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[(3S,4R,5S)-5-[(2S,3R,5S,6R)-4,5-dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (2S)-2-methylbutanoate

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 31577f5c-b192-425b-a926-8e45394e4a0c
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(3S,4R,5S)-5-[(2S,3R,5S,6R)-4,5-dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (2S)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OCC1(COC(C1O)OC2C(C(C(OC2OC3=CC=C(C=C3)CCO)CO)O)O)O
SMILES (Isomeric) CC[C@H](C)C(=O)OC[C@]1(CO[C@H]([C@@H]1O)O[C@H]2[C@@H](O[C@@H]([C@H](C2O)O)CO)OC3=CC=C(C=C3)CCO)O
InChI InChI=1S/C24H36O12/c1-3-13(2)21(30)32-11-24(31)12-33-23(20(24)29)36-19-18(28)17(27)16(10-26)35-22(19)34-15-6-4-14(5-7-15)8-9-25/h4-7,13,16-20,22-23,25-29,31H,3,8-12H2,1-2H3/t13-,16+,17+,18?,19+,20-,22+,23-,24+/m0/s1
InChI Key KIGAVGWAFUGRJT-XOLVKFQNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H36O12
Molecular Weight 516.50 g/mol
Exact Mass 516.22067658 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -1.54
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3S,4R,5S)-5-[(2S,3R,5S,6R)-4,5-dihydroxy-2-[4-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (2S)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4889 48.89%
Caco-2 - 0.8486 84.86%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.7921 79.21%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8690 86.90%
OATP1B3 inhibitior + 0.9194 91.94%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6325 63.25%
P-glycoprotein inhibitior - 0.6202 62.02%
P-glycoprotein substrate - 0.5649 56.49%
CYP3A4 substrate + 0.6595 65.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8864 88.64%
CYP3A4 inhibition - 0.6230 62.30%
CYP2C9 inhibition - 0.8095 80.95%
CYP2C19 inhibition - 0.8461 84.61%
CYP2D6 inhibition - 0.9175 91.75%
CYP1A2 inhibition - 0.8360 83.60%
CYP2C8 inhibition + 0.4581 45.81%
CYP inhibitory promiscuity - 0.8377 83.77%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6142 61.42%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9468 94.68%
Skin irritation - 0.7611 76.11%
Skin corrosion - 0.9481 94.81%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7700 77.00%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8684 86.84%
Acute Oral Toxicity (c) III 0.5183 51.83%
Estrogen receptor binding + 0.7416 74.16%
Androgen receptor binding + 0.6023 60.23%
Thyroid receptor binding - 0.5323 53.23%
Glucocorticoid receptor binding + 0.5520 55.20%
Aromatase binding + 0.6841 68.41%
PPAR gamma + 0.5829 58.29%
Honey bee toxicity - 0.7348 73.48%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6850 68.50%
Fish aquatic toxicity + 0.8148 81.48%

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
CHEMBL226 P30542 Adenosine A1 receptor 97.97% 95.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.94% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.83% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.55% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.23% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.90% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.71% 97.09%
CHEMBL3437 Q16853 Amine oxidase, copper containing 90.51% 94.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.08% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.92% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.31% 95.89%
CHEMBL4208 P20618 Proteasome component C5 86.01% 90.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.37% 95.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.86% 96.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.77% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.56% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.96% 89.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.72% 94.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.89% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.75% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 81.69% 94.73%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.31% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.93% 92.62%

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.
Cucurbita pepo

Cross-Links

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PubChem 163194150
LOTUS LTS0040338
wikiData Q105141492