[(1R,2R)-2-(2-hydroxyethyl)-3-(hydroxymethyl)-4-methylcyclopent-3-en-1-yl] benzoate

Details

• Internal ID: 927d7148-098b-4c39-9678-882eb706ebc9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: [(1R,2R)-2-(2-hydroxyethyl)-3-(hydroxymethyl)-4-methylcyclopent-3-en-1-yl] benzoate
• InChI: InChI=1S/C16H20O4/c1-11-9-15(13(7-8-17)14(11)10-18)20-16(19)12-5-3-2-4-6-12/h2-6,13,15,17-18H,7-10H2,1H3/t13-,15-/m1/s1
• InChI Key: SBPXWUZOIPWGSA-UKRRQHHQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 4
• 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	+	0.9741	97.41%
Caco-2	+	0.7354	73.54%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8585	85.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9148	91.48%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7343	73.43%
BSEP inhibitior	-	0.8567	85.67%
P-glycoprotein inhibitior	-	0.8798	87.98%
P-glycoprotein substrate	-	0.8220	82.20%
CYP3A4 substrate	+	0.5065	50.65%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8369	83.69%
CYP3A4 inhibition	-	0.8148	81.48%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.7483	74.83%
CYP2D6 inhibition	-	0.8145	81.45%
CYP1A2 inhibition	-	0.7219	72.19%
CYP2C8 inhibition	+	0.5062	50.62%
CYP inhibitory promiscuity	-	0.7794	77.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8228	82.28%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.6222	62.22%
Skin irritation	-	0.6456	64.56%
Skin corrosion	-	0.9812	98.12%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5058	50.58%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7889	78.89%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6017	60.17%
Acute Oral Toxicity (c)	III	0.6633	66.33%
Estrogen receptor binding	-	0.5642	56.42%
Androgen receptor binding	-	0.6109	61.09%
Thyroid receptor binding	-	0.6478	64.78%
Glucocorticoid receptor binding	-	0.6458	64.58%
Aromatase binding	-	0.7280	72.80%
PPAR gamma	-	0.5276	52.76%
Honey bee toxicity	-	0.9600	96.00%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.40%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.28%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.52%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.46%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.92%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.77%	94.62%
CHEMBL5028	O14672	ADAM10	81.90%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.85%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.80%	99.17%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 162904064
• LOTUS: LTS0190546
• wikiData: Q105249603