(3R)-3-hydroxy-6,7,9-trimethoxy-3-methyl-1,4-dihydrobenzo[g]isochromene-5,10-dione

Details

• Internal ID: 216b36a4-9d86-43ff-9e3d-266f2ee1f348
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones > Benzoisochromanequinones
• IUPAC Name: (3R)-3-hydroxy-6,7,9-trimethoxy-3-methyl-1,4-dihydrobenzo[g]isochromene-5,10-dione
• InChI: InChI=1S/C17H18O7/c1-17(20)6-8-9(7-24-17)15(19)12-10(21-2)5-11(22-3)16(23-4)13(12)14(8)18/h5,20H,6-7H2,1-4H3/t17-/m1/s1
• InChI Key: QJFGIAWXGDRTCJ-QGZVFWFLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₇
• Molecular Weight: 334.30 g/mol
• Exact Mass: 334.10525291 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.8051	80.51%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6866	68.66%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7385	73.85%
P-glycoprotein inhibitior	-	0.7968	79.68%
P-glycoprotein substrate	-	0.9327	93.27%
CYP3A4 substrate	+	0.5602	56.02%
CYP2C9 substrate	-	0.5983	59.83%
CYP2D6 substrate	-	0.8223	82.23%
CYP3A4 inhibition	-	0.5432	54.32%
CYP2C9 inhibition	-	0.8317	83.17%
CYP2C19 inhibition	-	0.6648	66.48%
CYP2D6 inhibition	-	0.8749	87.49%
CYP1A2 inhibition	+	0.5804	58.04%
CYP2C8 inhibition	-	0.7841	78.41%
CYP inhibitory promiscuity	-	0.9122	91.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6736	67.36%
Eye corrosion	-	0.9870	98.70%
Eye irritation	+	0.6349	63.49%
Skin irritation	-	0.7309	73.09%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7160	71.60%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8088	80.88%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6826	68.26%
Acute Oral Toxicity (c)	III	0.4043	40.43%
Estrogen receptor binding	+	0.7735	77.35%
Androgen receptor binding	+	0.5493	54.93%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8350	83.50%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6543	65.43%
Honey bee toxicity	-	0.8433	84.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.9883	98.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.93%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.99%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.34%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.82%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.05%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.99%	97.14%
CHEMBL4208	P20618	Proteasome component C5	85.81%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.45%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.81%	92.94%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.24%	82.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.24%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684149
• LOTUS: LTS0216710
• wikiData: Q105222621