. Chronic therapy is associated with transient elevations in serum aminotransferase levels in up to 30\\\\\% of patients, but chenodiol has been linked to only rare instances of clinically apparent liver injury with jaundice. Chenodeoxycholic acid is a natural product found in Ganoderma lucidum and Homo sapiens with data available. A bile acid, usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones. Chenodeoxycholic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). Usually conjugated with either glycine or taurine. It acts as a detergent to solubilize fats for intestinal absorption and is reabsorbed by the small intestine. It is used as cholagogue, a choleretic laxative, and to prevent or dissolve gallstones. A bile acid. 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. A dihydroxy-5beta-cholanic acid that is (5beta)-cholan-24-oic acid substituted by hydroxy groups at positions 3 and 7 respectively. Chenodeoxycholic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=474-25-9 (retrieved 2024-07-01) (CAS RN: 474-25-9). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0). Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism. Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism.

   

Murocholic acid

(4R)-4-[(1S,2R,5R,7R,8R,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


Murocholic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). A bile acid. 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. D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids CONFIDENCE standard compound; INTERNAL_ID 300

   

Isodeoxycholic acid

(4R)-4-[(1S,2S,7S,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


Isodeoxycholic acid is a human fecal bile acid. 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: 3667743, 11316487, 16037564, 12576301, 11907135). Isodeoxycholic acid is a human fecal bile acid. 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. [Analytical] Sample of 1 micorL methanol solution was flow injected.

   

Avideoxycholic acid

Avideoxycholate; Avideoxycholic acid; 3alpha,16alpha-Dihydroxy-5beta-cholan-24-oic acid

C24H40O4 (392.29264400000005)


   

3b,7a-Dihydroxy-5b-cholanoic acid

(4R)-4-[(1S,2S,5S,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


3b,7a-Dihydroxy-5b-cholanoic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). A bile acid. 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. [Analytical] Sample of 1 micorL methanol solution was flow injected.

   

3a,12b-Dihydroxy-5b-cholanoic acid

(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16R)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


3a,12b-Dihydroxy-5b-cholanoic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). A bile acid. 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. 3α,12β-Dihydroxycholanoic acid is a bile acid that can be isolated from urine specimens of healthy humans[1].

   

Isoursodeoxycholic acid

(4R)-4-[(1S,2S,5S,7S,9S,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


Isoursodeoxycholic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). A bile acid. 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. [Analytical] Sample of 1 micorL methanol solution was flow injected. D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids

   

3beta,12alpha-Dihydroxy-5beta-cholan-24-oic Acid

3beta,12alpha-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


A dihydroxy-5beta-cholanic acid in which the two hydroxy groups are located at positions 3beta and 12alpha. The 3beta-hydroxy epimer of deoxycholic acid. [Analytical] Sample of 1 micorL methanol solution was flow injected.

   

Allochenodeoxycholic acid

3α,7α-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

Allodeoxycholic acid

3alpha,12alpha-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


An allo-bile acid that is 5alpha-cholan-24-oic acid bearing two alpha-hydroxy substituents at position 3 and 12. [Analytical] Sample of 1 micorL methanol solution was flow injected.

   

Hyodeoxycholate

3α,6α-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells.

   

3b,12a-Dihydroxy-5a-cholanoic acid

(4R)-4-[(1S,2S,5S,7S,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


3b,12a-Dihydroxy-5a-cholanoic acid is a bile acid. 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. A bile acid. 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. C78276 - Agent Affecting Digestive System or Metabolism > C66913 - Cholagogues or Choleretic Agents D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids D - Dermatologicals Deoxycholic acid (cholanoic acid), a bile acid, is a by-product of intestinal metabolism, that activates the G protein-coupled bile acid receptorTGR5[1][2]. Deoxycholic acid (cholanoic acid), a bile acid, is a by-product of intestinal metabolism, that activates the G protein-coupled bile acid receptorTGR5[1][2].

   

Isohyodeoxycholic acid

(4R)-4-[(1S,2R,5S,7R,8S,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


Isohyodeoxycholic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). A bile acid. 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. D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids

   

3-Hydroxy-10'-apo-b,y-carotenal

(2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

C27H36O2 (392.2715156)


3-Hydroxy-10-apo-b,y-carotenal is found in citrus. 3-Hydroxy-10-apo-b,y-carotenal isisolated from Sinton citrangequat. Prob. isolated from Sinton citrangequat. 3-Hydroxy-10-apo-b,y-carotenal is found in citrus.

   

7b,12a-Dihydroxycholanoic acid

(4R)-4-[(1S,2S,7S,9S,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


7beta,12alpha-Dihydroxycholanoic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135).

   

(22E, 24x)-Ergosta-4,6,8,22-tetraen-3-one

14-[(3E)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(10),6,8-trien-5-one

C28H40O (392.307899)


(22E, 24x)-Ergosta-4,6,8,22-tetraen-3-one is found in mushrooms. (22E, 24x)-Ergosta-4,6,8,22-tetraen-3-one is a constituent of Pleurotus ostreatus (oyster fungus) Constituent of Pleurotus ostreatus (oyster fungus). (22E, 24x)-Ergosta-4,6,8,22-tetraen-3-one is found in mushrooms.

   

Methyl (9Z)-6'-oxo-6,5'-diapo-6-carotenoate

Methyl (4Z,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethyl-20-oxohenicosa-2,4,6,8,10,12,14,16,18-nonaenoic acid

C26H32O3 (392.23513219999995)


Methyl (9Z)-6-oxo-6,5-diapo-6-carotenoate is a constituent of Bixa orellana (annatto) Constituent of Bixa orellana (annatto).

   

3a,7a-Dihydroxycholanoic acid

(4R)-4-[(1S,2S,5R,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


3a,7a-Dihydroxycholanoic acid is a chenodeoxycholic or bile acid present in human blood serum. (PMID 13324110) and in the biliary excretion of patients with choledochostomy drainage (PMID 16695472). 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. [HMDB] 3a,7a-Dihydroxycholanoic acid is a chenodeoxycholic or bile acid present in human blood serum. (PMID 13324110) and in the biliary excretion of patients with choledochostomy drainage (PMID 16695472). 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.

   

3b,12a-Dihydroxy-5b-cholanoic acid

(4R)-4-[(1S,2S,5S,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


3b,12a-Dihydroxy-5b-cholanoic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). A bile acid. 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.

   

Allodeoxycholic acid

(4R)-4-[(1S,2S,5R,7S,10R,11S,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


Allodeoxycholic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). A bile acid. 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.

   

Allochenodeoxycholic acid

(4R)-4-[(1S,2S,5R,7R,9R,10R,11S,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


Allochenodeoxycholic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). A bile acid. 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.

   

Hyodeoxycholic acid

(4R)-4-[(1S,2R,5R,8S,10S,11S,14R,15R)-5,8-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.292644)


Hyodeoxycholic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). A bile acid. 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. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells.

   

7a,12b-dihydroxy-5b-Cholan-24-oic acid

(4R)-4-[(1S,2S,7S,9R,10R,11S,14R,15R,16R)-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


7a,12b-dihydroxy-5b-Cholan-24-oic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). 7a,12b-dihydroxy-5b-Cholan-24-oic acid is a bile acid. 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]

   

3beta,12beta-Dihydroxy-5beta-cholanoic acid

(4R)-4-[(1S,2S,5S,7R,10R,11S,14R,15R,16R)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.29264400000005)


3b,12b-Dihydroxy-5b-cholanoic acid is 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 (PMID: 11316487, 16037564, 12576301, 11907135). 3b,12b-Dihydroxy-5b-cholanoic acid is a bile acid. 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.

   

CPA(16:0/0:0)

(2-Hydroxy-2-oxo-1,3,2λ⁵-dioxaphospholan-4-yl)methyl hexadecanoic acid

C19H37O6P (392.2327632)


cPA(16:0/0:0) is a cyclic phosphatidic acid or cyclic lysophosphatidic acid. It is a glycerophospholipid in which a cyclic phosphate moiety occupies two glycerol substitution sites. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1). Fatty acids containing 16 and 18 carbons are the most common. Cyclic phosphatidic acids have been detected in a wide range of organisms including humans, especially in the brain but also in serum (at a concentration of 10-7M). cPAs have a cyclic phosphate at the sn-2 and sn-3 positions of the glycerol carbons, and this structure is absolutely necessary for their activities. In particular, it is found in tissues subject to injury, and while it may have some similar signalling functions to lysophosphatidic acid per se, it also has some quite distinct biological activities. For example, cyclic phosphatidic acid is known to be a specific inhibitor of DNA polymerase alpha. It has an appreciable effect on the inhibition of cancer cell invasion and metastasis. [HMDB] cPA(16:0/0:0) is a cyclic phosphatidic acid or cyclic lysophosphatidic acid. It is a glycerophospholipid in which a cyclic phosphate moiety occupies two glycerol substitution sites. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1). Fatty acids containing 16 and 18 carbons are the most common. Cyclic phosphatidic acids have been detected in a wide range of organisms including humans, especially in the brain but also in serum (at a concentration of 10-7M). cPAs have a cyclic phosphate at the sn-2 and sn-3 positions of the glycerol carbons, and this structure is absolutely necessary for their activities. In particular, it is found in tissues subject to injury, and while it may have some similar signalling functions to lysophosphatidic acid per se, it also has some quite distinct biological activities. For example, cyclic phosphatidic acid is known to be a specific inhibitor of DNA polymerase alpha. It has an appreciable effect on the inhibition of cancer cell invasion and metastasis.

   

20, 22-Dihydrodigoxigenin

(4R)-4-[(1S,2S,5S,7R,11S,14R,15S,16R)-5,11,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]oxolan-2-one

C23H36O5 (392.2562606)


20, 22-Dihydrodigoxigenin is a metabolite of digoxin. Digoxin is a purified cardiac glycoside and extracted from the foxglove plant, Digitalis lanata. Its corresponding aglycone is digoxigenin, and its acetyl derivative is acetyldigoxin. Digoxin is widely used in the treatment of various heart conditions, namely atrial fibrillation, atrial flutter and sometimes heart failure that cannot be controlled by other medication. Digoxin preparations are commonly marketed under the trade names Lanoxin, Digitek, and Lanoxicaps. (Wikipedia)

   

3-Methyl-5-pentyl-2-furanpentadecanoic acid

15-(3-methyl-5-pentylfuran-2-yl)pentadecanoic acid

C25H44O3 (392.3290274)


3-Methyl-5-pentyl-2-furanpentadecanoic acid is a furan fatty acid (F-acid). F-acids are heterocyclic fatty acids containing a central furan moiety with a carboxylalkyl chain (mostly 7, 9, 11, or 13 carbons) in the 2-position and an alkyl chain (mostly 3 or 5 carbons) in the 5-position. Despite being found in low concentrations in food lipids, they are excellent antixoxidants and radical scavengers. This allows them to play an important role in preventing lipid peroxidation and protecting polyunsaturated fatty acids. They are often incorporated into phospholipids and cholesterol esters of fish and other marine organisms. 3-Methyl-5-pentyl-2-furanpentadecanoic acid, in particular, can be described by the shorthand notation 15M5. This refers to its 15-carbon carboxyalkyl moiety, the methyl substitution in the 3-position of its furan moiety, and its 5-carbon alkyl moiety. It has been identified in mussels.

