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3-[[(3S,5S,6S)-6-[3-[(2S,3S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

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 9b6d1f35-9140-40bb-ad11-6a591532b1b3
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
IUPAC Name 3-[[(3S,5S,6S)-6-[3-[(2S,3S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H40O23/c36-8-20-25(45)28(48)32(58-33-29(49)24(44)16(40)9-52-33)35(56-20)55-19-6-13-17(53-31(19)11-1-2-14(38)15(39)3-11)4-12(37)5-18(13)54-34-30(50)27(47)26(46)21(57-34)10-51-23(43)7-22(41)42/h1-6,16,20-21,24-30,32-36,40,44-50H,7-10H2,(H3-,37,38,39,41,42)/p+1/t16-,20?,21?,24-,25-,26-,27?,28?,29?,30+,32+,33+,34-,35-/m1/s1
InChI Key CVAUKYVPQCYVDV-CMOQLXPBSA-O
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C35H41O23+
Molecular Weight 829.70 g/mol
Exact Mass 829.20386255 g/mol
Topological Polar Surface Area (TPSA) 363.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -3.66
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 12

Synonyms

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LMPK12010194

2D Structure

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2D Structure of 3-[[(3S,5S,6S)-6-[3-[(2S,3S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-7-hydroxychromenylium-5-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-3-oxopropanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7926 79.26%
Caco-2 - 0.8930 89.30%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Nucleus 0.5257 52.57%
OATP2B1 inhibitior - 0.8503 85.03%
OATP1B1 inhibitior + 0.8886 88.86%
OATP1B3 inhibitior + 0.9519 95.19%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8380 83.80%
P-glycoprotein inhibitior + 0.6689 66.89%
P-glycoprotein substrate + 0.5080 50.80%
CYP3A4 substrate + 0.6866 68.66%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.9204 92.04%
CYP2C9 inhibition - 0.9430 94.30%
CYP2C19 inhibition - 0.8961 89.61%
CYP2D6 inhibition - 0.9294 92.94%
CYP1A2 inhibition - 0.8936 89.36%
CYP2C8 inhibition + 0.8040 80.40%
CYP inhibitory promiscuity - 0.9440 94.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6698 66.98%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9031 90.31%
Skin irritation - 0.8329 83.29%
Skin corrosion - 0.9556 95.56%
Ames mutagenesis + 0.5230 52.30%
Human Ether-a-go-go-Related Gene inhibition + 0.7828 78.28%
Micronuclear + 0.6359 63.59%
Hepatotoxicity - 0.8164 81.64%
skin sensitisation - 0.9073 90.73%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.9249 92.49%
Acute Oral Toxicity (c) III 0.4367 43.67%
Estrogen receptor binding + 0.7894 78.94%
Androgen receptor binding + 0.5781 57.81%
Thyroid receptor binding - 0.5086 50.86%
Glucocorticoid receptor binding - 0.5172 51.72%
Aromatase binding + 0.5702 57.02%
PPAR gamma + 0.7053 70.53%
Honey bee toxicity - 0.7132 71.32%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8964 89.64%

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 99.69% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 96.69% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.96% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.59% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.09% 89.00%
CHEMBL2581 P07339 Cathepsin D 91.57% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.71% 99.17%
CHEMBL220 P22303 Acetylcholinesterase 90.26% 94.45%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 89.94% 95.83%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.87% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.59% 96.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.40% 83.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.35% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.32% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.26% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.76% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 84.88% 95.93%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.13% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 84.00% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.33% 95.56%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.91% 82.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.52% 86.92%
CHEMBL340 P08684 Cytochrome P450 3A4 80.53% 91.19%

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.
Arabidopsis thaliana

Cross-Links

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PubChem 44256799
LOTUS LTS0231812
wikiData Q23449332