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3-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

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 5e359f05-8c70-4b58-9a4b-2d412847b1c4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H50O25/c1-10-21(45)26(50)29(53)36(57-10)56-9-19-24(48)28(52)35(64-38-31(55)33(22(46)11(2)58-38)62-37-30(54)27(51)23(47)18(8-40)60-37)39(61-19)63-34-25(49)20-16(44)6-13(41)7-17(20)59-32(34)12-3-4-14(42)15(43)5-12/h3-7,10-11,18-19,21-24,26-31,33,35-48,50-55H,8-9H2,1-2H3/t10-,11+,18-,19-,21-,22+,23-,24+,26+,27+,28+,29+,30-,31-,33-,35-,36+,37+,38+,39+/m0/s1
InChI Key CBSLALAKOKYDBZ-KWXOLURISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C39H50O25
Molecular Weight 918.80 g/mol
Exact Mass 918.26411708 g/mol
Topological Polar Surface Area (TPSA) 404.00 Ų
XlogP -4.00
Atomic LogP (AlogP) -5.01
H-Bond Acceptor 25
H-Bond Donor 15
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2R,3S,4R,5S,6S)-3-[(2R,3S,4S,5R,6R)-3,5-dihydroxy-6-methyl-4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5497 54.97%
Caco-2 - 0.8933 89.33%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6766 67.66%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8932 89.32%
OATP1B3 inhibitior + 0.9600 96.00%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7522 75.22%
P-glycoprotein inhibitior + 0.6163 61.63%
P-glycoprotein substrate + 0.6021 60.21%
CYP3A4 substrate + 0.6796 67.96%
CYP2C9 substrate - 0.6847 68.47%
CYP2D6 substrate - 0.8618 86.18%
CYP3A4 inhibition - 0.9374 93.74%
CYP2C9 inhibition - 0.9309 93.09%
CYP2C19 inhibition - 0.9265 92.65%
CYP2D6 inhibition - 0.9638 96.38%
CYP1A2 inhibition - 0.8967 89.67%
CYP2C8 inhibition + 0.8503 85.03%
CYP inhibitory promiscuity - 0.6970 69.70%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7090 70.90%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.8493 84.93%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7756 77.56%
Micronuclear + 0.6433 64.33%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.9309 93.09%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9127 91.27%
Acute Oral Toxicity (c) III 0.6183 61.83%
Estrogen receptor binding + 0.8048 80.48%
Androgen receptor binding + 0.6270 62.70%
Thyroid receptor binding + 0.5270 52.70%
Glucocorticoid receptor binding - 0.4903 49.03%
Aromatase binding + 0.5662 56.62%
PPAR gamma + 0.7339 73.39%
Honey bee toxicity - 0.7010 70.10%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.8349 83.49%

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 99.72% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.10% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.04% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.11% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.02% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.56% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 93.28% 94.73%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.50% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.79% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.57% 96.09%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 86.73% 95.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.62% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.44% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.96% 86.92%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 85.29% 80.78%
CHEMBL3194 P02766 Transthyretin 84.03% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.18% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.78% 95.78%
CHEMBL4208 P20618 Proteasome component C5 80.52% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.06% 97.09%

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 163006500
LOTUS LTS0008962
wikiData Q104952754