7,10-dihydroxy-8-methoxy-1,3-dimethyl-1H-benzo[g]isochromene-6,9-dione

Details

• Internal ID: fccc1368-816f-4c0e-9595-5948c5e0bd45
• Taxonomy: Phenylpropanoids and polyketides > Isochromanequinones
• IUPAC Name: 7,10-dihydroxy-8-methoxy-1,3-dimethyl-1H-benzo[g]isochromene-6,9-dione
• InChI: InChI=1S/C16H14O6/c1-6-4-8-5-9-11(13(18)10(8)7(2)22-6)14(19)16(21-3)15(20)12(9)17/h4-5,7,18,20H,1-3H3
• InChI Key: SYHCDXCWIIZIQC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 6
• 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	+	0.9767	97.67%
Caco-2	+	0.5910	59.10%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6349	63.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8151	81.51%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7829	78.29%
P-glycoprotein inhibitior	-	0.8221	82.21%
P-glycoprotein substrate	-	0.8700	87.00%
CYP3A4 substrate	+	0.5816	58.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.7093	70.93%
CYP2C9 inhibition	-	0.7887	78.87%
CYP2C19 inhibition	+	0.5515	55.15%
CYP2D6 inhibition	-	0.7725	77.25%
CYP1A2 inhibition	+	0.8656	86.56%
CYP2C8 inhibition	-	0.7582	75.82%
CYP inhibitory promiscuity	+	0.6939	69.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9718	97.18%
Carcinogenicity (trinary)	Non-required	0.4963	49.63%
Eye corrosion	-	0.9757	97.57%
Eye irritation	+	0.8212	82.12%
Skin irritation	-	0.6456	64.56%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6614	66.14%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6838	68.38%
Acute Oral Toxicity (c)	II	0.5621	56.21%
Estrogen receptor binding	+	0.8493	84.93%
Androgen receptor binding	-	0.5466	54.66%
Thyroid receptor binding	-	0.5843	58.43%
Glucocorticoid receptor binding	+	0.7018	70.18%
Aromatase binding	-	0.4910	49.10%
PPAR gamma	+	0.7762	77.62%
Honey bee toxicity	-	0.8331	83.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9374	93.74%

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	97.18%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.83%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	95.59%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.80%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.20%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.00%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.69%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.37%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.74%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.39%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.21%	96.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.67%	82.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.15%	99.15%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.71%	96.38%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.47%	93.65%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.04%	94.42%

Plants that contains it

• Ventilago vitiensis

Cross-Links

• PubChem: 162921802
• LOTUS: LTS0176254
• wikiData: Q105263572