   

Ergosta-4,6,8(14),22-tetraen-3-one

14-(5,6-dimethylhept-3-en-2-yl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8,10-trien-5-one

C28H40O (392.307899)


   

(3a,5b,7a)-3,7-Dihydroxycholan-24-oic acid

4-{5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanoic acid

C24H40O4 (392.292644)


D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids

   

3alpha,12beta-Dihydroxy-5alpha-cholan-24-oic Acid

4-{5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl}pentanoic acid

C24H40O4 (392.29264400000005)


   

4-[(5R,8S,10R,13R,17R)-3,6-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]pentanoic acid

4-[(5R,8S,10R,13R,17R)-3,6-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]pentanoic acid

C24H40O4 (392.29264400000005)


   

Arterolane

N-(2-amino-2-methylpropyl)-2-{dispiro[adamantane-2,2-[1,3,5]trioxolane-4,1-cyclohexane]-4-yl}acetamide

C22H36N2O4 (392.2674936)


C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides

   

Auda

12-{[(adamantan-1-yl)carbamoyl]amino}dodecanoic acid

C23H40N2O3 (392.30387700000006)


   

(3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-Ethyl-17-((R)-4-hydroxybutan-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

(3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-Ethyl-17-((2R)-4-hydroxy-2-butanyl)-10,13-dimethylhexadecahydro-1H-cyclopenta(a)phenanthrene-3,7-diol

C25H44O3 (392.3290274)


   

Dextromoramide

3-methyl-4-(morpholin-4-yl)-2,2-diphenyl-1-(pyrrolidin-1-yl)butan-1-one

C25H32N2O2 (392.24636519999996)


   

VIPROSTOL

Methyl 7-[2-(4-ethenyl-4-hydroxyoct-1-en-1-yl)-3-hydroxy-5-oxocyclopentyl]hept-5-enoic acid

C23H36O5 (392.2562606)


   

MG(20:4(6E,8Z,11Z,14Z)+=O(5)/0:0/0:0)

(2S)-2,3-Dihydroxypropyl (6E,8Z,11Z,14Z)-5-oxoicosa-6,8,11,14-tetraenoic acid

C23H36O5 (392.2562606)


MG(20:4(6E,8Z,11Z,14Z)+=O(5)/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(20:4(5Z,8Z,11Z,13E)+=O(15)/0:0/0:0)

(2S)-2,3-Dihydroxypropyl (5Z,8Z,11Z,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid

C23H36O5 (392.2562606)


MG(20:4(5Z,8Z,11Z,13E)+=O(15)/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(20:5(5Z,8Z,11Z,14Z,16E)-OH(18R)/0:0/0:0)

(2S)-2,3-Dihydroxypropyl (8Z,11Z,14Z,16E,18S)-18-hydroxyicosa-5,8,11,14,16-pentaenoic acid

C23H36O5 (392.2562606)


MG(20:5(5Z,8Z,11Z,14Z,16E)-OH(18R)/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(20:5(5Z,8Z,11Z,14Z,16E)-OH(18)/0:0/0:0)

(2S)-2,3-dihydroxypropyl (5Z,8Z,11Z,13E,17Z)-16-hydroxyicosa-5,8,11,13,17-pentaenoate

C23H36O5 (392.2562606)


MG(20:5(5Z,8Z,11Z,14Z,16E)-OH(18)/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(20:5(5Z,8Z,10E,14Z,17Z)-OH(12)/0:0/0:0)

(2S)-2,3-Dihydroxypropyl (5Z,8Z,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoic acid

C23H36O5 (392.2562606)


MG(20:5(5Z,8Z,10E,14Z,17Z)-OH(12)/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(20:5(6E,8Z,11Z,14Z,17Z)-OH(5)/0:0/0:0)

(2S)-2,3-Dihydroxypropyl (6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid

C23H36O5 (392.2562606)


MG(20:5(6E,8Z,11Z,14Z,17Z)-OH(5)/0:0/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(0:0/20:4(6E,8Z,11Z,14Z)+=O(5)/0:0)

1,3-Dihydroxypropan-2-yl (6E,8Z,11Z,14Z)-5-oxoicosa-6,8,11,14-tetraenoic acid

C23H36O5 (392.2562606)


MG(0:0/20:4(6E,8Z,11Z,14Z)+=O(5)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(0:0/20:4(5Z,8Z,11Z,13E)+=O(15)/0:0)

1,3-Dihydroxypropan-2-yl (5Z,8Z,11Z,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid

C23H36O5 (392.2562606)


MG(0:0/20:4(5Z,8Z,11Z,13E)+=O(15)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(0:0/20:5(5Z,8Z,11Z,14Z,16E)-OH(18R)/0:0)

1,3-Dihydroxypropan-2-yl (5Z,8Z,11Z,14Z,16E,18R)-18-hydroxyicosa-5,8,11,14,16-pentaenoic acid

C23H36O5 (392.2562606)


MG(0:0/20:5(5Z,8Z,11Z,14Z,16E)-OH(18R)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(0:0/20:5(5Z,8Z,11Z,14Z,16E)-OH(18)/0:0)

1,3-Dihydroxypropan-2-yl (5Z,8Z,11Z,17Z)-16-hydroxyicosa-5,8,11,13,17-pentaenoic acid

C23H36O5 (392.2562606)


MG(0:0/20:5(5Z,8Z,11Z,14Z,16E)-OH(18)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(0:0/20:5(5Z,8Z,10E,14Z,17Z)-OH(12)/0:0)

1,3-dihydroxypropan-2-yl (5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoate

C23H36O5 (392.2562606)


MG(0:0/20:5(5Z,8Z,10E,14Z,17Z)-OH(12)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

MG(0:0/20:5(6E,8Z,11Z,14Z,17Z)-OH(5)/0:0)

1,3-Dihydroxypropan-2-yl (6E,8Z,11Z,14Z,17Z)-5-hydroxyicosa-6,8,11,14,17-pentaenoic acid

C23H36O5 (392.2562606)


MG(0:0/20:5(6E,8Z,11Z,14Z,17Z)-OH(5)/0:0) is an oxidized monoacyglycerol (MG). Oxidized monoacyglycerols are glycerolipids in which the fatty acyl chain has undergone oxidation. As all oxidized lipids, oxidized monoacyglycerols belong to a group of biomolecules that have a role as signaling molecules. The biosynthesis of oxidized lipids is mediated by several enzymatic families, including cyclooxygenases (COX), lipoxygenases (LOX) and cytochrome P450s (CYP). Non-enzymatically oxidized lipids are produced by uncontrolled oxidation through free radicals and are considered harmful to human health (PMID: 33329396). As is the case with other lipids, monoacyglycerols can be substituted by different fatty acids, with varying lengths, saturation and degrees of oxidation attached at the C-1, C-2 and C-3 positions. Lipids are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. Similarly to what occurs with lipids, the fatty acid distribution at the C-1 and C-2 positions of glycerol within oxidized lipids is continually in flux, owing to lipid degradation and the continuous lipid remodeling that occurs while these molecules are in membranes. Oxidized MGs can be synthesized via three different routes. In one route, the oxidized MG is synthetized de novo following the same mechanisms as for MGs but incorporating an oxidized acyl chain (PMID: 33329396). An alternative is the transacylation of the non-oxidized acyl chains with an oxidized acylCoA (PMID: 33329396). The third pathway results from the oxidation of the acyl chain while still attached to the MG backbone, mainly through the action of LOX (PMID: 33329396).

   

Methyl-[12]-gingerol

1-(3,4-dimethoxyphenyl)-5-hydroxyhexadecan-3-one

C24H40O4 (392.29264400000005)


Methyl-[12]-gingerol is a member of the class of compounds known as dimethoxybenzenes. Dimethoxybenzenes are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups. Methyl-[12]-gingerol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Methyl-[12]-gingerol can be found in ginger, which makes methyl-[12]-gingerol a potential biomarker for the consumption of this food product.

   

Deoxycholic Acid

3alpha,12alpha-Dihydroxy-5beta-cholan-24-oic acid

C24H40O4 (392.29264400000005)


C78276 - Agent Affecting Digestive System or Metabolism > C66913 - Cholagogues or Choleretic Agents D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids D - Dermatologicals Deoxycholic acid (cholanoic acid), a bile acid, is a by-product of intestinal metabolism, that activates the G protein-coupled bile acid receptorTGR5[1][2]. Deoxycholic acid (cholanoic acid), a bile acid, is a by-product of intestinal metabolism, that activates the G protein-coupled bile acid receptorTGR5[1][2].

   

Chenodiol

3alpha,7alpha-Dihydroxy-5beta-cholan-24-oic acid

C24H40O4 (392.29264400000005)


A - Alimentary tract and metabolism > A05 - Bile and liver therapy > A05A - Bile therapy > A05AA - Bile acids and derivatives C78276 - Agent Affecting Digestive System or Metabolism > C66913 - Cholagogues or Choleretic Agents D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids D005765 - Gastrointestinal Agents > D002400 - Cathartics Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism. Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism.

   

Ursodiol

3alpha,7beta-Dihydroxy-5beta-cholan-24-oic acid

C24H40O4 (392.29264400000005)


A - Alimentary tract and metabolism > A05 - Bile and liver therapy > A05A - Bile therapy > A05AA - Bile acids and derivatives C471 - Enzyme Inhibitor > C1404 - Protein Kinase Inhibitor > C61074 - Serine/Threonine Kinase Inhibitor C78276 - Agent Affecting Digestive System or Metabolism > C29703 - Antilipidemic Agent COVID info from clinicaltrial, clinicaltrials, clinical trial, clinical trials D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids Corona-virus Coronavirus SARS-CoV-2 COVID-19 SARS-CoV COVID19 SARS2 SARS

   

Hyodeoxycholic_acid

(4R)-4-[(3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-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]pentanoicacid

C24H40O4 (392.29264400000005)


Hyodeoxycholic acid is a member of the class of 5beta-cholanic acids that is (5beta)-cholan-24-oic acid substituted by alpha-hydroxy groups at positions 3 and 6. It has a role as a human metabolite and a mouse metabolite. It is a bile acid, a member of 5beta-cholanic acids, a 6alpha,20xi-murideoxycholic acid and a C24-steroid. It is functionally related to a cholic acid. It is a conjugate acid of a hyodeoxycholate. Hyodeoxycholic Acid has been used in trials studying the treatment of Hypercholesterolemia. A member of the class of 5beta-cholanic acids that is (5beta)-cholan-24-oic acid substituted by alpha-hydroxy groups at positions 3 and 6. D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells.

   

Dihydrocompactin

4a,5-Dihydrocompactin

C23H36O5 (392.2562606)


   

Ergosta-4,6,8(14),22-tetraen-3-one

(22E)-Ergosta-4,6,8(14),22-tetraen-3-one

C28H40O (392.307899)


An ergostanoid that is (22E)-ergosta-4,6,8(14),22-tetraene substituted by an oxo group at position 3. It has been isolated from the mycelia of Cordyceps sinensis.

