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3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 8d9adb0f-e4ea-4bda-a2e1-4845562607c8
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H28O15/c27-7-15-18(33)20(35)21(36)25(39-15)41-24-17(32)13(31)8-37-26(24)40-23-19(34)16-12(30)5-11(29)6-14(16)38-22(23)9-1-3-10(28)4-2-9/h1-6,13,15,17-18,20-21,24-33,35-36H,7-8H2/t13-,15-,17+,18+,20+,21-,24-,25+,26+/m1/s1
InChI Key LXNUZEDYQFEXEG-IHPAPMAYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H28O15
Molecular Weight 580.50 g/mol
Exact Mass 580.14282018 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -0.80
Atomic LogP (AlogP) -1.78
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-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 - 0.5110 51.10%
Caco-2 - 0.9282 92.82%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.4988 49.88%
OATP2B1 inhibitior - 0.5529 55.29%
OATP1B1 inhibitior + 0.8707 87.07%
OATP1B3 inhibitior + 0.9174 91.74%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8061 80.61%
P-glycoprotein inhibitior - 0.5623 56.23%
P-glycoprotein substrate - 0.5502 55.02%
CYP3A4 substrate + 0.6689 66.89%
CYP2C9 substrate - 0.6762 67.62%
CYP2D6 substrate - 0.8575 85.75%
CYP3A4 inhibition - 0.9373 93.73%
CYP2C9 inhibition - 0.9644 96.44%
CYP2C19 inhibition - 0.9395 93.95%
CYP2D6 inhibition - 0.9332 93.32%
CYP1A2 inhibition - 0.9304 93.04%
CYP2C8 inhibition + 0.7911 79.11%
CYP inhibitory promiscuity - 0.8779 87.79%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6882 68.82%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.8958 89.58%
Skin irritation - 0.8205 82.05%
Skin corrosion - 0.9667 96.67%
Ames mutagenesis + 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3964 39.64%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.6922 69.22%
skin sensitisation - 0.9071 90.71%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9148 91.48%
Acute Oral Toxicity (c) III 0.4508 45.08%
Estrogen receptor binding + 0.8109 81.09%
Androgen receptor binding + 0.6975 69.75%
Thyroid receptor binding - 0.4883 48.83%
Glucocorticoid receptor binding - 0.4938 49.38%
Aromatase binding + 0.6890 68.90%
PPAR gamma + 0.7669 76.69%
Honey bee toxicity - 0.7014 70.14%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6050 60.50%
Fish aquatic toxicity + 0.7253 72.53%

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 99.66% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.85% 89.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 96.84% 95.64%
CHEMBL2581 P07339 Cathepsin D 96.44% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.91% 94.00%
CHEMBL1951 P21397 Monoamine oxidase A 91.14% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.65% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.90% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.37% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 87.14% 94.73%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.96% 95.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.57% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.14% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.97% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.93% 96.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 85.58% 95.83%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.50% 99.17%
CHEMBL3194 P02766 Transthyretin 82.90% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 82.82% 94.75%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.70% 80.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.06% 90.71%
CHEMBL4208 P20618 Proteasome component C5 81.11% 90.00%

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 70683523
NPASS NPC470405
ChEMBL CHEMBL2023573