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(2S,3S,4S,5S)-2-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-4,5-dihydroxy-6-(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 895b1c3c-bf78-459d-ad38-c0135e9ffd76
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
IUPAC Name (2S,3S,4S,5S)-2-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(CO5)O)O)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C2=[O+]C3=CC(=CC(=C3C=C2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@H]([C@H]([C@H](CO5)O)O)O)O)O
InChI InChI=1S/C28H32O16/c1-38-16-3-10(4-17(39-2)21(16)34)25-18(7-12-13(31)5-11(30)6-15(12)41-25)42-28-26(23(36)22(35)19(8-29)43-28)44-27-24(37)20(33)14(32)9-40-27/h3-7,14,19-20,22-24,26-29,32-33,35-37H,8-9H2,1-2H3,(H2-,30,31,34)/p+1/t14-,19+,20-,22+,23-,24-,26+,27-,28+/m0/s1
InChI Key HJGHEPQTASNXPM-HGQRIPLMSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H33O16+
Molecular Weight 625.60 g/mol
Exact Mass 625.17685996 g/mol
Topological Polar Surface Area (TPSA) 238.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.84
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3S,4S,5S)-2-[(2S,3R,4S,5S,6R)-2-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-4,5-dihydroxy-6-(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 - 0.8030 80.30%
Caco-2 - 0.8939 89.39%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Nucleus 0.4702 47.02%
OATP2B1 inhibitior - 0.8523 85.23%
OATP1B1 inhibitior + 0.8659 86.59%
OATP1B3 inhibitior + 0.9655 96.55%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.5668 56.68%
P-glycoprotein inhibitior - 0.5224 52.24%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6607 66.07%
CYP2C9 substrate - 0.8062 80.62%
CYP2D6 substrate - 0.8108 81.08%
CYP3A4 inhibition - 0.9627 96.27%
CYP2C9 inhibition - 0.9365 93.65%
CYP2C19 inhibition - 0.9023 90.23%
CYP2D6 inhibition - 0.9110 91.10%
CYP1A2 inhibition - 0.8919 89.19%
CYP2C8 inhibition + 0.7084 70.84%
CYP inhibitory promiscuity - 0.8715 87.15%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6533 65.33%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9152 91.52%
Skin irritation - 0.8295 82.95%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.5454 54.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6849 68.49%
Micronuclear + 0.6459 64.59%
Hepatotoxicity - 0.7302 73.02%
skin sensitisation - 0.9184 91.84%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9521 95.21%
Acute Oral Toxicity (c) III 0.7168 71.68%
Estrogen receptor binding + 0.8368 83.68%
Androgen receptor binding + 0.5249 52.49%
Thyroid receptor binding + 0.5839 58.39%
Glucocorticoid receptor binding + 0.6302 63.02%
Aromatase binding + 0.6698 66.98%
PPAR gamma + 0.7347 73.47%
Honey bee toxicity - 0.7332 73.32%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity - 0.4513 45.13%

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 99.55% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.85% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 95.71% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.81% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.56% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 92.39% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 91.88% 91.49%
CHEMBL2581 P07339 Cathepsin D 90.48% 98.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.81% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.70% 92.62%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.70% 89.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.99% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.81% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.73% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.46% 85.14%
CHEMBL4208 P20618 Proteasome component C5 85.21% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.84% 95.89%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 84.79% 92.68%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.56% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.33% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.27% 99.15%

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 163188026
LOTUS LTS0233822
wikiData Q105029229