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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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About This Item

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

grade

analytical standard

Quality Level

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. 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.

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.
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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Ricky Emery Kamdem et al.
Journal of agricultural and food chemistry, 50(16), 4662-4665 (2002-07-26)
It was hypothesized that neoandrographolide might scavenge free radicals by donating the allylic hydrogen of the unsaturated lactone ring. It was found that the stoichiometry of the reaction between neoandrographolide and superoxide radical generated from KO(2) in DMSO was 2
Jun Liu et al.
The American journal of Chinese medicine, 35(2), 317-328 (2007-04-17)
Neoandrographolide, one of the principal diterpene lactones, isolated from a medicinal herb Andrographis paniculata Nees, was tested in vivo and in vitro for its anti-inflammatory activities and mechanism. Oral administration of neoandrographolide (150 mg/kg) significantly suppressed ear edema induced by
C Wiart et al.
Phytotherapy research : PTR, 19(12), 1069-1070 (2005-12-24)
Andrographolide, neoandrographolide and 14-deoxy-11,12-didehydroandrographolide, ent-labdene diterpenes isolated from Andrographis paniculata showed viricidal activity against herpes simplex virus 1 (HSV-1). None of these compounds exhibited significant cytotoxicity at viricidal concentrations.
Nanthanit Pholphana et al.
Phytochemical analysis : PCA, 15(6), 365-371 (2004-12-15)
Simple and rapid methods have been developed for the extraction and simultaneous determination of the three active diterpenoids, andrographolide (AP1), 14-deoxy-11,12-didehydroandrographolide (AP3) and neoandrographolide (AP4), from various samples of Andrographis paniculata (Burm.f.) Nees. Methanol extracts from the dried leaves, stems
Warisara Parichatikanond et al.
International immunopharmacology, 10(11), 1361-1373 (2010-08-24)
In inflammation, the responses to noxious stimuli are controlled by the highly modulated interactions between various immune cells and chemical mediators. The purpose of this study is to evaluate and compare the anti-inflammatory effect of diterpenoids isolated from Andrographis paniculata

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