9,12-Hexadecadienoic acid

Details

• Internal ID: 75d453ab-fd57-4e20-b88a-dc135c0aed69
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (9E,12E)-hexadeca-9,12-dienoic acid
• SMILES (Canonical): CCCC=CCC=CCCCCCCCC(=O)O
• SMILES (Isomeric): CCC/C=C/C/C=C/CCCCCCCC(=O)O
• InChI: InChI=1S/C16H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h4-5,7-8H,2-3,6,9-15H2,1H3,(H,17,18)/b5-4+,8-7+
• InChI Key: RVEKLXYYCHAMDF-AOSYACOCSA-N
• Popularity: 23 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₂
• Molecular Weight: 252.39 g/mol
• Exact Mass: 252.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.10
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• 20261-45-4
• (9E,12E)-hexadeca-9,12-dienoic acid
• SCHEMBL466139
• CHEBI:165489
• LMFA01030109

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.7962	79.62%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.6593	65.93%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	-	0.4925	49.25%
OATP1B3 inhibitior	-	0.3398	33.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6185	61.85%
P-glycoprotein inhibitior	-	0.8955	89.55%
P-glycoprotein substrate	-	0.9527	95.27%
CYP3A4 substrate	-	0.6602	66.02%
CYP2C9 substrate	+	0.6276	62.76%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9420	94.20%
CYP2C9 inhibition	-	0.8602	86.02%
CYP2C19 inhibition	-	0.9434	94.34%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	+	0.7917	79.17%
CYP2C8 inhibition	-	0.9163	91.63%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6535	65.35%
Carcinogenicity (trinary)	Non-required	0.6276	62.76%
Eye corrosion	+	0.9420	94.20%
Eye irritation	+	0.8858	88.58%
Skin irritation	+	0.8022	80.22%
Skin corrosion	+	0.5538	55.38%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7046	70.46%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.8343	83.43%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.7582	75.82%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7941	79.41%
Acute Oral Toxicity (c)	IV	0.5506	55.06%
Estrogen receptor binding	-	0.5883	58.83%
Androgen receptor binding	-	0.9204	92.04%
Thyroid receptor binding	+	0.5444	54.44%
Glucocorticoid receptor binding	-	0.7249	72.49%
Aromatase binding	-	0.5944	59.44%
PPAR gamma	+	0.8514	85.14%
Honey bee toxicity	-	0.9932	99.32%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9045	90.45%

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	96.98%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.69%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	91.51%	97.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.73%	90.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.82%	92.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.60%	96.95%

Plants that contains it

• Asclepias syriaca

Cross-Links

• PubChem: 5282787
• LOTUS: LTS0001380
• wikiData: Q76286146