[4-[(2R)-5,7-diacetyloxy-6,8-dimethyl-4-oxo-2,3-dihydrochromen-2-yl]-2-methoxyphenyl] acetate

Details

• Internal ID: 9e508f07-9950-4cfe-8065-387c968fbef3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
• IUPAC Name: [4-[(2R)-5,7-diacetyloxy-6,8-dimethyl-4-oxo-2,3-dihydrochromen-2-yl]-2-methoxyphenyl] acetate
• InChI: InChI=1S/C24H24O9/c1-11-22(31-14(4)26)12(2)24-21(23(11)32-15(5)27)17(28)10-19(33-24)16-7-8-18(30-13(3)25)20(9-16)29-6/h7-9,19H,10H2,1-6H3/t19-/m1/s1
• InChI Key: WMKMGWHZUIENJJ-LJQANCHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₉
• Molecular Weight: 456.40 g/mol
• Exact Mass: 456.14203234 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9758	97.58%
Caco-2	+	0.5604	56.04%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6767	67.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8862	88.62%
OATP1B3 inhibitior	+	0.9759	97.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8254	82.54%
P-glycoprotein inhibitior	+	0.8740	87.40%
P-glycoprotein substrate	-	0.7862	78.62%
CYP3A4 substrate	+	0.5882	58.82%
CYP2C9 substrate	-	0.5764	57.64%
CYP2D6 substrate	-	0.8019	80.19%
CYP3A4 inhibition	-	0.7690	76.90%
CYP2C9 inhibition	-	0.8996	89.96%
CYP2C19 inhibition	-	0.9007	90.07%
CYP2D6 inhibition	-	0.9668	96.68%
CYP1A2 inhibition	+	0.7647	76.47%
CYP2C8 inhibition	+	0.4437	44.37%
CYP inhibitory promiscuity	-	0.5865	58.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5689	56.89%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.8720	87.20%
Skin irritation	-	0.8372	83.72%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7614	76.14%
Micronuclear	+	0.7318	73.18%
Hepatotoxicity	-	0.5718	57.18%
skin sensitisation	-	0.9397	93.97%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6724	67.24%
Acute Oral Toxicity (c)	II	0.5021	50.21%
Estrogen receptor binding	+	0.8502	85.02%
Androgen receptor binding	+	0.5425	54.25%
Thyroid receptor binding	-	0.5104	51.04%
Glucocorticoid receptor binding	+	0.8469	84.69%
Aromatase binding	-	0.5379	53.79%
PPAR gamma	+	0.5438	54.38%
Honey bee toxicity	-	0.7328	73.28%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6052	60.52%
Fish aquatic toxicity	+	0.9373	93.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.49%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.39%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.08%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.37%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.07%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.80%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.24%	94.00%
CHEMBL2535	P11166	Glucose transporter	87.47%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.65%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.57%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.94%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%

Plants that contains it

• Qualea labouriauana

Cross-Links

• PubChem: 162820298
• LOTUS: LTS0228994
• wikiData: Q105308633