(E)-octadec-2-en-4-ynedioic acid

Details

• Internal ID: 7dccb4aa-09a9-4154-b894-ad7466097cf1
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: (E)-octadec-2-en-4-ynedioic acid
• SMILES (Canonical): C(CCCCCCC(=O)O)CCCCCC#CC=CC(=O)O
• SMILES (Isomeric): C(CCCCCCC(=O)O)CCCCCC#C/C=C/C(=O)O
• InChI: InChI=1S/C18H28O4/c19-17(20)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(21)22/h14,16H,1-9,11,13,15H2,(H,19,20)(H,21,22)/b16-14+
• InChI Key: PABFFLLJEGWXPY-JQIJEIRASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₄
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

• SCHEMBL5365400

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7245	72.45%
Caco-2	-	0.7526	75.26%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8613	86.13%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6658	66.58%
P-glycoprotein inhibitior	-	0.8315	83.15%
P-glycoprotein substrate	-	0.9511	95.11%
CYP3A4 substrate	-	0.6027	60.27%
CYP2C9 substrate	-	0.5979	59.79%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.8464	84.64%
CYP2C9 inhibition	-	0.8696	86.96%
CYP2C19 inhibition	-	0.9514	95.14%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	-	0.7740	77.40%
CYP2C8 inhibition	-	0.8630	86.30%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7635	76.35%
Carcinogenicity (trinary)	Non-required	0.7182	71.82%
Eye corrosion	+	0.7600	76.00%
Eye irritation	+	0.7340	73.40%
Skin irritation	-	0.8005	80.05%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3601	36.01%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8020	80.20%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	-	0.9198	91.98%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.5641	56.41%
Acute Oral Toxicity (c)	III	0.5028	50.28%
Estrogen receptor binding	-	0.6264	62.64%
Androgen receptor binding	-	0.7937	79.37%
Thyroid receptor binding	+	0.6588	65.88%
Glucocorticoid receptor binding	-	0.5423	54.23%
Aromatase binding	-	0.8179	81.79%
PPAR gamma	+	0.7596	75.96%
Honey bee toxicity	-	0.8942	89.42%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9136	91.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.75%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.88%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	91.12%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.39%	91.11%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	82.76%	92.26%
CHEMBL1781	P11387	DNA topoisomerase I	81.45%	97.00%

Plants that contains it

• Nanodea muscosa

Cross-Links

• PubChem: 21629652
• LOTUS: LTS0166946
• wikiData: Q105204326