5-Chloro-6-hydroxy-8-methoxy-3-methyl-3,4-dihydroisochromen-1-one

Details

• Internal ID: 05253247-bf1b-490a-9554-4b717c8bb1b9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 5-chloro-6-hydroxy-8-methoxy-3-methyl-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C11H11ClO4/c1-5-3-6-9(11(14)16-5)8(15-2)4-7(13)10(6)12/h4-5,13H,3H2,1-2H3
• InChI Key: USOCQJURZDCWPN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₁ClO₄
• Molecular Weight: 242.65 g/mol
• Exact Mass: 242.0345865 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.7833	78.33%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4920	49.20%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9551	95.51%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9376	93.76%
P-glycoprotein inhibitior	-	0.9372	93.72%
P-glycoprotein substrate	-	0.9044	90.44%
CYP3A4 substrate	+	0.5550	55.50%
CYP2C9 substrate	-	0.5744	57.44%
CYP2D6 substrate	-	0.8253	82.53%
CYP3A4 inhibition	-	0.6074	60.74%
CYP2C9 inhibition	+	0.6167	61.67%
CYP2C19 inhibition	-	0.6985	69.85%
CYP2D6 inhibition	-	0.8073	80.73%
CYP1A2 inhibition	+	0.6088	60.88%
CYP2C8 inhibition	-	0.7989	79.89%
CYP inhibitory promiscuity	-	0.5661	56.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8193	81.93%
Carcinogenicity (trinary)	Danger	0.4687	46.87%
Eye corrosion	-	0.9705	97.05%
Eye irritation	+	0.7453	74.53%
Skin irritation	-	0.6714	67.14%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6373	63.73%
Micronuclear	+	0.5548	55.48%
Hepatotoxicity	+	0.7407	74.07%
skin sensitisation	-	0.8583	85.83%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5498	54.98%
Acute Oral Toxicity (c)	II	0.5044	50.44%
Estrogen receptor binding	+	0.6083	60.83%
Androgen receptor binding	+	0.5357	53.57%
Thyroid receptor binding	-	0.6216	62.16%
Glucocorticoid receptor binding	-	0.5894	58.94%
Aromatase binding	-	0.7574	75.74%
PPAR gamma	+	0.6319	63.19%
Honey bee toxicity	-	0.8819	88.19%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.9590	95.90%

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	98.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.76%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.88%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.26%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.71%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.37%	91.49%
CHEMBL2535	P11166	Glucose transporter	86.37%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.15%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.08%	94.45%
CHEMBL4208	P20618	Proteasome component C5	83.99%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.88%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.64%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.07%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.87%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	81.43%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.49%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162843085
• LOTUS: LTS0021246
• wikiData: Q104198856