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N-(6Z,9Z,12Z-octadecatrienoyl)-ethanolamine

HCID 5283445
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
150314-37-7
Standard SMILES
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)NCCO
InChIKey
KRDUNUMTOBLEPM-QNEBEIHSSA-N
Molecular formula
C20H35NO2
Average molar mass
321.5 g/mol
Monoisotopic mass
321.26677936

Overview

Gamma-Linolenoyl-EA is a N-acylethanolamine.

Names & identifiers

Preferred name
N-(6Z,9Z,12Z-octadecatrienoyl)-ethanolamine
IUPAC
(6Z,9Z,12Z)-N-(2-hydroxyethyl)octadeca-6,9,12-trienamide
English name
N-γ-LinolenoylethanolaMine
Molecular formula
C20H35NO2
Molecular weight
321.5

Names & synonyms

150314-37-7N-gamma-Linolenoylethanolamine(6Z,9Z,12Z)-N-(2-hydroxyethyl)octadeca-6,9,12-trienamideN-(6Z,9Z,12Z-octadecatrienoyl)-ethanolaminegamma-Linolenoyl-EA.gamma.-Linolenoyl EthanolamideLMFA08040003Anandamide (18:3, n-6)CHEMBL455997orb2283761SCHEMBL4238398CHEBI:165585
Show more names
N-γ-LinolenoylethanolaMineγ-Linolenoyl monoethanolamideN-γ-Linolenoylethanolamine, CAS 150314-37-76(Z),9(Z),12(Z)-Octadecatrienoyl EthanolamideN-(2-hydroxyethyl)-6(Z),9(Z),12(Z)-octadecatrienamide6,9,12-Octadecatrienamide, N-(2-hydroxyethyl)-, (6Z,9Z,12Z)-
(6Z,9Z,12Z)-N-(2-Hydroxyethyl)-6,9,12-octadecatrienamideDTXSID001202613MFCD28138630NAE(18:3)NCGC00161192-02N-cis-6,9,12-octadecatrienoylethanolamineDB-255758HY-162298

Database identifiers

CAS
150314-37-7

Properties

Computed structural properties

XLogP
5
Topological polar surface area
49.3 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
15
Heavy atoms
23
Formal charge
0
Complexity
346

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl ethanolamines (endocannabinoids) [FA0804]
Collision Cross Section193.49 Ų [M+H]+ [CCS Type: TIMS; Method: single field calibrated]

Physicochemical properties

Boiling point
499.3 · 499.3±45.0 °C(Predicted)
Density
0.937 · 0.937±0.06 g/cm3(Predicted)
solubility
25 mg/ml; · DMF: 25 mg/ml; DMSO: 25 mg/ml; Ethanol: 50 mg/ml; Ethanol:PBS (pH 7.2)(1:2): 100 μg/ml
pka
14.49 · 14.49±0.10(Predicted)
Symbol(GHS)
2 · GHS02
Signal word
Danger

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

Signal word
Danger
Symbol(GHS)
GHS02

Chemistry & industry

Applications

UsesN-γ-Linolenoylethanolamine is a member of the endocannabinoids and was found to be a potential inhibitor of cancer cell proliferation.

Suppliers12 total

宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
天津凯利奇生物科技有限公司15076683720 · [email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
ChemeGen 中国18818260767 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
PubChem CID
5283445
DTXSID
DTXSID001202613
ChEMBL
CHEMBL455997
ChEBI
CHEBI:165585
Nikkaji
J573.833D

Additional notes

DefinitionChEBI: Gamma-Linolenoyl-EA is a N-acylethanolamine.