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(2R,3S,4R,5R,6S)-2-[[(2S,3S,4S,5S,6S)-6-[2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

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 9e5e6c5f-7e7c-4c04-a28a-47ee08dcc086
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
IUPAC Name (2R,3S,4R,5R,6S)-2-[[(2S,3S,4S,5S,6S)-6-[2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C(=C5)OC)O)O)O)O)OC6C(C(C(CO6)O)O)O)O)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)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C(=C5)OC)O)O)O)O)O[C@@H]6[C@@H]([C@@H]([C@H](CO6)O)O)O)O)O)O)O)O
InChI InChI=1S/C33H40O20/c1-10-21(38)25(42)28(45)31(49-10)48-9-20-24(41)26(43)30(53-32-27(44)23(40)16(37)8-47-32)33(52-20)51-19-7-13-14(35)5-12(34)6-17(13)50-29(19)11-3-15(36)22(39)18(4-11)46-2/h3-7,10,16,20-21,23-28,30-33,37-38,40-45H,8-9H2,1-2H3,(H3-,34,35,36,39)/p+1/t10-,16-,20-,21-,23+,24+,25+,26-,27+,28-,30-,31+,32+,33+/m0/s1
InChI Key WIRDGPKKXIGASY-IKXFDQFUSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H41O20+
Molecular Weight 757.70 g/mol
Exact Mass 757.21911869 g/mol
Topological Polar Surface Area (TPSA) 308.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -2.29
H-Bond Acceptor 19
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 (2R,3S,4R,5R,6S)-2-[[(2S,3S,4S,5S,6S)-6-[2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7873 78.73%
Caco-2 - 0.9073 90.73%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Nucleus 0.4246 42.46%
OATP2B1 inhibitior - 0.8559 85.59%
OATP1B1 inhibitior + 0.8606 86.06%
OATP1B3 inhibitior + 0.9547 95.47%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6384 63.84%
P-glycoprotein inhibitior - 0.4900 49.00%
P-glycoprotein substrate + 0.6907 69.07%
CYP3A4 substrate + 0.6830 68.30%
CYP2C9 substrate - 0.8099 80.99%
CYP2D6 substrate - 0.8153 81.53%
CYP3A4 inhibition - 0.9619 96.19%
CYP2C9 inhibition - 0.9244 92.44%
CYP2C19 inhibition - 0.8807 88.07%
CYP2D6 inhibition - 0.8920 89.20%
CYP1A2 inhibition - 0.8952 89.52%
CYP2C8 inhibition + 0.7848 78.48%
CYP inhibitory promiscuity - 0.8462 84.62%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6146 61.46%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9124 91.24%
Skin irritation - 0.8275 82.75%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7852 78.52%
Micronuclear + 0.7059 70.59%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9194 91.94%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9811 98.11%
Acute Oral Toxicity (c) III 0.7222 72.22%
Estrogen receptor binding + 0.8147 81.47%
Androgen receptor binding - 0.5067 50.67%
Thyroid receptor binding + 0.5514 55.14%
Glucocorticoid receptor binding + 0.5524 55.24%
Aromatase binding + 0.6109 61.09%
PPAR gamma + 0.7267 72.67%
Honey bee toxicity - 0.7284 72.84%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.6898 68.98%

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 99.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.03% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 97.87% 91.49%
CHEMBL3714130 P46095 G-protein coupled receptor 6 96.64% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 96.57% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.49% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.41% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 93.91% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.86% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.85% 89.62%
CHEMBL2581 P07339 Cathepsin D 89.47% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.82% 92.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.25% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.16% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.60% 96.00%
CHEMBL4208 P20618 Proteasome component C5 85.16% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.08% 95.93%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.55% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.36% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.06% 95.56%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.84% 97.31%
CHEMBL3401 O75469 Pregnane X receptor 81.22% 94.73%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 80.98% 92.68%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.85% 95.83%

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 163193574
LOTUS LTS0154028
wikiData Q105306452