| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:30:20 UTC |
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| Update Date | 2020-05-11 20:20:49 UTC |
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| BMDB ID | BMDB0000415 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | 3a,6b,7b-Trihydroxy-5b-cholanoic acid |
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| Description | 3a,6b,7b-Trihydroxy-5b-cholanoic acid, also known as 5beta-cholanic acid-3alpha,6beta,7beta-triol or beta-muricholic acid, 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. 3a,6b,7b-Trihydroxy-5b-cholanoic 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,6beta,7beta)-3,6,7-Trihydroxycholan-24-Oic acid | ChEBI | | 3,6,7-Trihydroxy-5beta-cholan-24-Oic acid | ChEBI | | 5beta-Cholanic acid-3alpha,6beta,7beta-triol | ChEBI | | beta-MCA | ChEBI | | beta-Muricholic acid | Kegg | | 3alpha,6beta,7beta-Trihydroxy-5beta-cholan-24-Oic acid | Kegg | | (3a,5b,6b,7b)-3,6,7-Trihydroxycholan-24-Oate | Generator | | (3a,5b,6b,7b)-3,6,7-Trihydroxycholan-24-Oic acid | Generator | | (3alpha,5beta,6beta,7beta)-3,6,7-Trihydroxycholan-24-Oate | Generator | | (3Α,5β,6β,7β)-3,6,7-trihydroxycholan-24-Oate | Generator | | (3Α,5β,6β,7β)-3,6,7-trihydroxycholan-24-Oic acid | Generator | | 3,6,7-Trihydroxy-5b-cholan-24-Oate | Generator | | 3,6,7-Trihydroxy-5b-cholan-24-Oic acid | Generator | | 3,6,7-Trihydroxy-5beta-cholan-24-Oate | Generator | | 3,6,7-Trihydroxy-5β-cholan-24-Oate | Generator | | 3,6,7-Trihydroxy-5β-cholan-24-Oic acid | Generator | | 5b-Cholanate-3a,6b,7b-triol | Generator | | 5b-Cholanic acid-3a,6b,7b-triol | Generator | | 5beta-Cholanate-3alpha,6beta,7beta-triol | Generator | | 5Β-cholanate-3α,6β,7β-triol | Generator | | 5Β-cholanic acid-3α,6β,7β-triol | Generator | | b-MCA | Generator | | Β-mca | Generator | | b-Muricholate | Generator | | b-Muricholic acid | Generator | | beta-Muricholate | Generator | | Β-muricholate | Generator | | Β-muricholic acid | Generator | | 3a,6b,7b-Trihydroxy-5b-cholan-24-Oate | Generator | | 3a,6b,7b-Trihydroxy-5b-cholan-24-Oic acid | Generator | | 3alpha,6beta,7beta-Trihydroxy-5beta-cholan-24-Oate | Generator | | 3Α,6β,7β-trihydroxy-5β-cholan-24-Oate | Generator | | 3Α,6β,7β-trihydroxy-5β-cholan-24-Oic acid | Generator | | 3a,6b,7b-Trihydroxy-5b-cholanoate | Generator | | 3a,6b,7b-Trihydroxy-5b-cholanate | HMDB | | 3a,6b,7b-Trihydroxy-5b-cholanic acid | HMDB | | 3 alpha,6 alpha,7 beta-Trihydroxy-5 beta-cholanoic acid | HMDB | | 3,6,7-Trihydroxy-5-cholanoic acid | HMDB | | alpha-Muricholic acid | HMDB | | Hyocholic acid | HMDB | | Muricholic acid | HMDB | | Muricholic acid, (3alpha,5alpha,6alpha,7alpha)-isomer | HMDB | | Muricholic acid, (3alpha,5beta,6alpha,7alpha)-isomer | HMDB | | Muricholic acid, (3alpha,5beta,6alpha,7beta)-isomer | HMDB | | Muricholic acid, (3alpha,5beta,6beta,7alpha)-isomer | HMDB | | Muricholic acid, (3alpha,5beta,6beta,7beta)-isomer | HMDB | | Muricholic acid, sodium salt | HMDB | | Omega-muricholic acid | HMDB | | Trihydroxy-5 alpha-cholanoic 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,2R,5R,7R,8S,9R,10S,11S,14R,15R)-5,8,9-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid |
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| Traditional Name | (4R)-4-[(1S,2R,5R,7R,8S,9R,10S,11S,14R,15R)-5,8,9-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoic acid |
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| CAS Registry Number | 2393-59-1 |
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| SMILES | [H][C@@]12CC[C@H]([C@H](C)CCC(O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@@H](O)[C@@H](O)[C@]2([H])C[C@H](O)CC[C@]12C |
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| InChI Identifier | InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15-,16+,17+,18+,20+,21+,22-,23-,24-/m1/s1 |
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| InChI Key | DKPMWHFRUGMUKF-CRKPLTDNSA-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
- 6-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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