Phyto4Health

Linoleic Acid

Representations & DB's id

ChEBI: CHEBI:17351
ChEMBL: CHEMBL267476
PubChem: 5280450
IUPAC: (9Z,12Z)-octadeca-9,12-dienoic acid
Standard InChI: InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-
Standard InChI Key: OYHQOLUKZRVURQ-HZJYTTRNSA-N
SMILES: CCCCC/C=CC/C=CCCCCCCCC(=O)O

Molecular propeties

AlogP: 5.88
Hydrogen bonds acceptors: 1
Hydrogen bonds donors: 1
Rotatable bonds: 14
Number of rings: 0
Molecular Weight: 280.24
Topological polar surface area: 37.3
Number of aromatic rings: 0
Fsp3: 0.722
Number of carbons: 18

Plant sources

Part of plant Plant name Ref.
FructusPunica granatum
RadixInula helenium
RadixPanax ginseng
RadixPanax ginseng
PlantAconitum napellus
RadixPolygala sibirica
PlantPolygala tenuifolia
SemenCannabis sativa
SemenCannabis sativa
SemenPrunus armeniaca
PlantPrunus laurocerasus
SemenLinum usitatissimum
PlantTaraxacum officinale
PlantTaraxacum officinale
PlantNerium oleander
SemenJuglans regia
PlantSilybum marianum
FructusCapsicum annuum
PlantPrunus persica
PlantPlantago major
PlantPlantago major
PlantArtemisia cina
SemenPrunus armeniaca
PlantAnacyclus pyrethrum
SemenPrunus armeniaca
FructusFoeniculum vulgare
PlantBidens tripartita
PlantSalvia officinalis
FlowerCrocus sativus
PlantMalus sylvestris

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
IC501000000 nMAcyl coenzyme A:cholesterol acyltransferase 1P35610
IC501000000 nMAcyl coenzyme A:cholesterol acyltransferase 1P35610
IC5041000 nMCoagulation factor IIIP13726
Others2.547 Free fatty acid receptor 1O14842
EC50540 nMFree fatty acid receptor 1O14842
EC50549.54 nMFree fatty acid receptor 1O14842
EC501800 nMFree fatty acid receptor 1O14842
Others22.5 %Cytochrome P450 19A1P11511
IC5048000 nMCytochrome P450 19A1P11511
Others147.6 %Cytochrome P450 19A1P11511
Others10 Peroxisome proliferator-activated receptor gammaP37231
Others81.4 %Fatty acid binding protein adipocyteP15090
IC5013600 nMFatty acid binding protein adipocyteP15090
IC501000 nMFatty acid binding protein muscleP05413
IC501000 nMFatty acid binding protein adipocyteP15090
Potency177.8 nMPrelamin-A/CP02545
Potency39810.7 nMEndoplasmic reticulum-associated amyloid beta-peptide-binding proteinQ99714
Potency56234.1 nMTyrosyl-DNA phosphodiesterase 1Q9NUW8
Potency31622.8 nMThyroid stimulating hormone receptorP16473
Potency17782.8 nMAldehyde dehydrogenase 1A1P00352
Potency158.5 nMArachidonate 15-lipoxygenaseP16050
Potency31622.8 nMThyroid stimulating hormone receptorP16473
Potency8912.5 nM15-hydroxyprostaglandin dehydrogenase [NAD+]P15428
Potency31622.8 nMCytochrome P450 3A4P08684
Potency31622.8 nMCytochrome P450 3A4P08684
Potency28183.8 nMHistone acetyltransferase GCN5Q92830
IC50100000 nMDual specificity protein phosphatase 3P51452
IC50100000 nMProtein-tyrosine phosphatase LC-PTPP35236
Others234.78 %Estrogen receptor alphaP03372
Others141.67 %Estrogen receptor alphaP03372
Potency26608.6 nMGemininO75496
Potency44668.4 nMPeroxisome proliferator-activated receptor alphaQ07869
Potency28183.8 nMPeroxisome proliferator-activated receptor alphaQ07869
IC501100 nMPeroxisome proliferator-activated receptor alphaQ07869
Kd4.8 nMPeroxisome proliferator-activated receptor alphaQ07869
IC5010000 nMPeroxisome proliferator-activated receptor deltaQ03181
IC506200 nMPeroxisome proliferator-activated receptor gammaP37231
IC501100 nMPeroxisome proliferator-activated receptor alphaQ07869
Others10 %Telomerase reverse transcriptaseO14746
EC50316.23 nMG-protein coupled receptor 120Q5NUL3
Others85 %Fatty acid binding protein adipocyteP15090
IC5017700 nMFatty acid binding protein adipocyteP15090
IC501000 nMFatty acid binding protein muscleP05413
IC501000 nMFatty acid binding protein muscleP05413
Ki6800 nMFatty acid binding protein adipocyteP15090
Ki9300 nMFatty acid binding protein muscleP05413