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[(2R,3S,4R,5S,6S)-3-acetyloxy-6-[(2S,3R,4R,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxyoxan-2-yl]methyl acetate

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 7ddf2f58-5de0-49db-a618-6b4d2ad6fae9
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2R,3S,4R,5S,6S)-3-acetyloxy-6-[(2S,3R,4R,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H36O19/c1-11(34)45-10-20-28(46-12(2)35)24(41)25(42)31(49-20)50-29-22(39)19(9-33)48-32(26(29)43)51-30-23(40)21-16(38)7-14(36)8-18(21)47-27(30)13-4-5-15(37)17(6-13)44-3/h4-8,19-20,22,24-26,28-29,31-33,36-39,41-43H,9-10H2,1-3H3/t19-,20-,22+,24-,25+,26-,28-,29-,31+,32+/m1/s1
InChI Key UAIFJJZKHMRAFH-DWZMDGIQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H36O19
Molecular Weight 724.60 g/mol
Exact Mass 724.18507891 g/mol
Topological Polar Surface Area (TPSA) 287.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -1.27
H-Bond Acceptor 19
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5S,6S)-3-acetyloxy-6-[(2S,3R,4R,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5137 51.37%
Caco-2 - 0.8957 89.57%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5050 50.50%
OATP2B1 inhibitior - 0.5780 57.80%
OATP1B1 inhibitior + 0.8786 87.86%
OATP1B3 inhibitior + 0.9596 95.96%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6845 68.45%
P-glycoprotein inhibitior + 0.6482 64.82%
P-glycoprotein substrate + 0.5196 51.96%
CYP3A4 substrate + 0.6964 69.64%
CYP2C9 substrate - 0.8246 82.46%
CYP2D6 substrate - 0.8713 87.13%
CYP3A4 inhibition - 0.9701 97.01%
CYP2C9 inhibition - 0.9408 94.08%
CYP2C19 inhibition - 0.9491 94.91%
CYP2D6 inhibition - 0.9634 96.34%
CYP1A2 inhibition - 0.9386 93.86%
CYP2C8 inhibition + 0.8471 84.71%
CYP inhibitory promiscuity - 0.8859 88.59%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7233 72.33%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9033 90.33%
Skin irritation - 0.8515 85.15%
Skin corrosion - 0.9574 95.74%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4382 43.82%
Micronuclear + 0.5333 53.33%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9327 93.27%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7417 74.17%
Acute Oral Toxicity (c) III 0.6678 66.78%
Estrogen receptor binding + 0.8518 85.18%
Androgen receptor binding + 0.6685 66.85%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6554 65.54%
Aromatase binding + 0.6293 62.93%
PPAR gamma + 0.7265 72.65%
Honey bee toxicity - 0.7122 71.22%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.8763 87.63%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.14% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.84% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.66% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.39% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.90% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.94% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.38% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.80% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.28% 85.14%
CHEMBL3401 O75469 Pregnane X receptor 89.58% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.37% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.02% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.95% 94.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 86.60% 95.64%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.87% 99.15%
CHEMBL3194 P02766 Transthyretin 84.79% 90.71%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.01% 95.78%
CHEMBL340 P08684 Cytochrome P450 3A4 82.42% 91.19%
CHEMBL4208 P20618 Proteasome component C5 82.11% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.04% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.98% 92.62%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 80.98% 95.48%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.27% 95.50%

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.
Achlys triphylla

Cross-Links

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PubChem 163028861
LOTUS LTS0023734
wikiData Q105268809