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3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-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 ad44f492-9c33-4eb8-8b7c-d223713d3e6b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
SMILES (Canonical) C1C(C(C(O1)OC2C(C(C(OC2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)CO)O)O)O)(CO)O
SMILES (Isomeric) C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)CO)O)O)O)(CO)O
InChI InChI=1S/C26H28O16/c27-6-15-17(33)19(35)22(42-25-23(36)26(37,7-28)8-38-25)24(40-15)41-21-18(34)16-13(32)4-10(29)5-14(16)39-20(21)9-1-2-11(30)12(31)3-9/h1-5,15,17,19,22-25,27-33,35-37H,6-8H2/t15-,17-,19+,22-,23+,24+,25+,26-/m1/s1
InChI Key QJWRRPPVKXMSJD-CFSZRLFJSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C26H28O16
Molecular Weight 596.50 g/mol
Exact Mass 596.13773480 g/mol
Topological Polar Surface Area (TPSA) 266.00 Ų
XlogP -0.90
Atomic LogP (AlogP) -2.07
H-Bond Acceptor 16
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-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 + 0.6445 64.45%
Caco-2 - 0.9159 91.59%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6268 62.68%
OATP2B1 inhibitior - 0.5549 55.49%
OATP1B1 inhibitior + 0.9080 90.80%
OATP1B3 inhibitior + 0.9377 93.77%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8142 81.42%
P-glycoprotein inhibitior - 0.4337 43.37%
P-glycoprotein substrate - 0.5448 54.48%
CYP3A4 substrate + 0.6950 69.50%
CYP2C9 substrate - 0.8263 82.63%
CYP2D6 substrate - 0.8608 86.08%
CYP3A4 inhibition - 0.8434 84.34%
CYP2C9 inhibition - 0.9185 91.85%
CYP2C19 inhibition - 0.8482 84.82%
CYP2D6 inhibition - 0.8986 89.86%
CYP1A2 inhibition - 0.9073 90.73%
CYP2C8 inhibition + 0.8399 83.99%
CYP inhibitory promiscuity - 0.8029 80.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5523 55.23%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.8890 88.90%
Skin irritation - 0.8084 80.84%
Skin corrosion - 0.9520 95.20%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6870 68.70%
Micronuclear + 0.6733 67.33%
Hepatotoxicity + 0.5302 53.02%
skin sensitisation - 0.8757 87.57%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.7928 79.28%
Acute Oral Toxicity (c) III 0.5556 55.56%
Estrogen receptor binding + 0.8146 81.46%
Androgen receptor binding + 0.7221 72.21%
Thyroid receptor binding + 0.5502 55.02%
Glucocorticoid receptor binding + 0.6031 60.31%
Aromatase binding + 0.7017 70.17%
PPAR gamma + 0.7747 77.47%
Honey bee toxicity - 0.6770 67.70%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5750 57.50%
Fish aquatic toxicity + 0.7847 78.47%

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 99.81% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.00% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.36% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 94.63% 91.49%
CHEMBL2581 P07339 Cathepsin D 94.21% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.20% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.02% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.80% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 92.59% 95.93%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.51% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.76% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.31% 86.92%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.11% 99.23%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 84.11% 95.53%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.03% 95.83%
CHEMBL4530 P00488 Coagulation factor XIII 83.97% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 83.54% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.20% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.92% 90.00%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.53% 80.33%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.14% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.47% 99.17%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.44% 95.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.96% 97.28%
CHEMBL1937 Q92769 Histone deacetylase 2 80.77% 94.75%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.52% 92.88%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.30% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.09% 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.
There are no matching plants.

Cross-Links

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PubChem 21676282
LOTUS LTS0112445
wikiData Q105222948