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[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-[4-[(2S,3R,4S,5R,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]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 6ce17397-55f3-4847-a3f7-c86d5d80266f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-[4-[(2S,3R,4S,5R,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]prop-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C53H56O26/c1-22-49(79-39(59)13-7-23-4-9-27(10-5-23)74-52-46(66)43(63)41(61)36(77-52)20-71-38(58)12-8-24-6-11-29(55)31(57)14-24)45(65)48(68)51(73-22)72-21-37-42(62)44(64)47(67)53(78-37)76-35-19-28-30(56)17-26(54)18-32(28)75-50(35)25-15-33(69-2)40(60)34(16-25)70-3/h4-19,22,36-37,41-49,51-53,61-68H,20-21H2,1-3H3,(H4-,54,55,56,57,58,60)/p+1/b13-7+/t22-,36+,37+,41-,42-,43-,44-,45-,46+,47+,48-,49-,51+,52+,53+/m0/s1
InChI Key QEXIJXCCZOALAC-PCSKWXQJSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C53H57O26+
Molecular Weight 1110.00 g/mol
Exact Mass 1109.31380692 g/mol
Topological Polar Surface Area (TPSA) 390.00 Ų
XlogP 0.00
Atomic LogP (AlogP) 0.66
H-Bond Acceptor 25
H-Bond Donor 13
Rotatable Bonds 17

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)chromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl] (E)-3-[4-[(2S,3R,4S,5R,6R)-6-[3-(3,4-dihydroxyphenyl)prop-2-enoyloxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]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 - 0.7534 75.34%
Caco-2 - 0.8610 86.10%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Nucleus 0.4723 47.23%
OATP2B1 inhibitior - 0.7206 72.06%
OATP1B1 inhibitior + 0.8404 84.04%
OATP1B3 inhibitior + 0.9532 95.32%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9246 92.46%
P-glycoprotein inhibitior + 0.7412 74.12%
P-glycoprotein substrate + 0.6539 65.39%
CYP3A4 substrate + 0.7124 71.24%
CYP2C9 substrate - 0.8076 80.76%
CYP2D6 substrate - 0.8619 86.19%
CYP3A4 inhibition - 0.9614 96.14%
CYP2C9 inhibition - 0.8712 87.12%
CYP2C19 inhibition - 0.8847 88.47%
CYP2D6 inhibition - 0.9344 93.44%
CYP1A2 inhibition - 0.9265 92.65%
CYP2C8 inhibition + 0.8646 86.46%
CYP inhibitory promiscuity - 0.7987 79.87%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6066 60.66%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8986 89.86%
Skin irritation - 0.8404 84.04%
Skin corrosion - 0.9494 94.94%
Ames mutagenesis + 0.5026 50.26%
Human Ether-a-go-go-Related Gene inhibition + 0.7673 76.73%
Micronuclear + 0.7033 70.33%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8978 89.78%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.9693 96.93%
Acute Oral Toxicity (c) III 0.6291 62.91%
Estrogen receptor binding + 0.7844 78.44%
Androgen receptor binding + 0.6587 65.87%
Thyroid receptor binding + 0.6041 60.41%
Glucocorticoid receptor binding + 0.7303 73.03%
Aromatase binding + 0.6459 64.59%
PPAR gamma + 0.7952 79.52%
Honey bee toxicity - 0.6635 66.35%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9439 94.39%

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 99.78% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.51% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 98.17% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.03% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.80% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.79% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.76% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.60% 99.15%
CHEMBL3194 P02766 Transthyretin 94.47% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.90% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.84% 95.56%
CHEMBL4208 P20618 Proteasome component C5 91.48% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.99% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.95% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.26% 89.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.77% 92.62%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 87.43% 80.78%
CHEMBL2581 P07339 Cathepsin D 87.20% 98.95%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.26% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.29% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.00% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 82.49% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.88% 95.89%
CHEMBL1907 P15144 Aminopeptidase N 80.77% 93.31%

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.
Petunia inflata

Cross-Links

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PubChem 163185852
LOTUS LTS0116356
wikiData Q105219427