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

Details

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Internal ID 7c09b502-6cd0-4969-ada9-f3ef4aca59b1
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(3S,4R,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-hydroxyphenoxy)oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl 4-hydroxybenzoate
SMILES (Canonical) C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)O)CO)O)O)O)(COC(=O)C4=CC=C(C=C4)O)O
SMILES (Isomeric) C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC=C(C=C3)O)CO)O)O)O)(COC(=O)C4=CC=C(C=C4)O)O
InChI InChI=1S/C24H28O13/c25-9-16-17(28)18(29)19(22(36-16)35-15-7-5-14(27)6-8-15)37-23-20(30)24(32,11-34-23)10-33-21(31)12-1-3-13(26)4-2-12/h1-8,16-20,22-23,25-30,32H,9-11H2/t16-,17-,18+,19-,20+,22-,23+,24-/m1/s1
InChI Key GDCHGVOUTCXBSI-JALRXJJFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H28O13
Molecular Weight 524.50 g/mol
Exact Mass 524.15299094 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP -0.50

Synonyms

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220778-23-4
Seguinoside D
NCGC00347878-02_C24H28O13_beta-D-Glucopyranoside, 4-hydroxyphenyl 2-O-[(2S,3R,4S)-tetrahydro-3,4-dihydroxy-4-[[(4-hydroxybenzoyl)oxy]methyl]-2-furanyl]-
CHEBI:184006
DTXSID701347086
AKOS040735311
NCGC00347878-02

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

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 98.37% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.85% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.06% 97.09%
CHEMBL4208 P20618 Proteasome component C5 91.84% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.53% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.11% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.03% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.68% 96.09%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 86.93% 94.97%
CHEMBL3437 Q16853 Amine oxidase, copper containing 85.90% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.77% 89.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 85.53% 85.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.25% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.12% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.61% 91.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.39% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 80.04% 91.19%

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.
Myrsine seguinii

Cross-Links

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PubChem 45359609
LOTUS LTS0129187
wikiData Q105006653