1,2,3,4-Benzenetetrol

Details

• Internal ID: 22555256-7324-4b34-810e-946f8ebdfa25
• Taxonomy: Benzenoids > Phenols > Benzenetriols and derivatives > Pyrogallols and derivatives > 5-unsubstituted pyrrogallols
• IUPAC Name: benzene-1,2,3,4-tetrol
• SMILES (Canonical): C1=CC(=C(C(=C1O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C(=C1O)O)O)O
• InChI: InChI=1S/C6H6O4/c7-3-1-2-4(8)6(10)5(3)9/h1-2,7-10H
• InChI Key: VERMEZLHWFHDLK-UHFFFAOYSA-N
• Popularity: 116 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₆O₄
• Molecular Weight: 142.11 g/mol
• Exact Mass: 142.02660867 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• 1,2,3,4-Benzenetetrol
• trihydroxyphenol
• 1,2,3,4-tetrahydroxybenzene
• 642-96-6
• 3,4-dihydroxy-catechol
• Benzene-1,2,3,4-tetraol
• 1,2,3,4-Benzenetetrol #
• SCHEMBL338346
• DTXSID40343226
• CHEBI:193965
• EN300-1869021

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8916	89.16%
Caco-2	-	0.6391	63.91%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6341	63.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9552	95.52%
OATP1B3 inhibitior	+	0.9811	98.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9719	97.19%
P-glycoprotein inhibitior	-	0.9812	98.12%
P-glycoprotein substrate	-	0.9969	99.69%
CYP3A4 substrate	-	0.8542	85.42%
CYP2C9 substrate	-	0.6786	67.86%
CYP2D6 substrate	-	0.7035	70.35%
CYP3A4 inhibition	-	0.7806	78.06%
CYP2C9 inhibition	-	0.8207	82.07%
CYP2C19 inhibition	-	0.9620	96.20%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.6058	60.58%
CYP2C8 inhibition	-	0.9712	97.12%
CYP inhibitory promiscuity	-	0.7335	73.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7823	78.23%
Carcinogenicity (trinary)	Non-required	0.5892	58.92%
Eye corrosion	+	0.4520	45.20%
Eye irritation	+	0.9701	97.01%
Skin irritation	+	0.8624	86.24%
Skin corrosion	+	0.6652	66.52%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8006	80.06%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	+	0.9529	95.29%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6543	65.43%
Acute Oral Toxicity (c)	III	0.7998	79.98%
Estrogen receptor binding	-	0.4760	47.60%
Androgen receptor binding	-	0.4916	49.16%
Thyroid receptor binding	-	0.6299	62.99%
Glucocorticoid receptor binding	-	0.7480	74.80%
Aromatase binding	-	0.8334	83.34%
PPAR gamma	-	0.5274	52.74%
Honey bee toxicity	-	0.9870	98.70%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8320	83.20%

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	96.04%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.66%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.80%	99.15%

Plants that contains it

• Podocarpus fasciculus

Cross-Links

• PubChem: 588355
• LOTUS: LTS0105947
• wikiData: Q56042956