2-[(1R,2S)-3-hydroxy-2-[(Z)-pent-2-enyl]cyclopentyl]acetic acid

Details

• Internal ID: 3a3930b8-d49d-4774-8121-40be7ac9b232
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Lineolic acids and derivatives > Jasmonic acids
• IUPAC Name: 2-[(1R,2S)-3-hydroxy-2-[(Z)-pent-2-enyl]cyclopentyl]acetic acid
• SMILES (Canonical): CCC=CCC1C(CCC1O)CC(=O)O
• SMILES (Isomeric): CC/C=C\C[C@H]1[C@H](CCC1O)CC(=O)O
• InChI: InChI=1S/C12H20O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-11,13H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10+,11?/m1/s1
• InChI Key: LYSGIJUGUGJIPS-OAUJVGBDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₃
• Molecular Weight: 212.28 g/mol
• Exact Mass: 212.14124450 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	-	0.6002	60.02%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8280	82.80%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8704	87.04%
P-glycoprotein inhibitior	-	0.9777	97.77%
P-glycoprotein substrate	-	0.8305	83.05%
CYP3A4 substrate	-	0.5790	57.90%
CYP2C9 substrate	-	0.5844	58.44%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.9273	92.73%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.8904	89.04%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9205	92.05%
CYP2C8 inhibition	-	0.9377	93.77%
CYP inhibitory promiscuity	-	0.9262	92.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6687	66.87%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8476	84.76%
Skin irritation	-	0.5484	54.84%
Skin corrosion	-	0.8790	87.90%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5979	59.79%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.6080	60.80%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8567	85.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8427	84.27%
Acute Oral Toxicity (c)	III	0.7652	76.52%
Estrogen receptor binding	-	0.7781	77.81%
Androgen receptor binding	-	0.6230	62.30%
Thyroid receptor binding	-	0.7207	72.07%
Glucocorticoid receptor binding	+	0.6146	61.46%
Aromatase binding	-	0.8662	86.62%
PPAR gamma	-	0.6870	68.70%
Honey bee toxicity	-	0.9698	96.98%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.8944	89.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.47%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.72%	96.61%
CHEMBL2664	P23526	Adenosylhomocysteinase	88.03%	86.67%
CHEMBL226	P30542	Adenosine A1 receptor	87.60%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.23%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.19%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.38%	99.17%

Plants that contains it

• Strychnos nux-vomica

Cross-Links

• PubChem: 11171865
• NPASS: NPC309575