4-(Hydroxymethyl)-2-[(4-hydroxyphenyl)methyl]phenol

Details

• Internal ID: 4f66316b-cae4-4251-94a6-181e3b35a46c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 4-(hydroxymethyl)-2-[(4-hydroxyphenyl)methyl]phenol
• SMILES (Canonical): C1=CC(=CC=C1CC2=C(C=CC(=C2)CO)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CC2=C(C=CC(=C2)CO)O)O
• InChI: InChI=1S/C14H14O3/c15-9-11-3-6-14(17)12(8-11)7-10-1-4-13(16)5-2-10/h1-6,8,15-17H,7,9H2
• InChI Key: RBSWDMDJKKBQRC-UHFFFAOYSA-N
• Popularity: 3 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): 60.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 2-(4-hydroxybenzyl)-4-(hydroxymethyl)phenol
• 4-(Hydroxymethyl)-2-[(4-hydroxyphenyl)methyl]phenol
• 5-methylol-2,4'-dihydroxydiphenylmethane
• DTXSID70547053

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	-	0.6489	64.89%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9384	93.84%
OATP2B1 inhibitior	-	0.5735	57.35%
OATP1B1 inhibitior	+	0.8326	83.26%
OATP1B3 inhibitior	+	0.8587	85.87%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6115	61.15%
P-glycoprotein inhibitior	-	0.9709	97.09%
P-glycoprotein substrate	-	0.9478	94.78%
CYP3A4 substrate	-	0.6883	68.83%
CYP2C9 substrate	-	0.8151	81.51%
CYP2D6 substrate	+	0.3900	39.00%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.6714	67.14%
CYP2C19 inhibition	+	0.7662	76.62%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.6629	66.29%
CYP2C8 inhibition	-	0.5664	56.64%
CYP inhibitory promiscuity	+	0.5945	59.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7065	70.65%
Carcinogenicity (trinary)	Non-required	0.6996	69.96%
Eye corrosion	-	0.9730	97.30%
Eye irritation	+	0.9549	95.49%
Skin irritation	-	0.6601	66.01%
Skin corrosion	-	0.9757	97.57%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7047	70.47%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	+	0.6294	62.94%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.4663	46.63%
Acute Oral Toxicity (c)	III	0.6296	62.96%
Estrogen receptor binding	+	0.8846	88.46%
Androgen receptor binding	+	0.7988	79.88%
Thyroid receptor binding	+	0.6873	68.73%
Glucocorticoid receptor binding	+	0.7536	75.36%
Aromatase binding	+	0.7930	79.30%
PPAR gamma	+	0.8915	89.15%
Honey bee toxicity	-	0.8214	82.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9679	96.79%

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	96.03%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.52%	99.15%
CHEMBL2581	P07339	Cathepsin D	87.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.81%	96.09%
CHEMBL3194	P02766	Transthyretin	85.61%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.47%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.60%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.91%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.52%	95.56%
CHEMBL242	Q92731	Estrogen receptor beta	82.46%	98.35%
CHEMBL4208	P20618	Proteasome component C5	81.58%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.86%	95.50%

Plants that contains it

• Gastrodia elata

Cross-Links

• PubChem: 13699757
• LOTUS: LTS0037626
• wikiData: Q82425060