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

Details

• Internal ID: 401d05f1-cd07-43ee-af1d-aa7fe8da159b
• Taxonomy: Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
• IUPAC Name: 4-hydroxy-3-[2-(4-hydroxyphenyl)ethyl]cyclohex-2-en-1-one
• SMILES (Canonical): C1CC(=O)C=C(C1O)CCC2=CC=C(C=C2)O
• SMILES (Isomeric): C1CC(=O)C=C(C1O)CCC2=CC=C(C=C2)O
• InChI: InChI=1S/C14H16O3/c15-12-5-2-10(3-6-12)1-4-11-9-13(16)7-8-14(11)17/h2-3,5-6,9,14-15,17H,1,4,7-8H2
• InChI Key: LIJSAVLEVWRPOC-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: 1.20
• 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	+	0.9950	99.50%
Caco-2	-	0.6239	62.39%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9285	92.85%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6103	61.03%
P-glycoprotein inhibitior	-	0.9756	97.56%
P-glycoprotein substrate	-	0.7570	75.70%
CYP3A4 substrate	-	0.5172	51.72%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	-	0.7926	79.26%
CYP3A4 inhibition	+	0.5376	53.76%
CYP2C9 inhibition	-	0.7321	73.21%
CYP2C19 inhibition	+	0.5789	57.89%
CYP2D6 inhibition	-	0.8914	89.14%
CYP1A2 inhibition	-	0.7964	79.64%
CYP2C8 inhibition	-	0.6809	68.09%
CYP inhibitory promiscuity	+	0.5399	53.99%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8039	80.39%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9814	98.14%
Eye irritation	+	0.5652	56.52%
Skin irritation	-	0.6848	68.48%
Skin corrosion	-	0.9705	97.05%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7035	70.35%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.6471	64.71%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7940	79.40%
Acute Oral Toxicity (c)	III	0.6983	69.83%
Estrogen receptor binding	+	0.6537	65.37%
Androgen receptor binding	+	0.6704	67.04%
Thyroid receptor binding	-	0.7086	70.86%
Glucocorticoid receptor binding	+	0.5771	57.71%
Aromatase binding	-	0.5491	54.91%
PPAR gamma	+	0.7857	78.57%
Honey bee toxicity	-	0.8740	87.40%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9806	98.06%

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	96.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.76%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.29%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.17%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.60%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.22%	95.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.54%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.94%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.26%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.44%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.98%	90.71%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.48%	85.00%

Plants that contains it

• Ricciocarpos natans

Cross-Links

• PubChem: 162932559
• LOTUS: LTS0144571
• wikiData: Q105152226