5-Hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione

Details

• Internal ID: 1c4a97bd-927e-491b-8ae8-1fac1c3da2c2
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 4-hydroxycoumarins
• IUPAC Name: 5-hydroxy-3-(4-hydroxy-5-methyl-2-oxochromen-3-yl)-2-methylnaphthalene-1,4-dione
• InChI: InChI=1S/C21H14O6/c1-9-5-3-8-13-14(9)19(24)17(21(26)27-13)15-10(2)18(23)11-6-4-7-12(22)16(11)20(15)25/h3-8,22,24H,1-2H3
• InChI Key: WSGCGASSDMLJCX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₄O₆
• Molecular Weight: 362.30 g/mol
• Exact Mass: 362.07903816 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.37
• 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	+	0.9833	98.33%
Caco-2	+	0.6296	62.96%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8455	84.55%
OATP2B1 inhibitior	+	0.5689	56.89%
OATP1B1 inhibitior	+	0.8529	85.29%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4660	46.60%
P-glycoprotein inhibitior	-	0.6696	66.96%
P-glycoprotein substrate	-	0.8083	80.83%
CYP3A4 substrate	+	0.5282	52.82%
CYP2C9 substrate	+	0.6404	64.04%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.7871	78.71%
CYP2C9 inhibition	+	0.9366	93.66%
CYP2C19 inhibition	+	0.6197	61.97%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	-	0.7224	72.24%
CYP2C8 inhibition	-	0.6548	65.48%
CYP inhibitory promiscuity	+	0.7101	71.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.4456	44.56%
Eye corrosion	-	0.9934	99.34%
Eye irritation	+	0.5369	53.69%
Skin irritation	-	0.6184	61.84%
Skin corrosion	-	0.9539	95.39%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5373	53.73%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4719	47.19%
Acute Oral Toxicity (c)	II	0.4555	45.55%
Estrogen receptor binding	+	0.7867	78.67%
Androgen receptor binding	-	0.4814	48.14%
Thyroid receptor binding	-	0.7055	70.55%
Glucocorticoid receptor binding	+	0.6777	67.77%
Aromatase binding	+	0.5443	54.43%
PPAR gamma	+	0.7670	76.70%
Honey bee toxicity	-	0.9310	93.10%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.78%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.73%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.68%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	95.36%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.31%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.12%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	91.47%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.73%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.99%	96.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.68%	99.15%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.85%	93.03%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.72%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.49%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.07%	95.64%

Plants that contains it

• Diospyros canaliculata

Cross-Links

• PubChem: 163081233
• LOTUS: LTS0140894
• wikiData: Q105311828