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Chemical structure of Plantagoside

GC19825

Plantagoside

Also known as (2S)-2-[3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one

Plantagoside, isolated from the seeds of Plantago asiatica, is a specific and non-competitive inhibitor for jack bean α-mannosidase, with an IC50 of 5 μM

ChemicalCAS78708-33-5MW466.39FormulaC21H22O12
CAS number
78708-33-5
Molecular weight
466.39
Formula
C21H22O12
Solubility
Soluble in DMSO
InChIKey
SNFFBROYEDWRGB-NHXQFOETSA-N
Catalogue number
GC19825
Brand
GLPBIO
Computed properties PubChem CID 174157 · XLogP -0.1 · TPSA 207 Ų · H-bond donors 8
XLogP
-0.1
TPSA
207 Ų
H-bond donors
8
H-bond acceptors
12
Rotatable bonds
4
Heavy atoms
33

SMILES C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O

Computed descriptors from PubChem (CID 174157), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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