13-(2-Cyclopentene-1-yl) 6-tridecenoic acid

Details

• Internal ID: 20b90791-27bf-4e98-ba7e-d1d5c75c27e3
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 13-cyclopent-2-en-1-yltridec-6-enoic acid
• SMILES (Canonical): C1CC(C=C1)CCCCCCC=CCCCCC(=O)O
• SMILES (Isomeric): C1CC(C=C1)CCCCCCC=CCCCCC(=O)O
• InChI: InChI=1S/C18H30O2/c19-18(20)16-10-8-6-4-2-1-3-5-7-9-13-17-14-11-12-15-17/h2,4,11,14,17H,1,3,5-10,12-13,15-16H2,(H,19,20)
• InChI Key: XADKGDBMULSEAC-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₂
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.49
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• SCHEMBL19860378
• DTXSID201318117
• 13-(2-cyclopentene-1-yl) 6-tridecenoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	-	0.6484	64.84%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Plasma membrane	0.5035	50.35%
OATP2B1 inhibitior	-	0.8528	85.28%
OATP1B1 inhibitior	+	0.8447	84.47%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7229	72.29%
P-glycoprotein inhibitior	-	0.8549	85.49%
P-glycoprotein substrate	-	0.9154	91.54%
CYP3A4 substrate	-	0.5414	54.14%
CYP2C9 substrate	+	0.6368	63.68%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.9745	97.45%
CYP2C9 inhibition	-	0.9150	91.50%
CYP2C19 inhibition	-	0.9552	95.52%
CYP2D6 inhibition	-	0.9715	97.15%
CYP1A2 inhibition	-	0.6681	66.81%
CYP2C8 inhibition	-	0.8404	84.04%
CYP inhibitory promiscuity	-	0.9646	96.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7847	78.47%
Carcinogenicity (trinary)	Non-required	0.6537	65.37%
Eye corrosion	+	0.9086	90.86%
Eye irritation	+	0.8629	86.29%
Skin irritation	+	0.7840	78.40%
Skin corrosion	-	0.7850	78.50%
Ames mutagenesis	-	0.8632	86.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.7942	79.42%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.7623	76.23%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5714	57.14%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8495	84.95%
Acute Oral Toxicity (c)	III	0.8185	81.85%
Estrogen receptor binding	+	0.6470	64.70%
Androgen receptor binding	-	0.8679	86.79%
Thyroid receptor binding	+	0.6669	66.69%
Glucocorticoid receptor binding	+	0.5848	58.48%
Aromatase binding	-	0.6525	65.25%
PPAR gamma	+	0.9184	91.84%
Honey bee toxicity	-	0.9581	95.81%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7523	75.23%

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	95.40%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.58%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	87.22%	83.82%
CHEMBL325	Q13547	Histone deacetylase 1	84.60%	95.92%
CHEMBL5255	O00206	Toll-like receptor 4	84.51%	92.50%
CHEMBL230	P35354	Cyclooxygenase-2	84.27%	89.63%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.42%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.95%	100.00%
CHEMBL1781	P11387	DNA topoisomerase I	82.43%	97.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.59%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.04%	97.09%
CHEMBL1829	O15379	Histone deacetylase 3	80.81%	95.00%

Plants that contains it

• Caloncoba echinata
• Carpotroche brasiliensis

Cross-Links

• PubChem: 329668
• LOTUS: LTS0262947
• wikiData: Q99390646