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[(3S,4S,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

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 6380ff9e-f730-4c5f-a18d-208d48cf3557
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 5-O-p-coumaroyl glycosides > Anthocyanidin 5-O-6-p-coumaroyl glycosides
IUPAC Name [(3S,4S,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=C(C=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=CC4=[O+]C(=C(C=C34)OC5C(C(C(C(O5)CO)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C=CC(=O)OCC2[C@H]([C@@H](C([C@@H](O2)OC3=CC(=CC4=[O+]C(=C(C=C34)O[C@H]5C(C([C@@H](C(O5)CO)O)O)O)C6=CC(=C(C=C6)O)O)O)O)O)O)O)O
InChI InChI=1S/C36H36O19/c37-12-25-28(44)30(46)32(48)36(54-25)53-24-11-17-22(51-34(24)15-3-5-19(40)21(42)8-15)9-16(38)10-23(17)52-35-33(49)31(47)29(45)26(55-35)13-50-27(43)6-2-14-1-4-18(39)20(41)7-14/h1-11,25-26,28-33,35-37,44-49H,12-13H2,(H4-,38,39,40,41,42,43)/p+1/t25?,26?,28-,29-,30?,31+,32?,33?,35-,36-/m1/s1
InChI Key DBWNTBWELCRVQD-UZMBYUDCSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H37O19+
Molecular Weight 773.70 g/mol
Exact Mass 773.19290395 g/mol
Topological Polar Surface Area (TPSA) 307.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.47
H-Bond Acceptor 18
H-Bond Donor 12
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4S,6S)-6-[2-(3,4-dihydroxyphenyl)-7-hydroxy-3-[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)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 - 0.6960 69.60%
Caco-2 - 0.8938 89.38%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Nucleus 0.4440 44.40%
OATP2B1 inhibitior - 0.5701 57.01%
OATP1B1 inhibitior + 0.8959 89.59%
OATP1B3 inhibitior + 0.9563 95.63%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7104 71.04%
P-glycoprotein inhibitior + 0.6751 67.51%
P-glycoprotein substrate - 0.7212 72.12%
CYP3A4 substrate + 0.6463 64.63%
CYP2C9 substrate - 0.8045 80.45%
CYP2D6 substrate - 0.8622 86.22%
CYP3A4 inhibition - 0.9498 94.98%
CYP2C9 inhibition - 0.9191 91.91%
CYP2C19 inhibition - 0.8568 85.68%
CYP2D6 inhibition - 0.9037 90.37%
CYP1A2 inhibition - 0.8988 89.88%
CYP2C8 inhibition + 0.8593 85.93%
CYP inhibitory promiscuity - 0.7020 70.20%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6652 66.52%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.9010 90.10%
Skin irritation - 0.8114 81.14%
Skin corrosion - 0.9591 95.91%
Ames mutagenesis - 0.5037 50.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7489 74.89%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.8821 88.21%
skin sensitisation - 0.8713 87.13%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8215 82.15%
Acute Oral Toxicity (c) III 0.4213 42.13%
Estrogen receptor binding + 0.7419 74.19%
Androgen receptor binding + 0.6696 66.96%
Thyroid receptor binding + 0.5305 53.05%
Glucocorticoid receptor binding + 0.6029 60.29%
Aromatase binding + 0.5794 57.94%
PPAR gamma + 0.7010 70.10%
Honey bee toxicity - 0.7118 71.18%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9058 90.58%

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 99.53% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.84% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.09% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.17% 86.33%
CHEMBL3194 P02766 Transthyretin 94.32% 90.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.28% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.27% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.18% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.18% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.54% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.90% 86.92%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.51% 83.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.67% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.18% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 84.92% 94.73%
CHEMBL2581 P07339 Cathepsin D 84.09% 98.95%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.46% 95.78%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 82.94% 80.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.97% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.03% 92.94%

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 163188903
LOTUS LTS0216338
wikiData Q104974894