Bromochlorogentisylquinone A

Details

• Internal ID: 4ba8f61d-e67e-43b9-80d4-7a711a5c7285
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Benzoquinones > P-benzoquinones
• IUPAC Name: 2-bromo-5-chloro-3-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): C1=C(C(=O)C(=C(C1=O)Br)CO)Cl
• SMILES (Isomeric): C1=C(C(=O)C(=C(C1=O)Br)CO)Cl
• InChI: InChI=1S/C7H4BrClO3/c8-6-3(2-10)7(12)4(9)1-5(6)11/h1,10H,2H2
• InChI Key: KNSJWYKCRWFSBT-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₄BrClO₃
• Molecular Weight: 251.46 g/mol
• Exact Mass: 249.90323 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 2-bromo-5-chloro-3-(hydroxymethyl)cyclohexa-2,5-diene-1,4-dione
• RefChem:121558
• CHEBI:201027

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.7186	71.86%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8113	81.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9329	93.29%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9020	90.20%
P-glycoprotein inhibitior	-	0.9787	97.87%
P-glycoprotein substrate	-	0.9838	98.38%
CYP3A4 substrate	-	0.6164	61.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.7737	77.37%
CYP2C9 inhibition	-	0.6125	61.25%
CYP2C19 inhibition	+	0.5145	51.45%
CYP2D6 inhibition	-	0.7958	79.58%
CYP1A2 inhibition	-	0.5916	59.16%
CYP2C8 inhibition	-	0.9665	96.65%
CYP inhibitory promiscuity	-	0.7922	79.22%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5717	57.17%
Carcinogenicity (trinary)	Non-required	0.5563	55.63%
Eye corrosion	-	0.7945	79.45%
Eye irritation	+	0.9145	91.45%
Skin irritation	+	0.6158	61.58%
Skin corrosion	-	0.7340	73.40%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7921	79.21%
Micronuclear	-	0.6019	60.19%
Hepatotoxicity	+	0.7178	71.78%
skin sensitisation	+	0.5347	53.47%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.6684	66.84%
Acute Oral Toxicity (c)	III	0.7574	75.74%
Estrogen receptor binding	-	0.5929	59.29%
Androgen receptor binding	+	0.6033	60.33%
Thyroid receptor binding	-	0.7062	70.62%
Glucocorticoid receptor binding	-	0.5488	54.88%
Aromatase binding	-	0.7079	70.79%
PPAR gamma	+	0.7088	70.88%
Honey bee toxicity	-	0.9089	90.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5195	51.95%
Fish aquatic toxicity	+	0.9265	92.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.26%	85.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.63%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.94%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.66%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46210723
• LOTUS: LTS0171748
• wikiData: Q77280985