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49879

Supelco

Neoandrographolide

analytical standard

Synonym(s):

ent-19-Hydroxy-8(17),13-labdadien-16,15-olide 19-O-β-D-glucopyranoside, D-Glucopyranosyloxy)methyl]decahydro-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethyl]-2(5H)-furanone

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5 MG
$383.60

$383.60

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5 MG
$383.60

About This Item

Empirical Formula (Hill Notation):
C26H40O8
CAS Number:
27215-14-1
Molecular Weight:
480.59
MDL number:
MFCD07779130
UNSPSC Code:
85151701
PubChem Substance ID:
329757538
NACRES:
NA.24

$383.60

List Price$548.00Save 30%
Web-Only Promotion

Available to ship onApril 29, 2025Details

Request a Bulk Order

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@]1(CCC[C@@]2(C)[C@H](CCC3=CCOC3=O)C(=C)CC[C@H]12)CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O

InChI

1S/C26H40O8/c1-15-5-8-19-25(2,14-33-24-22(30)21(29)20(28)18(13-27)34-24)10-4-11-26(19,3)17(15)7-6-16-9-12-32-23(16)31/h9,17-22,24,27-30H,1,4-8,10-14H2,2-3H3/t17-,18-,19-,20-,21+,22-,24-,25+,26+/m1/s1

InChI key

YGCYRQKJYWQXHG-RDNQFMDVSA-N

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General description

Neoandrographolide is a major diterpenoid isolated from Andrographis paniculata NEES (AP), a shrub belonging to the Acanthaceae family. It exhibits antihepatotoxic effect against carbon tetrachloride-induced hepatotoxicity. It also shows protective effects against galactosamine and paracetamol-induced intoxication in rats.[1] It also helps in the suppression of human immunodeficiency virus type 1 (HIV)-induced cell cycle dysregulation and leads to a rise in CD4+ lymphocyte levels of HIV-1 infected individuals.[1]

Application

Neoandrographolide may be used as an analytical reference standard for the quantification of the analyte in the leaves of Andrographis paniculata using chromatography techniques.[1][2]
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5244
BCCJ9481
BCCG5426
BCCF0355
BCCC3898

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Petra H Pfisterer et al.
Planta medica, 76(15), 1698-1700 (2010-05-07)
Extracts of the traditional medicinal herb Andrographis paniculata and its main constituents are described in the literature as showing anticancer activity. The aim of this study was to isolate the main constituents of a commercially available phytotherapeutic preparation of A.
Li-Xia Chen et al.
Journal of Asian natural products research, 9(3-5), 463-469 (2007-08-19)
The biotransformation of neoandrographolide (1) was investigated by using Aspergillus niger (AS 3.739). Five products were obtained and identified as 8(17),13-ent-labdadien-16,15-olid-19-oic acid (2), 19-hydroxy-8(17),13-ent-labdadien-16,15-olide (3), 18-hydroxy-8(17),13-ent-labdadien-16,15-olid-19-oic acid (4), 3alpha-hydroxy-8(17),13-ent-labdadien-16,15-olid-19-oic acid (5) and 8beta,19-dihydroxy-ent-labd-13-en-16,15-olide (6) by spectroscopic and chemical means. Products
Alpana Srivastava et al.
Phytochemical analysis : PCA, 15(5), 280-285 (2004-10-29)
An attempt has been made to develop a method by which to determine the chemical fingerprint of Andrographis paniculata (Acanthaceae). High-performance thin layer chromatography (HPTLC) was used to analyse hexane, chloroform, methanol and water extracts of leaves of A. paniculata.
Jun Liu et al.
Molecular and cellular biochemistry, 298(1-2), 49-57 (2006-11-17)
Activated macrophages express inducible isoforms of nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2), produce excessive amounts of nitric oxide (NO) and prostaglandin E(2) (PGE(2)), which play key roles in the processes of inflammation. Andrographis paniculata Nees is a traditional Chinese
Du Qizhen et al.
Journal of chromatography. A, 984(1), 147-151 (2003-02-05)
The bioactive diterpenes andrographolide and neoandrographolide from the leaves of Andrographis paniculata NEES (Acanthaceae) were successfully separated by counter-current chromatography. A single 280-min separation yielded 189 mg of 99.9% andrographolide and 9.5 mg of 98.5% neoandrographolide applying water-methanol-ethyl acetate-n-hexane (2.5:2.5:4:1)
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