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Merck

53889

Bacoside A3

analytical standard

Synonym(s):

(3β,16β,23R)-16,23:16,30-Diepoxy-20-hydroxydammar-24-en-3-yl O-α-L-arabinofuranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranoside, Jujubogenin 3-O-[α-L-arabinofuranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)]-β-D-glucopyranoside]

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About This Item

Empirical Formula (Hill Notation):
C47H76O18
CAS Number:
Molecular Weight:
929.10
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:
Technical Service
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grade

analytical standard

Quality Segment

assay

≥95% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

SMILES string

C\C(C)=C\[C@H]1C[C@](C)(O)[C@@H]2[C@H]3CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O[C@@H]8O[C@@H](CO)[C@H](O)[C@H]8O)C(C)(C)[C@@H]5CC[C@@]4(C)[C@@]39CO[C@@]2(C9)O1

InChI

1S/C47H76O18/c1-21(2)14-22-15-45(7,57)38-23-8-9-28-43(5)12-11-29(42(3,4)27(43)10-13-44(28,6)46(23)19-47(38,65-22)58-20-46)62-41-37(64-39-34(55)31(52)25(17-49)60-39)36(32(53)26(18-50)61-41)63-40-35(56)33(54)30(51)24(16-48)59-40/h14,22-41,48-57H,8-13,15-20H2,1-7H3/t22-,23+,24+,25-,26+,27-,28+,29-,30+,31-,32+,33-,34+,35+,36-,37+,38-,39-,40-,41-,43-,44+,45-,46-,47-/m0/s1

InChI key

CDEVGTJBRPBOPH-INTDMYAHSA-N

General description

Bacoside A3 is a triterpenoid saponin and an important constituent of bacosides, a saponin mixture of Bacopa monniera.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Bacoside A3 may be used as a reference standard in the determination of bacoside A3 in Bacopa monnieri (L.) Wettst. extract using reversed-phase high performance liquid chromatography (RP-HPLC).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Certificates of Analysis (COA)

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Charinrat Tothiam et al.
Phytochemical analysis : PCA, 22(5), 385-391 (2011-03-18)
In Ayurvedic medicines, Bacopa monnieri (L.) Wettst. (brahmi) is known as a medicinal plant used for memory enhancement. Its active compounds are classified as pseudojujubogenin and jujubogenin glycosides. Owing to the lack of chromophore in the saponin glycoside structures, HPLC-UV-vis
Khalid Rauf et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 18(10), 836-842 (2011-03-08)
Opioids are extensively used for the management of both chronic malignant and non malignant pains. One major serious limitation associated with chronic use of opioids is the development of tolerance to its analgesic effect. The effect of Bacopa monnieri, a
S Rastogi et al.
Phytochemistry, 36(1), 133-137 (1994-05-01)
A new triterpenoid saponin, bacoside A3, a constituent of bacosides the saponin mixture of Bacopa monniera, was isolated and characterized. Its structure was established as 3-beta-[O-beta-D-glucopyranosyl(1-->3)-O- [alpha-L-arabinofuranosyl(1-->2) ]O-beta-D-glucopyranosyl)oxy]jujubogenin by chemical and spectral analyses. The cis-isomer of ebelin lactone was also



Global Trade Item Number

SKUGTIN
53889-5MG04061832566559