| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:32:27 UTC |
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| Update Date | 2020-05-11 20:21:06 UTC |
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| BMDB ID | BMDB0000541 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | 7b-Hydroxy-3-oxo-5b-cholanoic acid |
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| Description | 7b-Hydroxy-3-oxo-5b-cholanoic acid, also known as (5b,7b)-7-hydroxy-3-oxo-cholan-24-Oate or methyl 3,7-dioxocholan-24-Oic acid, belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid. Based on a literature review a significant number of articles have been published on 7b-Hydroxy-3-oxo-5b-cholanoic acid. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 7b-Hydroxy-3-oxo-5b-cholanoate | Generator | | (5b,7b)-7-Hydroxy-3-oxo-cholan-24-Oate | HMDB | | (5b,7b)-7-Hydroxy-3-oxo-cholan-24-Oic acid | HMDB | | 7b-Hydroxy-3-oxo-5b-cholan-24-Oate | HMDB | | 7b-Hydroxy-3-oxo-5b-cholan-24-Oic acid | HMDB | | Methyl (4R)-4-[(1S,2S,10R,11S,14R,15R)-2,15-dimethyl-5,9-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoic acid | HMDB | | Methyl 3,7-dioxocholan-24-Oic acid | HMDB |
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| Chemical Formula | C25H38O4 |
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| Average Molecular Weight | 402.5668 |
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| Monoisotopic Molecular Weight | 402.277009704 |
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| IUPAC Name | methyl (4R)-4-[(1S,2S,10R,11S,14R,15R)-2,15-dimethyl-5,9-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]pentanoate |
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| Traditional Name | 7b-hydroxy-3-oxo-5b-cholanoate |
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| CAS Registry Number | 77060-26-5 |
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| SMILES | [H][C@@]12CC[C@H]([C@H](C)CCC(=O)OC)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C(=O)CC2CC(=O)CC[C@]12C |
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| InChI Identifier | InChI=1S/C25H38O4/c1-15(5-8-22(28)29-4)18-6-7-19-23-20(10-12-25(18,19)3)24(2)11-9-17(26)13-16(24)14-21(23)27/h15-16,18-20,23H,5-14H2,1-4H3/t15-,16?,18-,19+,20+,23+,24+,25-/m1/s1 |
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| InChI Key | UZRRNRRCPZZPNY-ZECRIGHZSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid. |
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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 | Bile acids, alcohols and derivatives |
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| Alternative Parents | |
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| Substituents | - Bile acid, alcohol, or derivatives
- 3-oxosteroid
- 7-oxosteroid
- Oxosteroid
- Fatty acid methyl ester
- Fatty acid ester
- Fatty acyl
- Methyl ester
- Carboxylic acid ester
- Cyclic ketone
- Ketone
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Hydrocarbon derivative
- Organic oxygen compound
- Carbonyl group
- Organic oxide
- Organooxygen compound
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | Not Available |
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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 | 171 - 173 °C | 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 | | Spectrum Type | Description | Splash Key | |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-00dr-0329000000-1e963f0efc062b4c2cb5 | View in MoNA |
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| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | View in JSpectraViewer |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0uk9-0009300000-5e68f1155f43364368d4 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0fi3-0009000000-5a0857da406ad953bdf7 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-02dl-1219000000-395d89c81920965d4670 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0005900000-d036026313030bd5da80 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0uxr-1009500000-df1cd4b80e2081404b17 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0006-9008000000-8a340a2d89e658182c00 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0uxr-0005900000-0bc1a9421d158a94047f | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0uxr-2009600000-b4cde42c186303ed0ccc | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-01r7-2039000000-23f857864c5619a6ddf5 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0udi-0019200000-a18b41e6209e796f3ccf | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0gbi-0069000000-88b60d74b3b44ae039a2 | View in MoNA |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052o-1972000000-a4d5bf25c6c82b5fdbf0 | View in MoNA |
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| Synthesis Reference | Bortolini, Olga; Fantin, Giancarlo; Fogagnolo, Marco; Forlani, Roberto; Maietti, Silvia; Pedrini, Paola. Improved Enantioselectivity in the Epoxidation of Cinnamic Acid Derivatives with Dioxiranes from Keto Bile Acids. Journal of Organic Chemistry (2002), 67(16), 5802-5806. |
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