[5-(5,6-Diacetyloxy-3,7-dimethoxy-4-oxochromen-2-yl)-2,3-dimethoxyphenyl] acetate

Details

• Internal ID: dc9ba462-8139-4367-92be-b6684724f972
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: [5-(5,6-diacetyloxy-3,7-dimethoxy-4-oxochromen-2-yl)-2,3-dimethoxyphenyl] acetate
• InChI: InChI=1S/C25H24O12/c1-11(26)34-18-9-14(8-16(30-4)22(18)32-6)21-25(33-7)20(29)19-15(37-21)10-17(31-5)23(35-12(2)27)24(19)36-13(3)28/h8-10H,1-7H3
• InChI Key: CCJWTJMKRMHOHK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₁₂
• Molecular Weight: 516.40 g/mol
• Exact Mass: 516.12677620 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 12
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	-	0.5566	55.66%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9485	94.85%
OATP1B3 inhibitior	+	0.9806	98.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7839	78.39%
P-glycoprotein inhibitior	+	0.9107	91.07%
P-glycoprotein substrate	-	0.7035	70.35%
CYP3A4 substrate	+	0.5082	50.82%
CYP2C9 substrate	-	0.8104	81.04%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.7725	77.25%
CYP2C9 inhibition	-	0.9062	90.62%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9796	97.96%
CYP1A2 inhibition	+	0.9108	91.08%
CYP2C8 inhibition	+	0.6049	60.49%
CYP inhibitory promiscuity	+	0.5112	51.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5526	55.26%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.7692	76.92%
Skin irritation	-	0.8090	80.90%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8550	85.50%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9547	95.47%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7097	70.97%
Acute Oral Toxicity (c)	II	0.6190	61.90%
Estrogen receptor binding	+	0.8249	82.49%
Androgen receptor binding	+	0.6870	68.70%
Thyroid receptor binding	+	0.5824	58.24%
Glucocorticoid receptor binding	+	0.8274	82.74%
Aromatase binding	+	0.5183	51.83%
PPAR gamma	+	0.6819	68.19%
Honey bee toxicity	-	0.7400	74.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.9683	96.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.29%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.64%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.91%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.53%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.19%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.19%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.79%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.14%	99.17%
CHEMBL4302	P08183	P-glycoprotein 1	83.78%	92.98%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.30%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	82.48%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.72%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	81.25%	81.11%

Plants that contains it

• Apuleia leiocarpa

Cross-Links

• PubChem: 162820231
• LOTUS: LTS0193917
• wikiData: Q103817541