| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 23:20:30 UTC |
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| Update Date | 2020-04-22 15:16:57 UTC |
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| BMDB ID | BMDB0006220 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | 13-cis-Retinal |
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| Description | 13-cis-13-cis-13-cis-retinal, also known as 13Z-13-cis-retinal or 13-cis-retinal, 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. Thus, 13-cis-13-cis-retinal is considered to be an isoprenoid lipid molecule. 13-cis-13-cis-13-cis-retinal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 13-cis-13-cis-13-cis-retinal exists in all living organisms, ranging from bacteria to humans. In cattle, 13-cis-13-cis-retinal is involved in the metabolic pathway called the retinol metabolism pathway. |
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| Structure | |
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| Synonyms | | Value | Source |
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| (13cis)-Retinal | ChEBI | | (2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal | ChEBI | | 13-cis-Retinaldehyde | ChEBI | | RETINAL | ChEBI | | 13Z-Retinal | HMDB | | cis-13-Retinal | HMDB | | Neoretinene a | HMDB | | Neovitamin a aldehyde | HMDB | | 13-cis-Retinal | MeSH, HMDB |
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| Chemical Formula | C20H28O |
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| Average Molecular Weight | 284.4357 |
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| Monoisotopic Molecular Weight | 284.214015518 |
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| IUPAC Name | (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal |
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| Traditional Name | 13-cis retinal |
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| CAS Registry Number | 472-86-6 |
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| SMILES | C\C(\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C)=C\C=O |
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| InChI Identifier | InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13- |
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| InChI Key | NCYCYZXNIZJOKI-HWCYFHEPSA-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 | - Retinoid skeleton
- Diterpenoid
- Enal
- Alpha,beta-unsaturated aldehyde
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aldehyde
- 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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