| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 23:21:10 UTC |
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| Update Date | 2020-04-22 15:17:10 UTC |
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| BMDB ID | BMDB0006280 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | 7-a,25-Dihydroxycholesterol |
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| Description | 4-oxo-Retinoic acid, also known as 4-oxo-retinoate or 4-oxo-atra, belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. 4-oxo-Retinoic 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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| 4-oxo-all-trans-Retinoic acid | ChEBI | | 4-oxo-AtRA | ChEBI | | 4-oxo-all-trans-Retinoate | Generator | | 4-oxo-Retinoate | Generator | | 4-Keto-retinoate | HMDB | | 4-Keto-retinoic acid | HMDB | | 4-Ketoretinoate | HMDB | | 4-Ketoretinoic acid | HMDB | | 4-Oxoretinoate | HMDB | | 4-Oxoretinoic acid | HMDB | | 4-Oxotretinoin | HMDB | | all-trans-4-Oxoretinoate | HMDB | | all-trans-4-Oxoretinoic acid | HMDB | | Ro 11-4824 | HMDB | | Ro 12-4824 | HMDB | | 4-oxo-13-cis-Retinoic acid | HMDB | | 4-oxo-Isotretinoin | HMDB | | 4-oxo-trans-Retinoic acid | HMDB | | 4-Oxoretinoic acid, (13-cis)-isomer | HMDB | | 3beta,7alpha,25-Trihydroxycholest-5-ene | ChEBI | | 5-Cholesten-3beta,7alpha,25-triol | ChEBI | | Cholest-5-ene-3beta,7alpha,25-triol | ChEBI | | 3b,7a,25-Trihydroxycholest-5-ene | Generator | | 3β,7α,25-trihydroxycholest-5-ene | Generator | | 5-Cholesten-3b,7a,25-triol | Generator | | 5-Cholesten-3β,7α,25-triol | Generator | | Cholest-5-ene-3b,7a,25-triol | Generator | | Cholest-5-ene-3β,7α,25-triol | Generator | | 7-alpha,25-Dihydroxycholesterol | HMDB | | 7alpha,25-Dihydroxycholesterol | HMDB, KEGG | | Cholest-5-ene-3-b,7-a,25-triol | HMDB | | Cholest-5-ene-3-beta,7-alpha,25-triol | HMDB | | 7a,25-Dihydroxycholesterol | Generator | | 7Α,25-dihydroxycholesterol | Generator |
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| Chemical Formula | C27H46O3 |
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| Average Molecular Weight | 418.6523 |
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| Monoisotopic Molecular Weight | 418.344695338 |
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| IUPAC Name | (1S,2R,5S,9S,10S,11S,14R,15R)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol |
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| Traditional Name | 7α,25-dihydroxycholesterol |
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| CAS Registry Number | 64907-22-8 |
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| SMILES | [H][C@@]12CC[C@H]([C@H](C)CCCC(C)(C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C |
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| InChI Identifier | InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1 |
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| InChI Key | BQMSKLCEWBSPPY-IKVTXIKFSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Prenol lipids |
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| Sub Class | Retinoids |
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| Direct Parent | Retinoids |
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| Alternative Parents | |
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| Substituents | - Retinoic acid
- Diterpenoid
- Retinoid skeleton
- Medium-chain fatty acid
- Cyclohexenone
- Methyl-branched fatty acid
- Branched fatty acid
- Fatty acyl
- Fatty acid
- Unsaturated fatty acid
- Ketone
- Cyclic ketone
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organooxygen compound
- Organic oxide
- Carbonyl group
- Hydrocarbon derivative
- Organic oxygen compound
- Aliphatic homomonocyclic compound
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| Molecular Framework | Aliphatic homomonocyclic 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 | - Cell membrane
- Cytoplasm
- Endoplasmic reticulum
- Membrane
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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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