4-Hydroxy-5-[1-(3-hydroxy-4-methylphenyl)ethyl]-3-methylcyclopent-2-en-1-one

Details

• Internal ID: 39c4d00e-19a2-40ba-b1e3-5c082eaaaa44
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-hydroxy-5-[1-(3-hydroxy-4-methylphenyl)ethyl]-3-methylcyclopent-2-en-1-one
• SMILES (Canonical): CC1=C(C=C(C=C1)C(C)C2C(C(=CC2=O)C)O)O
• SMILES (Isomeric): CC1=C(C=C(C=C1)C(C)C2C(C(=CC2=O)C)O)O
• InChI: InChI=1S/C15H18O3/c1-8-4-5-11(7-12(8)16)10(3)14-13(17)6-9(2)15(14)18/h4-7,10,14-16,18H,1-3H3
• InChI Key: QLWWHKBNZGCCJP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7830	78.30%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8791	87.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9334	93.34%
OATP1B3 inhibitior	+	0.9693	96.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6354	63.54%
P-glycoprotein inhibitior	-	0.9451	94.51%
P-glycoprotein substrate	-	0.8026	80.26%
CYP3A4 substrate	-	0.5746	57.46%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8458	84.58%
CYP3A4 inhibition	-	0.5751	57.51%
CYP2C9 inhibition	+	0.5659	56.59%
CYP2C19 inhibition	+	0.7343	73.43%
CYP2D6 inhibition	-	0.8984	89.84%
CYP1A2 inhibition	+	0.9005	90.05%
CYP2C8 inhibition	-	0.9512	95.12%
CYP inhibitory promiscuity	+	0.8048	80.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7174	71.74%
Carcinogenicity (trinary)	Non-required	0.5978	59.78%
Eye corrosion	-	0.8153	81.53%
Eye irritation	-	0.8473	84.73%
Skin irritation	+	0.6695	66.95%
Skin corrosion	-	0.9062	90.62%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5421	54.21%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	+	0.8065	80.65%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8631	86.31%
Acute Oral Toxicity (c)	III	0.7319	73.19%
Estrogen receptor binding	-	0.5194	51.94%
Androgen receptor binding	-	0.5223	52.23%
Thyroid receptor binding	+	0.6372	63.72%
Glucocorticoid receptor binding	-	0.5795	57.95%
Aromatase binding	-	0.7120	71.20%
PPAR gamma	+	0.5406	54.06%
Honey bee toxicity	-	0.8860	88.60%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9812	98.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.98%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.06%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.84%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.85%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.98%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.36%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.92%	93.65%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.70%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.64%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	84.16%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.97%	89.62%

Plants that contains it

• Abies delavayi

Cross-Links

• PubChem: 74942013
• LOTUS: LTS0263431
• wikiData: Q105223832