3,6-Dihydroxy-3,7,9-trimethoxy-1,4,4a,10a-tetrahydrobenzo[g]isochromene-5,10-dione

Details

• Internal ID: 48d859d9-5571-4ea0-8f06-955e25e40495
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 3,6-dihydroxy-3,7,9-trimethoxy-1,4,4a,10a-tetrahydrobenzo[g]isochromene-5,10-dione
• InChI: InChI=1S/C16H18O8/c1-21-9-4-10(22-2)15(19)12-11(9)14(18)8-6-24-16(20,23-3)5-7(8)13(12)17/h4,7-8,19-20H,5-6H2,1-3H3
• InChI Key: CMNSGXGAENGZDE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₈
• Molecular Weight: 338.31 g/mol
• Exact Mass: 338.10016753 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.73
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9514	95.14%
Caco-2	+	0.7056	70.56%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6979	69.79%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8899	88.99%
OATP1B3 inhibitior	+	0.8900	89.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7658	76.58%
P-glycoprotein inhibitior	-	0.8142	81.42%
P-glycoprotein substrate	-	0.7760	77.60%
CYP3A4 substrate	+	0.5737	57.37%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.7780	77.80%
CYP3A4 inhibition	-	0.7809	78.09%
CYP2C9 inhibition	-	0.9269	92.69%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.5079	50.79%
CYP2C8 inhibition	-	0.6285	62.85%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6879	68.79%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.8300	83.00%
Skin irritation	-	0.8050	80.50%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9159	91.59%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6045	60.45%
skin sensitisation	-	0.8765	87.65%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6725	67.25%
Acute Oral Toxicity (c)	III	0.5404	54.04%
Estrogen receptor binding	+	0.8926	89.26%
Androgen receptor binding	+	0.7854	78.54%
Thyroid receptor binding	+	0.6895	68.95%
Glucocorticoid receptor binding	+	0.9032	90.32%
Aromatase binding	-	0.4876	48.76%
PPAR gamma	+	0.6587	65.87%
Honey bee toxicity	-	0.8789	87.89%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.9420	94.20%

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	98.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.07%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.34%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.39%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.92%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.62%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.19%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.66%	94.45%
CHEMBL2581	P07339	Cathepsin D	83.92%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.62%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.84%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.38%	92.62%
CHEMBL4208	P20618	Proteasome component C5	81.26%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.46%	92.68%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163039510
• LOTUS: LTS0209042
• wikiData: Q104964931