5,10-dihydroxy-1,7-dimethoxy-3-methyl-1H-benzo[g]isochromene-6,9-dione

Details

• Internal ID: 964bae05-0b09-4cd3-88bd-af13552365cb
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: 5,10-dihydroxy-1,7-dimethoxy-3-methyl-1H-benzo[g]isochromene-6,9-dione
• SMILES (Canonical): CC1=CC2=C(C(O1)OC)C(=C3C(=O)C=C(C(=O)C3=C2O)OC)O
• SMILES (Isomeric): CC1=CC2=C(C(O1)OC)C(=C3C(=O)C=C(C(=O)C3=C2O)OC)O
• InChI: InChI=1S/C16H14O7/c1-6-4-7-10(16(22-3)23-6)15(20)11-8(17)5-9(21-2)14(19)12(11)13(7)18/h4-5,16,18,20H,1-3H3
• InChI Key: OKIWKPRHWNPATK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9606	96.06%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6353	63.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8783	87.83%
OATP1B3 inhibitior	+	0.9401	94.01%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7843	78.43%
P-glycoprotein inhibitior	-	0.7064	70.64%
P-glycoprotein substrate	-	0.8515	85.15%
CYP3A4 substrate	+	0.5421	54.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.8578	85.78%
CYP2C9 inhibition	-	0.8826	88.26%
CYP2C19 inhibition	-	0.6827	68.27%
CYP2D6 inhibition	-	0.8863	88.63%
CYP1A2 inhibition	+	0.5251	52.51%
CYP2C8 inhibition	-	0.6479	64.79%
CYP inhibitory promiscuity	-	0.5113	51.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9818	98.18%
Carcinogenicity (trinary)	Danger	0.5125	51.25%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.4879	48.79%
Skin irritation	-	0.6528	65.28%
Skin corrosion	-	0.9658	96.58%
Ames mutagenesis	+	0.6672	66.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.6602	66.02%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8592	85.92%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6562	65.62%
Acute Oral Toxicity (c)	II	0.5747	57.47%
Estrogen receptor binding	+	0.9358	93.58%
Androgen receptor binding	+	0.6345	63.45%
Thyroid receptor binding	-	0.5356	53.56%
Glucocorticoid receptor binding	+	0.7723	77.23%
Aromatase binding	+	0.6915	69.15%
PPAR gamma	+	0.7583	75.83%
Honey bee toxicity	-	0.8364	83.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9649	96.49%

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	93.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.78%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.31%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.36%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.70%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.64%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.44%	92.94%
CHEMBL3401	O75469	Pregnane X receptor	80.30%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14213580
• LOTUS: LTS0236754
• wikiData: Q105193582