| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:50:58 UTC |
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| Update Date | 2020-04-22 15:09:41 UTC |
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| BMDB ID | BMDB0002082 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Bisnorcholic acid |
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| Description | Bisnorcholic acid, also known as dinorcholate, 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. Bisnorcholic 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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| 24-Dinor-3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-22-Oic acid | ChEBI | | Dinorcholic acid | ChEBI | | 24-Dinor-3a,7a,12a-trihydroxy-5b-cholan-22-Oate | Generator | | 24-Dinor-3a,7a,12a-trihydroxy-5b-cholan-22-Oic acid | Generator | | 24-Dinor-3alpha,7alpha,12alpha-trihydroxy-5beta-cholan-22-Oate | Generator | | 24-Dinor-3α,7α,12α-trihydroxy-5β-cholan-22-Oate | Generator | | 24-Dinor-3α,7α,12α-trihydroxy-5β-cholan-22-Oic acid | Generator | | Dinorcholate | Generator | | Bisnorcholate | Generator |
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| Chemical Formula | C22H36O5 |
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| Average Molecular Weight | 380.5182 |
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| Monoisotopic Molecular Weight | 380.256274262 |
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| IUPAC Name | (2S)-2-[(1S,2S,5R,7S,9R,10R,11S,14R,15S,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]propanoic acid |
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| Traditional Name | bisnorcholic acid |
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| CAS Registry Number | Not Available |
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| SMILES | [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)C(O)=O |
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| InChI Identifier | InChI=1S/C22H36O5/c1-11(20(26)27)14-4-5-15-19-16(10-18(25)22(14,15)3)21(2)7-6-13(23)8-12(21)9-17(19)24/h11-19,23-25H,4-10H2,1-3H3,(H,26,27)/t11-,12-,13+,14+,15-,16-,17+,18-,19-,21-,22+/m0/s1 |
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| InChI Key | BBSJMECOWBMUCF-XPCRKILGSA-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
- Steroid acid
- 3-hydroxysteroid
- 12-hydroxysteroid
- 7-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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