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(2R,3R,4R,5R)-2-[(2S,3S,4R,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-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 9262746e-43ac-432e-9900-d69944dddb13
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
IUPAC Name (2R,3R,4R,5R)-2-[(2S,3S,4R,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) COC1=C(C=CC(=C1)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)OC5C(C(C(CO5)O)O)O)O)O)O)O)O
SMILES (Isomeric) COC1=C(C=CC(=C1)C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](O4)CO)O[C@@H]5[C@@H]([C@@H]([C@@H](CO5)O)O)O)O)O)O)O)O
InChI InChI=1S/C27H30O15/c1-37-17-4-10(2-3-13(17)30)24-18(7-12-14(31)5-11(29)6-16(12)39-24)40-27-23(36)21(34)25(19(8-28)41-27)42-26-22(35)20(33)15(32)9-38-26/h2-7,15,19-23,25-28,32-36H,8-9H2,1H3,(H2-,29,30,31)/p+1/t15-,19+,20-,21-,22-,23-,25-,26-,27-/m1/s1
InChI Key FTIVSPBWRBIYQF-AYCAYUGPSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H31O15+
Molecular Weight 595.50 g/mol
Exact Mass 595.16629528 g/mol
Topological Polar Surface Area (TPSA) 229.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.85
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4R,5R)-2-[(2S,3S,4R,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromenylium-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-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 - 0.7956 79.56%
Caco-2 - 0.9145 91.45%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Nucleus 0.4885 48.85%
OATP2B1 inhibitior - 0.5759 57.59%
OATP1B1 inhibitior + 0.9016 90.16%
OATP1B3 inhibitior + 0.9683 96.83%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7367 73.67%
P-glycoprotein inhibitior - 0.6097 60.97%
P-glycoprotein substrate - 0.5421 54.21%
CYP3A4 substrate + 0.6598 65.98%
CYP2C9 substrate - 0.8062 80.62%
CYP2D6 substrate - 0.8108 81.08%
CYP3A4 inhibition - 0.9678 96.78%
CYP2C9 inhibition - 0.9301 93.01%
CYP2C19 inhibition - 0.8814 88.14%
CYP2D6 inhibition - 0.9094 90.94%
CYP1A2 inhibition - 0.8937 89.37%
CYP2C8 inhibition + 0.7644 76.44%
CYP inhibitory promiscuity - 0.8682 86.82%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6125 61.25%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9054 90.54%
Skin irritation - 0.8181 81.81%
Skin corrosion - 0.9526 95.26%
Ames mutagenesis + 0.5246 52.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4131 41.31%
Micronuclear + 0.6359 63.59%
Hepatotoxicity - 0.7177 71.77%
skin sensitisation - 0.9180 91.80%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity - 0.9288 92.88%
Acute Oral Toxicity (c) III 0.6944 69.44%
Estrogen receptor binding + 0.8311 83.11%
Androgen receptor binding + 0.5643 56.43%
Thyroid receptor binding + 0.5839 58.39%
Glucocorticoid receptor binding + 0.5999 59.99%
Aromatase binding + 0.6739 67.39%
PPAR gamma + 0.7477 74.77%
Honey bee toxicity - 0.7198 71.98%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity - 0.5053 50.53%

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 99.41% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.88% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.25% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.98% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.49% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.37% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.97% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.30% 89.62%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.16% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.33% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.37% 92.62%
CHEMBL1951 P21397 Monoamine oxidase A 86.85% 91.49%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.46% 95.83%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.95% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.83% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.81% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.57% 94.45%
CHEMBL4208 P20618 Proteasome component C5 84.51% 90.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.78% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.30% 95.78%
CHEMBL3438 Q05513 Protein kinase C zeta 82.24% 88.48%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.02% 96.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.99% 97.28%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.70% 97.14%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.64% 97.36%

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 163188023
LOTUS LTS0203693
wikiData Q105001064