4-Chloro-3,7-dihydroxy-9-methoxy-1-methylbenzo[c]chromen-6-one

Details

• Internal ID: b3adf1e7-468a-4559-87e4-292f0f968db1
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 4-chloro-3,7-dihydroxy-9-methoxy-1-methylbenzo[c]chromen-6-one
• InChI: InChI=1S/C15H11ClO5/c1-6-3-10(18)13(16)14-11(6)8-4-7(20-2)5-9(17)12(8)15(19)21-14/h3-5,17-18H,1-2H3
• InChI Key: UTDMBNZXFUSYMF-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁ClO₅
• Molecular Weight: 306.70 g/mol
• Exact Mass: 306.0295011 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9760	97.60%
Caco-2	+	0.8175	81.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5425	54.25%
OATP2B1 inhibitior	-	0.7074	70.74%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5486	54.86%
P-glycoprotein inhibitior	-	0.8391	83.91%
P-glycoprotein substrate	-	0.9049	90.49%
CYP3A4 substrate	+	0.5399	53.99%
CYP2C9 substrate	-	0.5505	55.05%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.7698	76.98%
CYP2C9 inhibition	+	0.6438	64.38%
CYP2C19 inhibition	-	0.6916	69.16%
CYP2D6 inhibition	-	0.8173	81.73%
CYP1A2 inhibition	+	0.6504	65.04%
CYP2C8 inhibition	-	0.5725	57.25%
CYP inhibitory promiscuity	+	0.5967	59.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8293	82.93%
Carcinogenicity (trinary)	Danger	0.4865	48.65%
Eye corrosion	-	0.9697	96.97%
Eye irritation	+	0.7103	71.03%
Skin irritation	-	0.6556	65.56%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7142	71.42%
Micronuclear	+	0.7948	79.48%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.9178	91.78%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6352	63.52%
Acute Oral Toxicity (c)	III	0.3746	37.46%
Estrogen receptor binding	+	0.8090	80.90%
Androgen receptor binding	+	0.7123	71.23%
Thyroid receptor binding	+	0.6228	62.28%
Glucocorticoid receptor binding	+	0.9039	90.39%
Aromatase binding	+	0.7415	74.15%
PPAR gamma	+	0.8623	86.23%
Honey bee toxicity	-	0.8608	86.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9807	98.07%

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	99.23%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.82%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.73%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.75%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	93.87%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.10%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	91.09%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	86.78%	91.49%
CHEMBL2581	P07339	Cathepsin D	85.54%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.06%	90.00%
CHEMBL3194	P02766	Transthyretin	82.14%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.29%	94.42%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.03%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.70%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.68%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46833961
• LOTUS: LTS0138567
• wikiData: Q105278706