Phyto4Health

Linolenic Acid

Representations & DB's id

ChEBI: CHEBI:27432
ChEMBL: CHEMBL8739
PubChem: 5280934
IUPAC: (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
Standard 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-
Standard InChI Key: DTOSIQBPPRVQHS-PDBXOOCHSA-N
SMILES: CC/C=CC/C=CC/C=CCCCCCCCC(=O)O

Molecular propeties

AlogP: 5.66
Hydrogen bonds acceptors: 1
Hydrogen bonds donors: 1
Rotatable bonds: 13
Number of rings: 0
Molecular Weight: 278.22
Topological polar surface area: 37.3
Number of aromatic rings: 0
Fsp3: 0.611
Number of carbons: 18

Plant sources

Part of plant Plant name Ref.
PlantGratiola officinalis
FructusPunica granatum
PlantFagopyrum esculentum
PlantPrunus armeniaca
RadixPanax ginseng
PlantAconitum napellus
SemenCannabis sativa
SemenCannabis sativa
PlantPrunus laurocerasus
SemenLinum usitatissimum
SemenLinum usitatissimum
PlantPrunus armeniaca
PlantTaraxacum officinale
SemenJuglans regia
PlantSilybum marianum
PlantPlantago major
PlantCotinus coggygria
PlantPrunus armeniaca
PlantSalvia officinalis

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
IC501200 nMPeroxisome proliferator-activated receptor alphaQ07869
Ki4000 nMCyclooxygenase-1P23219
Others96 %Cyclooxygenase-2P35354
Others100 %Cyclooxygenase-1P23219
Others20 %Telomerase reverse transcriptaseO14746
EC502 nMPregnane X receptorO75469
EC502500 nMPregnane X receptorO75469
EC503162.28 nMFree fatty acid receptor 1O14842
EC503000 nMFree fatty acid receptor 1O14842
IC5030000 nMCoagulation factor IIIP13726
Others100 %G-protein coupled receptor 120Q5NUL3
Others100 %Free fatty acid receptor 1O14842
EC502600 nMG-protein coupled receptor 120Q5NUL3
EC505200 nMFree fatty acid receptor 1O14842
Others49.5 %Cytochrome P450 19A1P11511
IC5044200 nMCytochrome P450 19A1P11511
Others92.8 %Cytochrome P450 19A1P11511
Others10 Peroxisome proliferator-activated receptor gammaP37231
Potency22387.2 nMPrelamin-A/CP02545
Potency39810.7 nMATP-dependent DNA helicase Q1P46063
Potency12589.3 nMEndoplasmic reticulum-associated amyloid beta-peptide-binding proteinQ99714
Potency1778.3 nMATP-dependent DNA helicase Q1P46063
Potency19952.6 nMLysine-specific demethylase 4D-likeB2RXH2
Potency8912.5 nMTyrosyl-DNA phosphodiesterase 1Q9NUW8
Potency5011.9 nMTyrosyl-DNA phosphodiesterase 1Q9NUW8
Potency28183.8 nMMicrotubule-associated protein tauP10636
Potency31622.8 nMMicrotubule-associated protein tauP10636
Potency3548.1 nMAldehyde dehydrogenase 1A1P00352
Potency22387.2 nMAldehyde dehydrogenase 1A1P00352
Potency10000 nMAldehyde dehydrogenase 1A1P00352
Potency125.9 nMArachidonate 15-lipoxygenaseP16050
Potency28183.8 nMMicrotubule-associated protein tauP10636
Potency39810.7 nMMicrotubule-associated protein tauP10636
Potency8912.5 nMMicrotubule-associated protein tauP10636
Potency31622.8 nMLethal(3)malignant brain tumor-like protein 1Q9Y468
Potency28183.8 nM15-hydroxyprostaglandin dehydrogenase [NAD+]P15428
Potency28183.8 nM15-hydroxyprostaglandin dehydrogenase [NAD+]P15428
Potency39810.7 nMBloom syndrome proteinP54132
Potency15848.9 nMCytochrome P450 3A4P08684
Potency15848.9 nMCytochrome P450 3A4P08684
Potency10000 nMHistone acetyltransferase GCN5Q92830
Potency17782.8 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency28183.8 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency14125.4 nMArachidonate 15-lipoxygenase, type IIO15296
IC5015300 nMCysteine protease ATG4BQ9Y4P1
EC503235.94 nMG-protein coupled receptor 120Q5NUL3
EC502884.03 nMFree fatty acid receptor 1O14842
Kd2000 nMPeroxisome proliferator-activated receptor gammaP37231
Potency4109.5 nMGemininO75496
Potency42163.2 nMNuclear factor erythroid 2-related factor 2Q16236
Potency22387.2 nMGlutaminase kidney isoform, mitochondrialO94925
Potency22387.2 nMGlutaminase kidney isoform, mitochondrialO94925
Potency17782.8 nMWerner syndrome ATP-dependent helicaseQ14191
IC501200 nMPeroxisome proliferator-activated receptor alphaQ07869
Kd7.9 nMPeroxisome proliferator-activated receptor alphaQ07869
IC5016000 nMPeroxisome proliferator-activated receptor deltaQ03181
IC506000 nMPeroxisome proliferator-activated receptor gammaP37231