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3-[(2S,3R,4S,5R,6S)-6-[[(2R,3S,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-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 34bf4972-e501-4c22-b786-1462206c9836
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5R,6S)-6-[[(2R,3S,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
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(CO6)O)O)O)O
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](CO6)O)O)O)O
InChI InChI=1S/C32H38O19/c1-10-19(37)28(50-30-24(42)20(38)15(36)8-45-30)26(44)31(47-10)46-9-17-21(39)23(41)25(43)32(49-17)51-29-22(40)18-14(35)6-13(34)7-16(18)48-27(29)11-2-4-12(33)5-3-11/h2-7,10,15,17,19-21,23-26,28,30-39,41-44H,8-9H2,1H3/t10-,15+,17+,19+,20-,21+,23+,24-,25-,26+,28+,30-,31-,32+/m1/s1
InChI Key PHKFQMUSOLODBO-POTKNDALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38O19
Molecular Weight 726.60 g/mol
Exact Mass 726.20072898 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -2.93
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4S,5R,6S)-6-[[(2R,3S,4S,5S,6R)-3,5-dihydroxy-6-methyl-4-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-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 + 0.5635 56.35%
Caco-2 - 0.9009 90.09%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.6570 65.70%
OATP2B1 inhibitior - 0.7141 71.41%
OATP1B1 inhibitior + 0.8625 86.25%
OATP1B3 inhibitior + 0.9190 91.90%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.5618 56.18%
P-glycoprotein inhibitior - 0.4696 46.96%
P-glycoprotein substrate + 0.6808 68.08%
CYP3A4 substrate + 0.6811 68.11%
CYP2C9 substrate - 0.7354 73.54%
CYP2D6 substrate - 0.8607 86.07%
CYP3A4 inhibition - 0.9513 95.13%
CYP2C9 inhibition - 0.9536 95.36%
CYP2C19 inhibition - 0.9338 93.38%
CYP2D6 inhibition - 0.9439 94.39%
CYP1A2 inhibition - 0.9091 90.91%
CYP2C8 inhibition + 0.8035 80.35%
CYP inhibitory promiscuity - 0.8349 83.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6383 63.83%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9061 90.61%
Skin irritation - 0.8252 82.52%
Skin corrosion - 0.9585 95.85%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4147 41.47%
Micronuclear + 0.6933 69.33%
Hepatotoxicity - 0.5476 54.76%
skin sensitisation - 0.9218 92.18%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9517 95.17%
Acute Oral Toxicity (c) III 0.6372 63.72%
Estrogen receptor binding + 0.7889 78.89%
Androgen receptor binding + 0.6214 62.14%
Thyroid receptor binding + 0.5225 52.25%
Glucocorticoid receptor binding + 0.5666 56.66%
Aromatase binding + 0.5839 58.39%
PPAR gamma + 0.7252 72.52%
Honey bee toxicity - 0.7433 74.33%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.8359 83.59%

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 99.68% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.75% 91.49%
CHEMBL2581 P07339 Cathepsin D 98.27% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.07% 89.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 97.22% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.44% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.46% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.95% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 91.19% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.25% 95.56%
CHEMBL4208 P20618 Proteasome component C5 85.67% 90.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.65% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.13% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.00% 94.45%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 84.48% 80.33%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.92% 95.78%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.56% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 83.54% 94.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.45% 99.15%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.53% 92.78%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.41% 95.89%

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.
Astragalus caprinus

Cross-Links

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PubChem 162953052
LOTUS LTS0129302
wikiData Q105209018