[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

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Internal ID accdbcda-7446-44b6-be60-eb0ef9dec46c
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C([O+]=C4C=C(C=C(C4=C3)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC(=C(C(=C6)OC)O)OC)O)O)O)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)OC
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=C([O+]=C4C=C(C=C(C4=C3)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)O)C6=CC(=C(C(=C6)OC)O)OC)O)O)O)O)O)OC(=O)C=CC7=CC(=C(C=C7)O)OC
InChI InChI=1S/C45H52O24/c1-17-41(69-31(49)8-6-18-5-7-22(48)25(9-18)59-2)37(55)40(58)43(63-17)62-16-30-34(52)36(54)39(57)45(68-30)66-28-14-21-23(64-42(28)19-10-26(60-3)32(50)27(11-19)61-4)12-20(47)13-24(21)65-44-38(56)35(53)33(51)29(15-46)67-44/h5-14,17,29-30,33-41,43-46,51-58H,15-16H2,1-4H3,(H2-,47,48,49,50)/p+1/t17-,29+,30+,33-,34-,35-,36+,37-,38+,39+,40-,41-,43+,44+,45+/m0/s1
InChI Key VEUBIJCEGPLGKZ-FOADQTSNSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H53O24+
Molecular Weight 977.90 g/mol
Exact Mass 977.29267755 g/mol
Topological Polar Surface Area (TPSA) 353.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.00
H-Bond Acceptor 23
H-Bond Donor 12
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-methyl-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]oxan-3-yl] 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7118 71.18%
Caco-2 - 0.8698 86.98%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Nucleus 0.4679 46.79%
OATP2B1 inhibitior - 0.7201 72.01%
OATP1B1 inhibitior + 0.8417 84.17%
OATP1B3 inhibitior + 0.9638 96.38%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.7777 77.77%
P-glycoprotein inhibitior + 0.7286 72.86%
P-glycoprotein substrate + 0.6156 61.56%
CYP3A4 substrate + 0.6882 68.82%
CYP2C9 substrate - 0.8076 80.76%
CYP2D6 substrate - 0.8628 86.28%
CYP3A4 inhibition - 0.9623 96.23%
CYP2C9 inhibition - 0.9163 91.63%
CYP2C19 inhibition - 0.8909 89.09%
CYP2D6 inhibition - 0.9298 92.98%
CYP1A2 inhibition - 0.9176 91.76%
CYP2C8 inhibition + 0.8574 85.74%
CYP inhibitory promiscuity - 0.7070 70.70%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6475 64.75%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9014 90.14%
Skin irritation - 0.8321 83.21%
Skin corrosion - 0.9544 95.44%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8145 81.45%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9024 90.24%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity - 0.9503 95.03%
Acute Oral Toxicity (c) III 0.6428 64.28%
Estrogen receptor binding + 0.7961 79.61%
Androgen receptor binding + 0.5858 58.58%
Thyroid receptor binding + 0.5869 58.69%
Glucocorticoid receptor binding + 0.7161 71.61%
Aromatase binding + 0.6334 63.34%
PPAR gamma + 0.7691 76.91%
Honey bee toxicity - 0.7010 70.10%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5855 58.55%
Fish aquatic toxicity + 0.8640 86.40%

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 99.76% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.83% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.81% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.79% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.13% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 94.54% 91.49%
CHEMBL3194 P02766 Transthyretin 94.35% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.98% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.60% 99.17%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.51% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.51% 92.94%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.64% 99.15%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.60% 89.62%
CHEMBL3401 O75469 Pregnane X receptor 87.90% 94.73%
CHEMBL2581 P07339 Cathepsin D 87.30% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.53% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.96% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.48% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.43% 85.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.32% 95.50%
CHEMBL4208 P20618 Proteasome component C5 82.90% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.71% 86.92%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 80.46% 92.38%

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.
Solanum tuberosum

Cross-Links

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PubChem 163185763
LOTUS LTS0124887
wikiData Q105284866