Pinolenate

Details

• Internal ID: 73804885-99eb-44c4-89e0-fc47b3034c0e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: (5Z,9Z,12Z)-octadeca-5,9,12-trienoate
• SMILES (Canonical): CCCCCC=CCC=CCCC=CCCCC(=O)[O-]
• SMILES (Isomeric): CCCCC/C=C\C/C=C\CC/C=C\CCCC(=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/h6-7,9-10,13-14H,2-5,8,11-12,15-17H2,1H3,(H,19,20)/p-1/b7-6-,10-9-,14-13-
• InChI Key: HXQHFNIKBKZGRP-URPRIDOGSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₉O₂-
• Molecular Weight: 277.40 g/mol
• Exact Mass: 277.216755164 g/mol
• Topological Polar Surface Area (TPSA): 40.10 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

• (5Z,9Z,12Z)-octadecatri-5,9,12-enoate
• (5Z,9Z,12Z)-octadecatri-5,9,12-enoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.6215	62.15%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.8301	83.01%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	-	0.5575	55.75%
OATP1B3 inhibitior	+	0.8092	80.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5918	59.18%
P-glycoprotein inhibitior	-	0.8414	84.14%
P-glycoprotein substrate	-	0.9400	94.00%
CYP3A4 substrate	-	0.6238	62.38%
CYP2C9 substrate	+	0.6173	61.73%
CYP2D6 substrate	-	0.8806	88.06%
CYP3A4 inhibition	-	0.9638	96.38%
CYP2C9 inhibition	-	0.9218	92.18%
CYP2C19 inhibition	-	0.9320	93.20%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	+	0.7438	74.38%
CYP2C8 inhibition	-	0.8781	87.81%
CYP inhibitory promiscuity	-	0.8962	89.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6120	61.20%
Carcinogenicity (trinary)	Non-required	0.6856	68.56%
Eye corrosion	+	0.9798	97.98%
Eye irritation	+	0.8008	80.08%
Skin irritation	+	0.8349	83.49%
Skin corrosion	-	0.8945	89.45%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4063	40.63%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	+	0.5866	58.66%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.8870	88.70%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.6435	64.35%
Acute Oral Toxicity (c)	III	0.5395	53.95%
Estrogen receptor binding	+	0.6290	62.90%
Androgen receptor binding	-	0.8999	89.99%
Thyroid receptor binding	+	0.6321	63.21%
Glucocorticoid receptor binding	-	0.6146	61.46%
Aromatase binding	-	0.5604	56.04%
PPAR gamma	+	0.9033	90.33%
Honey bee toxicity	-	0.9917	99.17%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6653	66.53%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.66%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.37%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	93.83%	89.63%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.10%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.54%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	89.52%	97.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.89%	85.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.19%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.61%	97.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.95%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.94%	94.45%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	81.04%	91.81%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.59%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.18%	93.56%

Plants that contains it

• Pinus koraiensis

Cross-Links

• PubChem: 35027726
• NPASS: NPC100165