2-Hydroxy-3-(3-methyl-2-butenyl)-3-cyclopenten-1-one

Details

• Internal ID: be2c8f82-45ac-4c47-b810-a31782edb258
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: 2-hydroxy-3-(3-methylbut-2-enyl)cyclopent-3-en-1-one
• SMILES (Canonical): CC(=CCC1=CCC(=O)C1O)C
• SMILES (Isomeric): CC(=CCC1=CCC(=O)C1O)C
• InChI: InChI=1S/C10H14O2/c1-7(2)3-4-8-5-6-9(11)10(8)12/h3,5,10,12H,4,6H2,1-2H3
• InChI Key: WPWUOBZPIKDGCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 3-Cyclopenten-1-one, 2-hydroxy-3-(3-methyl-2-butenyl)-
• WPWUOBZPIKDGCB-UHFFFAOYSA-N
• 2-Hydroxy-3-(3-methyl-2-butenyl)-3-cyclopenten-1-one #
• 2-hydroxy-3-(3-methyl-but-2-enyl)-cyclopent-3-en-1-one
• 69745-70-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	-	0.5565	55.65%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8576	85.76%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9604	96.04%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8680	86.80%
P-glycoprotein inhibitior	-	0.9811	98.11%
P-glycoprotein substrate	-	0.9323	93.23%
CYP3A4 substrate	-	0.6164	61.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7633	76.33%
CYP3A4 inhibition	-	0.9247	92.47%
CYP2C9 inhibition	-	0.8650	86.50%
CYP2C19 inhibition	-	0.8266	82.66%
CYP2D6 inhibition	-	0.8899	88.99%
CYP1A2 inhibition	-	0.8534	85.34%
CYP2C8 inhibition	-	0.9895	98.95%
CYP inhibitory promiscuity	-	0.7782	77.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6672	66.72%
Eye corrosion	-	0.8466	84.66%
Eye irritation	+	0.9108	91.08%
Skin irritation	+	0.5074	50.74%
Skin corrosion	-	0.8578	85.78%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7691	76.91%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.7162	71.62%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5829	58.29%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5157	51.57%
Acute Oral Toxicity (c)	III	0.6538	65.38%
Estrogen receptor binding	-	0.9168	91.68%
Androgen receptor binding	-	0.7351	73.51%
Thyroid receptor binding	-	0.7410	74.10%
Glucocorticoid receptor binding	-	0.7081	70.81%
Aromatase binding	-	0.8526	85.26%
PPAR gamma	-	0.6787	67.87%
Honey bee toxicity	-	0.9333	93.33%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9401	94.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.09%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.52%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.65%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	84.40%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.77%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.26%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.55%	85.14%

Plants that contains it

• Mentha arvensis
• Mentha canadensis

Cross-Links

• PubChem: 565242
• NPASS: NPC291888