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3-O-[[(2S,3R,4S,5S,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl] 1-O-methyl propanedioate

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 347899b9-b6ba-4067-9abf-539de0abb806
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
IUPAC Name 3-O-[[(2S,3R,4S,5S,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl] 1-O-methyl propanedioate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H32O17/c1-41-21(35)9-22(36)42-11-20-24(38)25(39)28(47-29-26(40)23(37)17(34)10-43-29)30(46-20)45-19-8-15-16(33)6-14(32)7-18(15)44-27(19)12-2-4-13(31)5-3-12/h2-8,17,20,23-26,28-30,34,37-40H,9-11H2,1H3,(H2-,31,32,33)/p+1/t17-,20-,23+,24-,25-,26+,28-,29+,30+/m0/s1
InChI Key UESAMCVFZZGZKM-QTSJLWSSSA-O
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H33O17+
Molecular Weight 665.60 g/mol
Exact Mass 665.17177458 g/mol
Topological Polar Surface Area (TPSA) 252.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -0.75
H-Bond Acceptor 16
H-Bond Donor 8
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-O-[[(2S,3R,4S,5S,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)chromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2R,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl] 1-O-methyl propanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6522 65.22%
Caco-2 - 0.9118 91.18%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.4479 44.79%
OATP2B1 inhibitior - 0.8471 84.71%
OATP1B1 inhibitior + 0.8703 87.03%
OATP1B3 inhibitior + 0.9572 95.72%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9182 91.82%
P-glycoprotein inhibitior - 0.4503 45.03%
P-glycoprotein substrate + 0.5254 52.54%
CYP3A4 substrate + 0.6970 69.70%
CYP2C9 substrate - 0.8049 80.49%
CYP2D6 substrate - 0.8475 84.75%
CYP3A4 inhibition - 0.9558 95.58%
CYP2C9 inhibition - 0.9334 93.34%
CYP2C19 inhibition - 0.8880 88.80%
CYP2D6 inhibition - 0.9241 92.41%
CYP1A2 inhibition - 0.8816 88.16%
CYP2C8 inhibition + 0.7966 79.66%
CYP inhibitory promiscuity - 0.9484 94.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6433 64.33%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9181 91.81%
Skin irritation - 0.8201 82.01%
Skin corrosion - 0.9458 94.58%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7282 72.82%
Micronuclear + 0.5459 54.59%
Hepatotoxicity - 0.6540 65.40%
skin sensitisation - 0.9167 91.67%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.9401 94.01%
Acute Oral Toxicity (c) III 0.6561 65.61%
Estrogen receptor binding + 0.8628 86.28%
Androgen receptor binding + 0.6513 65.13%
Thyroid receptor binding - 0.4905 49.05%
Glucocorticoid receptor binding + 0.5642 56.42%
Aromatase binding + 0.6096 60.96%
PPAR gamma + 0.7082 70.82%
Honey bee toxicity - 0.7586 75.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9415 94.15%

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 99.59% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.00% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 95.76% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.95% 89.00%
CHEMBL2581 P07339 Cathepsin D 93.77% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.51% 94.00%
CHEMBL4040 P28482 MAP kinase ERK2 92.35% 83.82%
CHEMBL205 P00918 Carbonic anhydrase II 90.79% 98.44%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.65% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.70% 99.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 89.57% 94.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.33% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.45% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.29% 85.14%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.55% 95.64%
CHEMBL5255 O00206 Toll-like receptor 4 84.38% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.33% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.79% 95.56%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 83.62% 97.03%
CHEMBL4208 P20618 Proteasome component C5 83.37% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 82.86% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 82.81% 94.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.51% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.41% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.47% 99.15%
CHEMBL226 P30542 Adenosine A1 receptor 80.03% 95.93%

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.
Anemone coronaria

Cross-Links

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PubChem 163191386
LOTUS LTS0036942
wikiData Q105271103