4-[(3,4-Dihydroxyphenyl)methyl]benzene-1,2-diol

Details

• Internal ID: 60ba63ff-05af-478e-831c-ff51f8c504e9
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: 4-[(3,4-dihydroxyphenyl)methyl]benzene-1,2-diol
• SMILES (Canonical): C1=CC(=C(C=C1CC2=CC(=C(C=C2)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1CC2=CC(=C(C=C2)O)O)O)O
• InChI: InChI=1S/C13H12O4/c14-10-3-1-8(6-12(10)16)5-9-2-4-11(15)13(17)7-9/h1-4,6-7,14-17H,5H2
• InChI Key: GGOBECRWBXYXEY-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.23 g/mol
• Exact Mass: 232.07355886 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 14235-78-0
• 4-[(3,4-dihydroxyphenyl)methyl]benzene-1,2-diol
• CHEMBL253691
• SCHEMBL108093
• bis(3,4-dihydroxyphenyl)methane
• DTXSID30434935
• BDBM50386171

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9023	90.23%
Caco-2	+	0.6511	65.11%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8291	82.91%
OATP2B1 inhibitior	-	0.5642	56.42%
OATP1B1 inhibitior	+	0.9588	95.88%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8660	86.60%
P-glycoprotein inhibitior	-	0.9694	96.94%
P-glycoprotein substrate	-	0.9853	98.53%
CYP3A4 substrate	-	0.7932	79.32%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	+	0.4041	40.41%
CYP3A4 inhibition	-	0.7003	70.03%
CYP2C9 inhibition	+	0.7071	70.71%
CYP2C19 inhibition	-	0.5295	52.95%
CYP2D6 inhibition	-	0.7615	76.15%
CYP1A2 inhibition	+	0.7089	70.89%
CYP2C8 inhibition	-	0.9048	90.48%
CYP inhibitory promiscuity	+	0.6441	64.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6630	66.30%
Carcinogenicity (trinary)	Non-required	0.5241	52.41%
Eye corrosion	-	0.9475	94.75%
Eye irritation	+	0.9937	99.37%
Skin irritation	+	0.5765	57.65%
Skin corrosion	-	0.8438	84.38%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7173	71.73%
Micronuclear	+	0.6359	63.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.7884	78.84%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5137	51.37%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7717	77.17%
Acute Oral Toxicity (c)	III	0.8429	84.29%
Estrogen receptor binding	+	0.7970	79.70%
Androgen receptor binding	+	0.7957	79.57%
Thyroid receptor binding	+	0.7090	70.90%
Glucocorticoid receptor binding	+	0.8298	82.98%
Aromatase binding	+	0.9070	90.70%
PPAR gamma	+	0.8485	84.85%
Honey bee toxicity	-	0.8398	83.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9755	97.55%

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	96.47%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.08%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.38%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.26%	99.15%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.12%	90.24%
CHEMBL2581	P07339	Cathepsin D	84.43%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.05%	94.45%
CHEMBL4208	P20618	Proteasome component C5	83.89%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10059806
• LOTUS: LTS0018425
• wikiData: Q82249541