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β-D-Glucopyranoside, (3β,12β)-3,12-dihydroxydammar-24-en-20-yl 6-O-β-D-glucopyranosyl-

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β-D-Glucopyranoside, (3β,12β)-3,12-dihydroxydammar-24-en-20-yl 6-O-β-D-glucopyranosyl- Basic information

Product Name:
β-D-Glucopyranoside, (3β,12β)-3,12-dihydroxydammar-24-en-20-yl 6-O-β-D-glucopyranosyl-
Synonyms:
  • β-D-Glucopyranoside, (3β,12β)-3,12-dihydroxydammar-24-en-20-yl 6-O-β-D-glucopyranosyl-
  • Gypenoside LXXV
  • (2S,3R,4S,5S,6R)-2-(((S)-2-((3S,5R,8R,9R,10R,12R,13R,14R,17S)-3,12-Dihydroxy-4,4,8,10,14-pentamethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-6-methylhept-5-en-2-yl)oxy)-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-3,4,5-triol
CAS:
110261-98-8
MF:
C42H72O13
MW:
785.03
Mol File:
110261-98-8.mol
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β-D-Glucopyranoside, (3β,12β)-3,12-dihydroxydammar-24-en-20-yl 6-O-β-D-glucopyranosyl- Chemical Properties

Boiling point:
879.6±65.0 °C(Predicted)
Density 
1.30±0.1 g/cm3(Predicted)
pka
12.90±0.70(Predicted)
form 
Solid
color 
White to off-white
InChIKey
YIYRCZFIJNGYOG-OZOCNNDANA-N
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β-D-Glucopyranoside, (3β,12β)-3,12-dihydroxydammar-24-en-20-yl 6-O-β-D-glucopyranosyl- Usage And Synthesis

Uses

Gypenoside LXXV, isolated from Gynostemma pentaphyllum, is one of the deglycosylated shapes of ginsenoside Rb1. Gypenoside LXXV significantly reduces cancer cell viability and displays an anti-cancer effect[1].

Definition

ChEBI: Gypenoside LXXV is a ginsenoside found in Panax species that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy group at position 20 has been converted to the corresponding beta-D-glucopyranosyl-(1->6)-beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position. It has a role as a plant metabolite. It is a 12beta-hydroxy steroid, a beta-D-glucoside, a disaccharide derivative, a ginsenoside, a tetracyclic triterpenoid, a 3beta-hydroxy steroid and a 3beta-hydroxy-4,4-dimethylsteroid. It derives from a hydride of a dammarane.

References

[1] Chang-Hao Cui, et al. Enhanced Production of Gypenoside LXXV Using a Novel Ginsenoside-Transforming β-Glucosidase from Ginseng-Cultivating Soil Bacteria and Its Anti-Cancer Property. Molecules. 2017 May 19;22(5):844. DOI:10.3390/molecules22050844

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