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3-oxo-3-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]propanoic 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 d072cff4-d0d5-4052-9c2a-69ae8105c04e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-5-O-glycosides
IUPAC Name 3-oxo-3-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]propanoic acid
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2=C(C=C3C(=CC(=CC3=[O+]2)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)COC(=O)CC(=O)O)O)O)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C2=C(C=C3C(=CC(=CC3=[O+]2)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@H](O5)COC(=O)CC(=O)O)O)O)O
InChI InChI=1S/C32H36O20/c1-45-16-3-11(4-17(46-2)23(16)38)30-18(50-32-29(44)27(42)25(40)20(52-32)10-47-22(37)8-21(35)36)7-13-14(48-30)5-12(34)6-15(13)49-31-28(43)26(41)24(39)19(9-33)51-31/h3-7,19-20,24-29,31-33,39-44H,8-10H2,1-2H3,(H2-,34,35,36,38)/p+1/t19-,20-,24+,25+,26+,27-,28-,29-,31-,32-/m1/s1
InChI Key JVWKTROBNQKVEQ-WDSNJRLMSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H37O20+
Molecular Weight 741.60 g/mol
Exact Mass 741.18781857 g/mol
Topological Polar Surface Area (TPSA) 302.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -1.81
H-Bond Acceptor 18
H-Bond Donor 10
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-oxo-3-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-[7-hydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxyoxan-2-yl]methoxy]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7810 78.10%
Caco-2 - 0.8886 88.86%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Nucleus 0.5101 51.01%
OATP2B1 inhibitior - 0.5782 57.82%
OATP1B1 inhibitior + 0.8457 84.57%
OATP1B3 inhibitior + 0.9630 96.30%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7845 78.45%
P-glycoprotein inhibitior + 0.6577 65.77%
P-glycoprotein substrate - 0.5824 58.24%
CYP3A4 substrate + 0.6409 64.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8473 84.73%
CYP3A4 inhibition - 0.9069 90.69%
CYP2C9 inhibition - 0.9347 93.47%
CYP2C19 inhibition - 0.9141 91.41%
CYP2D6 inhibition - 0.9387 93.87%
CYP1A2 inhibition - 0.8979 89.79%
CYP2C8 inhibition + 0.7805 78.05%
CYP inhibitory promiscuity - 0.9364 93.64%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6809 68.09%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9116 91.16%
Skin irritation - 0.8409 84.09%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis - 0.6224 62.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8217 82.17%
Micronuclear + 0.6359 63.59%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.9176 91.76%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8437 84.37%
Acute Oral Toxicity (c) III 0.6679 66.79%
Estrogen receptor binding + 0.8275 82.75%
Androgen receptor binding + 0.5450 54.50%
Thyroid receptor binding + 0.5149 51.49%
Glucocorticoid receptor binding + 0.6492 64.92%
Aromatase binding + 0.5940 59.40%
PPAR gamma + 0.6515 65.15%
Honey bee toxicity - 0.8025 80.25%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6449 64.49%
Fish aquatic toxicity + 0.8519 85.19%

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 98.53% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.15% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.09% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.17% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.40% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.40% 89.00%
CHEMBL2581 P07339 Cathepsin D 90.14% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.85% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.87% 86.33%
CHEMBL5255 O00206 Toll-like receptor 4 85.85% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.24% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.07% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 83.42% 94.73%
CHEMBL220 P22303 Acetylcholinesterase 83.33% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.87% 94.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.38% 97.36%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.90% 92.62%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 80.69% 92.38%

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.
Malva subovata

Cross-Links

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PubChem 163185576
LOTUS LTS0202995
wikiData Q105136001