2H-1-Benzopyran-2-one, 8-hydroxy-4-methoxy-5-methyl-

Details

• Internal ID: 15302cab-15a1-4a04-ac3f-010c4c4467c4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins
• IUPAC Name: 8-hydroxy-4-methoxy-5-methylchromen-2-one
• InChI: InChI=1S/C11H10O4/c1-6-3-4-7(12)11-10(6)8(14-2)5-9(13)15-11/h3-5,12H,1-2H3
• InChI Key: FTTSLAMJKUQKQB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.19 g/mol
• Exact Mass: 206.05790880 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 83161-72-2
• DTXSID90232196

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9668	96.68%
Caco-2	+	0.5341	53.41%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6247	62.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9704	97.04%
OATP1B3 inhibitior	+	0.8978	89.78%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8870	88.70%
P-glycoprotein inhibitior	-	0.8848	88.48%
P-glycoprotein substrate	-	0.9376	93.76%
CYP3A4 substrate	-	0.6068	60.68%
CYP2C9 substrate	-	0.6417	64.17%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	-	0.5941	59.41%
CYP2C9 inhibition	-	0.9269	92.69%
CYP2C19 inhibition	-	0.8102	81.02%
CYP2D6 inhibition	-	0.8368	83.68%
CYP1A2 inhibition	+	0.7650	76.50%
CYP2C8 inhibition	-	0.6606	66.06%
CYP inhibitory promiscuity	-	0.7459	74.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5402	54.02%
Eye corrosion	-	0.9263	92.63%
Eye irritation	+	0.9034	90.34%
Skin irritation	-	0.6412	64.12%
Skin corrosion	-	0.9867	98.67%
Ames mutagenesis	+	0.5836	58.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7027	70.27%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.9344	93.44%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6997	69.97%
Acute Oral Toxicity (c)	III	0.5366	53.66%
Estrogen receptor binding	+	0.6743	67.43%
Androgen receptor binding	+	0.7139	71.39%
Thyroid receptor binding	-	0.7176	71.76%
Glucocorticoid receptor binding	-	0.4822	48.22%
Aromatase binding	-	0.5636	56.36%
PPAR gamma	+	0.6540	65.40%
Honey bee toxicity	-	0.9478	94.78%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8087	80.87%

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	97.87%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.05%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.40%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.12%	86.33%
CHEMBL3194	P02766	Transthyretin	87.75%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.67%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.16%	94.73%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	85.61%	95.70%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.34%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.99%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.02%	93.99%
CHEMBL2535	P11166	Glucose transporter	83.89%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.24%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.74%	93.65%
CHEMBL4208	P20618	Proteasome component C5	80.52%	90.00%

Plants that contains it

• Clutia abyssinica

Cross-Links

• PubChem: 158310
• LOTUS: LTS0040513
• wikiData: Q83113231