Octadecadienoic acid, (Z,Z)-

Details

• Internal ID: 517ddb53-e2df-436e-be56-456ce2021339
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives
• IUPAC Name: octadeca-2,4-dienoic acid
• SMILES (Canonical): CCCCCCCCCCCCCC=CC=CC(=O)O
• SMILES (Isomeric): CCCCCCCCCCCCCC=CC=CC(=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/h14-17H,2-13H2,1H3,(H,19,20)
• InChI Key: ADHNUPOJJCKWRT-UHFFFAOYSA-N
• Popularity: 97 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: 7.60
• Atomic LogP (AlogP): 5.88
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

• octadeca-2,4-dienoic acid
• 1-octadecadienoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.7426	74.26%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Plasma membrane	0.7737	77.37%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8570	85.70%
OATP1B3 inhibitior	-	0.2358	23.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6546	65.46%
P-glycoprotein inhibitior	-	0.8902	89.02%
P-glycoprotein substrate	-	0.9370	93.70%
CYP3A4 substrate	-	0.6362	63.62%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.9072	90.72%
CYP3A4 inhibition	-	0.9648	96.48%
CYP2C9 inhibition	-	0.9235	92.35%
CYP2C19 inhibition	-	0.9581	95.81%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	+	0.6502	65.02%
CYP2C8 inhibition	-	0.8918	89.18%
CYP inhibitory promiscuity	-	0.9282	92.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5935	59.35%
Carcinogenicity (trinary)	Non-required	0.6843	68.43%
Eye corrosion	+	0.9863	98.63%
Eye irritation	+	0.9085	90.85%
Skin irritation	+	0.8639	86.39%
Skin corrosion	-	0.8192	81.92%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7300	73.00%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.5696	56.96%
skin sensitisation	+	0.9045	90.45%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	-	0.7634	76.34%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.4511	45.11%
Acute Oral Toxicity (c)	III	0.8704	87.04%
Estrogen receptor binding	+	0.5818	58.18%
Androgen receptor binding	-	0.6551	65.51%
Thyroid receptor binding	+	0.7473	74.73%
Glucocorticoid receptor binding	-	0.5687	56.87%
Aromatase binding	-	0.6487	64.87%
PPAR gamma	+	0.9076	90.76%
Honey bee toxicity	-	0.9931	99.31%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	+	0.8650	86.50%
Fish aquatic toxicity	+	0.9827	98.27%

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	95.24%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	94.92%	89.63%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.00%	92.08%
CHEMBL221	P23219	Cyclooxygenase-1	91.43%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.63%	96.09%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.53%	97.29%
CHEMBL2581	P07339	Cathepsin D	88.30%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.97%	96.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.93%	92.86%
CHEMBL1781	P11387	DNA topoisomerase I	83.54%	97.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.28%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.73%	93.56%

Plants that contains it

• Abies spectabilis
• Acacia mearnsii
• Canarium album
• Celastrus hypoleucus
• Hibiscus syriacus
• Phyllolobium chinense
• Stachys sylvatica

Cross-Links

• PubChem: 154212
• NPASS: NPC155612
• LOTUS: LTS0059072
• wikiData: Q104909572