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[(2R,3S,4S,5R,6S)-6-[2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)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 78f770f6-47d2-4139-acc9-f63e654e4060
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanidin 5-O-p-coumaroyl glycosides > Anthocyanidin 5-O-6-p-coumaroyl glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=CC=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)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C=CC(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=CC4=[O+]C(=C(C=C34)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C6=CC(=C(C(=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C42H46O24/c43-12-25-30(50)33(53)36(56)41(64-25)62-23-8-16(7-20(47)29(23)49)39-24(63-42-37(57)34(54)31(51)26(13-44)65-42)11-19-21(60-39)9-18(46)10-22(19)61-40-38(58)35(55)32(52)27(66-40)14-59-28(48)6-3-15-1-4-17(45)5-2-15/h1-11,25-27,30-38,40-44,50-58H,12-14H2,(H3-,45,46,47,48,49)/p+1/t25-,26-,27-,30-,31-,32-,33+,34+,35+,36-,37-,38-,40-,41-,42-/m1/s1
InChI Key YOXRYZQVIQLZEH-XQCSBWSISA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H47O24+
Molecular Weight 935.80 g/mol
Exact Mass 935.24572736 g/mol
Topological Polar Surface Area (TPSA) 386.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -3.00
H-Bond Acceptor 23
H-Bond Donor 15
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-7-hydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(4-hydroxyphenyl)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 - 0.8745 87.45%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Nucleus 0.4440 44.40%
OATP2B1 inhibitior - 0.8538 85.38%
OATP1B1 inhibitior + 0.8457 84.57%
OATP1B3 inhibitior + 0.9563 95.63%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8430 84.30%
P-glycoprotein inhibitior + 0.7157 71.57%
P-glycoprotein substrate - 0.6242 62.42%
CYP3A4 substrate + 0.6591 65.91%
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 + 0.8818 88.18%
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 - 0.9006 90.06%
Skin irritation - 0.8114 81.14%
Skin corrosion - 0.9591 95.91%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7915 79.15%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.8250 82.50%
skin sensitisation - 0.8713 87.13%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7000 70.00%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8556 85.56%
Acute Oral Toxicity (c) III 0.4213 42.13%
Estrogen receptor binding + 0.7335 73.35%
Androgen receptor binding + 0.6630 66.30%
Thyroid receptor binding + 0.5585 55.85%
Glucocorticoid receptor binding + 0.5936 59.36%
Aromatase binding + 0.5356 53.56%
PPAR gamma + 0.7314 73.14%
Honey bee toxicity - 0.7367 73.67%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
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 99.40% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.15% 89.00%
CHEMBL3194 P02766 Transthyretin 96.69% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.39% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 95.28% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.88% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.19% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.57% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.08% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.88% 89.62%
CHEMBL3401 O75469 Pregnane X receptor 87.56% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.98% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.94% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 83.60% 94.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.55% 99.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.33% 94.00%
CHEMBL2581 P07339 Cathepsin D 81.84% 98.95%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.70% 86.92%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.58% 83.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.03% 91.71%

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 101922573
LOTUS LTS0032144
wikiData Q105351593