5-Hydroxy-3-[2-(4-hydroxyphenyl)ethyl]cyclohex-2-en-1-one

Details

• Internal ID: ed9e3dd1-40db-4433-a0cf-bf025b582794
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 5-hydroxy-3-[2-(4-hydroxyphenyl)ethyl]cyclohex-2-en-1-one
• SMILES (Canonical): C1C(CC(=O)C=C1CCC2=CC=C(C=C2)O)O
• SMILES (Isomeric): C1C(CC(=O)C=C1CCC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C14H16O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h3-7,14-15,17H,1-2,8-9H2
• InChI Key: FRAXRFVPQJOMRI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.27 g/mol
• Exact Mass: 232.109944368 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	+	0.6884	68.84%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8660	86.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8762	87.62%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6021	60.21%
P-glycoprotein inhibitior	-	0.9732	97.32%
P-glycoprotein substrate	-	0.7002	70.02%
CYP3A4 substrate	-	0.5114	51.14%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.7926	79.26%
CYP3A4 inhibition	+	0.7298	72.98%
CYP2C9 inhibition	-	0.7174	71.74%
CYP2C19 inhibition	+	0.5798	57.98%
CYP2D6 inhibition	-	0.8968	89.68%
CYP1A2 inhibition	-	0.7230	72.30%
CYP2C8 inhibition	-	0.7211	72.11%
CYP inhibitory promiscuity	+	0.6167	61.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7739	77.39%
Carcinogenicity (trinary)	Non-required	0.5647	56.47%
Eye corrosion	-	0.9680	96.80%
Eye irritation	+	0.7213	72.13%
Skin irritation	-	0.6628	66.28%
Skin corrosion	-	0.9653	96.53%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6039	60.39%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	+	0.5153	51.53%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6281	62.81%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7224	72.24%
Acute Oral Toxicity (c)	III	0.6773	67.73%
Estrogen receptor binding	+	0.7263	72.63%
Androgen receptor binding	+	0.7989	79.89%
Thyroid receptor binding	-	0.7073	70.73%
Glucocorticoid receptor binding	-	0.4799	47.99%
Aromatase binding	+	0.7057	70.57%
PPAR gamma	+	0.7829	78.29%
Honey bee toxicity	-	0.7531	75.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9548	95.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.48%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.01%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.32%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.18%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.85%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.60%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.81%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.53%	96.95%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.35%	85.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.53%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.20%	94.00%

Plants that contains it

• Conocephalum conicum
• Ricciocarpos natans

Cross-Links

• PubChem: 11207011
• LOTUS: LTS0165902
• wikiData: Q105000070