Octadeca-10,12-dienoic acid

Details

• Internal ID: 207e1dc5-ce6e-4f37-8b3a-46e3bd4171da
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: octadeca-10,12-dienoic acid
• SMILES (Canonical): CCCCCC=CC=CCCCCCCCCC(=O)O
• SMILES (Isomeric): CCCCCC=CC=CCCCCCCCCC(=O)O
• InChI: InChI=1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-9H,2-5,10-17H2,1H3,(H,19,20)
• InChI Key: GKJZMAHZJGSBKD-UHFFFAOYSA-N
• Popularity: 27 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₂O₂
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 5.88
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

• 10,12-Octadecadienoic acid, (10E,12Z)-
• 2420-44-2
• Conjugated Linoleic Acid (10E,12Z)
• 10(E),12(Z)-Conjugated linoleic acid
• (10E,12Z)-octadeca-10,12-dienoicacid
• SCHEMBL577907
• DTXSID50859727
• AKOS028109423
• FT-0665164
• FT-0777895

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.6306	63.06%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Plasma membrane	0.5465	54.65%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.7021	70.21%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6112	61.12%
P-glycoprotein inhibitior	-	0.8570	85.70%
P-glycoprotein substrate	-	0.9529	95.29%
CYP3A4 substrate	-	0.6674	66.74%
CYP2C9 substrate	-	0.5827	58.27%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.8972	89.72%
CYP2C19 inhibition	-	0.9467	94.67%
CYP2D6 inhibition	-	0.9545	95.45%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.9189	91.89%
CYP inhibitory promiscuity	-	0.9349	93.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7035	70.35%
Carcinogenicity (trinary)	Non-required	0.7021	70.21%
Eye corrosion	+	0.9611	96.11%
Eye irritation	+	0.9018	90.18%
Skin irritation	+	0.8622	86.22%
Skin corrosion	+	0.6450	64.50%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4020	40.20%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.8676	86.76%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.7866	78.66%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6614	66.14%
Acute Oral Toxicity (c)	IV	0.8289	82.89%
Estrogen receptor binding	+	0.5896	58.96%
Androgen receptor binding	-	0.7068	70.68%
Thyroid receptor binding	+	0.5754	57.54%
Glucocorticoid receptor binding	-	0.7023	70.23%
Aromatase binding	-	0.6855	68.55%
PPAR gamma	+	0.8918	89.18%
Honey bee toxicity	-	0.9944	99.44%
Biodegradation	+	0.9750	97.50%
Crustacea aquatic toxicity	+	0.8800	88.00%
Fish aquatic toxicity	+	0.9649	96.49%

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	97.64%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	95.38%	89.63%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.16%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.99%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	91.42%	97.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.48%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.24%	96.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.84%	85.94%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.10%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.86%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.12%	93.56%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	81.28%	92.26%

Plants that contains it

• Leucosceptrum canum

Cross-Links

• PubChem: 49823191
• LOTUS: LTS0012127
• wikiData: Q27116793