Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2017-03-23 05:58:40 UTC |
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Update Date | 2022-03-07 03:17:59 UTC |
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HMDB ID | HMDB0062744 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid |
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Description | 7alpha-hydroxy-3-oxochol-4-en-24-oic acid, also known as 3-oxo-7-hydroxychol-4-enoic acid, 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. 7alpha-hydroxy-3-oxochol-4-en-24-oic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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Structure | [H][C@@](C)(CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C InChI=1S/C24H36O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h12,14,17-20,22,26H,4-11,13H2,1-3H3,(H,27,28)/t14-,17-,18+,19+,20-,22+,23+,24-/m1/s1 |
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Synonyms | Value | Source |
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(7alpha)-7-Hydroxy-3-oxochol-4-en-24-Oic acid | ChEBI | 3-oxo-7-Hydroxychol-4-enoic acid | ChEBI | 3-oxo-7alpha-Hydroxychol-4-enoic acid | ChEBI | (7a)-7-Hydroxy-3-oxochol-4-en-24-Oate | Generator | (7a)-7-Hydroxy-3-oxochol-4-en-24-Oic acid | Generator | (7alpha)-7-Hydroxy-3-oxochol-4-en-24-Oate | Generator | (7Α)-7-hydroxy-3-oxochol-4-en-24-Oate | Generator | (7Α)-7-hydroxy-3-oxochol-4-en-24-Oic acid | Generator | 3-oxo-7-Hydroxychol-4-enoate | Generator | 3-oxo-7a-Hydroxychol-4-enoate | Generator | 3-oxo-7a-Hydroxychol-4-enoic acid | Generator | 3-oxo-7alpha-Hydroxychol-4-enoate | Generator | 3-oxo-7Α-hydroxychol-4-enoate | Generator | 3-oxo-7Α-hydroxychol-4-enoic acid | Generator | 7a-Hydroxy-3-oxochol-4-en-24-Oate | Generator | 7a-Hydroxy-3-oxochol-4-en-24-Oic acid | Generator | 7alpha-Hydroxy-3-oxochol-4-en-24-Oate | Generator | 7Α-hydroxy-3-oxochol-4-en-24-Oate | Generator | 7Α-hydroxy-3-oxochol-4-en-24-Oic acid | Generator | 3-oxo-7 alpha-Hydroxychol-4-enoic acid | HMDB | 7-HOC acid | HMDB |
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Chemical Formula | C24H36O4 |
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Average Molecular Weight | 388.548 |
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Monoisotopic Molecular Weight | 388.261359639 |
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IUPAC Name | (4R)-4-[(1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid |
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Traditional Name | (4R)-4-[(1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl]pentanoic acid |
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CAS Registry Number | 14772-95-3 |
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SMILES | [H][C@@](C)(CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C |
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InChI Identifier | InChI=1S/C24H36O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h12,14,17-20,22,26H,4-11,13H2,1-3H3,(H,27,28)/t14-,17-,18+,19+,20-,22+,23+,24-/m1/s1 |
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InChI Key | CFLVYJJIZHNITM-NLXMLWGDSA-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-oxo-delta-4-steroid
- 3-oxosteroid
- 7-hydroxysteroid
- Oxosteroid
- Hydroxysteroid
- Delta-4-steroid
- Cyclohexenone
- Cyclic alcohol
- Cyclic ketone
- Secondary alcohol
- Ketone
- Carboxylic acid derivative
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- 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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Physiological effect | |
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Disposition | |
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Process | Not Available |
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Role | |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.014 g/l | ALOGPS | LogP | 3.10 | ALOGPS |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,1TMS,isomer #1 | C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O | 3491.7 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,1TMS,isomer #2 | C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C | 3438.4 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,1TMS,isomer #3 | C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O | 3444.4 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,2TMS,isomer #1 | C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C | 3423.0 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,2TMS,isomer #2 | C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O | 3398.2 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,2TMS,isomer #3 | C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C | 3325.6 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,3TMS,isomer #1 | C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C | 3288.1 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,3TMS,isomer #1 | C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C | 3397.8 | Standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,3TMS,isomer #1 | C[C@H](CCC(=O)O[Si](C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C)C=C1C[C@H]3O[Si](C)(C)C | 3648.7 | Standard polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,1TBDMS,isomer #1 | C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O | 3747.3 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,1TBDMS,isomer #2 | C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C | 3669.1 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,1TBDMS,isomer #3 | C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O | 3677.3 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,2TBDMS,isomer #1 | C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CCC(=O)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C | 3894.2 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,2TBDMS,isomer #2 | C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O | 3860.4 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,2TBDMS,isomer #3 | C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C | 3746.6 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,3TBDMS,isomer #1 | C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C | 3936.8 | Semi standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,3TBDMS,isomer #1 | C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C | 3997.2 | Standard non polar | 33892256 | 7alpha-hydroxy-3-oxochol-4-en-24-oic Acid,3TBDMS,isomer #1 | C[C@H](CCC(=O)O[Si](C)(C)C(C)(C)C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@@]21C)[C@@]1(C)CC=C(O[Si](C)(C)C(C)(C)C)C=C1C[C@H]3O[Si](C)(C)C(C)(C)C | 3875.9 | Standard polar | 33892256 |
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