   

6alpha-Isobutyryloxy-7-oxo-13,14-dihydrokolavenic acid

6alpha-Isobutyryloxy-7-oxo-13,14-dihydrokolavenic acid

C24H40O4 (392.29264400000005)


   

9,11-Dihydrogracilin A

9,11-Dihydrogracilin A

C23H36O5 (392.2562606)


   

Phaffiaol

2,4-dimethoxy-6-heptadecylphenol

C25H44O3 (392.3290274)


   
   
   
   
   
   

(4S*,6S*)-Dihydroxy-6-(14Z-nonadecenyl)-2-cyclohexenone

(4S*,6S*)-Dihydroxy-6-(14Z-nonadecenyl)-2-cyclohexenone

C25H44O3 (392.3290274)


   
   

3beta-Malonyloxy-15-hydroxy-ent-labda-7,13E-dien

3beta-Malonyloxy-15-hydroxy-ent-labda-7,13E-dien

C23H36O5 (392.2562606)


   
   

Irisoquin B

3-Hydroxydihydroirisquinone

C24H40O4 (392.29264400000005)


   
   
   
   
   
   

Acetoxy-10-gingerol

Acetoxy-[10]-gingerol

C23H36O5 (392.2562606)


   

chenodeoxycholic acid

chenodeoxycholic acid

C24H40O4 (392.29264400000005)


MS2 deconvoluted using MS2Dec from all ion fragmentation data, MetaboLights identifier MTBLS1040; RUDATBOHQWOJDD_STSL_0094_Chenodeoxycholic acid_0500fmol_180506_S2_LC02_MS02_225; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. MS2 deconvoluted using CorrDec from all ion fragmentation data, MetaboLights identifier MTBLS1040; Spectrum acquired as described in Naz et al 2017 PMID 28641411. Preparation and submission to MassBank of North America by Chaleckis R. and Tada I. relative retention time with respect to 9-anthracene Carboxylic Acid is 1.466 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.465 relative retention time with respect to 9-anthracene Carboxylic Acid is 1.467 Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism. Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism.

   
   

10-Apo-beta-caroten-10-oic acid

10-Apo-beta-caroten-10-oic acid

C27H36O2 (392.2715156)


   

6alpha-Malonyloxymanoyl oxide

(+)-6alpha-Malonyloxymanoyl oxide

C23H36O5 (392.2562606)


The malonate ester of a labdane diterpenoid. Isolated from the aerial parts of Stemodia foliosa, it exhibits antibacterial activity.

   

3-Oxoandrost-4-en-17-yl benzoate

3-Oxoandrost-4-en-17-yl benzoate

C26H32O3 (392.23513219999995)


   

AUDA

12-[[(tricyclo[3.3.1.13,7]dec-1-ylamino)carbonyl]amino]-dodecanoic acid

C23H40N2O3 (392.30387700000006)


   
   

Chenodiol

3,7-Dihydroxycholan-24-oic acid

C24H40O4 (392.29264400000005)


A - Alimentary tract and metabolism > A05 - Bile and liver therapy > A05A - Bile therapy > A05AA - Bile acids and derivatives C78276 - Agent Affecting Digestive System or Metabolism > C66913 - Cholagogues or Choleretic Agents D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids D005765 - Gastrointestinal Agents > D002400 - Cathartics Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism. Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism.

   

methyl 18-acetoxygrindelate|methyl-18-acetoxygrindeloate

methyl 18-acetoxygrindelate|methyl-18-acetoxygrindeloate

C23H36O5 (392.2562606)


   
   

3beta,4beta-dihydroxy-2beta-acetoxypregnan-16-one

3beta,4beta-dihydroxy-2beta-acetoxypregnan-16-one

C23H36O5 (392.2562606)


   
   

1-(3-Methyl-5-acetoxypentyl)-2,5,5-trimethyl-6-acetoxy-8a-methyldecalin-2-ene

1-(3-Methyl-5-acetoxypentyl)-2,5,5-trimethyl-6-acetoxy-8a-methyldecalin-2-ene

C24H40O4 (392.29264400000005)


   
   

citreoanthrasteroid B

citreoanthrasteroid B

C28H40O (392.307899)


   

methyl 6beta-acetoxy-7-oxo-8-labden-15-oate

methyl 6beta-acetoxy-7-oxo-8-labden-15-oate

C23H36O5 (392.2562606)


   

Cheilanthatriol|cheilanthenetriol

Cheilanthatriol|cheilanthenetriol

C25H44O3 (392.3290274)


   

3beta,11beta,15beta-trihydroxy-6alpha-acetoxy-ent-kaur-16-ene|melissoidesin

3beta,11beta,15beta-trihydroxy-6alpha-acetoxy-ent-kaur-16-ene|melissoidesin

C23H36O5 (392.2562606)


   

21-Ac-(3alpha,5beta)-3,14,21-Trihydroxypregnan-20-one

21-Ac-(3alpha,5beta)-3,14,21-Trihydroxypregnan-20-one

C23H36O5 (392.2562606)


   

21-Ac-(3alpha,5alpha,11beta)-3,11,21-Trihydroxypregnan-20-one

21-Ac-(3alpha,5alpha,11beta)-3,11,21-Trihydroxypregnan-20-one

C23H36O5 (392.2562606)


   
   

Di-Ac-5-[1-(2,2-Dimethylcyclopentylidene)ethyl]octahydro-4,4-dimethyl-1,3-isobenzofurandiol

Di-Ac-5-[1-(2,2-Dimethylcyclopentylidene)ethyl]octahydro-4,4-dimethyl-1,3-isobenzofurandiol

C23H36O5 (392.2562606)


   

22xi,23xi-Epoxy-5beta-cholan-3alpha,7alpha,12alpha-triol|22xi,23xi-epoxy-5beta-cholane-3alpha,7alpha,12alpha-triol

22xi,23xi-Epoxy-5beta-cholan-3alpha,7alpha,12alpha-triol|22xi,23xi-epoxy-5beta-cholane-3alpha,7alpha,12alpha-triol

C24H40O4 (392.29264400000005)


   
   
   
   

isolancerotetrol 5-angelate

isolancerotetrol 5-angelate

C23H36O5 (392.2562606)


   

dihydroalangionoside A

dihydroalangionoside A

C19H36O8 (392.2410056)


   

3-Ac-(3beta,5beta,14beta)-3,14,21-Trihydroxypregnan-20-one

3-Ac-(3beta,5beta,14beta)-3,14,21-Trihydroxypregnan-20-one

C23H36O5 (392.2562606)


   
   

beta-Apo-10-carotenic acid

beta-Apo-10-carotenic acid

C27H36O2 (392.2715156)


   
   

4-hydroxy-2-octadec-(11Z)-enoylcyclohexane-1,3-dione|proctorione B

4-hydroxy-2-octadec-(11Z)-enoylcyclohexane-1,3-dione|proctorione B

C24H40O4 (392.29264400000005)


   

3-Ac-(3beta,5alpha,14beta,17alpha)-3,8,14-Trihydroxypregnan-20-one

3-Ac-(3beta,5alpha,14beta,17alpha)-3,8,14-Trihydroxypregnan-20-one

C23H36O5 (392.2562606)


   
   

2beta-methoxy-16-acetoxy-ent-labda-8(17),13Z-dien-15-oic acid

2beta-methoxy-16-acetoxy-ent-labda-8(17),13Z-dien-15-oic acid

C23H36O5 (392.2562606)


   

methyl 3alpha-acetoxy-isocupressate

methyl 3alpha-acetoxy-isocupressate

C23H36O5 (392.2562606)


   
   

2-Acetoxy-5-methoxy-6-methyl-3-tridecyl-1,4-benzoquinone

2-Acetoxy-5-methoxy-6-methyl-3-tridecyl-1,4-benzoquinone

C23H36O5 (392.2562606)


   

10-Apo-Psi-carotin-10-saeure|apo-10-lycopenoic acid

10-Apo-Psi-carotin-10-saeure|apo-10-lycopenoic acid

C27H36O2 (392.2715156)


   

3??-Hydroxy-7-acetoxy-4(18),13-clerodadien-15-oic acid methyl ester

3??-Hydroxy-7-acetoxy-4(18),13-clerodadien-15-oic acid methyl ester

C23H36O5 (392.2562606)


   
   

cyclo(L-Pro-L-Val)2|cyclo-(Pro-Val-Pro-Val)

cyclo(L-Pro-L-Val)2|cyclo-(Pro-Val-Pro-Val)

C20H32N4O4 (392.2423432)


   

3beta,6alpha,12beta-triol-22,23,24,25,26,27-hexanordammaran-20-one|3beta,6beta ,12beta-triol-22,23,24,25,26,27-hexanordammaran-20-one

3beta,6alpha,12beta-triol-22,23,24,25,26,27-hexanordammaran-20-one|3beta,6beta ,12beta-triol-22,23,24,25,26,27-hexanordammaran-20-one

C24H40O4 (392.29264400000005)


   

(3S,5S,6R,9S)-megastigman-3,6,9-triol 3-O-beta-D-(-)-glucopyranoside|iso-dihydrodendranthemoside A|NSC# 742189

(3S,5S,6R,9S)-megastigman-3,6,9-triol 3-O-beta-D-(-)-glucopyranoside|iso-dihydrodendranthemoside A|NSC# 742189

C19H36O8 (392.2410056)


   
   

7alpha,12alpha,13alpha-trihydroxyabiet-8(14)-en-18-oic acid acetonide|aquilarabietic acid C

7alpha,12alpha,13alpha-trihydroxyabiet-8(14)-en-18-oic acid acetonide|aquilarabietic acid C

C23H36O5 (392.2562606)


   
   
   

5alpha-pregna-3beta-acetoxy-12beta,16beta-diol-20-one

5alpha-pregna-3beta-acetoxy-12beta,16beta-diol-20-one

C23H36O5 (392.2562606)


   

(-)-(3S,2E)-3-hydroxy-2-icosylidene-4-methylenebutanolide

(-)-(3S,2E)-3-hydroxy-2-icosylidene-4-methylenebutanolide

C25H44O3 (392.3290274)


   
   

methyl (4S)-3,4-seco-4,21-dihydroxy-4-methyl-20-oxo-5alpha-pregna-8-en-3-oate|nodulisporisteriod B

methyl (4S)-3,4-seco-4,21-dihydroxy-4-methyl-20-oxo-5alpha-pregna-8-en-3-oate|nodulisporisteriod B

C23H36O5 (392.2562606)


   

(2R,3R,20R)-2,20-dihydroxy-3,21-dimethoxypregn-5-en-7-one|heligenin A

(2R,3R,20R)-2,20-dihydroxy-3,21-dimethoxypregn-5-en-7-one|heligenin A

C23H36O5 (392.2562606)


   

(2E)-2-(2,2-diethoxyethyl)-4-[(1R,3S,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]but-2-enal|hedycoronal A

(2E)-2-(2,2-diethoxyethyl)-4-[(1R,3S,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]but-2-enal|hedycoronal A

C24H40O4 (392.29264400000005)


   

methyl 15,17-epoxy-17alpha-acetoxy-ent-isocopalan-16-oate

methyl 15,17-epoxy-17alpha-acetoxy-ent-isocopalan-16-oate

C23H36O5 (392.2562606)


   
   

(17S)-16-oxo-2,3-secopregnan-2,3-dioic acid dimethyl ester

(17S)-16-oxo-2,3-secopregnan-2,3-dioic acid dimethyl ester

C23H36O5 (392.2562606)


