Gentisylquinone

Details

• Internal ID: 73fa3ee3-1eaf-4e79-a4df-f59a2b661d54
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: 2-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione
• InChI: InChI=1S/C7H6O3/c8-4-5-3-6(9)1-2-7(5)10/h1-3,8H,4H2
• InChI Key: MTRBCJLZPRDOGJ-UHFFFAOYSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₆O₃
• Molecular Weight: 138.12 g/mol
• Exact Mass: 138.031694049 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.39
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 644-17-7
• p-Benzoquinone, 2-(hydroxymethyl)-
• BRN 1934843
• 2-(Hydroxymethyl)-p-benzoquinone
• Gentisinchinon
• SCHEMBL5145016
• CHEMBL4127441
• MTRBCJLZPRDOGJ-UHFFFAOYSA-
• DTXSID20214647
• MFCD01663152
• AKOS006372931
• InChI=1/C7H6O3/c8-4-5-3-6(9)1-2-7(5)10/h1-3,8H,4H2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.7600	76.00%
Blood Brain Barrier	+	0.5428	54.28%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8621	86.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9535	95.35%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9525	95.25%
P-glycoprotein inhibitior	-	0.9881	98.81%
P-glycoprotein substrate	-	0.9797	97.97%
CYP3A4 substrate	-	0.7105	71.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8666	86.66%
CYP3A4 inhibition	-	0.9059	90.59%
CYP2C9 inhibition	-	0.8540	85.40%
CYP2C19 inhibition	-	0.7978	79.78%
CYP2D6 inhibition	-	0.8808	88.08%
CYP1A2 inhibition	-	0.7206	72.06%
CYP2C8 inhibition	-	0.9868	98.68%
CYP inhibitory promiscuity	-	0.8434	84.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6427	64.27%
Carcinogenicity (trinary)	Non-required	0.7142	71.42%
Eye corrosion	-	0.7752	77.52%
Eye irritation	+	0.9912	99.12%
Skin irritation	+	0.7027	70.27%
Skin corrosion	-	0.8758	87.58%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8662	86.62%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5020	50.20%
skin sensitisation	+	0.5986	59.86%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.4750	47.50%
Acute Oral Toxicity (c)	III	0.4485	44.85%
Estrogen receptor binding	-	0.8774	87.74%
Androgen receptor binding	-	0.7321	73.21%
Thyroid receptor binding	-	0.8314	83.14%
Glucocorticoid receptor binding	-	0.8768	87.68%
Aromatase binding	-	0.7698	76.98%
PPAR gamma	-	0.7260	72.60%
Honey bee toxicity	-	0.9753	97.53%
Biodegradation	+	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7365	73.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.73%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.62%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.58%	86.92%
CHEMBL4040	P28482	MAP kinase ERK2	83.08%	83.82%
CHEMBL2581	P07339	Cathepsin D	82.68%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 197730
• LOTUS: LTS0215752
• wikiData: Q83090535