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Supelco

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:
157408-08-7
Molecular Weight:
929.10
MDL number:
MFCD07779137
UNSPSC Code:
85151701
PubChem Substance ID:
329758014
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

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General description

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

Application

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).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG2103
BCCD2192
BCCD1186
BCCC4258
BCCC3993

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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
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
K Sairam et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 8(6), 423-430 (2002-02-05)
Bacopa monniera Wettst. (BM, syn. Herpestis monniera L; Scrophulariaceae), is an Ayurvedic drug used as a rasayana. Its fresh juice was earlier reported to have significant antiulcerogenic activity. In continuation, methanolic extract of BM (BME) standardized to bacoside-A content (percentage-38.0
Determination of saponin glycosides in Bacopa monnieri by reversed phase high performance liquid chromatography
Phrompittayarat W, et al.
Thai Pharmaceutical and Health Science Journal, 2(1), 26-32 (2007)
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