4,5-Dihydroxy-3-Methoxybiphenyl

Details

• Internal ID: ec55e5c0-683b-4986-9005-ef7a16288bc2
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 3-methoxy-5-phenylbenzene-1,2-diol
• InChI: InChI=1S/C13H12O3/c1-16-12-8-10(7-11(14)13(12)15)9-5-3-2-4-6-9/h2-8,14-15H,1H3
• InChI Key: CDSGSEYGSWGVOJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.078644241 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL1080121
• HY-N10971
• CS-0637944
• 1188276-88-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.6370	63.70%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8912	89.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9793	97.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6020	60.20%
P-glycoprotein inhibitior	-	0.9169	91.69%
P-glycoprotein substrate	-	0.9461	94.61%
CYP3A4 substrate	-	0.6689	66.89%
CYP2C9 substrate	-	0.7864	78.64%
CYP2D6 substrate	+	0.3759	37.59%
CYP3A4 inhibition	-	0.9562	95.62%
CYP2C9 inhibition	-	0.5759	57.59%
CYP2C19 inhibition	+	0.5727	57.27%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	+	0.6727	67.27%
CYP2C8 inhibition	+	0.7763	77.63%
CYP inhibitory promiscuity	+	0.6247	62.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7450	74.50%
Carcinogenicity (trinary)	Warning	0.4584	45.84%
Eye corrosion	-	0.9538	95.38%
Eye irritation	+	0.9712	97.12%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.7087	70.87%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6552	65.52%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7196	71.96%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6633	66.33%
Acute Oral Toxicity (c)	III	0.6892	68.92%
Estrogen receptor binding	+	0.8100	81.00%
Androgen receptor binding	+	0.6574	65.74%
Thyroid receptor binding	+	0.5833	58.33%
Glucocorticoid receptor binding	+	0.7540	75.40%
Aromatase binding	+	0.7095	70.95%
PPAR gamma	+	0.6373	63.73%
Honey bee toxicity	-	0.9593	95.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7351	73.51%
Fish aquatic toxicity	+	0.9457	94.57%

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	97.42%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.36%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.53%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.79%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.85%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	89.68%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.08%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.49%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	87.38%	98.11%
CHEMBL2424	Q04760	Glyoxalase I	86.11%	91.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.73%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.73%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.20%	96.00%

Plants that contains it

• Berberis koreana

Cross-Links

• PubChem: 44605718
• LOTUS: LTS0060588
• wikiData: Q104955124