3E,9Z,12Z-octadecatrienoic acid

Details

• Internal ID: a04f84cb-0bc7-49b9-9b56-18109276088e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: (3E,9Z,12Z)-octadeca-3,9,12-trienoic acid
• SMILES (Canonical): CCCCCC=CCC=CCCCCC=CCC(=O)O
• SMILES (Isomeric): CCCCC/C=C\C/C=C\CCCC/C=C/CC(=O)O
• InChI: InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,15-16H,2-5,8,11-14,17H2,1H3,(H,19,20)/b7-6-,10-9-,16-15+
• InChI Key: FEWFGHQMEYATJR-XTEDJDMISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₂
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.66
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

• 3E,9Z,12Z-octadecatrienoic acid
• C18:3n-6,9,15
• trans-3, cis-9, cis-12-octadecatrienoic acid
• LMFA01030140
• (3E,9Z,12Z)-octadeca-3,9,12-trienoic acid
• SCHEMBL6112672
• CHEBI:180175

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.5930	59.30%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.7206	72.06%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	-	0.5298	52.98%
OATP1B3 inhibitior	-	0.3385	33.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7019	70.19%
P-glycoprotein inhibitior	-	0.8159	81.59%
P-glycoprotein substrate	-	0.9580	95.80%
CYP3A4 substrate	-	0.6665	66.65%
CYP2C9 substrate	+	0.6276	62.76%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9424	94.24%
CYP2C9 inhibition	-	0.9445	94.45%
CYP2C19 inhibition	-	0.9621	96.21%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	+	0.7956	79.56%
CYP2C8 inhibition	-	0.9114	91.14%
CYP inhibitory promiscuity	-	0.9581	95.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6435	64.35%
Carcinogenicity (trinary)	Non-required	0.7545	75.45%
Eye corrosion	+	0.9799	97.99%
Eye irritation	+	0.7807	78.07%
Skin irritation	+	0.9126	91.26%
Skin corrosion	+	0.5196	51.96%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4806	48.06%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	+	0.8240	82.40%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.8396	83.96%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.6814	68.14%
Acute Oral Toxicity (c)	IV	0.5527	55.27%
Estrogen receptor binding	-	0.5241	52.41%
Androgen receptor binding	-	0.7772	77.72%
Thyroid receptor binding	+	0.5910	59.10%
Glucocorticoid receptor binding	-	0.7776	77.76%
Aromatase binding	-	0.6786	67.86%
PPAR gamma	+	0.8849	88.49%
Honey bee toxicity	-	0.9965	99.65%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6560	65.60%
Fish aquatic toxicity	+	0.9446	94.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.95%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.04%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	90.45%	89.63%
CHEMBL221	P23219	Cyclooxygenase-1	89.20%	90.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.73%	92.08%
CHEMBL1781	P11387	DNA topoisomerase I	88.06%	97.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.71%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.31%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.92%	86.33%

Plants that contains it

• Pinellia ternata

Cross-Links

• PubChem: 5282815
• NPASS: NPC162870