General Information of the Compound
Compound ID
CP0021358
Compound Name
(6,9,12)-linolenic acid
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Synonyms
(6,9,12)-linolenic acid
(6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid
(Z,Z,Z)-6,9,12-Octadecatrienoic acid
506-26-3
6,9,12-Octadecatrienoic acid, (Z,Z,Z)-
6Z,9Z,12Z-octadecatrienoic acid
78YC2MAX4O
Acide gamolenique [French]
Acido gamolenico [Spanish]
Acidum gamolenicum [Latin]
CCRIS 7668
CHEBI:28661
CHEMBL464982
Epogam (TN)
GAMOLENIC ACID
Gamolenic acid
Gamolenic acid [INN:BAN]
UNII-78YC2MAX4O
all-cis-6,9,12-Octadecatrienoic acid
cis,cis,cis-6,9,12-Octadecatrienoic acid
cis-Delta(6,9,12)-octadecatrienoic acid
gamma-Linolenic acid
gamma-linolenic acid
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Structure
Formula
C18H30O2
Molecular Weight
278.436
Canonical SMILES
CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O
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InChI
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12-
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InChIKey
VZCCETWTMQHEPK-QNEBEIHSSA-N
CAS
506-26-3
Physicochemical Property
logP
5.6605
Rotatable Bonds
13
Heavy Atom Count
20
Polar Areas
37.3
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Complexity
20

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5280933
SID: 14775234
ChEMBL ID
CHEMBL464982
DrugBank ID
DB13854
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT02793, Free fatty acid receptor 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
EC50 = 4620 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Gamolenic acid )
Drug Name Gamolenic acid
Indication
Allergy
Approved