| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:38:35 UTC |
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| Update Date | 2020-05-11 20:21:48 UTC |
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| BMDB ID | BMDB0000917 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Ursocholic acid |
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| Description | Ursocholic acid, also known as 7-epicholic acid or 7-epicholate, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Ursocholic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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| Structure | |
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| Synonyms | | Value | Source |
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| (3alpha,5beta,7beta,12alpha)-3,7,12-Trihydroxycholan-24-Oic acid | ChEBI | | 3alpha,7beta,12alpha-Trihydroxy-5beta-cholan-24-Oic acid | ChEBI | | 3alpha,7beta,12alpha-Trihydroxy-5beta-cholanic acid | ChEBI | | 7-Epicholic acid | ChEBI | | 7beta-Hydroxyisocholic acid | Kegg | | (3a,5b,7b,12a)-3,7,12-Trihydroxycholan-24-Oate | Generator | | (3a,5b,7b,12a)-3,7,12-Trihydroxycholan-24-Oic acid | Generator | | (3alpha,5beta,7beta,12alpha)-3,7,12-Trihydroxycholan-24-Oate | Generator | | (3Α,5β,7β,12α)-3,7,12-trihydroxycholan-24-Oate | Generator | | (3Α,5β,7β,12α)-3,7,12-trihydroxycholan-24-Oic acid | Generator | | 3a,7b,12a-Trihydroxy-5b-cholan-24-Oate | Generator | | 3a,7b,12a-Trihydroxy-5b-cholan-24-Oic acid | Generator | | 3alpha,7beta,12alpha-Trihydroxy-5beta-cholan-24-Oate | Generator | | 3Α,7β,12α-trihydroxy-5β-cholan-24-Oate | Generator | | 3Α,7β,12α-trihydroxy-5β-cholan-24-Oic acid | Generator | | 3a,7b,12a-Trihydroxy-5b-cholanate | Generator | | 3a,7b,12a-Trihydroxy-5b-cholanic acid | Generator | | 3alpha,7beta,12alpha-Trihydroxy-5beta-cholanate | Generator | | 3Α,7β,12α-trihydroxy-5β-cholanate | Generator | | 3Α,7β,12α-trihydroxy-5β-cholanic acid | Generator | | 7-Epicholate | Generator | | 7b-Hydroxyisocholate | Generator | | 7b-Hydroxyisocholic acid | Generator | | 7beta-Hydroxyisocholate | Generator | | 7Β-hydroxyisocholate | Generator | | 7Β-hydroxyisocholic acid | Generator | | Ursocholate | Generator | | 3a,7b,12a-Trihydroxy-5b-cholanoate | HMDB | | 3a,7b,12a-Trihydroxy-5b-cholanoic acid | HMDB | | 3a,7b,12a-Trihydroxycholanate | HMDB | | 3a,7b,12a-Trihydroxycholanic acid | HMDB | | 3 alpha,7 beta,12 alpha-Trihydroxy-5 beta-cholan-24-Oic acid | HMDB |
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| Chemical Formula | C24H40O5 |
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| Average Molecular Weight | 408.5714 |
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| Monoisotopic Molecular Weight | 408.28757439 |
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| IUPAC Name | (4R)-4-[(1S,2S,5R,7S,9S,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid |
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| Traditional Name | ursocholic acid |
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| CAS Registry Number | 2955-27-3 |
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| SMILES | [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@@H](O)C[C@]2([H])C[C@H](O)CC[C@]12C |
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| InChI Identifier | InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19+,20+,22+,23+,24-/m1/s1 |
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| InChI Key | BHQCQFFYRZLCQQ-UTLSPDKDSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Steroids and steroid derivatives |
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| Sub Class | Bile acids, alcohols and derivatives |
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| Direct Parent | Trihydroxy bile acids, alcohols and derivatives |
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| Alternative Parents | |
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| Substituents | - Trihydroxy bile acid, alcohol, or derivatives
- 3-hydroxysteroid
- 12-hydroxysteroid
- 7-hydroxysteroid
- 7-alpha-hydroxysteroid
- 3-alpha-hydroxysteroid
- Hydroxysteroid
- Cyclic alcohol
- Secondary alcohol
- Carboxylic acid derivative
- Carboxylic acid
- Polyol
- Monocarboxylic acid or derivatives
- Organic oxide
- Alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Carbonyl group
- Organooxygen compound
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Expected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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