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

Details

• Internal ID: c1e52e3a-a237-47a6-8c91-89e95f5f56b3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 3-O-methylated flavonoids
• IUPAC Name: [4-(7-acetyloxy-5-hydroxy-6,8-dimethyl-4-oxo-2,3-dihydrochromen-2-yl)-2-methoxyphenyl] acetate
• InChI: InChI=1S/C22H22O8/c1-10-20(26)19-15(25)9-17(30-22(19)11(2)21(10)29-13(4)24)14-6-7-16(28-12(3)23)18(8-14)27-5/h6-8,17,26H,9H2,1-5H3
• InChI Key: AOLRIXVCSLTLKV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₈
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.13146766 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9124	91.24%
Caco-2	+	0.5742	57.42%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7504	75.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8639	86.39%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4619	46.19%
P-glycoprotein inhibitior	+	0.6697	66.97%
P-glycoprotein substrate	-	0.7326	73.26%
CYP3A4 substrate	+	0.6038	60.38%
CYP2C9 substrate	-	0.5775	57.75%
CYP2D6 substrate	-	0.8384	83.84%
CYP3A4 inhibition	-	0.8646	86.46%
CYP2C9 inhibition	-	0.7834	78.34%
CYP2C19 inhibition	-	0.9199	91.99%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	-	0.5421	54.21%
CYP2C8 inhibition	+	0.5311	53.11%
CYP inhibitory promiscuity	-	0.7683	76.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5438	54.38%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8286	82.86%
Skin irritation	-	0.7964	79.64%
Skin corrosion	-	0.9701	97.01%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4655	46.55%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.5343	53.43%
skin sensitisation	-	0.9533	95.33%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7485	74.85%
Acute Oral Toxicity (c)	II	0.3776	37.76%
Estrogen receptor binding	+	0.8760	87.60%
Androgen receptor binding	+	0.5704	57.04%
Thyroid receptor binding	-	0.4902	49.02%
Glucocorticoid receptor binding	+	0.8594	85.94%
Aromatase binding	-	0.5153	51.53%
PPAR gamma	+	0.5977	59.77%
Honey bee toxicity	-	0.7351	73.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9174	91.74%

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	98.11%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.08%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.46%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.76%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.21%	94.00%
CHEMBL2535	P11166	Glucose transporter	85.84%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.22%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.54%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.48%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.65%	97.09%

Plants that contains it

• Qualea labouriauana

Cross-Links

• PubChem: 162863077
• LOTUS: LTS0235891
• wikiData: Q103816294