General Information of the Compound
Compound ID
CP0023108
Compound Name
(9,12,15)-linolenic acid
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Synonyms
linolenate
(9,12,15)-linolenic acid
(9Z,12Z,15Z)-Octadecatrienoic acid
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
(Z,Z,Z)-9,12,15-Octadecatrienoic acid
463-40-1
9,12,15-Octadecatrienoic acid, (Z,Z,Z)-
9-cis,12-cis,15-cis-Octadecatrienoic acid
9Z,12Z,15Z-Octadecatrienoic acid
C18:3
CCRIS 656
Industrene 120
LINOLENIC ACID
Linolenic acid
Linolenic acid (8CI)
UNII-0RBV727H71
a-Linolenic acid
all-cis-9,12,15-Octadecatrienoic acid
alpha-LA
alpha-Linolenate
alpha-Linolenic acid
alpha-Lnn
alpha-linolenic acid
cis,cis,cis-9,12,15-Octadecatrienoic acid
linolenate
linolenic acid
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Structure
Formula
C18H30O2
Molecular Weight
278.436
Canonical SMILES
CC\C=C/C\C=C/C\C=C/CCCCCCCC(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/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-
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InChIKey
DTOSIQBPPRVQHS-PDBXOOCHSA-N
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: 5280934
SID: 14750830
ChEMBL ID
CHEMBL8739
DrugBank ID
DB00132
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
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  2
1
EC50 = 2884.03 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
EC50 = 11090 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT04427, Free fatty acid receptor 4
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293
 Cell Line Info 
Homo sapiens (Human)  1
1
EC50 = 3235.94 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Protein ID: PT01552, Nuclear receptor subfamily 1 group I member 2
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000514 DPX2
 Cell Line Info 
Homo sapiens (Human)  1
1
EC50 = 2 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Biochemical Assays
1 EC50 = 2500 nM
Clinical Information about the Compound
Drug 1 ( alpha-linolenic acid )
Drug Name alpha-linolenic acid
Target(s)
Prostaglandin G/H synthase 2 (COX-2)
 Target Info 
Inhibitor
Free fatty acid receptor 1 (GPR40)
 Target Info 
Agonist
G-protein coupled receptor 120 (GPR120)
 Target Info 
Agonist