4-Bromopinselin

Details

• Internal ID: 1c297ed7-1666-4393-972a-f128c1fd8fe2
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: methyl 4-bromo-2,8-dihydroxy-6-methyl-9-oxoxanthene-1-carboxylate
• InChI: InChI=1S/C16H11BrO6/c1-6-3-8(18)11-10(4-6)23-15-7(17)5-9(19)12(16(21)22-2)13(15)14(11)20/h3-5,18-19H,1-2H3
• InChI Key: HOJNNGKFUVBUTP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₁BrO₆
• Molecular Weight: 379.16 g/mol
• Exact Mass: 377.97390 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 3V2UI684YS
• UNII-3V2UI684YS
• 9H-Xanthene-1-carboxylic acid, 4-bromo-2,8-dihydroxy-6-methyl-9-oxo-, methyl ester
• 101023-72-7
• Q27258063

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	+	0.6723	67.23%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.5419	54.19%
OATP2B1 inhibitior	-	0.5648	56.48%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6055	60.55%
P-glycoprotein inhibitior	-	0.6138	61.38%
P-glycoprotein substrate	-	0.8718	87.18%
CYP3A4 substrate	+	0.5540	55.40%
CYP2C9 substrate	-	0.5797	57.97%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	-	0.8091	80.91%
CYP2C9 inhibition	+	0.7296	72.96%
CYP2C19 inhibition	-	0.8479	84.79%
CYP2D6 inhibition	-	0.8327	83.27%
CYP1A2 inhibition	-	0.5909	59.09%
CYP2C8 inhibition	+	0.4740	47.40%
CYP inhibitory promiscuity	-	0.6093	60.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8549	85.49%
Carcinogenicity (trinary)	Danger	0.5231	52.31%
Eye corrosion	-	0.9566	95.66%
Eye irritation	+	0.8083	80.83%
Skin irritation	-	0.7566	75.66%
Skin corrosion	-	0.9695	96.95%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4841	48.41%
Micronuclear	+	0.8474	84.74%
Hepatotoxicity	+	0.6714	67.14%
skin sensitisation	-	0.9357	93.57%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5768	57.68%
Acute Oral Toxicity (c)	III	0.4840	48.40%
Estrogen receptor binding	+	0.7794	77.94%
Androgen receptor binding	+	0.7797	77.97%
Thyroid receptor binding	-	0.5872	58.72%
Glucocorticoid receptor binding	+	0.8761	87.61%
Aromatase binding	+	0.7635	76.35%
PPAR gamma	+	0.8052	80.52%
Honey bee toxicity	-	0.9253	92.53%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9874	98.74%

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	97.97%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.40%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.28%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.93%	99.23%
CHEMBL2581	P07339	Cathepsin D	91.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.96%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.18%	81.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.28%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.35%	93.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.83%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.70%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.96%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.43%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.39%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.14%	91.07%
CHEMBL2535	P11166	Glucose transporter	80.07%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 119025713
• LOTUS: LTS0149489
• wikiData: Q27258063