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(2R,3S,4S,5R,6S)-2-[[(2R,3S,4S,5S,6R)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

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 6d4053d8-b2ba-4be8-a163-5202c43ea659
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Anthocyanins > Anthocyanidin-3-O-glycosides
IUPAC Name (2R,3S,4S,5R,6S)-2-[[(2R,3S,4S,5S,6R)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C=C5)O)O)O)O)OC6C(C(C(CO6)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H]([C@@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@@H]([C@H](O2)OC3=CC4=C(C=C(C=C4[O+]=C3C5=CC(=C(C=C5)O)O)O)O)O[C@H]6[C@H]([C@H]([C@H](CO6)O)O)O)O)O)O)O)O
InChI InChI=1S/C32H38O19/c1-10-21(38)24(41)27(44)30(47-10)46-9-20-23(40)25(42)29(51-31-26(43)22(39)17(37)8-45-31)32(50-20)49-19-7-13-15(35)5-12(33)6-18(13)48-28(19)11-2-3-14(34)16(36)4-11/h2-7,10,17,20-27,29-32,37-44H,8-9H2,1H3,(H3-,33,34,35,36)/p+1/t10-,17-,20+,21-,22-,23+,24-,25-,26-,27-,29-,30+,31-,32-/m0/s1
InChI Key ZSWXIMXLLJRVFT-SWALNONUSA-O
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H39O19+
Molecular Weight 727.60 g/mol
Exact Mass 727.20855401 g/mol
Topological Polar Surface Area (TPSA) 299.00 Ų
XlogP 0.00
Atomic LogP (AlogP) -2.30
H-Bond Acceptor 18
H-Bond Donor 12
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6S)-2-[[(2R,3S,4S,5S,6R)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4-dihydroxy-5-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7643 76.43%
Caco-2 - 0.9104 91.04%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.4877 48.77%
OATP2B1 inhibitior - 0.8495 84.95%
OATP1B1 inhibitior + 0.8964 89.64%
OATP1B3 inhibitior + 0.9363 93.63%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.6814 68.14%
P-glycoprotein inhibitior - 0.5492 54.92%
P-glycoprotein substrate + 0.5988 59.88%
CYP3A4 substrate + 0.6777 67.77%
CYP2C9 substrate - 0.8033 80.33%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.9733 97.33%
CYP2C9 inhibition - 0.9302 93.02%
CYP2C19 inhibition - 0.8783 87.83%
CYP2D6 inhibition - 0.9139 91.39%
CYP1A2 inhibition - 0.8878 88.78%
CYP2C8 inhibition + 0.7879 78.79%
CYP inhibitory promiscuity - 0.8419 84.19%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5752 57.52%
Eye corrosion - 0.9926 99.26%
Eye irritation - 0.9091 90.91%
Skin irritation - 0.8196 81.96%
Skin corrosion - 0.9525 95.25%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7700 77.00%
Micronuclear + 0.6859 68.59%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9153 91.53%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.9643 96.43%
Acute Oral Toxicity (c) III 0.6376 63.76%
Estrogen receptor binding + 0.8054 80.54%
Androgen receptor binding - 0.4831 48.31%
Thyroid receptor binding + 0.5666 56.66%
Glucocorticoid receptor binding - 0.4765 47.65%
Aromatase binding + 0.6344 63.44%
PPAR gamma + 0.7356 73.56%
Honey bee toxicity - 0.7174 71.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.7834 78.34%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.83% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.74% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.49% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.12% 89.00%
CHEMBL2581 P07339 Cathepsin D 94.74% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.58% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 93.92% 95.93%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.65% 97.36%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.37% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.74% 99.15%
CHEMBL1937 Q92769 Histone deacetylase 2 91.31% 94.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 89.50% 89.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.29% 92.94%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 88.59% 95.83%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.82% 95.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.78% 97.09%
CHEMBL4208 P20618 Proteasome component C5 85.35% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.37% 95.89%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 83.72% 97.31%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.09% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 83.01% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.13% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.18% 95.56%

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 154496400
LOTUS LTS0255215
wikiData Q105382773