   
   

3-Ac-(3beta,5alpha,17alphaOH)-3,17,21-Trihydroxypregnan-20-one

3-Ac-(3beta,5alpha,17alphaOH)-3,17,21-Trihydroxypregnan-20-one

C23H36O5 (392.2562606)


   
   

21-Ac-(3beta,5alpha,17alphaOH)-3,17,21-Trihydroxypregnan-20-one

21-Ac-(3beta,5alpha,17alphaOH)-3,17,21-Trihydroxypregnan-20-one

C23H36O5 (392.2562606)


   

2-Methoxy-3-tridecyl-5-acetoxy-6-methyl-1,4-benzoquinone

2-Methoxy-3-tridecyl-5-acetoxy-6-methyl-1,4-benzoquinone

C23H36O5 (392.2562606)


   
   

epiplakinic acid F methyl ester|methyl (3S,5R,14E,16E,18E)-3,5-dimethyl-3,5-peroxyeneicosa-14,16,18-trienoate

epiplakinic acid F methyl ester|methyl (3S,5R,14E,16E,18E)-3,5-dimethyl-3,5-peroxyeneicosa-14,16,18-trienoate

C24H40O4 (392.29264400000005)


   

17-acetoxy-grindelane methyl ester

17-acetoxy-grindelane methyl ester

C23H36O5 (392.2562606)


   
   
   
   

3,16-Di-Ac-(3beta,5beta,16alpha,17beta)-Androstane-3,16,17-triol

3,16-Di-Ac-(3beta,5beta,16alpha,17beta)-Androstane-3,16,17-triol

C23H36O5 (392.2562606)


   

6-alpha-malonyloxymanoyl oxide|6alpha-malonyloxymaloyl oxide

6-alpha-malonyloxymanoyl oxide|6alpha-malonyloxymaloyl oxide

C23H36O5 (392.2562606)


   

2??-Hydroxy-7-acetoxy-3,13-clerodadien-15-oic acid methyl ester

2??-Hydroxy-7-acetoxy-3,13-clerodadien-15-oic acid methyl ester

C23H36O5 (392.2562606)


   

7beta-acetoxy-15-hydroxylabda-8(17),13E-dien-19-oic acid methyl ester

7beta-acetoxy-15-hydroxylabda-8(17),13E-dien-19-oic acid methyl ester

C23H36O5 (392.2562606)


   

3,17-Di-Ac-(3beta,5alpha,6alpha,17beta)-Androstane-3,6,17-triol

3,17-Di-Ac-(3beta,5alpha,6alpha,17beta)-Androstane-3,6,17-triol

C23H36O5 (392.2562606)


   
   
   
   

valylphenylalanyllysine

valylphenylalanyllysine

C20H32N4O4 (392.2423432)


   
   
   

Leukotriene B4-3-aminopropylamide

N-(3-aminopropyl)-5S,12R-dihydroxy-6Z,8E,10E,14Z-eicosatetraenamide

C23H40N2O3 (392.30387700000006)


   
   

phenylalanylvalyllysine

phenylalanylvalyllysine

C20H32N4O4 (392.2423432)


   

CAY10408

9-oxo-11α,16R-dihydroxy-17-cyclobutyl-5Z,13E-dien-1-oic acid

C23H36O5 (392.2562606)


   
   

3alpha,12beta-Dihydroxy-5beta-cholan-24-oic Acid

3alpha,12beta-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected. 3α,12β-Dihydroxycholanoic acid is a bile acid that can be isolated from urine specimens of healthy humans[1].

   

3beta,12beta-Dihydroxy-5beta-cholan-24-oic Acid

3beta,12beta-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

7alpha,12beta-Dihydroxy-5beta-cholan-24-oic Acid

7alpha,12beta-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

7beta,12alpha-Dihydroxy-5beta-cholan-24-oic Acid

7beta,12alpha-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

7beta,12beta-Dihydroxy-5beta-cholan-24-oic Acid

7beta,12beta-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

3alpha,7beta-Dihydroxy-5alpha-cholan-24-oic Acid

3alpha,7beta-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

3beta,7alpha-Dihydroxy-5alpha-cholan-24-oic Acid

3beta,7alpha-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

3beta,7beta-Dihydroxy-5alpha-cholan-24-oic Acid

3beta,7beta-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

3alpha,12beta-Dihydroxy-5alpha-cholan-24-oic Acid

3alpha,12beta-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids [Analytical] Sample of 1 micorL methanol solution was flow injected.

   

3beta,12alpha-Dihydroxy-5alpha-cholan-24-oic Acid

3beta,12alpha-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

3beta,12beta-Dihydroxy-5alpha-cholan-24-oic Acid

3beta,12beta-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

7alpha,12alpha-Dihydroxy-5alpha-cholan-24-oic Acid

7alpha,12alpha-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

7alpha,12beta-Dihydroxy-5alpha-cholan-24-oic Acid

7alpha,12beta-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

7beta,12alpha-Dihydroxy-5alpha-cholan-24-oic Acid

7beta,12alpha-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

7beta,12beta-Dihydroxy-5alpha-cholan-24-oic Acid

7beta,12beta-Dihydroxy-5alpha-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.

   

1b,3a-Dihydroxy-5b-cholan-24-oic acid

1b,3a-Dihydroxy-5b-cholan-24-oic acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.; [Mass_spectrometry] Sampling interval 1 Hz

   

2b,3a-Dihydroxy-5b-cholan-24-oic acid

2b,3a-Dihydroxy-5b-cholan-24-oic acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.; [Mass_spectrometry] Sampling interval 1 Hz

   

3a,4b-Dihydroxy-5b-cholan-24-oic acid

3a,4b-Dihydroxy-5b-cholan-24-oic acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.; [Mass_spectrometry] Sampling interval 1 Hz

   

3b,4a-Dihydroxy-5b-cholan-24-oic acid

3b,4a-Dihydroxy-5b-cholan-24-oic acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.; [Mass_spectrometry] Sampling interval 1 Hz

   

3b,4b-Dihydroxy-5b-cholan-24-oic acid

3b,4b-Dihydroxy-5b-cholan-24-oic acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.; [Mass_spectrometry] Sampling interval 1 Hz

   

3a,6a-Dihydroxy-5b-cholan-24-Oic acid

3a,6a-Dihydroxy-5b-cholan-24-Oic acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.; [Mass_spectrometry] Sampling interval 1 Hz

   

3a,6b-Dihydroxy-5b-cholan-24-Oic acid

3a,6b-Dihydroxy-5b-cholan-24-Oic acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.; [Mass_spectrometry] Sampling interval 1 Hz

   

3b,6a-Dihydroxy-5b-cholan-24-Oic acid

3b,6a-Dihydroxy-5b-cholan-24-Oic acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.; [Mass_spectrometry] Sampling interval 1 Hz

   

3b,6b-Dihydroxy-5b-cholan-24-oic acid

3b,6b-Dihydroxy-5b-cholan-24-oic acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.; [Mass_spectrometry] Sampling interval 1 Hz

   

3a,6b-Dihydroxy-5a-cholan-24-oic acid

3a,6b-Dihydroxy-5a-cholan-24-oic acid

C24H40O4 (392.29264400000005)


[Analytical] Sample of 1 micorL methanol solution was flow injected.; [Mass_spectrometry] Sampling interval 1 Hz; In-suorce decay

   

Deoxycholic Acid

Sodium Deoxycholate

C24H40O4 (392.29264400000005)


Deoxycholic acid (cholanoic acid), a bile acid, is a by-product of intestinal metabolism, that activates the G protein-coupled bile acid receptorTGR5[1][2]. Deoxycholic acid (cholanoic acid), a bile acid, is a by-product of intestinal metabolism, that activates the G protein-coupled bile acid receptorTGR5[1][2].

   

URSODEOXYCHOLIC ACID

MLS000028461-01!URSODEOXYCHOLIC ACID

C24H40O4 (392.29264400000005)


   

C19H36O8_[5-Hydroxy-2-(3-hydroxybutyl)-3,3-dimethylcyclohexyl]methyl beta-D-glucopyranoside

NCGC00380670-01_C19H36O8_[5-Hydroxy-2-(3-hydroxybutyl)-3,3-dimethylcyclohexyl]methyl beta-D-glucopyranoside

C19H36O8 (392.2410056)


   

Hyodeoxycholic acid

Hyodeoxycholic acid

C24H40O4 (392.29264400000005)


Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells.

   
   

Ursodiol

(4R)-4-[(3S,5R,7S,8R,9S,10S,13R,14S,17R)-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]pentanoic acid

C24H40O4 (392.29264400000005)


   

3b,6a-(OH)2-5a-cholanic acid

3b,6a-(OH)2-5a-cholanic acid

C24H40O4 (392.29264400000005)


BA-97-150. In-source decay; 1 microL of the bile acid in MeOH solution was flow injected. Sampling interval was 1 Hz.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 17HP8021 (2017) to the MassBank database committee of the Mass Spectrometry Society of Japan. BA-97-120. In-source decay; 1 microL of the bile acid in MeOH solution was flow injected. Sampling interval was 1 Hz.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 17HP8021 (2017) to the MassBank database committee of the Mass Spectrometry Society of Japan. BA-97-60. In-source decay; 1 microL of the bile acid in MeOH solution was flow injected. Sampling interval was 1 Hz.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 17HP8021 (2017) to the MassBank database committee of the Mass Spectrometry Society of Japan. BA-97-30. In-source decay; 1 microL of the bile acid in MeOH solution was flow injected. Sampling interval was 1 Hz.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 17HP8021 (2017) to the MassBank database committee of the Mass Spectrometry Society of Japan.

   

3b,6b-(OH)2-5a-cholanic acid

3b,6b-(OH)2-5a-cholanic acid

C24H40O4 (392.29264400000005)


BA-98-150. In-source decay; 1 microL of the bile acid in MeOH solution was flow injected. Sampling interval was 1 Hz.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 17HP8021 (2017) to the MassBank database committee of the Mass Spectrometry Society of Japan. BA-98-30. In-source decay; 1 microL of the bile acid in MeOH solution was flow injected. Sampling interval was 1 Hz.; This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 17HP8021 (2017) to the MassBank database committee of the Mass Spectrometry Society of Japan.

   

Dextromoramide

(3S)-3-methyl-4-morpholin-4-yl-2,2-diphenyl-1-pyrrolidin-1-ylbutan-1-one

C25H32N2O2 (392.24636519999996)


D002491 - Central Nervous System Agents > D002492 - Central Nervous System Depressants > D009294 - Narcotics N - Nervous system > N02 - Analgesics > N02A - Opioids > N02AC - Diphenylpropylamine derivatives D018373 - Peripheral Nervous System Agents > D018689 - Sensory System Agents C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist D002491 - Central Nervous System Agents > D000700 - Analgesics

   

Chenix

(4R)-4-[(3R,5S,7R,8R,9S,10S,13R,14S,17R)-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]pentanoic acid

C24H40O4 (392.29264400000005)


A - Alimentary tract and metabolism > A05 - Bile and liver therapy > A05A - Bile therapy > A05AA - Bile acids and derivatives C78276 - Agent Affecting Digestive System or Metabolism > C66913 - Cholagogues or Choleretic Agents D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids D005765 - Gastrointestinal Agents > D002400 - Cathartics Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism. Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism.

