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[(2S,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-5-hydroxy-2-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] 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 ad3e8c0e-d4d1-4b79-98f2-6eb63c7fe2dc
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2S,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-5-hydroxy-2-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] acetate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)OC(=O)C
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC(=O)C
InChI InChI=1S/C35H42O21/c1-11-29(51-12(2)37)32(56-34-26(46)24(44)21(41)18(9-36)53-34)28(48)33(50-11)49-10-19-22(42)25(45)27(47)35(54-19)55-31-23(43)20-16(40)7-15(39)8-17(20)52-30(31)13-3-5-14(38)6-4-13/h3-8,11,18-19,21-22,24-29,32-36,38-42,44-48H,9-10H2,1-2H3/t11-,18+,19+,21+,22-,24-,25-,26+,27+,28+,29-,32-,33+,34-,35-/m0/s1
InChI Key YUPYCKHOCPEDLM-RMDGZVLDSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H42O21
Molecular Weight 798.70 g/mol
Exact Mass 798.22185834 g/mol
Topological Polar Surface Area (TPSA) 331.00 Ų
XlogP -1.90
Atomic LogP (AlogP) -3.00
H-Bond Acceptor 21
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-5-hydroxy-2-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6486 64.86%
Caco-2 - 0.8895 88.95%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6330 63.30%
OATP2B1 inhibitior - 0.7152 71.52%
OATP1B1 inhibitior + 0.8428 84.28%
OATP1B3 inhibitior + 0.9713 97.13%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.5699 56.99%
P-glycoprotein inhibitior + 0.6318 63.18%
P-glycoprotein substrate + 0.6208 62.08%
CYP3A4 substrate + 0.6895 68.95%
CYP2C9 substrate + 0.5404 54.04%
CYP2D6 substrate - 0.8773 87.73%
CYP3A4 inhibition - 0.9383 93.83%
CYP2C9 inhibition - 0.9061 90.61%
CYP2C19 inhibition - 0.9266 92.66%
CYP2D6 inhibition - 0.9721 97.21%
CYP1A2 inhibition - 0.9177 91.77%
CYP2C8 inhibition + 0.8002 80.02%
CYP inhibitory promiscuity - 0.8191 81.91%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7163 71.63%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.8626 86.26%
Skin corrosion - 0.9585 95.85%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4137 41.37%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.5821 58.21%
skin sensitisation - 0.9303 93.03%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.7209 72.09%
Acute Oral Toxicity (c) III 0.5740 57.40%
Estrogen receptor binding + 0.7971 79.71%
Androgen receptor binding + 0.6221 62.21%
Thyroid receptor binding + 0.5187 51.87%
Glucocorticoid receptor binding + 0.6263 62.63%
Aromatase binding + 0.5967 59.67%
PPAR gamma + 0.7327 73.27%
Honey bee toxicity - 0.6935 69.35%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.8803 88.03%

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 99.60% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.42% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.33% 89.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.61% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.08% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.01% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 92.68% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.11% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.04% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.27% 85.14%
CHEMBL1951 P21397 Monoamine oxidase A 88.51% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.87% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.56% 94.45%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.23% 95.89%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.51% 95.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.74% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.67% 99.15%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.83% 94.80%
CHEMBL3194 P02766 Transthyretin 81.69% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.57% 99.23%

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 162973630
LOTUS LTS0167431
wikiData Q105364371