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[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5S,6S)-5-acetyloxy-2-[4-[2-[3-(4-methoxyphenyl)prop-2-enoylamino]ethyl]phenoxy]-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 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 678e447e-9540-415b-b2bc-2bb0a8758642
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5S,6S)-5-acetyloxy-2-[4-[2-[3-(4-methoxyphenyl)prop-2-enoylamino]ethyl]phenoxy]-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H53NO19/c1-19-35(55-21(3)44)36(59-38-33(50)31(48)29(46)26(17-42)57-38)37(60-39-34(51)32(49)30(47)27(58-39)18-53-20(2)43)40(54-19)56-25-12-7-23(8-13-25)15-16-41-28(45)14-9-22-5-10-24(52-4)11-6-22/h5-14,19,26-27,29-40,42,46-51H,15-18H2,1-4H3,(H,41,45)/t19-,26+,27+,29+,30+,31-,32-,33+,34+,35-,36+,37+,38-,39-,40-/m0/s1
InChI Key UXBPANAHJBELID-GMZCNBJRSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H53NO19
Molecular Weight 851.80 g/mol
Exact Mass 851.32117846 g/mol
Topological Polar Surface Area (TPSA) 288.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.94
H-Bond Acceptor 19
H-Bond Donor 8
Rotatable Bonds 16

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-[(2S,3R,4R,5S,6S)-5-acetyloxy-2-[4-[2-[3-(4-methoxyphenyl)prop-2-enoylamino]ethyl]phenoxy]-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7071 70.71%
Caco-2 - 0.8627 86.27%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.4673 46.73%
OATP2B1 inhibitior - 0.7173 71.73%
OATP1B1 inhibitior + 0.8389 83.89%
OATP1B3 inhibitior + 0.9386 93.86%
MATE1 inhibitior - 0.9012 90.12%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9483 94.83%
P-glycoprotein inhibitior + 0.7388 73.88%
P-glycoprotein substrate + 0.6375 63.75%
CYP3A4 substrate + 0.6957 69.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8638 86.38%
CYP3A4 inhibition - 0.8500 85.00%
CYP2C9 inhibition - 0.8855 88.55%
CYP2C19 inhibition - 0.9356 93.56%
CYP2D6 inhibition - 0.8026 80.26%
CYP1A2 inhibition - 0.9364 93.64%
CYP2C8 inhibition + 0.7011 70.11%
CYP inhibitory promiscuity - 0.9255 92.55%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6434 64.34%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9105 91.05%
Skin irritation - 0.7853 78.53%
Skin corrosion - 0.9432 94.32%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8353 83.53%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8922 89.22%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.9048 90.48%
Acute Oral Toxicity (c) III 0.7095 70.95%
Estrogen receptor binding + 0.8006 80.06%
Androgen receptor binding + 0.6091 60.91%
Thyroid receptor binding + 0.5588 55.88%
Glucocorticoid receptor binding + 0.7295 72.95%
Aromatase binding + 0.5561 55.61%
PPAR gamma + 0.7587 75.87%
Honey bee toxicity - 0.6649 66.49%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity - 0.5525 55.25%

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 98.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.37% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.48% 96.00%
CHEMBL2581 P07339 Cathepsin D 95.64% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.24% 86.33%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 94.47% 81.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.45% 99.17%
CHEMBL226 P30542 Adenosine A1 receptor 91.75% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 90.99% 94.73%
CHEMBL3437 Q16853 Amine oxidase, copper containing 90.82% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.68% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.96% 95.50%
CHEMBL4208 P20618 Proteasome component C5 88.77% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.18% 95.89%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.33% 94.80%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 85.14% 87.67%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.76% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.29% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.65% 94.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.10% 94.45%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.98% 97.36%
CHEMBL5028 O14672 ADAM10 81.28% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.28% 97.09%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.07% 89.67%

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.
Teucrium viscidum

Cross-Links

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PubChem 162860824
LOTUS LTS0175224
wikiData Q105280702