   
   

Chenodeoxycholic acid; LC-tDDA; CE10

Chenodeoxycholic acid; LC-tDDA; CE10

C24H40O4 (392.29264400000005)


   

Chenodeoxycholic acid; LC-tDDA; CE20

Chenodeoxycholic acid; LC-tDDA; CE20

C24H40O4 (392.29264400000005)


   

Chenodeoxycholic acid; LC-tDDA; CE30

Chenodeoxycholic acid; LC-tDDA; CE30

C24H40O4 (392.29264400000005)


   

Chenodeoxycholic acid; LC-tDDA; CE40

Chenodeoxycholic acid; LC-tDDA; CE40

C24H40O4 (392.29264400000005)


   
   
   
   
   

Chenodeoxycholate

chenodeoxycholic acid

C24H40O4 (392.29264400000005)


Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism. Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism.

   

(R)-4-((3S,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(R)-4-((3S,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(4R)-4-((3R,5S,7S,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(4R)-4-((3R,5S,7S,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(4R)-4-((5S,7S,9S,10S,12R,13R,14S,17R)-7,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(4R)-4-((5S,7S,9S,10S,12R,13R,14S,17R)-7,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(4R)-4-((3R,5R,7R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(4R)-4-((3R,5R,7R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(R)-4-((3S,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(R)-4-((3S,5S,7S,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(R)-4-((3S,5S,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(R)-4-((3S,5S,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(R)-4-((3R,5S,8R,9S,10S,12R,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(R)-4-((3R,5S,8R,9S,10S,12R,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(R)-4-((3R,5R,6R,8S,9S,10R,13R,14S,17R)-3,6-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(R)-4-((3R,5R,6R,8S,9S,10R,13R,14S,17R)-3,6-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(R)-4-((3R,4R,5S,8S,9S,10R,13R,14S,17R)-3,4-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(R)-4-((3R,4R,5S,8S,9S,10R,13R,14S,17R)-3,4-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(2R,4R)-2-hydroxy-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(2R,4R)-2-hydroxy-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(R)-4-((1R,3S,5R,8S,9S,10S,13R,14S,17R)-1,3-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(R)-4-((1R,3S,5R,8S,9S,10S,13R,14S,17R)-1,3-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(4R)-4-((3R,5R,6S,9S,10R,13R,14S,17R)-3,6-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(4R)-4-((3R,5R,6S,9S,10R,13R,14S,17R)-3,6-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

(4R)-4-((5S,7R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

"(4R)-4-((5S,7R,9S,10S,12S,13R,14S,17R)-7,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid"

C24H40O4 (392.29264400000005)


   

deoxycholate

Deoxycholic Acid

C24H40O4 (392.29264400000005)


Deoxycholic acid (cholanoic acid), a bile acid, is a by-product of intestinal metabolism, that activates the G protein-coupled bile acid receptorTGR5[1][2]. Deoxycholic acid (cholanoic acid), a bile acid, is a by-product of intestinal metabolism, that activates the G protein-coupled bile acid receptorTGR5[1][2].

   
   
   
   

16:0 cyclic LPA

1-hexadecanoyl-sn-glycero-2,3-cyclic-phosphate

C19H37O6P (392.2327632)


   

1α,3α-Dihydroxy-5β-cholan-24-oic Acid

1α,3α-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

1β,3α-Dihydroxy-5β-cholan-24-oic Acid

1β,3α-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

2β,3α-Dihydroxy-5β-cholan-24-oic Acid

2β,3α-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,4β-dihydroxy-5β-cholan-24-oic Acid

3α,4β-dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3β,4β-Dihydroxy-5β-cholan-24-oic Acid

3β,4β-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3β,6β-Dihydroxy-5β-cholan-24-oic Acid

3β,6β-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,6α-Dihydroxy-5α-cholan-24-oic Acid

3α,6α-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,6β-Dihydroxy-5α-cholan-24-oic Acid

3α,6β-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3β,6α-Dihydroxy-5α-cholan-24-oic Acid

3β,6α-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3β,6β-Dihydroxy-5α-cholan-24-oic Acid

3β,6β-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,7β-Dihydroxy-5α-cholan-24-oic Acid

3α,7β-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3β,7α-Dihydroxy-5α-cholan-24-oic Acid

3β,7α-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3β,7β-Dihydroxy-5α-cholan-24-oic Acid

3β,7β-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,12β-Dihydroxy-5α-cholan-24-oic Acid

3α,12β-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3β,12β-Dihydroxy-5α-cholan-24-oic Acid

3β,12β-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,15β-Dihydroxy-5β-cholan-24-oic Acid

3α,15β-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

7α,12β-Dihydroxy-5β-cholan-24-oic Acid

7α,12β-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

7β,12β-Dihydroxy-5β-cholan-24-oic Acid

7β,12β-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

7α,12α-Dihydroxy-5α-cholan-24-oic Acid

7α,12α-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

7α,12β-Dihydroxy-5α-cholan-24-oic Acid

7α,12β-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

7β,12α-Dihydroxy-5α-cholan-24-oic Acid

7β,12α-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

7β,12β-Dihydroxy-5α-cholan-24-oic Acid

7β,12β-Dihydroxy-5α-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,19-Dihydroxy-5β-cholan-24-oic Acid

3α,19-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,11β-Dihydroxy-5β-cholan-24-oic Acid

3α,11β-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,7α,12α-Trihydroxy-5α-cholan-24-al

3α,7α,12α-Trihydroxy-5α-cholan-24-al

C24H40O4 (392.29264400000005)


   

3α,7α,12α-Trihydroxy-5β-cholan-24-al

3α,7α,12α-Trihydroxy-5β-cholan-24-al

C24H40O4 (392.29264400000005)


   

6β,7α-Dihydroxy-5β-cholan-24-oic Acid

6β,7α-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

6β,7β-Dihydroxy-5β-cholan-24-oic Acid

6β,7β-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,11α-Dihydroxy-5β-cholan-24-oic Acid

3α,11α-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

11β,12β-Dihydroxy-5β-cholan-24-oic Acid

11β,12β-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3α,5β-Dihydroxycholan-24-oic Acid

3α,5β-Dihydroxycholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

6β,12α-Dihydroxy-5β-cholan-24-oic Acid

6β,12α-Dihydroxy-5β-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

13,14-dihydro-16,16-difluoro Prostaglandin F2&alpha

9α,11α,15S-trihydroxy-16,16-difluoro-prosta-5Z-en-1-oic acid

C20H34F2O5 (392.23741780000006)


   

3-Keto petromyzonol

7α,12α,24-trihydroxy-5α-cholane-3-one

C24H40O4 (392.29264400000005)


   

3b,12a-Dihydroxy-5a-cholanoic acid

3b,12a-Dihydroxy-5a-cholanoic acid

C24H40O4 (392.29264400000005)


   
   

3b,12a-Dihydroxy-5b-cholanoic acid

3b,12a-Dihydroxy-5b-cholanoic acid

C24H40O4 (392.29264400000005)


   
   

Isoursodeoxycholic acid

Isoursodeoxycholic acid

C24H40O4 (392.29264400000005)


A dihydroxy-5beta-cholanic acid that is (5beta)-cholan-24-oic acid substituted by beta-hydroxy groups at positions 3 and 7. D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids

   

Iodeoxycholate

3alpha,6alpha-Dihydroxy-5beta-cholan-24-oic acid

C24H40O4 (392.29264400000005)


Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells. Hyodeoxycholic acid is a secondary bile acid formed in the small intestine by the gut flora, and acts as a TGR5 (GPCR19) agonist, with an EC50 of 31.6 μM in CHO cells.

   
   

CPA(16:0)

1-hexadecanoyl-sn-glycero-2,3-cyclic-phosphate

C19H37O6P (392.2327632)


   

13,14-dihydro-16,16-difluoro Prostaglandin E1

9-oxo-11α,15S-dihydroxy-16,16-difluoro-prostan-1-oic acid

C20H34F2O5 (392.23741780000006)


   

(5b,7b,12a)-7,12-Dihydroxy-cholan-24-Oic acid

(5b,7b,12a)-7,12-Dihydroxy-cholan-24-Oic acid

C24H40O4 (392.29264400000005)


   

3b,12b-Dihydroxy-5b-cholanoic acid

3b,12b-Dihydroxy-5b-cholanoic acid

C24H40O4 (392.29264400000005)


   

3alpha,15alpha-dihydroxy-5beta-cholan-24-oic acid

3alpha,15alpha-dihydroxy-5beta-cholan-24-oic acid

C24H40O4 (392.29264400000005)


   

(22E, 24x)-Ergosta-4,6,8,22-tetraen-3-one

14-[(3E)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(10),6,8-trien-5-one

C28H40O (392.307899)


   

Methyl (9Z)-6'-oxo-6,5'-diapo-6-carotenoate

methyl (2E,4Z,6E,8E,10E,12E,14E,16E,18E)-4,8,13,17-tetramethyl-20-oxohenicosa-2,4,6,8,10,12,14,16,18-nonaenoate

C26H32O3 (392.23513219999995)


   

apo-3-Zeaxanthinal

(2E,4E,6E,8E,10E,12E,14E)-15-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

C27H36O2 (392.2715156)


   

17-phenyl trinor Prostaglandin F2α-d4

17-phenyl trinor Prostaglandin F2α-d4

C23H28D4O5 (392.250070912)


   

FA 25:3;O

15-(5-pentyl-3-methylfuran-2-yl)-pentadecanoic acid

C25H44O3 (392.3290274)


   

1-palmitoleyl glycerone-3-phosphate

1-(9Z-hexadecenyl)-glycerone 3-phosphate

C19H37O6P (392.2327632)


   

CPA 16:0

1-hexadecanoyl-sn-glycero-2,3-cyclic-phosphate

C19H37O6P (392.2327632)


   

ST 28:5;O

Ergosta-4,6,8(14),22E-tetraen-3-one

C28H40O (392.307899)


   

ST 24:1;O4

3alpha,7alpha,12alpha-Trihydroxy-5alpha-cholan-24-al

C24H40O4 (392.29264400000005)


D005765 - Gastrointestinal Agents > D002756 - Cholagogues and Choleretics D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids 3α,12β-Dihydroxycholanoic acid is a bile acid that can be isolated from urine specimens of healthy humans[1].

