(25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid
PubChem CID: 23657849
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| Compound Synonyms | (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid, CHEBI:48043, (3alpha,5beta,7alpha,12alpha,25R)-3,7,12-trihydroxycholestan-26-oic acid, (2R,6R)-2-methyl-6-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoic acid, 25R-3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoic Acid, (25R)-3a,7a,12a-Trihydroxy-5ss-cholestan-26-oic Acid, (3a,5ss,7a,12a,25R)-3,7,12-Trihydroxy-5ss-cholestan-26-oic Acid, , (2R,6R)-2-methyl-6-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta(a)phenanthren-17-yl)heptanoic acid, SCHEMBL23748474, YAA74014, LMST04030151, 25R-3a,7a,12a-Trihydroxy-5b-cholestanoic Acid, 25R-3?,7?,12?-Trihydroxy-5?-cholestanoic acid, Q27120916 |
|---|---|
| Topological Polar Surface Area | 98.0 |
| Hydrogen Bond Donor Count | 4.0 |
| Heavy Atom Count | 32.0 |
| Pathway Kegg Map Id | map00120 |
| Description | 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoic 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. [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 696.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;pubchem |
| Defined Atom Stereocenter Count | 12.0 |
| Enzyme Uniprot Id | Q9Y2P5 |
| Iupac Name | (2R,6R)-2-methyl-6-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoic acid |
| Prediction Hob | 0.0 |
| Class | Steroids and steroid derivatives |
| Xlogp | 5.2 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Bile acids, alcohols and derivatives |
| Molecular Formula | C27H46O5 |
| Prediction Swissadme | 1.0 |
| Inchi Key | CNWPIIOQKZNXBB-WBYPBBSPSA-N |
| Fcsp3 | 0.9629629629629628 |
| Logs | -3.892 |
| Rotatable Bond Count | 6.0 |
| State | Solid |
| Logd | 4.035 |
| Synonyms | (25R)-3-alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholestan-26-oate, (25R)-3-alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholestan-26-oic acid, (3a,5b,7a,12a,25R)-3,7,12-Trihydroxycholestan-26-Oate, (3a,5b,7a,12a,25R)-3,7,12-Trihydroxycholestan-26-Oic acid, (3alpha,5beta,7alpha,12alpha,25R)-3,7,12-Trihydroxycholestan-26-Oate, (3alpha,5beta,7alpha,12alpha,25R)-3,7,12-Trihydroxycholestan-26-Oic acid, (3α,5β,7α,12α,25R)-3,7,12-trihydroxycholestan-26-Oate, (3α,5β,7α,12α,25R)-3,7,12-trihydroxycholestan-26-Oic acid, 3-alpha,7-alpha,12-alpha-trihydroxy-5-beta-cholestanate, 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoate, 3alpha,7alpha,12alpha-Trihydroxy-5beta-cholestanoic acid |
| Substituent Name | Trihydroxy bile acid, alcohol, or derivatives, Steroid acid, 7-hydroxysteroid, 3-alpha-hydroxysteroid, Hydroxysteroid, 12-hydroxysteroid, 3-hydroxysteroid, Medium-chain fatty acid, Fatty acyl, Fatty acid, Cyclic alcohol, Secondary alcohol, Polyol, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Alcohol, Aliphatic homopolycyclic compound |
| Compound Name | (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oic acid |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 450.335 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 450.335 |
| Hydrogen Bond Acceptor Count | 5.0 |
| Molecular Weight | 450.7 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 12.0 |
| Total Bond Stereocenter Count | 0.0 |
| Esol | -4.550192000000002 |
| Inchi | InChI=1S/C27H46O5/c1-15(6-5-7-16(2)25(31)32)19-8-9-20-24-21(14-23(30)27(19,20)4)26(3)11-10-18(28)12-17(26)13-22(24)29/h15-24,28-30H,5-14H2,1-4H3,(H,31,32)/t15-,16-,17+,18-,19-,20+,21+,22-,23+,24+,26+,27-/m1/s1 |
| Smiles | C[C@H](CCC[C@@H](C)C(=O)O)[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)O)C |
| Nring | 4.0 |
| Defined Bond Stereocenter Count | 0.0 |
- 1. Outgoing r'ship
FOUND_INto/from Chloranthus Spicatus (Plant) Rel Props:Source_db:cmaup_ingredients - 2. Outgoing r'ship
FOUND_INto/from Thalictrum Squarrosum (Plant) Rel Props:Source_db:cmaup_ingredients