| Record Information |
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| Version | 1.0 |
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| Created at | 2020-03-18 23:23:55 UTC |
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| Updated at | 2020-12-07 19:07:04 UTC |
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| CannabisDB ID | CDB000077 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | Methyl linoleate |
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| Description | Methyl linoleate belongs to the class of organic compounds known as linoleic acids which are derivatives of linoleic acid. Linoleic acid is a doubly unsaturated fatty acid, also known as an omega-6 fatty acid, occurring widely in plant glycosides. Methyl linoleate is an essentially neutral compound that is almost insoluble in water and soluble in alcohol. It has a low oily, fatty, woody odor ( Ref:DOI ). Linoleic acid is an essential fatty acid that humans do not synthesize and must obtain from diet. Methyl linoleate is a simple ester found in cannabis plant (PMID: 6991645 ) and is found in clove bud and fruit, garlic bulb, jasmin, white mustard, parsley leaf oil and witch hazel leaf oil ( Ref:DOI #tooccur) . It is part of a mixture with methyl linolenate (*FEMA 3411*) which is used as a flavouring ingredient in condiments and spices. |
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| Structure | |
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| Synonyms | | Value | Source |
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| Methyl linoleic acid | Generator | | (Z,Z)-9,12-Octadecadienoic acid methyl ester | HMDB | | 9,12-Octadecadienoic acid (9Z,12Z)-, methyl ester | HMDB | | 9,12-Octadecadienoic acid (Z,Z)-, methyl ester | HMDB | | 9,12-Octadecadienoic acid, methyl ester | HMDB | | 9,12-Octadecadienoic acid, methyl ester, (Z,Z) | HMDB | | cis-9,cis-12-Octadecadienoic acid, methyl ester | HMDB | | cis-Linoleic acid methyl ester | HMDB | | Linoleic acid methyl ester | HMDB, MeSH | | Linoleic acid, methyl ester | HMDB | | Linoleic acid, methyl ester (8ci) | HMDB | | Linoleic acid,methyl ester | HMDB | | Methyl (9Z,12Z)-9,12-octadecadienoate | HMDB | | Methyl (9Z,12Z)-octadeca-9,12-dienoate | HMDB | | Methyl (Z,Z)-9,12-octadecadienoate | HMDB | | Methyl (Z,Z)-9,12-octadienoate | HMDB | | Methyl 9-cis,12-cis-octadecadienoate | HMDB | | Methyl cis,cis-9, 12-octadecadienoate | HMDB | | Methyl cis,cis-9,12-octadecadienoate | HMDB | | Methyl ester(Z,Z)-9,12-octadecadienoic acid | HMDB | | Methyl lineoleate | HMDB | | Methyl linolate | HMDB | | Methyl linoleate, native | HMDB | | Methyl octadeca-9,12-dienoate | HMDB | | Methyl octadecadienoate | HMDB | | Natural methyl linoleate | HMDB | | Methyl linoleate, (e,e)-isomer | MeSH | | Methyl linoleate, (e,Z)-isomer | MeSH | | Methyl linoleate, 1-(14)C-labeled, (Z,Z)-isomer | MeSH | | Methyl linoleate, (Z,e)-isomer | MeSH |
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| Chemical Formula | C19H34O2 |
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| Average Molecular Weight | 294.47 |
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| Monoisotopic Molecular Weight | 294.2559 |
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| IUPAC Name | methyl (9E,12Z)-octadeca-9,12-dienoate |
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| Traditional Name | methyl (9E,12Z)-octadeca-9,12-dienoate |
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| CAS Registry Number | 112-63-0 |
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| SMILES | CCCCC\C=C/C\C=C\CCCCCCCC(=O)OC |
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| InChI Identifier | InChI=1S/C19H34O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11H,3-6,9,12-18H2,1-2H3/b8-7-,11-10+ |
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| InChI Key | WTTJVINHCBCLGX-QEFCTBRHSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. |
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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 | Lineolic acids and derivatives |
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| Direct Parent | Lineolic acids and derivatives |
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| Alternative Parents | |
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| Substituents | - Octadecanoid
- Fatty acid methyl ester
- Fatty acid ester
- Methyl ester
- Carboxylic acid ester
- Monocarboxylic acid or derivatives
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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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| Role | Industrial application: |
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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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