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[(2R,3S,4S,5R,6S)-6-[5-[3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-[(3S)-3-hydroxy-2-oxo-1H-indol-3-yl]acetate

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 c32fb375-b79d-4f41-bf4c-b5e5413eb795
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[5-[3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-[(3S)-3-hydroxy-2-oxo-1H-indol-3-yl]acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H45NO24/c44-11-23-28(51)32(55)37(67-38-33(56)27(50)20(48)12-61-38)40(64-23)66-36-30(53)26-19(47)8-15(45)9-22(26)62-35(36)14-5-6-18(46)21(7-14)63-39-34(57)31(54)29(52)24(65-39)13-60-25(49)10-42(59)16-3-1-2-4-17(16)43-41(42)58/h1-9,20,23-24,27-29,31-34,37-40,44-48,50-52,54-57,59H,10-13H2,(H,43,58)/t20-,23-,24-,27+,28-,29-,31+,32+,33-,34-,37-,38+,39-,40+,42+/m1/s1
InChI Key FVNUMSCOAVDULO-XJAXPRKESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C42H45NO24
Molecular Weight 947.80 g/mol
Exact Mass 947.23315130 g/mol
Topological Polar Surface Area (TPSA) 400.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -3.82
H-Bond Acceptor 24
H-Bond Donor 14
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[5-[3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-[(3S)-3-hydroxy-2-oxo-1H-indol-3-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5925 59.25%
Caco-2 - 0.8687 86.87%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5019 50.19%
OATP2B1 inhibitior - 0.8598 85.98%
OATP1B1 inhibitior + 0.8501 85.01%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8352 83.52%
P-glycoprotein inhibitior + 0.7310 73.10%
P-glycoprotein substrate + 0.7139 71.39%
CYP3A4 substrate + 0.7378 73.78%
CYP2C9 substrate - 0.6163 61.63%
CYP2D6 substrate - 0.8662 86.62%
CYP3A4 inhibition - 0.8661 86.61%
CYP2C9 inhibition - 0.8524 85.24%
CYP2C19 inhibition - 0.8448 84.48%
CYP2D6 inhibition - 0.9020 90.20%
CYP1A2 inhibition - 0.8088 80.88%
CYP2C8 inhibition + 0.8557 85.57%
CYP inhibitory promiscuity - 0.7547 75.47%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5799 57.99%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9019 90.19%
Skin irritation - 0.8072 80.72%
Skin corrosion - 0.9400 94.00%
Ames mutagenesis - 0.5128 51.28%
Human Ether-a-go-go-Related Gene inhibition + 0.6931 69.31%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.5860 58.60%
skin sensitisation - 0.8576 85.76%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9265 92.65%
Acute Oral Toxicity (c) III 0.6487 64.87%
Estrogen receptor binding + 0.7674 76.74%
Androgen receptor binding + 0.7129 71.29%
Thyroid receptor binding + 0.5598 55.98%
Glucocorticoid receptor binding + 0.6171 61.71%
Aromatase binding + 0.5847 58.47%
PPAR gamma + 0.7643 76.43%
Honey bee toxicity - 0.6931 69.31%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.7386 73.86%

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 99.85% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 99.00% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.03% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.02% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.90% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.36% 98.95%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 95.21% 95.64%
CHEMBL4208 P20618 Proteasome component C5 94.54% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.75% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.36% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.17% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.01% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.53% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 90.45% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.87% 94.45%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.86% 95.83%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.62% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 83.89% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.93% 99.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.81% 95.50%

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.
Aesculus hippocastanum

Cross-Links

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PubChem 163009172
LOTUS LTS0246370
wikiData Q105002588