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(2S,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxochromen-5-yl]oxy-3,5-dihydroxy-4-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-2-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

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 25379a12-65e4-4edd-9eab-3998bb5933f3
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name (2S,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxochromen-5-yl]oxy-3,5-dihydroxy-4-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-2-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)COC2C(C(OC(C2O)OC3=CC(=CC4=C3C(=O)C=C(O4)C5=CC(=C(C=C5)O)O)O)COC6C(C(C(C(O6)C(=O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)CO[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O)OC3=CC(=CC4=C3C(=O)C=C(O4)C5=CC(=C(C=C5)O)O)O)CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O)O)O)O)O
InChI InChI=1S/C34H40O21/c1-10-22(39)25(42)23(40)19(51-10)8-49-30-24(41)20(9-50-33-28(45)26(43)27(44)31(55-33)32(47)48)54-34(29(30)46)53-18-6-12(35)5-17-21(18)15(38)7-16(52-17)11-2-3-13(36)14(37)4-11/h2-7,10,19-20,22-31,33-37,39-46H,8-9H2,1H3,(H,47,48)/t10-,19-,20+,22-,23-,24+,25+,26-,27-,28+,29+,30-,31-,33+,34+/m0/s1
InChI Key QFRYQWYZSQDFOS-KAAOTKJTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H40O21
Molecular Weight 784.70 g/mol
Exact Mass 784.20620828 g/mol
Topological Polar Surface Area (TPSA) 342.00 Ų
XlogP -3.10
Atomic LogP (AlogP) -3.43
H-Bond Acceptor 20
H-Bond Donor 12
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5R,6R)-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxochromen-5-yl]oxy-3,5-dihydroxy-4-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]methoxy]oxan-2-yl]methoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6382 63.82%
Caco-2 - 0.8977 89.77%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7071 70.71%
OATP2B1 inhibitior - 0.7142 71.42%
OATP1B1 inhibitior + 0.8732 87.32%
OATP1B3 inhibitior + 0.9617 96.17%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5143 51.43%
P-glycoprotein inhibitior - 0.4527 45.27%
P-glycoprotein substrate + 0.5382 53.82%
CYP3A4 substrate + 0.6414 64.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8760 87.60%
CYP3A4 inhibition - 0.9513 95.13%
CYP2C9 inhibition - 0.8265 82.65%
CYP2C19 inhibition - 0.8718 87.18%
CYP2D6 inhibition - 0.9695 96.95%
CYP1A2 inhibition - 0.8852 88.52%
CYP2C8 inhibition + 0.8111 81.11%
CYP inhibitory promiscuity - 0.7723 77.23%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6394 63.94%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9080 90.80%
Skin irritation - 0.8472 84.72%
Skin corrosion - 0.9523 95.23%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6870 68.70%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.7532 75.32%
skin sensitisation - 0.9184 91.84%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9311 93.11%
Acute Oral Toxicity (c) III 0.5589 55.89%
Estrogen receptor binding + 0.7927 79.27%
Androgen receptor binding + 0.6014 60.14%
Thyroid receptor binding - 0.5252 52.52%
Glucocorticoid receptor binding + 0.5787 57.87%
Aromatase binding + 0.5949 59.49%
PPAR gamma + 0.7330 73.30%
Honey bee toxicity - 0.7174 71.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity + 0.9217 92.17%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.62% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.41% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.23% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.59% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.47% 86.33%
CHEMBL3194 P02766 Transthyretin 95.06% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.94% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.47% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.21% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.53% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 88.51% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.03% 86.92%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.59% 95.78%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.75% 96.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.10% 91.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.51% 99.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.35% 96.95%
CHEMBL5255 O00206 Toll-like receptor 4 80.21% 92.50%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.01% 95.64%

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.
Globularia alypum

Cross-Links

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PubChem 163033243
LOTUS LTS0109531
wikiData Q105219731