| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 23:08:46 UTC |
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| Update Date | 2020-04-22 15:13:35 UTC |
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| BMDB ID | BMDB0004241 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | 6-Ketoprostaglandin E1 |
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| Description | 6-Ketoprostaglandin E1, also known as 6-keto-pge1, belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Thus, 6-ketoprostaglandin E1 is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on 6-Ketoprostaglandin E1. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 6-Keto-pge1 | ChEBI | | 6-Keto-prostaglandin e1 | ChEBI | | 6-oxo-PGE1 | ChEBI | | 6-Oxoprostaglandin e1 | ChEBI, HMDB, MeSH | | 6,9-dioxo-11R,15S-Dihydroxy-13E-prostenoate | HMDB | | 6,9-dioxo-11R,15S-Dihydroxy-13E-prostenoic acid | HMDB | | 6-keto PGE1 | HMDB | | 6-KPGE1 | HMDB | | 6-oxo-Prostaglandin e1 | HMDB |
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| Chemical Formula | C20H32O6 |
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| Average Molecular Weight | 368.4645 |
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| Monoisotopic Molecular Weight | 368.219888756 |
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| IUPAC Name | 7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]-6-oxoheptanoic acid |
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| Traditional Name | 6-Keto-PGE1 |
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| CAS Registry Number | 67786-53-2 |
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| SMILES | CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CC(=O)CCCCC(O)=O |
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| InChI Identifier | InChI=1S/C20H32O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-18,21,23H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14-,16+,17+,18+/m0/s1 |
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| InChI Key | ROUDCKODIMKLNO-CTBSXBMHSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Fatty Acyls |
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| Sub Class | Eicosanoids |
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| Direct Parent | Prostaglandins and related compounds |
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| Alternative Parents | |
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| Substituents | - Prostaglandin skeleton
- Long-chain fatty acid
- Fatty alcohol
- Hydroxy fatty acid
- Keto fatty acid
- Cyclopentanol
- Cyclic alcohol
- Cyclic ketone
- Secondary alcohol
- Ketone
- Carboxylic acid
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Alcohol
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Organooxygen 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
- 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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| Synthesis Reference | Tanaka, T.; Hazato, A.; Bannai, K.; Okamura, N.; Sugiura, S.; Manabe, K.; Kurozumi, S.; Suzuki, M.; Noyori, R. Prostaglandin chemistry. XXIII. Short synthesis of 6-oxoprostaglandin E1 and 6-oxoprostaglandin F1a Tetrahedron Letters (1984), 25(43), 4947-50. |
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