   
   

5-((3Z,6Z,9Z,12Z,15Z,18Z)-henicosa-3,6,9,12,15,18-hexaen-1-yl)resorcinol

5-((3Z,6Z,9Z,12Z,15Z,18Z)-henicosa-3,6,9,12,15,18-hexaen-1-yl)benzene-1,3-diol

C27H36O2 (392.2715156)


   

(Z)-Poly(oxy-1,2-ethanediyl), .alpha.-(carboxymethyl)-.omega.-(9-octadecenyloxy)-, sodium salt,

(Z)-Poly(oxy-1,2-ethanediyl), .alpha.-(carboxymethyl)-.omega.-(9-octadecenyloxy)-, sodium salt,

C22H41NaO4 (392.29023860000007)


   

1,1-(9-(3-(DIMETHYLAMINO)PROPYL)-9H-CARBAZOLE-3,6-DIYL)BIS(2-METHYLPROPAN-1-ONE)

1,1-(9-(3-(DIMETHYLAMINO)PROPYL)-9H-CARBAZOLE-3,6-DIYL)BIS(2-METHYLPROPAN-1-ONE)

C25H32N2O2 (392.24636519999996)


   

Racemoramide

rac-Moramide

C25H32N2O2 (392.24636519999996)


C78272 - Agent Affecting Nervous System > C67413 - Opioid Receptor Agonist

   
   

tert-butyl 1-benzylspiro[1,3-dihydroisoquinoline-4,4-piperidine ]-2-carboxylate

tert-butyl 1-benzylspiro[1,3-dihydroisoquinoline-4,4-piperidine ]-2-carboxylate

C25H32N2O2 (392.24636519999996)


   
   

Di(adamantan-1-yl)(benzyl)phosphine

Di(adamantan-1-yl)(benzyl)phosphine

C27H37P (392.2632732)


   

2,2-Methylenebis(6-cyclohexyl-4-methylphenol)

2,2-Methylenebis(6-cyclohexyl-4-methylphenol)

C27H36O2 (392.2715156)


   

(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,17R)-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]pentanoic acid

(4R)-4-[(3R,5S,7S,8R,9S,10S,13R,17R)-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]pentanoic acid

C24H40O4 (392.29264400000005)


   
   

PROPYLENE GLYCOL DIISONONANOATE

PROPYLENE GLYCOL DIISONONANOATE

C21H44O6 (392.3137724)


   

(4-propylphenyl) 4-(4-pentylcyclohexyl)benzoate

(4-propylphenyl) 4-(4-pentylcyclohexyl)benzoate

C27H36O2 (392.2715156)


   

Toreforant

Toreforant

C23H32N6 (392.26883119999997)


D018377 - Neurotransmitter Agents > D018494 - Histamine Agents > D006633 - Histamine Antagonists C78284 - Agent Affecting Integumentary System > C29708 - Anti-psoriatic Agent Toreforant is a potent and selective histamine H4 receptor (H4R) antagonist, with a Ki at the human receptor of 8.4 nM.

   

bis(5-methyl-2-propan-2-ylcyclohexyl) but-2-enedioate

bis(5-methyl-2-propan-2-ylcyclohexyl) but-2-enedioate

C24H40O4 (392.29264400000005)


   

2-(N-HEXADECANOYLAMINO)-4-NITROPHENOL

2-(N-HEXADECANOYLAMINO)-4-NITROPHENOL

C22H36N2O4 (392.2674936)


   

2-[2-[4-(diethylamino)phenyl]vinyl]-1,3,3-trimethyl-3H-indolium acetate

2-[2-[4-(diethylamino)phenyl]vinyl]-1,3,3-trimethyl-3H-indolium acetate

C25H32N2O2 (392.24636519999996)


   

4,4-Propane-2,2-diylbis(2-cyclohexylphenol)

4,4-Propane-2,2-diylbis(2-cyclohexylphenol)

C27H36O2 (392.2715156)


   

4-Pentylphenyl 4-(4-propylcyclohexyl)benzoate

4-Pentylphenyl 4-(4-propylcyclohexyl)benzoate

C27H36O2 (392.2715156)


   

3,6-Bis(dimethylamino)-10-nonylacridinium

3,6-Bis(dimethylamino)-10-nonylacridinium

C26H38N3+ (392.3065568)


D004396 - Coloring Agents

   

Cholan-24-oic acid, 3,12-dihydroxy-, (3alpha,5beta,12alpha)-

Cholan-24-oic acid, 3,12-dihydroxy-, (3alpha,5beta,12alpha)-

C24H40O4 (392.29264400000005)


   

1-Hexadecanaminium, N,N-dimethyl-N-(3-sulfopropyl)-

1-Hexadecanaminium, N,N-dimethyl-N-(3-sulfopropyl)-

C21H46NO3S+ (392.31982260000007)


   

6-ethyl-17-(4-hydroxybutan-2-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

6-ethyl-17-(4-hydroxybutan-2-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

C25H44O3 (392.3290274)


   

20,22-Dihydrodigoxigenin

20,22-Dihydrodigoxigenin

C23H36O5 (392.2562606)


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

   

13,14-dihydro-16,16-difluoro Prostaglandin F2alpha

13,14-dihydro-16,16-difluoro Prostaglandin F2alpha

C20H34F2O5 (392.23741780000006)


   
   
   

(20,21)-Dihydro-20-hydroxydigitoxigenin

(20,21)-Dihydro-20-hydroxydigitoxigenin

C23H36O5 (392.2562606)


   

(E)-3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-4-hydroxybut-2-enoic acid

(E)-3-[(3S,5R,8R,9S,10S,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-4-hydroxybut-2-enoic acid

C23H36O5 (392.2562606)


   

10,13-Dimethyl-17-(1,4,5-trimethyl-hex-2-enyl)-1,2,9,10,11,12,13,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

10,13-Dimethyl-17-(1,4,5-trimethyl-hex-2-enyl)-1,2,9,10,11,12,13,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

C28H40O (392.307899)


   

MG(20:4(6E,8Z,11Z,14Z)+=O(5)/0:0/0:0)

MG(20:4(6E,8Z,11Z,14Z)+=O(5)/0:0/0:0)

C23H36O5 (392.2562606)


   

MG(20:4(5Z,8Z,11Z,13E)+=O(15)/0:0/0:0)

MG(20:4(5Z,8Z,11Z,13E)+=O(15)/0:0/0:0)

C23H36O5 (392.2562606)


   

MG(20:5(6E,8Z,11Z,14Z,17Z)-OH(5)/0:0/0:0)

MG(20:5(6E,8Z,11Z,14Z,17Z)-OH(5)/0:0/0:0)

C23H36O5 (392.2562606)


   

MG(0:0/20:4(6E,8Z,11Z,14Z)+=O(5)/0:0)

MG(0:0/20:4(6E,8Z,11Z,14Z)+=O(5)/0:0)

C23H36O5 (392.2562606)


   

MG(0:0/20:4(5Z,8Z,11Z,13E)+=O(15)/0:0)

MG(0:0/20:4(5Z,8Z,11Z,13E)+=O(15)/0:0)

C23H36O5 (392.2562606)


   

MG(0:0/20:5(6E,8Z,11Z,14Z,17Z)-OH(5)/0:0)

MG(0:0/20:5(6E,8Z,11Z,14Z,17Z)-OH(5)/0:0)

C23H36O5 (392.2562606)


   

MG(20:5(5Z,8Z,11Z,14Z,16E)-OH(18R)/0:0/0:0)

MG(20:5(5Z,8Z,11Z,14Z,16E)-OH(18R)/0:0/0:0)

C23H36O5 (392.2562606)


   

MG(20:5(5Z,8Z,11Z,14Z,16E)-OH(18)/0:0/0:0)

MG(20:5(5Z,8Z,11Z,14Z,16E)-OH(18)/0:0/0:0)

C23H36O5 (392.2562606)


   

MG(20:5(5Z,8Z,10E,14Z,17Z)-OH(12)/0:0/0:0)

MG(20:5(5Z,8Z,10E,14Z,17Z)-OH(12)/0:0/0:0)

C23H36O5 (392.2562606)


   

MG(0:0/20:5(5Z,8Z,11Z,14Z,16E)-OH(18R)/0:0)

MG(0:0/20:5(5Z,8Z,11Z,14Z,16E)-OH(18R)/0:0)

C23H36O5 (392.2562606)


   

MG(0:0/20:5(5Z,8Z,11Z,14Z,16E)-OH(18)/0:0)

MG(0:0/20:5(5Z,8Z,11Z,14Z,16E)-OH(18)/0:0)

C23H36O5 (392.2562606)


   

MG(0:0/20:5(5Z,8Z,10E,14Z,17Z)-OH(12)/0:0)

MG(0:0/20:5(5Z,8Z,10E,14Z,17Z)-OH(12)/0:0)

C23H36O5 (392.2562606)


   
   

methyl (E)-7-[2-[(E)-4-ethenyl-4-hydroxyoct-1-enyl]-3-hydroxy-5-oxocyclopentyl]hept-5-enoate

methyl (E)-7-[2-[(E)-4-ethenyl-4-hydroxyoct-1-enyl]-3-hydroxy-5-oxocyclopentyl]hept-5-enoate

C23H36O5 (392.2562606)


   

10-Apozeaxanthinal

10-Apozeaxanthinal

C27H36O2 (392.2715156)


   

4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-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]pentanoic acid

4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-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]pentanoic acid

C24H40O4 (392.29264400000005)


   
   

1-Palmitylglycerone 3-phosphate(2-)

1-Palmitylglycerone 3-phosphate(2-)

C19H37O6P-2 (392.2327632)


   

4-Hydroxy-6-(2-oxononadecyl)pyran-2-one

4-Hydroxy-6-(2-oxononadecyl)pyran-2-one

C24H40O4 (392.29264400000005)


   

N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]glycinate

N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]glycinate

C22H34NO5- (392.24368540000006)


A monocarboxylic acid anion that is the conjugate base of N-[(15S)-hydroperoxy-(5Z,8Z,11Z,13E)-icosatetraenoyl]glycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.

   

N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]glycinate

N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]glycinate

C22H34NO5- (392.24368540000006)


A monocarboxylic acid anion that is the conjugate base of N-[(12S)-hydroperoxy-(5Z,8Z,10E,14Z)-icosatetraenoyl]glycine, obtained by deprotonation of the carboxy group; major species at pH 7.3.

   

(3R,6R)-3-hydroxy-10-apo-alpha-carotenal

(3R,6R)-3-hydroxy-10-apo-alpha-carotenal

C27H36O2 (392.2715156)


   
   
   
   

6alpha,20xi-Murideoxycholic acid

6alpha,20xi-Murideoxycholic acid

C24H40O4 (392.29264400000005)


   

2-(4-Methylphenoxy)-1-[4-(4-phenylcyclohexyl)piperazin-1-yl]ethanone

2-(4-Methylphenoxy)-1-[4-(4-phenylcyclohexyl)piperazin-1-yl]ethanone

C25H32N2O2 (392.24636519999996)


   

1-[(2S,3S)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-8-yl]-3-propan-2-ylurea

1-[(2S,3S)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-8-yl]-3-propan-2-ylurea

C20H32N4O4 (392.2423432)


   

1-[(2S,3S)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-8-yl]-3-propan-2-ylurea

1-[(2S,3S)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-8-yl]-3-propan-2-ylurea

C20H32N4O4 (392.2423432)


   

1-[(2S,3R)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-10-yl]-3-propan-2-ylurea

1-[(2S,3R)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-10-yl]-3-propan-2-ylurea

C20H32N4O4 (392.2423432)


   

1-[(2S,3S)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-10-yl]-3-propan-2-ylurea

1-[(2S,3S)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-10-yl]-3-propan-2-ylurea

C20H32N4O4 (392.2423432)


   

N-[3-(dimethylamino)propyl]-2-[(2S,5S,6R)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

N-[3-(dimethylamino)propyl]-2-[(2S,5S,6R)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

C20H32N4O4 (392.2423432)


   

N-[3-(dimethylamino)propyl]-2-[(2R,5S,6S)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

