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(2R,3S,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4S,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 08cff00a-6ca6-4b9d-94f7-73f64ff47f7c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
IUPAC Name (2R,3S,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H40O19/c1-11-22(38)25(41)28(44)31(48-11)47-10-21-24(40)26(42)30(52-32-27(43)23(39)17(37)9-46-32)33(51-21)50-20-8-14-16(36)6-13(34)7-18(14)49-29(20)12-3-4-15(35)19(5-12)45-2/h3-8,11,17,21-28,30-33,37-44H,9-10H2,1-2H3,(H2-,34,35,36)/p+1/t11-,17-,21+,22-,23-,24+,25+,26-,27-,28-,30+,31+,32-,33+/m0/s1
InChI Key QPRUMSQUWSXDAQ-KXFSHHDHSA-O
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H41O19+
Molecular Weight 741.70 g/mol
Exact Mass 741.22420407 g/mol
Topological Polar Surface Area (TPSA) 288.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -2.00
H-Bond Acceptor 18
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 (2R,3S,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4S,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 - 0.9075 90.75%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Nucleus 0.4246 42.46%
OATP2B1 inhibitior - 0.8564 85.64%
OATP1B1 inhibitior + 0.8838 88.38%
OATP1B3 inhibitior + 0.9547 95.47%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6595 65.95%
P-glycoprotein inhibitior - 0.5291 52.91%
P-glycoprotein substrate + 0.6435 64.35%
CYP3A4 substrate + 0.6802 68.02%
CYP2C9 substrate - 0.8109 81.09%
CYP2D6 substrate - 0.8088 80.88%
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 + 0.7996 79.96%
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 - 0.9145 91.45%
Skin irritation - 0.8275 82.75%
Skin corrosion - 0.9513 95.13%
Ames mutagenesis - 0.5354 53.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7421 74.21%
Micronuclear + 0.7059 70.59%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9194 91.94%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.9704 97.04%
Acute Oral Toxicity (c) III 0.7222 72.22%
Estrogen receptor binding + 0.8125 81.25%
Androgen receptor binding - 0.5220 52.20%
Thyroid receptor binding + 0.5598 55.98%
Glucocorticoid receptor binding + 0.5734 57.34%
Aromatase binding + 0.6041 60.41%
PPAR gamma + 0.7166 71.66%
Honey bee toxicity - 0.7280 72.80%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5600 56.00%
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 99.65% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.62% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.06% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.82% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.47% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.28% 89.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.20% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.94% 97.36%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.82% 89.62%
CHEMBL2581 P07339 Cathepsin D 92.33% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.14% 99.15%
CHEMBL1937 Q92769 Histone deacetylase 2 88.27% 94.75%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.93% 95.83%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.35% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.53% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.47% 96.00%
CHEMBL4208 P20618 Proteasome component C5 84.86% 90.00%
CHEMBL226 P30542 Adenosine A1 receptor 84.80% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.70% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.16% 95.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.06% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.21% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.19% 92.62%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 80.26% 82.67%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 80.02% 97.31%

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 163191176
LOTUS LTS0101625
wikiData Q105225560