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3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 8f158728-2d57-41b2-8ab6-2a5bed841b24
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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)OC2C(C(C(OC2OCC3C(C(C(C(O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O)O)O)CO)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC[C@@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)OC4=C(OC5=CC(=CC(=C5C4=O)O)O)C6=CC=C(C=C6)O)O)O)O)CO)O)O)O)O)O
InChI InChI=1S/C33H40O20/c1-10-19(38)23(42)26(45)31(48-10)53-30-25(44)20(39)16(8-34)50-33(30)47-9-17-21(40)24(43)27(46)32(51-17)52-29-22(41)18-14(37)6-13(36)7-15(18)49-28(29)11-2-4-12(35)5-3-11/h2-7,10,16-17,19-21,23-27,30-40,42-46H,8-9H2,1H3/t10-,16+,17+,19-,20+,21-,23+,24-,25-,26+,27+,30+,31-,32-,33+/m0/s1
InChI Key YFGCAELKAPEXJG-KUBKRSRPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O20
Molecular Weight 756.70 g/mol
Exact Mass 756.21129366 g/mol
Topological Polar Surface Area (TPSA) 324.00 Ų
XlogP -2.50
Atomic LogP (AlogP) -3.57
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 - 0.5372 53.72%
Caco-2 - 0.9012 90.12%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.6684 66.84%
OATP2B1 inhibitior - 0.8547 85.47%
OATP1B1 inhibitior + 0.8736 87.36%
OATP1B3 inhibitior + 0.9642 96.42%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.4812 48.12%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5699 56.99%
CYP3A4 substrate + 0.6654 66.54%
CYP2C9 substrate - 0.6986 69.86%
CYP2D6 substrate - 0.8617 86.17%
CYP3A4 inhibition - 0.9550 95.50%
CYP2C9 inhibition - 0.9252 92.52%
CYP2C19 inhibition - 0.9129 91.29%
CYP2D6 inhibition - 0.9613 96.13%
CYP1A2 inhibition - 0.8948 89.48%
CYP2C8 inhibition + 0.8136 81.36%
CYP inhibitory promiscuity - 0.6991 69.91%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6759 67.59%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9097 90.97%
Skin irritation - 0.8374 83.74%
Skin corrosion - 0.9635 96.35%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4007 40.07%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.9289 92.89%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8463 84.63%
Acute Oral Toxicity (c) III 0.5567 55.67%
Estrogen receptor binding + 0.7882 78.82%
Androgen receptor binding + 0.6044 60.44%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.4736 47.36%
Aromatase binding + 0.5943 59.43%
PPAR gamma + 0.7104 71.04%
Honey bee toxicity - 0.7315 73.15%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5550 55.50%
Fish aquatic toxicity + 0.8024 80.24%

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 99.46% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.91% 89.00%
CHEMBL2581 P07339 Cathepsin D 97.82% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 96.63% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.89% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.04% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 93.98% 94.73%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 93.46% 95.64%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.98% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.75% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.40% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.27% 95.56%
CHEMBL242 Q92731 Estrogen receptor beta 84.90% 98.35%
CHEMBL3194 P02766 Transthyretin 84.57% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.27% 99.15%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.75% 95.78%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.04% 97.36%

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.
Glycine max

Cross-Links

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PubChem 162869846
LOTUS LTS0035943
wikiData Q105347570