[3,5-Diacetyloxy-6-[[2-(3,4-dihydroxyphenyl)-8-hydroxy-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4-hydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 3039c6b4-1162-4ab5-8be6-94a041ba9325
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [3,5-diacetyloxy-6-[[2-(3,4-dihydroxyphenyl)-8-hydroxy-4-oxo-2,3-dihydrochromen-7-yl]oxy]-4-hydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=O)CC(O3)C4=CC(=C(C=C4)O)O)O)OC(=O)C)O)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=O)CC(O3)C4=CC(=C(C=C4)O)O)O)OC(=O)C)O)OC(=O)C
• InChI: InChI=1S/C27H28O14/c1-11(28)36-10-21-25(37-12(2)29)23(35)26(38-13(3)30)27(41-21)40-19-7-5-15-17(32)9-20(39-24(15)22(19)34)14-4-6-16(31)18(33)8-14/h4-8,20-21,23,25-27,31,33-35H,9-10H2,1-3H3
• InChI Key: XZJFDPWKIXOQLU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₁₄
• Molecular Weight: 576.50 g/mol
• Exact Mass: 576.14790556 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7365	73.65%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8150	81.50%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	-	0.2372	23.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8065	80.65%
P-glycoprotein inhibitior	+	0.7199	71.99%
P-glycoprotein substrate	-	0.6245	62.45%
CYP3A4 substrate	+	0.6613	66.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	-	0.9730	97.30%
CYP2C9 inhibition	-	0.8640	86.40%
CYP2C19 inhibition	-	0.9346	93.46%
CYP2D6 inhibition	-	0.9461	94.61%
CYP1A2 inhibition	-	0.8755	87.55%
CYP2C8 inhibition	+	0.5867	58.67%
CYP inhibitory promiscuity	-	0.8093	80.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7031	70.31%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.8491	84.91%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4730	47.30%
Micronuclear	+	0.5892	58.92%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9358	93.58%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7694	76.94%
Acute Oral Toxicity (c)	III	0.6750	67.50%
Estrogen receptor binding	+	0.7735	77.35%
Androgen receptor binding	+	0.6301	63.01%
Thyroid receptor binding	-	0.5350	53.50%
Glucocorticoid receptor binding	+	0.7012	70.12%
Aromatase binding	-	0.4856	48.56%
PPAR gamma	+	0.6235	62.35%
Honey bee toxicity	-	0.7639	76.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6499	64.99%
Fish aquatic toxicity	+	0.9731	97.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.95%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.72%	89.00%
CHEMBL4208	P20618	Proteasome component C5	92.00%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.75%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.74%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.42%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.50%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.26%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	87.05%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.02%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.90%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	86.11%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.85%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.40%	99.17%
CHEMBL3194	P02766	Transthyretin	84.75%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.13%	95.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.61%	91.19%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.17%	86.92%

Plants that contains it

• Bidens pilosa

Cross-Links

• PubChem: 74819348
• LOTUS: LTS0169244
• wikiData: Q105344974