N-[3-(dimethylamino)propyl]-2-[(2R,5S,6S)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

C20H32N4O4 (392.2423432)


   

(2R,4R)-2-hydroxy-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

(2R,4R)-2-hydroxy-4-((3R,5R,8R,9S,10S,13R,14S,17R)-3-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

C24H40O4 (392.29264400000005)


   

1-[(2R,3S)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-10-yl]-3-propan-2-ylurea

1-[(2R,3S)-5-[(2S)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-10-yl]-3-propan-2-ylurea

C20H32N4O4 (392.2423432)


   

1-[(2S,3R)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-10-yl]-3-propan-2-ylurea

1-[(2S,3R)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-10-yl]-3-propan-2-ylurea

C20H32N4O4 (392.2423432)


   

1-[(2R,3S)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-8-yl]-3-propan-2-ylurea

1-[(2R,3S)-5-[(2R)-1-hydroxypropan-2-yl]-3-methyl-2-(methylaminomethyl)-6-oxo-3,4-dihydro-2H-1,5-benzoxazocin-8-yl]-3-propan-2-ylurea

C20H32N4O4 (392.2423432)


   

N-[3-(dimethylamino)propyl]-2-[(2S,5R,6S)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

N-[3-(dimethylamino)propyl]-2-[(2S,5R,6S)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

C20H32N4O4 (392.2423432)


   

N-[3-(dimethylamino)propyl]-2-[(2R,5S,6R)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

N-[3-(dimethylamino)propyl]-2-[(2R,5S,6R)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

C20H32N4O4 (392.2423432)


   

N-[3-(dimethylamino)propyl]-2-[(2R,5R,6S)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

N-[3-(dimethylamino)propyl]-2-[(2R,5R,6S)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

C20H32N4O4 (392.2423432)


   

N-[3-(dimethylamino)propyl]-2-[(2S,5S,6S)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

N-[3-(dimethylamino)propyl]-2-[(2S,5S,6S)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

C20H32N4O4 (392.2423432)


   

N-[3-(dimethylamino)propyl]-2-[(2R,5R,6R)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

N-[3-(dimethylamino)propyl]-2-[(2R,5R,6R)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

C20H32N4O4 (392.2423432)


   

N-[3-(dimethylamino)propyl]-2-[(2S,5R,6R)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

N-[3-(dimethylamino)propyl]-2-[(2S,5R,6R)-6-(hydroxymethyl)-5-[[1-oxo-2-(3-pyridinyl)ethyl]amino]-2-oxanyl]acetamide

C20H32N4O4 (392.2423432)


   
   
   
   
   

(4R)-4-[(3R,5S,7R,8S,9R,10S,13R,14S,17R)-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]pentanoic acid

(4R)-4-[(3R,5S,7R,8S,9R,10S,13R,14S,17R)-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]pentanoic acid

C24H40O4 (392.29264400000005)


   

(4R)-4-[(3R,5S,7S,8S,9R,10S,13R,14S,17S)-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]pentanoic acid

(4R)-4-[(3R,5S,7S,8S,9R,10S,13R,14S,17S)-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]pentanoic acid

C24H40O4 (392.29264400000005)


   

4-[(10S,13R)-2,2,4,4-tetradeuterio-3,12-dihydroxy-10,13-dimethyl-3,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

4-[(10S,13R)-2,2,4,4-tetradeuterio-3,12-dihydroxy-10,13-dimethyl-3,5,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid

C24H40O4 (392.29264400000005)


   

[1-hydroxy-3-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoxy]propan-2-yl] propanoate

[1-hydroxy-3-[(6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoxy]propan-2-yl] propanoate

C24H40O4 (392.29264400000005)


   

[1-[(4Z,7Z,10Z,13Z)-hexadeca-4,7,10,13-tetraenoxy]-3-hydroxypropan-2-yl] pentanoate

[1-[(4Z,7Z,10Z,13Z)-hexadeca-4,7,10,13-tetraenoxy]-3-hydroxypropan-2-yl] pentanoate

C24H40O4 (392.29264400000005)


   

(1XI,2R,4AS,5S,8AS)-(+)-1-(3,3-Ethylenedioxymethyl)-1-hydroxy-2alpha,5beta,8abeta-trimethyldecahydronaphthalene

(1XI,2R,4AS,5S,8AS)-(+)-1-(3,3-Ethylenedioxymethyl)-1-hydroxy-2alpha,5beta,8abeta-trimethyldecahydronaphthalene

C25H44O3 (392.3290274)


   

[3-carboxy-2-[(7Z,9Z,11E,13E)-hexadeca-7,9,11,13-tetraenoyl]oxypropyl]-trimethylazanium

[3-carboxy-2-[(7Z,9Z,11E,13E)-hexadeca-7,9,11,13-tetraenoyl]oxypropyl]-trimethylazanium

C23H38NO4+ (392.28006880000004)


   
   
   
   
   
   
   
   

1-Methyl-4-(11-(1,1-dimethylethoxycarbonyl)-5,9-dimethyl-undeca-4,8-dienoyl)-piperadine

1-Methyl-4-(11-(1,1-dimethylethoxycarbonyl)-5,9-dimethyl-undeca-4,8-dienoyl)-piperadine

C23H40N2O3 (392.30387700000006)


   

2-[(10Z,13Z,16Z)-docosa-10,13,16-trienoyl]oxyacetic acid

2-[(10Z,13Z,16Z)-docosa-10,13,16-trienoyl]oxyacetic acid

C24H40O4 (392.29264400000005)


   

(1-acetyloxy-3-hydroxypropan-2-yl) (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate

(1-acetyloxy-3-hydroxypropan-2-yl) (6Z,9Z,12Z,15Z)-octadeca-6,9,12,15-tetraenoate

C23H36O5 (392.2562606)


   

(1-butanoyloxy-3-hydroxypropan-2-yl) (4Z,7Z,10Z,13Z)-hexadeca-4,7,10,13-tetraenoate

(1-butanoyloxy-3-hydroxypropan-2-yl) (4Z,7Z,10Z,13Z)-hexadeca-4,7,10,13-tetraenoate

C23H36O5 (392.2562606)


   

4-[(3R,5R,6S,8S,9S,14S,17R)-3,6-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]pentanoic acid

4-[(3R,5R,6S,8S,9S,14S,17R)-3,6-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]pentanoic acid

C24H40O4 (392.29264400000005)


   

4-[(3R,5R,8R,9S,12S,14S,17R)-3,12-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]pentanoic acid

4-[(3R,5R,8R,9S,12S,14S,17R)-3,12-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]pentanoic acid

C24H40O4 (392.29264400000005)


   

4-[(3R,5S,7S,8R,9S,14S,17R)-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]pentanoic acid

4-[(3R,5S,7S,8R,9S,14S,17R)-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]pentanoic acid

C24H40O4 (392.29264400000005)


   

4-[(3R,5S,7R,8R,9S,14S,17R)-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]pentanoic acid

4-[(3R,5S,7R,8R,9S,14S,17R)-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]pentanoic acid

C24H40O4 (392.29264400000005)


   

2-[Carboxy-(2-hydroxy-3-nonanoyloxypropoxy)methoxy]ethyl-trimethylazanium

2-[Carboxy-(2-hydroxy-3-nonanoyloxypropoxy)methoxy]ethyl-trimethylazanium

C19H38NO7+ (392.2648138)


   

3beta,7alpha-Dihydroxy-5beta-cholan-24-oic Acid

3beta,7alpha-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


A dihydroxy-5beta-cholanic acid in which the two hydroxy groups are located at positions 3beta and 7alpha. The 3beta-hydroxy epimer of chenodeoxycholic acid.

   
   

Murideoxycholate

3alpha,6beta-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


A 3alpha-hydroxy steroid that is cholan-24-oic acid substituted by hydroxy groups at positions 3 and 6. D005765 - Gastrointestinal Agents > D001647 - Bile Acids and Salts D005765 - Gastrointestinal Agents > D002793 - Cholic Acids

   

Arterolane

Arterolane

C22H36N2O4 (392.2674936)


C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C277 - Antiprotozoal Agent D009676 - Noxae > D016877 - Oxidants > D010545 - Peroxides

   

3-Hydroxy-10-apo-b,y-carotenal

3-Hydroxy-10-apo-b,y-carotenal

C27H36O2 (392.2715156)


   

1-Hexadecanoyl-cyclophosphatidic acid

1-Hexadecanoyl-cyclophosphatidic acid

C19H37O6P (392.2327632)


   

20, 22-Dihydrodigoxigenin

20, 22-Dihydrodigoxigenin

C23H36O5 (392.2562606)


   

3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-al

3alpha,7alpha,12alpha-Trihydroxy-5beta-cholan-24-al

C24H40O4 (392.29264400000005)


   

1beta,3alpha-Dihydroxy-5beta-cholan-24-oic Acid

1beta,3alpha-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3beta,6beta-Dihydroxy-5beta-cholan-24-oic Acid

3beta,6beta-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


A dihydroxy-5beta-cholanic acid with hydroxy groups located at positions 3beta and 6beta.

   

3beta,4beta-Dihydroxy-5beta-cholan-24-oic Acid

3beta,4beta-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3alpha,4beta-dihydroxy-5beta-cholan-24-oic Acid

3alpha,4beta-dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

2beta,3alpha-Dihydroxy-5beta-cholan-24-oic Acid

2beta,3alpha-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

1-Palmitylglycerone 3-phosphate(2-)

1-Palmitylglycerone 3-phosphate(2-)

C19H37O6P (392.2327632)


A 1-alkylglycerone 3-phosphate(2-) obtained by deprotonation of the phosphate OH groups of 1-palmitylglycerone 3-phosphate; major species at pH 7.3.

   

1-hexadecanoyl-sn-glycero-2,3-cyclic-phosphate

1-hexadecanoyl-sn-glycero-2,3-cyclic-phosphate

C19H37O6P (392.2327632)


   

1alpha,3alpha-Dihydroxy-5beta-cholan-24-oic Acid

1alpha,3alpha-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

11beta,12beta-Dihydroxy-5beta-cholan-24-oic Acid

11beta,12beta-Dihydroxy-5beta-cholan-24-oic Acid

C24H40O4 (392.29264400000005)


   

3alpha,7alpha,12alpha-Trihydroxy-5alpha-cholan-24-al

3alpha,7alpha,12alpha-Trihydroxy-5alpha-cholan-24-al

C24H40O4 (392.29264400000005)


   

24-methylcholesta-4,6,8(14),22-tetraen-3-one

24-methylcholesta-4,6,8(14),22-tetraen-3-one

C28H40O (392.307899)


A natural product found in Xylaria species.

   

Ursodeoxycholic Acid

Ursodeoxycholic Acid

C24H40O4 (392.29264400000005)


A bile acid found in the bile of bears (Ursidae) as a conjugate with taurine. Used therapeutically, it prevents the synthesis and absorption of cholesterol and can lead to the dissolution of gallstones.

