11,14,17-Eicosatrienoic acid

Details

• Internal ID: f4f56a25-bf41-443e-be08-2630fb757202
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (11Z,14Z,17Z)-icosa-11,14,17-trienoic acid
• SMILES (Canonical): CCC=CCC=CCC=CCCCCCCCCCC(=O)O
• SMILES (Isomeric): CC/C=C\C/C=C\C/C=C\CCCCCCCCCC(=O)O
• InChI: InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10H,2,5,8,11-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-
• InChI Key: AHANXAKGNAKFSK-PDBXOOCHSA-N
• Popularity: 28 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.90

Synonyms

• Eicosatrienoic acid
• Dihomolinolenic acid
• (11Z,14Z,17Z)-Icosa-11,14,17-trienoic acid
• (Z,Z,Z)-11,14,17-Eicosatrienoic acid
• 11,14,17-Icosatrienoic acid
• 11,14,17-Eicosatrienoic acid
• all-cis-icosa-11,14,17-trienoic acid
• Icosatrienoic acid
• Bishomo-alpha-linolenic acid
• 11c,14c,17c-eicosatrienoic acid
• 11Z,14Z,17Z-Eicosatrienoic acid
• eicosa-11Z,14Z,17Z-trienoic acid
• all-cis-11,14,17-eicosatrienoic acid
• (11Z,14Z,17Z)-Eicosa-11,14,17-trienoic acid
• 11,14,17-Eicosatrienoicacid, (11Z,14Z,17Z)-
• CHEMBL453991
• cis,cis,cis-11,14,17-Eicosatrienoic acid
• 11,14,17-Eicosatrienoic acid, (Z,Z,Z)-
• CHEBI:53460
• 11c,14c,17c-Eicosatriensaeure
• 11,14,17-eicosatrienoic acid, (11Z,14Z,17Z)-
• ETrE(11Z, 14Z, 17Z)
• Eicosatrienoic Acid (11Z,14Z,17Z)
• all-cis-Eicosa-11,14,17-triensaeure
• all-cis-eicosa-11,14,17-trienoic acid
• EICOSATRIENOIC ACID (20:3 n-3)
• C20:3n-3,6,9
• Cis-11,14,17-Eicosatrienoicacid
• 11(Z),14(Z),17(Z)-Eicosatrienoic acid
• Homo-alpha-linolenic acid
• Dihomo-alpha-linolenic acid
• SCHEMBL25423
• BSPBio_001330
• BML3-B10
• BCBcMAP01_000183
• DTXSID60920492
• HMS1361C12
• HMS1791C12
• HMS1989C12
• HMS3402C12
• HMS3649F19
• 20:3, n-3,6,9 all-cis
• C20:3, n-3,6,9 all-cis
• BDBM50269535
• LMFA01030378
• IDI1_033800
• NCGC00161349-01
• NCGC00161349-02
• NCGC00161349-03
• AS-82074
• PD020548
• (all-cis)-11,14,17-Eicosatrienoic acid
• 11-cis,14-cis,17-cis-Eicosatrienoic acid
• (all-cis)-Delta11,14,17-Eicosatrienoic acid
• (11z,14z,17z)-11,14,17-icosatrienoic acid
• SR-01000946655
• 11,14,17-eicosatrienoicacid,(11Z,14Z,17Z)-
• J-010626
• SR-01000946655-1
• 11,14,17-Eicosatrienoic acid, (Z,Z,Z)- (8CI)
• BRD-K63913457-001-02-7
• Q27124062
• 11,14,17-Eicosatrienoic acid, (11Z,14Z,17Z)- (9CI)

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
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	125.9 nM	Potency	via Super-PRED
CHEMBL1628461	Q8TDS5	Oxoeicosanoid receptor 1	2000 nM	IC50	PMID: 24351031
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	7.9 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.97%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL1781	P11387	DNA topoisomerase I	90.68%	97.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.12%	90.17%

Plants that contains it

• Carthamus tinctorius
• Elaeis guineensis

Cross-Links

• PubChem: 5312529
• NPASS: NPC88966
• ChEMBL: CHEMBL453991
• LOTUS: LTS0002162
• wikiData: Q27124062