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[(2R,3S,4S,5R,6S)-6-[2-[3-[(2S,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyphenyl]-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 a3e8e0ae-3670-47f0-8057-2974ca83fe77
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-[(2S,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyphenyl]-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)
SMILES (Isomeric)
InChI InChI=1S/C51H52O27/c52-17-33-39(61)42(64)45(67)51(76-33)75-32-16-25-29(14-24(54)15-30(25)73-49-46(68)43(65)40(62)34(77-49)18-70-36(58)9-4-20-1-6-23(53)7-2-20)72-48(32)22-12-28(57)38(60)31(13-22)74-50-47(69)44(66)41(63)35(78-50)19-71-37(59)10-5-21-3-8-26(55)27(56)11-21/h1-16,33-35,39-47,49-52,61-69H,17-19H2,(H5-,53,54,55,56,57,58,59,60)/p+1/t33-,34-,35-,39-,40-,41-,42+,43+,44+,45-,46-,47-,49-,50-,51-/m1/s1
InChI Key WBNQPCMTMNJDOR-JXKRDHHRSA-O
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C51H53O27+
Molecular Weight 1097.90 g/mol
Exact Mass 1097.27742141 g/mol
Topological Polar Surface Area (TPSA) 433.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.32
H-Bond Acceptor 26
H-Bond Donor 16
Rotatable Bonds 16

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-[(2S,3R,4S,5S,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,5-dihydroxyphenyl]-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 - 0.7695 76.95%
Caco-2 - 0.8636 86.36%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Nucleus 0.4984 49.84%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.8545 85.45%
OATP1B3 inhibitior + 0.9736 97.36%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8763 87.63%
P-glycoprotein inhibitior + 0.7393 73.93%
P-glycoprotein substrate - 0.5883 58.83%
CYP3A4 substrate + 0.6711 67.11%
CYP2C9 substrate - 0.8045 80.45%
CYP2D6 substrate - 0.8622 86.22%
CYP3A4 inhibition - 0.9408 94.08%
CYP2C9 inhibition - 0.8977 89.77%
CYP2C19 inhibition - 0.8553 85.53%
CYP2D6 inhibition - 0.9269 92.69%
CYP1A2 inhibition - 0.9141 91.41%
CYP2C8 inhibition + 0.8855 88.55%
CYP inhibitory promiscuity - 0.8246 82.46%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6709 67.09%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.8981 89.81%
Skin irritation - 0.8257 82.57%
Skin corrosion - 0.9534 95.34%
Ames mutagenesis - 0.5637 56.37%
Human Ether-a-go-go-Related Gene inhibition + 0.8161 81.61%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.8500 85.00%
skin sensitisation - 0.8765 87.65%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8583 85.83%
Acute Oral Toxicity (c) IV 0.3956 39.56%
Estrogen receptor binding + 0.7076 70.76%
Androgen receptor binding + 0.6923 69.23%
Thyroid receptor binding + 0.5939 59.39%
Glucocorticoid receptor binding + 0.6103 61.03%
Aromatase binding + 0.5482 54.82%
PPAR gamma + 0.7428 74.28%
Honey bee toxicity - 0.7093 70.93%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9324 93.24%

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 99.72% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.67% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.26% 89.00%
CHEMBL3194 P02766 Transthyretin 97.05% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.39% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.49% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.25% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.57% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 89.53% 99.15%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.22% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.99% 97.09%
CHEMBL3401 O75469 Pregnane X receptor 87.56% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.31% 95.56%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.00% 83.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.17% 92.94%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.23% 86.92%
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 101701426
LOTUS LTS0249027
wikiData Q105300861