1-(2,5-dihydroxy-3-methyl-2H-chromen-6-yl)ethanone

Details

• Internal ID: f202bbb7-958f-417c-a253-94fc4be549f6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 1-(2,5-dihydroxy-3-methyl-2H-chromen-6-yl)ethanone
• InChI: InChI=1S/C12H12O4/c1-6-5-9-10(16-12(6)15)4-3-8(7(2)13)11(9)14/h3-5,12,14-15H,1-2H3
• InChI Key: COGAHDAUZJTHAX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 4
• 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	+	0.9882	98.82%
Caco-2	+	0.6637	66.37%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7675	76.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9762	97.62%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8202	82.02%
P-glycoprotein inhibitior	-	0.9453	94.53%
P-glycoprotein substrate	-	0.8152	81.52%
CYP3A4 substrate	-	0.5412	54.12%
CYP2C9 substrate	+	0.5924	59.24%
CYP2D6 substrate	-	0.8571	85.71%
CYP3A4 inhibition	-	0.6067	60.67%
CYP2C9 inhibition	+	0.7601	76.01%
CYP2C19 inhibition	+	0.6991	69.91%
CYP2D6 inhibition	-	0.8556	85.56%
CYP1A2 inhibition	+	0.5969	59.69%
CYP2C8 inhibition	-	0.8102	81.02%
CYP inhibitory promiscuity	+	0.7832	78.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9531	95.31%
Carcinogenicity (trinary)	Non-required	0.4703	47.03%
Eye corrosion	-	0.9801	98.01%
Eye irritation	+	0.7716	77.16%
Skin irritation	+	0.5394	53.94%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8477	84.77%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.6098	60.98%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7191	71.91%
Acute Oral Toxicity (c)	II	0.4667	46.67%
Estrogen receptor binding	-	0.5611	56.11%
Androgen receptor binding	-	0.4873	48.73%
Thyroid receptor binding	-	0.5689	56.89%
Glucocorticoid receptor binding	-	0.5987	59.87%
Aromatase binding	-	0.5082	50.82%
PPAR gamma	+	0.6544	65.44%
Honey bee toxicity	-	0.8823	88.23%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9802	98.02%

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	93.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.61%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.55%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.97%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.83%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.90%	99.23%
CHEMBL2581	P07339	Cathepsin D	83.72%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	82.14%	91.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.33%	93.65%

Plants that contains it

• Leucoblepharis subsessilis

Cross-Links

• PubChem: 163187469
• LOTUS: LTS0038628
• wikiData: Q104966898