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3-[(2S,3R,4S,5R,6S)-6-[[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-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 48e92405-4fe0-41cb-b2d5-f3261a3556db
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,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)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)OC3C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)OC)O)O)O)O)OC6[C@@H]([C@H]([C@@H](CO6)O)O)O)O
InChI InChI=1S/C33H42O20/c1-10-20(38)29(52-31-25(43)21(39)15(37)8-47-31)27(45)32(49-10)48-9-18-22(40)24(42)26(44)33(51-18)53-30-23(41)19-14(36)6-12(34)7-17(19)50-28(30)11-3-4-13(35)16(5-11)46-2/h3-7,10,15,18,20-22,24-40,42-45H,8-9H2,1-2H3/t10-,15+,18-,20-,21-,22-,24-,25+,26+,27-,28?,29+,30?,31?,32+,33-/m0/s1
InChI Key RWDPKEVVXVEYDI-WXWIDQJVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H42O20
Molecular Weight 758.70 g/mol
Exact Mass 758.22694372 g/mol
Topological Polar Surface Area (TPSA) 313.00 Ų
XlogP -3.00
Atomic LogP (AlogP) -3.37
H-Bond Acceptor 20
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 3-[(2S,3R,4S,5R,6S)-6-[[(2R,3S,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-[(3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-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 - 0.4594 45.94%
Caco-2 - 0.8939 89.39%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5851 58.51%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8785 87.85%
OATP1B3 inhibitior + 0.9495 94.95%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5770 57.70%
P-glycoprotein inhibitior - 0.4724 47.24%
P-glycoprotein substrate + 0.5715 57.15%
CYP3A4 substrate + 0.6838 68.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8557 85.57%
CYP3A4 inhibition - 0.9206 92.06%
CYP2C9 inhibition - 0.9461 94.61%
CYP2C19 inhibition - 0.9332 93.32%
CYP2D6 inhibition - 0.9275 92.75%
CYP1A2 inhibition - 0.9269 92.69%
CYP2C8 inhibition + 0.6655 66.55%
CYP inhibitory promiscuity - 0.8326 83.26%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6686 66.86%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9096 90.96%
Skin irritation - 0.8326 83.26%
Skin corrosion - 0.9576 95.76%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3852 38.52%
Micronuclear + 0.7233 72.33%
Hepatotoxicity - 0.5151 51.51%
skin sensitisation - 0.9301 93.01%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9068 90.68%
Acute Oral Toxicity (c) III 0.7494 74.94%
Estrogen receptor binding + 0.7827 78.27%
Androgen receptor binding - 0.5500 55.00%
Thyroid receptor binding + 0.5143 51.43%
Glucocorticoid receptor binding + 0.6282 62.82%
Aromatase binding + 0.5374 53.74%
PPAR gamma + 0.7101 71.01%
Honey bee toxicity - 0.7241 72.41%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.7604 76.04%

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 99.86% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.28% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.00% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.65% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.51% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.12% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.17% 94.00%
CHEMBL4208 P20618 Proteasome component C5 91.93% 90.00%
CHEMBL1951 P21397 Monoamine oxidase A 91.48% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.94% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.44% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.98% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 85.44% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.21% 96.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.21% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.79% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.62% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.65% 86.92%
CHEMBL2535 P11166 Glucose transporter 82.39% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.32% 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.
Haloxylon scoparium

Cross-Links

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PubChem 162961495
LOTUS LTS0155844
wikiData Q105246463