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[(2R,3S,4R,5S,6S)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

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 bdf0ee59-8185-482c-a22f-f3bf9b483c63
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2R,3S,4R,5S,6S)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H36O19/c1-13-32(54-24(43)7-3-14-2-5-17(38)19(40)8-14)29(47)31(49)35(51-13)50-12-23-26(44)28(46)30(48)36(53-23)55-34-27(45)25-21(42)10-16(37)11-22(25)52-33(34)15-4-6-18(39)20(41)9-15/h2-11,13,23,26,28-32,35-42,44,46-49H,12H2,1H3/b7-3+/t13-,23-,26+,28+,29-,30-,31+,32-,35+,36+/m1/s1
InChI Key DLYWVZSZZMLYSR-FFADRSHCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H36O19
Molecular Weight 772.70 g/mol
Exact Mass 772.18507891 g/mol
Topological Polar Surface Area (TPSA) 312.00 Ų
XlogP 0.70
Atomic LogP (AlogP) -0.01
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4R,5S,6S)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5706 57.06%
Caco-2 - 0.8923 89.23%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6748 67.48%
OATP2B1 inhibitior - 0.5698 56.98%
OATP1B1 inhibitior + 0.8763 87.63%
OATP1B3 inhibitior + 0.9717 97.17%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7063 70.63%
P-glycoprotein inhibitior + 0.6184 61.84%
P-glycoprotein substrate + 0.5965 59.65%
CYP3A4 substrate + 0.6927 69.27%
CYP2C9 substrate - 0.8193 81.93%
CYP2D6 substrate - 0.8751 87.51%
CYP3A4 inhibition - 0.9233 92.33%
CYP2C9 inhibition - 0.8185 81.85%
CYP2C19 inhibition - 0.8650 86.50%
CYP2D6 inhibition - 0.9499 94.99%
CYP1A2 inhibition - 0.9036 90.36%
CYP2C8 inhibition + 0.8966 89.66%
CYP inhibitory promiscuity - 0.7166 71.66%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6462 64.62%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9060 90.60%
Skin irritation - 0.8178 81.78%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis - 0.5237 52.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3856 38.56%
Micronuclear + 0.7192 71.92%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8976 89.76%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.9698 96.98%
Acute Oral Toxicity (c) III 0.5286 52.86%
Estrogen receptor binding + 0.7580 75.80%
Androgen receptor binding + 0.6577 65.77%
Thyroid receptor binding + 0.5187 51.87%
Glucocorticoid receptor binding + 0.6083 60.83%
Aromatase binding + 0.6378 63.78%
PPAR gamma + 0.7193 71.93%
Honey bee toxicity - 0.7127 71.27%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9691 96.91%

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 99.80% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.17% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 99.06% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.52% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.93% 98.95%
CHEMBL3194 P02766 Transthyretin 94.81% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 93.51% 95.64%
CHEMBL3401 O75469 Pregnane X receptor 92.50% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.08% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.95% 96.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 91.86% 80.78%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.29% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.64% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.86% 99.15%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 87.01% 95.50%
CHEMBL4208 P20618 Proteasome component C5 84.99% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.25% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.21% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.12% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.94% 94.80%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 80.89% 88.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.53% 97.36%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.18% 95.78%

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.
Stevia rebaudiana

Cross-Links

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PubChem 163188808
LOTUS LTS0206560
wikiData Q104984888