| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-18 23:24:53 UTC |
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| Updated at | 2020-11-18 16:34:46 UTC |
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| CannabisDB ID | CDB000103 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | Sativic acid |
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| Description | Sativic acid, also known as sativate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Fatty acid biosynthesis occurs through the acetate pathway and the process is catalyzed by the Fatty Acid Synthase (FAS; PMID: 12689621 ). Structurally, two types of FAS exist, with Type 1, a multifunctional large polypeptide found in animals and fungi and with Type 2, consisting of monofunctional enzymes found in archae and bacteria (PMID: 25360565 ). Sativic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Sativic acid is one of the fatty acids that are known to occur in Cannabis sativa (PMID: 6991645 ). Sativic acid can also be found in rice, which makes sativic acid a potential biomarker for the consumption of this food product. |
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| Structure | |
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| Synonyms | | Value | Source |
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| (9S,10S,12R,13R)-9,10,12,13-Tetrahydroxyoctadecanoate | Generator |
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| Chemical Formula | C18H36O6 |
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| Average Molecular Weight | 348.48 |
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| Monoisotopic Molecular Weight | 348.2512 |
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| IUPAC Name | (9S,10S,12R,13R)-9,10,12,13-tetrahydroxyoctadecanoic acid |
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| Traditional Name | (9S,10S,12R,13R)-9,10,12,13-tetrahydroxyoctadecanoic acid |
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| CAS Registry Number | 541-82-2 |
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| SMILES | CCCCC[C@@H](O)[C@H](O)C[C@H](O)[C@@H](O)CCCCCCCC(O)=O |
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| InChI Identifier | InChI=1S/C18H36O6/c1-2-3-7-10-14(19)16(21)13-17(22)15(20)11-8-5-4-6-9-12-18(23)24/h14-17,19-22H,2-13H2,1H3,(H,23,24)/t14-,15+,16-,17+/m1/s1 |
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| InChI Key | VJOGZGLNDROOFS-TWMKSMIVSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. |
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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 | Fatty acids and conjugates |
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| Direct Parent | Long-chain fatty acids |
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| Alternative Parents | |
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| Substituents | - Long-chain fatty acid
- Hydroxy fatty acid
- Secondary alcohol
- Polyol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | Not Available |
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| Ontology |
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Not Available | | 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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| General References | - Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]
- Smith S, Witkowski A, Joshi AK: Structural and functional organization of the animal fatty acid synthase. Prog Lipid Res. 2003 Jul;42(4):289-317. doi: 10.1016/s0163-7827(02)00067-x. [PubMed:12689621 ]
- Beld J, Lee DJ, Burkart MD: Fatty acid biosynthesis revisited: structure elucidation and metabolic engineering. Mol Biosyst. 2015 Jan;11(1):38-59. doi: 10.1039/c4mb00443d. Epub 2014 Oct 31. [PubMed:25360565 ]
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