2-Cyclopentene-1-tridecanoic acid, (S)-

Details

• Internal ID: 1f6c6741-b2f3-4bb2-a86f-f58964a1bc58
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Long-chain fatty acids
• IUPAC Name: 13-cyclopent-2-en-1-yltridecanoic acid
• SMILES (Canonical): C1CC(C=C1)CCCCCCCCCCCCC(=O)O
• SMILES (Isomeric): C1CC(C=C1)CCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C18H32O2/c19-18(20)16-10-8-6-4-2-1-3-5-7-9-13-17-14-11-12-15-17/h11,14,17H,1-10,12-13,15-16H2,(H,19,20)
• InChI Key: XMVQWNRDPAAMJB-UHFFFAOYSA-N
• Popularity: 12 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: 7.00
• Atomic LogP (AlogP): 5.72
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

• 13-cyclopent-2-en-1-yltridecanoic acid
• CHEMBL1649743
• CHEBI:27939
• NSC14979
• NSC52425
• 13-(Cyclopent-2-enyl)tridecanoic acid
• 2-Cyclopentene-1-tridecanoic acid
• 2-Cyclopentene-1-tridecanoic acid, (S)-
• hydnocarpylacetic acid
• 502-30-7
• 13-(2-cyclopenten-1-yl)tridecanoic acid
• Chaulmoograsaeure
• NSC-14979
• NSC-26989
• NSC-52425
• Chaulmoogrylsaeure
• acido chaulmogrico
• acide chaulmoogrique
• Spectrum_001409
• SpecPlus_000417
• Spectrum2_001222
• Spectrum3_001224
• Spectrum4_001881
• Spectrum5_000502
• BSPBio_002668
• KBioGR_002406
• KBioSS_001889
• DivK1c_006513
• SCHEMBL560848
• SPBio_001064
• 2-Cyclopentene-1-tridecanoicacid
• KBio1_001457
• KBio2_001889
• KBio2_004457
• KBio2_007025
• KBio3_002168
• DTXSID00872002
• XMVQWNRDPAAMJB-UHFFFAOYSA-N
• NSC26989
• BDBM50335562
• CCG-38373
• AKOS024340232
• SDCCGMLS-0066625.P001
• NCGC00178541-01
• LS-58338
• 13-(Cyclopent-2-en-1-yl)tridecanoic acid
• 14979 AND 26989
• 14979 AND 52425
• SR-05000002527
• SR-05000002527-1
• Q27103411

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	-	0.6244	62.44%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Plasma membrane	0.5035	50.35%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6168	61.68%
P-glycoprotein inhibitior	-	0.8827	88.27%
P-glycoprotein substrate	-	0.9277	92.77%
CYP3A4 substrate	-	0.5954	59.54%
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	-	0.9104	91.04%
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	+	0.8838	88.38%
Skin irritation	+	0.7840	78.40%
Skin corrosion	-	0.7850	78.50%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7759	77.59%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	+	0.7623	76.23%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5714	57.14%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7560	75.60%
Acute Oral Toxicity (c)	III	0.8185	81.85%
Estrogen receptor binding	-	0.6077	60.77%
Androgen receptor binding	-	0.8796	87.96%
Thyroid receptor binding	+	0.7336	73.36%
Glucocorticoid receptor binding	+	0.5883	58.83%
Aromatase binding	-	0.7534	75.34%
PPAR gamma	+	0.8931	89.31%
Honey bee toxicity	-	0.9711	97.11%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	98.30%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.24%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.35%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	83.74%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.79%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.37%	100.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	81.04%	92.26%
CHEMBL340	P08684	Cytochrome P450 3A4	80.23%	91.19%

Plants that contains it

• Caloncoba echinata
• Carpotroche brasiliensis
• Centella asiatica

Cross-Links

• PubChem: 72853
• NPASS: NPC174560
• ChEMBL: CHEMBL1649743
• LOTUS: LTS0152302
• wikiData: Q77250128