4-(4-Hydroxybenzyl)-2-methoxyphenol

Details

• Internal ID: add9fb06-c38f-4e84-b9df-0d01cc306cae
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 4-[(4-hydroxyphenyl)methyl]-2-methoxyphenol
• SMILES (Canonical): COC1=C(C=CC(=C1)CC2=CC=C(C=C2)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)CC2=CC=C(C=C2)O)O
• InChI: InChI=1S/C14H14O3/c1-17-14-9-11(4-7-13(14)16)8-10-2-5-12(15)6-3-10/h2-7,9,15-16H,8H2,1H3
• InChI Key: IKQDPTYDZBPPPL-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.26 g/mol
• Exact Mass: 230.094294304 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• SCHEMBL21357334

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.8496	84.96%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8928	89.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7535	75.35%
P-glycoprotein inhibitior	-	0.9563	95.63%
P-glycoprotein substrate	-	0.8741	87.41%
CYP3A4 substrate	-	0.5928	59.28%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	+	0.5079	50.79%
CYP3A4 inhibition	-	0.8956	89.56%
CYP2C9 inhibition	+	0.6641	66.41%
CYP2C19 inhibition	+	0.9057	90.57%
CYP2D6 inhibition	-	0.8551	85.51%
CYP1A2 inhibition	+	0.6468	64.68%
CYP2C8 inhibition	+	0.8511	85.11%
CYP inhibitory promiscuity	+	0.7966	79.66%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7160	71.60%
Carcinogenicity (trinary)	Non-required	0.5103	51.03%
Eye corrosion	-	0.8898	88.98%
Eye irritation	+	0.9823	98.23%
Skin irritation	-	0.5717	57.17%
Skin corrosion	-	0.9070	90.70%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4604	46.04%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6150	61.50%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.6349	63.49%
Acute Oral Toxicity (c)	III	0.7463	74.63%
Estrogen receptor binding	+	0.8565	85.65%
Androgen receptor binding	+	0.5979	59.79%
Thyroid receptor binding	+	0.6773	67.73%
Glucocorticoid receptor binding	+	0.8091	80.91%
Aromatase binding	+	0.8712	87.12%
PPAR gamma	+	0.5871	58.71%
Honey bee toxicity	-	0.8860	88.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6351	63.51%
Fish aquatic toxicity	+	0.9253	92.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.59%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.92%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	89.29%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.24%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.17%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.32%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.97%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.96%	95.50%
CHEMBL4208	P20618	Proteasome component C5	84.62%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.80%	89.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.76%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.75%	95.89%
CHEMBL3194	P02766	Transthyretin	81.03%	90.71%

Plants that contains it

• Gastrodia elata

Cross-Links

• PubChem: 15593817
• NPASS: NPC297658