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4-{5-(acetyloxy)-4-oxo-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-4H-chromen-2-yl}benzene-1,2-diyl diacetate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID f4b2fb1c-53fc-4f97-b5aa-d9e7d42e9ba7
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-acetyloxy-2-(3,4-diacetyloxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1C(C(C(C(O1)OC2=CC3=C(C(=C2)OC(=O)C)C(=O)C=C(O3)C4=CC(=C(C=C4)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC3=C(C(=C2)OC(=O)C)C(=O)C=C(O3)C4=CC(=C(C=C4)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
InChI InChI=1S/C35H34O18/c1-15(36)44-14-30-32(48-19(5)40)33(49-20(6)41)34(50-21(7)42)35(53-30)51-23-11-28(47-18(4)39)31-24(43)13-26(52-29(31)12-23)22-8-9-25(45-16(2)37)27(10-22)46-17(3)38/h8-13,30,32-35H,14H2,1-7H3/t30-,32-,33+,34-,35-/m1/s1
InChI Key JDAPIOVVXOAJOM-VSSHJLDSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H34O18
Molecular Weight 742.60 g/mol
Exact Mass 742.17451423 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 18
H-Bond Donor 0
Rotatable Bonds 11

Synonyms

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DTXSID501106773
STL524594
AKOS030491419
22030-05-3
4-{5-(acetyloxy)-4-oxo-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-4H-chromen-2-yl}benzene-1,2-diyl diacetate
5-(Acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-4H-1-benzopyran-4-one

2D Structure

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2D Structure of 4-{5-(acetyloxy)-4-oxo-7-[(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)oxy]-4H-chromen-2-yl}benzene-1,2-diyl diacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9773 97.73%
Caco-2 - 0.8295 82.95%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7607 76.07%
OATP2B1 inhibitior - 0.5612 56.12%
OATP1B1 inhibitior + 0.9270 92.70%
OATP1B3 inhibitior - 0.3719 37.19%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9792 97.92%
P-glycoprotein inhibitior + 0.8851 88.51%
P-glycoprotein substrate - 0.6813 68.13%
CYP3A4 substrate + 0.6465 64.65%
CYP2C9 substrate - 0.7985 79.85%
CYP2D6 substrate - 0.8859 88.59%
CYP3A4 inhibition - 0.8613 86.13%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.9026 90.26%
CYP2D6 inhibition - 0.9610 96.10%
CYP1A2 inhibition - 0.8181 81.81%
CYP2C8 inhibition + 0.6959 69.59%
CYP inhibitory promiscuity + 0.5323 53.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6731 67.31%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.8545 85.45%
Skin corrosion - 0.9740 97.40%
Ames mutagenesis - 0.6064 60.64%
Human Ether-a-go-go-Related Gene inhibition + 0.8281 82.81%
Micronuclear + 0.5192 51.92%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8868 88.68%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7245 72.45%
Acute Oral Toxicity (c) III 0.6962 69.62%
Estrogen receptor binding + 0.8106 81.06%
Androgen receptor binding + 0.7699 76.99%
Thyroid receptor binding + 0.5903 59.03%
Glucocorticoid receptor binding + 0.8213 82.13%
Aromatase binding + 0.6041 60.41%
PPAR gamma + 0.7400 74.00%
Honey bee toxicity - 0.6628 66.28%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6699 66.99%
Fish aquatic toxicity + 0.9753 97.53%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.26% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.58% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.10% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.75% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.04% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 91.99% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.16% 96.09%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 89.68% 83.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.55% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.33% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.20% 86.92%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.54% 95.78%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 86.63% 81.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.21% 96.95%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.81% 97.28%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.50% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 80.61% 92.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Chrysanthemum morifolium

Cross-Links

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PubChem 16396576
NPASS NPC414831
ChEMBL CHEMBL450297
LOTUS LTS0269265
wikiData Q105125300