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[(2R,3S,4S,5R,6S)-6-[[(2R,3R)-3-acetyloxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (2R)-2-methylbutanoate

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 6cfe38bc-8006-402d-923e-17d9d8a9dc69
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[[(2R,3R)-3-acetyloxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (2R)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OCC1C(C(C(C(O1)OC2=CC(=C3CC(C(OC3=C2)C4=CC(=C(C=C4)O)O)OC(=O)C)O)O)O)O
SMILES (Isomeric) CC[C@@H](C)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C[C@H]([C@H](OC3=C2)C4=CC(=C(C=C4)O)O)OC(=O)C)O)O)O)O
InChI InChI=1S/C28H34O13/c1-4-12(2)27(36)37-11-22-23(33)24(34)25(35)28(41-22)39-15-8-18(31)16-10-21(38-13(3)29)26(40-20(16)9-15)14-5-6-17(30)19(32)7-14/h5-9,12,21-26,28,30-35H,4,10-11H2,1-3H3/t12-,21-,22-,23-,24+,25-,26-,28-/m1/s1
InChI Key AQVPKTDBUSQXBL-FQFUJHNMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O13
Molecular Weight 578.60 g/mol
Exact Mass 578.19994113 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.19
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[[(2R,3R)-3-acetyloxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-3,4-dihydro-2H-chromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (2R)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5984 59.84%
Caco-2 - 0.8689 86.89%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7581 75.81%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.8722 87.22%
OATP1B3 inhibitior + 0.8749 87.49%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7563 75.63%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate - 0.6726 67.26%
CYP3A4 substrate + 0.6498 64.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8468 84.68%
CYP3A4 inhibition - 0.9282 92.82%
CYP2C9 inhibition - 0.8380 83.80%
CYP2C19 inhibition - 0.8573 85.73%
CYP2D6 inhibition - 0.9663 96.63%
CYP1A2 inhibition - 0.7249 72.49%
CYP2C8 inhibition + 0.5977 59.77%
CYP inhibitory promiscuity - 0.8207 82.07%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7037 70.37%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9334 93.34%
Skin irritation - 0.8486 84.86%
Skin corrosion - 0.9563 95.63%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6451 64.51%
Micronuclear + 0.5100 51.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9131 91.31%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8595 85.95%
Acute Oral Toxicity (c) III 0.5129 51.29%
Estrogen receptor binding + 0.8294 82.94%
Androgen receptor binding + 0.6629 66.29%
Thyroid receptor binding - 0.5075 50.75%
Glucocorticoid receptor binding + 0.6406 64.06%
Aromatase binding + 0.5645 56.45%
PPAR gamma + 0.6733 67.33%
Honey bee toxicity - 0.7414 74.14%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5850 58.50%
Fish aquatic toxicity + 0.9892 98.92%

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 99.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.27% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.91% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.73% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.28% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.66% 97.09%
CHEMBL3004 P33527 Multidrug resistance-associated protein 1 92.17% 96.37%
CHEMBL3401 O75469 Pregnane X receptor 91.19% 94.73%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 90.83% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.52% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.13% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.99% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.27% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.33% 85.14%
CHEMBL4208 P20618 Proteasome component C5 84.94% 90.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.37% 90.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.30% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.63% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.36% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.06% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.45% 95.56%
CHEMBL2535 P11166 Glucose transporter 80.87% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.16% 96.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162957888
LOTUS LTS0053932
wikiData Q104917114