Eicosadienoic acid

Details

• Internal ID: ad4a03fc-7682-4bfb-8cbf-1265fda40ff2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (11Z,14Z)-icosa-11,14-dienoic acid
• SMILES (Canonical): CCCCCC=CCC=CCCCCCCCCCC(=O)O
• SMILES (Isomeric): CCCCC/C=C\C/C=C\CCCCCCCCCC(=O)O
• InChI: InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10H,2-5,8,11-19H2,1H3,(H,21,22)/b7-6-,10-9-
• InChI Key: XSXIVVZCUAHUJO-HZJYTTRNSA-N
• Popularity: 46 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₂
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.271530387 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.90

Synonyms

• cis-11,14-Eicosadienoic acid
• 5598-38-9
• (11Z,14Z)-Icosa-11,14-dienoic acid
• Icosadienoic acid
• Homo-gamma-linoleic acid
• 11,14-Icosadienoic acid
• FA 20:2
• 11Z,14Z-eicosadienoic acid
• cis-11,14-eicosadienoicacid
• HOMO-GAMMA-LINOLEICACID
• CHEMBL464983
• (11Z,14Z)-icosadienoic acid
• CHEBI:73731
• 11,14-Eicosadienoic acid, (Z,Z)-
• EICOSADIENOIC ACID (20:2 n-6)
• (11Z,14Z)-Eicosa-11,14-dienoic acid
• 11,14-Eicosadienoate
• eicosa-11z,14z-dienoic acid
• 11, 14-icosadienoate
• BSPBio_001326
• SCHEMBL416181
• BML3-B08
• (11Z,14Z)-eicosadienoic acid
• DTXSID20912353
• XSXIVVZCUAHUJO-HZJYTTRNSA-N
• HMS1361C08
• HMS1791C08
• HMS1989C08
• HMS3402C08
• HMS3649J19
• (z,z)-11,14-eicosadienoic acid
• cis,cis-11,14-eicosadienoic acid
• CAA09139
• BDBM50269533
• LMFA01031043
• IDI1_033796
• NCGC00161348-01
• NCGC00161348-02
• NCGC00161348-03
• PD020533
• FA(20:2(11Z,14Z))
• cis-11,14-Eicosadienoic acid, >=98%, liquid
• SR-01000946668
• SR-01000946668-1
• BRD-K80325895-001-02-3
• Q25402866

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	158.5 nM	Potency	via Super-PRED
CHEMBL4422	O14842	Free fatty acid receptor 1	540 nM	EC50	via Super-PRED
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	316.23 nM	EC50	via Super-PRED
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	4.8 nM	Kd	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	177.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.02%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.05%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	94.84%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.03%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	92.92%	97.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.48%	90.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.44%	85.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.54%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.76%	96.95%

Plants that contains it

• Arachis hypogaea
• Cannabis sativa
• Carthamus tinctorius
• Juglans regia
• Panax ginseng
• Panax quinquefolius
• Pinus koraiensis
• Raphanus raphanistrum subsp. sativus

Cross-Links

• PubChem: 6439848
• NPASS: NPC6095
• ChEMBL: CHEMBL464983
• LOTUS: LTS0196348
• wikiData: Q25402866