| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:28:41 UTC |
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| Update Date | 2020-04-22 15:02:58 UTC |
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| BMDB ID | BMDB0000328 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | 12-Ketodeoxycholic acid |
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| Description | 12-Ketodeoxycholic acid, also known as 12-dehydrodeoxycholate or 12-ketolithocholate, belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. 12-Ketodeoxycholic 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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| 12-Ketodeoxycholate | Generator | | (3a,5b)-3-Hydroxy-12-oxo-cholan-24-Oate | HMDB | | (3a,5b)-3-Hydroxy-12-oxo-cholan-24-Oic acid | HMDB | | (3alpha,5beta)-3-Hydroxy-12-oxo-cholan-24-Oate | HMDB | | (3alpha,5beta)-3-Hydroxy-12-oxo-cholan-24-Oic acid | HMDB | | 12-Dehydrodeoxycholate | HMDB | | 12-Dehydrodeoxycholic acid | HMDB | | 12-Ketolithocholate | HMDB | | 12-Ketolithocholic acid | HMDB | | 12-oxo-3a-Hydroxy-5b-cholanate | HMDB | | 12-oxo-3a-Hydroxy-5b-cholanic acid | HMDB | | 12-Oxolithocholate | HMDB | | 12-Oxolithocholic acid | HMDB | | 3a-Hydroxy-12-oxo-5b-cholan-24-Oate | HMDB | | 3a-Hydroxy-12-oxo-5b-cholan-24-Oic acid | HMDB | | 3a-Hydroxy-12-oxo-5b-cholanate | HMDB | | 3a-Hydroxy-12-oxo-5b-cholanic acid | HMDB | | 3a-Hydroxy-12-oxo-5b-cholanoate | HMDB | | 3a-Hydroxy-12-oxo-5b-cholanoic acid | HMDB | | 3-Hydroxy-12-ketocholanoic acid | HMDB | | 12-Ketolithocholic acid, (3beta,5beta)-isomer | HMDB | | 3 alpha-Hydroxy-12-keto-5 beta-cholanoic acid | HMDB | | (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-Hydroxy-2,15-dimethyl-16-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate | HMDB |
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| Chemical Formula | C24H38O4 |
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| Average Molecular Weight | 390.5561 |
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| Monoisotopic Molecular Weight | 390.277009704 |
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| IUPAC Name | (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R)-5-hydroxy-2,15-dimethyl-16-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid |
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| Traditional Name | 12-ketolithocholic acid |
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| CAS Registry Number | 5130-29-0 |
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| SMILES | [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC(=O)[C@]12C)[C@H](C)CCC(O)=O |
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| InChI Identifier | InChI=1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-20,25H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,23+,24-/m1/s1 |
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| InChI Key | CVNYHSDFZXHMMJ-VPUMZWJWSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. |
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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 | Monohydroxy bile acids, alcohols and derivatives |
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| Alternative Parents | |
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| Substituents | - Monohydroxy bile acid, alcohol, or derivatives
- 3-hydroxysteroid
- Hydroxysteroid
- 3-alpha-hydroxysteroid
- Oxosteroid
- 12-oxosteroid
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic oxide
- Alcohol
- Organic oxygen compound
- Carbonyl group
- Hydrocarbon derivative
- 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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