10-hydroxy-7,9-dimethoxy-3-methyl-1H-benzo[g]isochromen-4-one

Details

• Internal ID: f4601d3d-2113-4641-be9b-c6bfd9e9e380
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 10-hydroxy-7,9-dimethoxy-3-methyl-1H-benzo[g]isochromen-4-one
• InChI: InChI=1S/C16H16O5/c1-8-15(17)11-5-9-4-10(19-2)6-13(20-3)14(9)16(18)12(11)7-21-8/h4-6,8,18H,7H2,1-3H3
• InChI Key: UOFWHQMYJLZYQW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.7115	71.15%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6871	68.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9039	90.39%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6993	69.93%
P-glycoprotein inhibitior	-	0.8189	81.89%
P-glycoprotein substrate	-	0.7383	73.83%
CYP3A4 substrate	+	0.5562	55.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7968	79.68%
CYP3A4 inhibition	-	0.6512	65.12%
CYP2C9 inhibition	-	0.8663	86.63%
CYP2C19 inhibition	-	0.6049	60.49%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	+	0.8835	88.35%
CYP2C8 inhibition	-	0.6935	69.35%
CYP inhibitory promiscuity	-	0.7186	71.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7141	71.41%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.5172	51.72%
Skin irritation	-	0.7477	74.77%
Skin corrosion	-	0.9796	97.96%
Ames mutagenesis	+	0.5509	55.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.6289	62.89%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6677	66.77%
Acute Oral Toxicity (c)	III	0.6420	64.20%
Estrogen receptor binding	+	0.7305	73.05%
Androgen receptor binding	-	0.5305	53.05%
Thyroid receptor binding	+	0.5496	54.96%
Glucocorticoid receptor binding	+	0.7575	75.75%
Aromatase binding	+	0.5599	55.99%
PPAR gamma	+	0.6350	63.50%
Honey bee toxicity	-	0.8681	86.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.9149	91.49%

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	97.27%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.80%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.61%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.55%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.75%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.67%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.45%	99.15%
CHEMBL2581	P07339	Cathepsin D	86.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.79%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.52%	90.71%
CHEMBL2535	P11166	Glucose transporter	85.48%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.23%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.77%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.03%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.11%	92.62%
CHEMBL4208	P20618	Proteasome component C5	80.08%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163023183
• LOTUS: LTS0131514
• wikiData: Q104198454