   

DG(20:4)

DG(6:0_14:4)

C23H36O5 (392.2562606)


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

   

Hydroxypentacosatrienoic acid

Hydroxypentacosatrienoic acid

C25H44O3 (392.3290274)


   

NA-Asn 18:3(6Z,9Z,12Z)

NA-Asn 18:3(6Z,9Z,12Z)

C22H36N2O4 (392.2674936)


   

NA-Asn 18:3(9Z,12Z,15Z)

NA-Asn 18:3(9Z,12Z,15Z)

C22H36N2O4 (392.2674936)


   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   
   

LPA P-16:1 or LPA O-16:2

LPA P-16:1 or LPA O-16:2

C19H37O6P (392.2327632)


   

3beta,7alpha-Dihydroxy-5beta-cholanoic acid

3beta,7alpha-Dihydroxy-5beta-cholanoic acid

C24H40O4 (392.29264400000005)


   
   
   
   
   
   

Chenodesoxycholic acid

3α,7α-Dihydroxy-5β-cholan-24-oic acid

C24H40O4 (392.29264400000005)


Chenodeoxycholic acid (CDCA; also known as chenodesoxycholic acid, chenocholic acid and 3α,7α-dihydroxy-5β-cholan-24-oic acid) is a bile acid. Salts of this carboxylic acid are called chenodeoxycholates. Chenodeoxycholic acid is one of the main bile acids.[1][2][3] It was first isolated from the bile of the domestic goose, which gives it the "cheno" portion of its name (Greek: χήν = goose).[4] Chenodeoxycholic acid and cholic acid are the two primary bile acids in humans. Chenodeoxycholic acid has two hydroxyl groups and is modified with the addition of another hydroxyl group to produce cholic acid. Some other mammals have muricholic acid or deoxycholic acid rather than chenodeoxycholic acid.[1] It occurs as a white crystalline substance insoluble in water but soluble in alcohol and acetic acid, with melting point at 165–167 °C.[citation needed] Chenodeoxycholic acid is synthesized in the liver from cholesterol via several enzymatic steps.[1] Like other bile acids, it can be conjugated with taurine or glycine, forming taurochenodeoxycholate or glycochenodeoxycholate. Conjugation results in a lower pKa. This results in the conjugated bile acids being ionized at the usual pH in the intestine, and staying in the gastrointestinal tract until reaching the ileum to be reabsorbed.[3] CDCA and other bile acids are surfactants forming micelles with fats, which facilitate lipid digestion. After absorption, they are taken up by the liver and resecreted, so undergoing an enterohepatic circulation. Unabsorbed CDCA can be metabolised by bacteria in the colon to form the secondary bile acid, lithocholic acid or the epimer, ursodeoxycholic acid.[3] CDCA is the most potent natural bile acid at stimulating the nuclear bile acid receptor, farnesoid X receptor (FXR).[5] The transcription of many genes is activated by FXR, including those encoding FGF19 and small heterodimer partner.[6] Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism. Chenodeoxycholic Acid is a hydrophobic primary bile acid that activates nuclear receptors (FXR) involved in cholesterol metabolism.

   
   
   

Isochenodeoxycholic Acid

(4R)-4-[(1S,2S,5S,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid

C24H40O4 (392.292644)


-

   

2-{6-methyl-6-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-1,2-dioxan-3-yl}propanoic acid

2-{6-methyl-6-[(3e,7e)-4,8,12-trimethyltrideca-3,7,11-trien-1-yl]-1,2-dioxan-3-yl}propanoic acid

C24H40O4 (392.29264400000005)


   

(4s,5s)-4-hydroxy-5-[(2r)-2-hydroxy-11-(4-hydroxyphenyl)-2-methylundecyl]-5-methyloxolan-2-one

(4s,5s)-4-hydroxy-5-[(2r)-2-hydroxy-11-(4-hydroxyphenyl)-2-methylundecyl]-5-methyloxolan-2-one

C23H36O5 (392.2562606)


   

(2r)-2-[(3r,6r)-6-methyl-6-[(3e)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl]-1,2-dioxan-3-yl]propanoic acid

(2r)-2-[(3r,6r)-6-methyl-6-[(3e)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl]-1,2-dioxan-3-yl]propanoic acid

C24H40O4 (392.29264400000005)


   

(4s)-3,4-dihydroxy-2-[(11z)-octadec-11-enoyl]cyclohex-2-en-1-one

(4s)-3,4-dihydroxy-2-[(11z)-octadec-11-enoyl]cyclohex-2-en-1-one

C24H40O4 (392.29264400000005)


   

3,6-dihydroxy-2-(octadec-10-enoyl)cyclohex-2-en-1-one

3,6-dihydroxy-2-(octadec-10-enoyl)cyclohex-2-en-1-one

C24H40O4 (392.29264400000005)


   

(1s,2s,5r,10r,11r,14r,16r,17r)-17-hydroxy-17-(hydroxymethyl)-2,7,7,10-tetramethyl-6,8-dioxapentacyclo[14.3.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]icosan-12-one

(1s,2s,5r,10r,11r,14r,16r,17r)-17-hydroxy-17-(hydroxymethyl)-2,7,7,10-tetramethyl-6,8-dioxapentacyclo[14.3.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]icosan-12-one

C23H36O5 (392.2562606)


   

2-{6-methyl-6-[4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl]-1,2-dioxan-3-yl}propanoic acid

2-{6-methyl-6-[4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl]-1,2-dioxan-3-yl}propanoic acid

C24H40O4 (392.29264400000005)


   

(1s,4ar,7s,8s,8as)-8-{2-[(2r,4r)-4-hydroxy-6-oxooxan-2-yl]ethyl}-7-methyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl (2s)-2-methylbutanoate

(1s,4ar,7s,8s,8as)-8-{2-[(2r,4r)-4-hydroxy-6-oxooxan-2-yl]ethyl}-7-methyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-1-yl (2s)-2-methylbutanoate

C23H36O5 (392.2562606)


   

3a,9b-dihydroxy-5,8-dimethyl-1-methylidene-2h,4h,5h,5ah,6h,9h,9ah-naphtho[2,1-b]furan-9-yl octanoate

3a,9b-dihydroxy-5,8-dimethyl-1-methylidene-2h,4h,5h,5ah,6h,9h,9ah-naphtho[2,1-b]furan-9-yl octanoate

C23H36O5 (392.2562606)


   

(2e,4e,6e,8e,10e,12e,14e)-15-[(4r)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

(2e,4e,6e,8e,10e,12e,14e)-15-[(4r)-4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-4,9,13-trimethylpentadeca-2,4,6,8,10,12,14-heptaenal

C27H36O2 (392.2715156)


   

(2r,3r,4s,5s,6r)-2-{[(1r,2s,3s,4s)-3-[(3r)-3-hydroxybutyl]-4-(hydroxymethyl)-2,4-dimethylcyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

(2r,3r,4s,5s,6r)-2-{[(1r,2s,3s,4s)-3-[(3r)-3-hydroxybutyl]-4-(hydroxymethyl)-2,4-dimethylcyclohexyl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

C19H36O8 (392.2410056)


   

2-{6-[2-(1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl)ethyl]-6-methyl-1,2-dioxan-3-yl}propanoic acid

2-{6-[2-(1,2,4a-trimethyl-5-methylidene-hexahydro-2h-naphthalen-1-yl)ethyl]-6-methyl-1,2-dioxan-3-yl}propanoic acid

C24H40O4 (392.29264400000005)


   

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

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

C23H36O5 (392.2562606)


   

(1r,9ar,9br,11ar)-1-[(2s,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

(1r,9ar,9br,11ar)-1-[(2s,3e,5r)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1h,2h,3h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-7-one

C28H40O (392.307899)


   

(3s,4r,5r)-4-hydroxy-3-(icos-11-yn-1-yl)-5-methyloxolan-2-one

(3s,4r,5r)-4-hydroxy-3-(icos-11-yn-1-yl)-5-methyloxolan-2-one

C25H44O3 (392.3290274)


   

(1r,3s,3ar,6r,7e,7ar)-3-(acetyloxy)-7-ethylidene-6-[(1s)-1,3,3-trimethylcyclohexyl]-hexahydro-1h-2-benzofuran-1-yl acetate

(1r,3s,3ar,6r,7e,7ar)-3-(acetyloxy)-7-ethylidene-6-[(1s)-1,3,3-trimethylcyclohexyl]-hexahydro-1h-2-benzofuran-1-yl acetate

C23H36O5 (392.2562606)


   

(2r)-2-[(3r,6r)-6-{2-[(4as,8as)-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl}-6-methyl-1,2-dioxan-3-yl]propanoic acid

(2r)-2-[(3r,6r)-6-{2-[(4as,8as)-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]ethyl}-6-methyl-1,2-dioxan-3-yl]propanoic acid

C24H40O4 (392.29264400000005)


   

4-hydroxy-3-icosylidene-5-methylideneoxolan-2-one

4-hydroxy-3-icosylidene-5-methylideneoxolan-2-one

C25H44O3 (392.3290274)


   

4-hydroxy-3-(icos-11-yn-1-yl)-5-methyloxolan-2-one

4-hydroxy-3-(icos-11-yn-1-yl)-5-methyloxolan-2-one

C25H44O3 (392.3290274)


   

(1s,2s,4ar,4br,8as,9s,10ar)-1-[(3z)-5-hydroxy-3-methylpent-3-en-1-yl]-2,4b,8,8,10a-pentamethyl-decahydrophenanthrene-2,9-diol

(1s,2s,4ar,4br,8as,9s,10ar)-1-[(3z)-5-hydroxy-3-methylpent-3-en-1-yl]-2,4b,8,8,10a-pentamethyl-decahydrophenanthrene-2,9-diol

C25H44O3 (392.3290274)


   

5-(6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpentyl 2-methylbutanoate

5-(6-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpentyl 2-methylbutanoate

C25H44O3 (392.3290274)


   

methyl 2-[(3s,5r)-5-[(9e,11e,13e)-hexadeca-9,11,13-trien-1-yl]-3,5-dimethyl-1,2-dioxolan-3-yl]acetate

methyl 2-[(3s,5r)-5-[(9e,11e,13e)-hexadeca-9,11,13-trien-1-yl]-3,5-dimethyl-1,2-dioxolan-3-yl]acetate

C24H40O4 (392.29264400000005)


   

17-hydroxy-17-(hydroxymethyl)-2,7,7,10-tetramethyl-6,8-dioxapentacyclo[14.3.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]icosan-12-one

17-hydroxy-17-(hydroxymethyl)-2,7,7,10-tetramethyl-6,8-dioxapentacyclo[14.3.1.0¹,¹⁴.0²,¹¹.0⁵,¹⁰]icosan-12-one

C23H36O5 (392.2562606)


   

methyl (1s,4ar,5r,7s,8ar)-7-(acetyloxy)-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

methyl (1s,4ar,5r,7s,8ar)-7-(acetyloxy)-5-[(3e)-5-hydroxy-3-methylpent-3-en-1-yl]-1,4a-dimethyl-6-methylidene-hexahydro-2h-naphthalene-1-carboxylate

C23H36O5 (392.2562606)


   

8-(3,7-dimethylocta-2,6-dien-1-yl)-3-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-7-ol

8-(3,7-dimethylocta-2,6-dien-1-yl)-3-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-7-ol

C26H32O3 (392.23513219999995)


   

(3r)-8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-7-ol

(3r)-8-[(2e)-3,7-dimethylocta-2,6-dien-1-yl]-3-(4-methoxyphenyl)-3,4-dihydro-2h-1-benzopyran-7-ol

C26H32O3 (392.23513219999995)