9-Methylidene-8-oxoheptadecanoic acid

Details

• Internal ID: 2f1c6210-7410-48f0-a095-6fe3f5d13870
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 9-methylidene-8-oxoheptadecanoic acid
• SMILES (Canonical): CCCCCCCCC(=C)C(=O)CCCCCCC(=O)O
• SMILES (Isomeric): CCCCCCCCC(=C)C(=O)CCCCCCC(=O)O
• InChI: InChI=1S/C18H32O3/c1-3-4-5-6-7-10-13-16(2)17(19)14-11-8-9-12-15-18(20)21/h2-15H2,1H3,(H,20,21)
• InChI Key: XZYXSUYSFIVWBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₂O₃
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.23514488 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	+	0.7781	77.81%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.8877	88.77%
OATP1B3 inhibitior	+	0.8933	89.33%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6338	63.38%
P-glycoprotein inhibitior	-	0.7936	79.36%
P-glycoprotein substrate	-	0.9107	91.07%
CYP3A4 substrate	-	0.6683	66.83%
CYP2C9 substrate	+	0.5992	59.92%
CYP2D6 substrate	-	0.8886	88.86%
CYP3A4 inhibition	-	0.8049	80.49%
CYP2C9 inhibition	-	0.8884	88.84%
CYP2C19 inhibition	-	0.8993	89.93%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.6109	61.09%
CYP2C8 inhibition	-	0.9369	93.69%
CYP inhibitory promiscuity	-	0.9185	91.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7535	75.35%
Carcinogenicity (trinary)	Non-required	0.6910	69.10%
Eye corrosion	-	0.6139	61.39%
Eye irritation	+	0.9547	95.47%
Skin irritation	+	0.5710	57.10%
Skin corrosion	-	0.8180	81.80%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7410	74.10%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.5529	55.29%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.8690	86.90%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6134	61.34%
Acute Oral Toxicity (c)	III	0.4306	43.06%
Estrogen receptor binding	-	0.7698	76.98%
Androgen receptor binding	-	0.7750	77.50%
Thyroid receptor binding	+	0.5610	56.10%
Glucocorticoid receptor binding	-	0.5964	59.64%
Aromatase binding	-	0.8140	81.40%
PPAR gamma	+	0.6691	66.91%
Honey bee toxicity	-	0.9942	99.42%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7210	72.10%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.80%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.07%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	93.02%	83.82%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.46%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.93%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.25%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	88.57%	89.63%
CHEMBL1781	P11387	DNA topoisomerase I	86.33%	97.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.29%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.09%	91.81%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.96%	97.29%

Plants that contains it

• Hibiscus rosa-sinensis

Cross-Links

• PubChem: 163195811
• LOTUS: LTS0005309
• wikiData: Q105345262