Skip to Content
Merck

Key Documents

View All Documentation

Skip To

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

Sign Into View Organizational & Contract Pricing

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
Pricing and availability is not currently available.
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
706418C112852376906
α-Cyclopentylmandelic acid 97%

706396

α-Cyclopentylmandelic acid

α-Cyclohexylmandelic acid 97%

706418

α-Cyclohexylmandelic acid

2-Cyclopentene-1-acetic acid 98%

C112852

2-Cyclopentene-1-acetic acid

D-(+)-3-Phenyllactic acid 98%

376906

D-(+)-3-Phenyllactic acid

assay

97%

assay

97%

assay

98%

assay

98%

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

form

powder

form

powder

form

liquid

form

solid

mp

146-151 °C

mp

170-175 °C

mp

19 °C (lit.)

mp

122-124 °C (lit.)

functional group

carboxylic acid

functional group

carboxylic acid, hydroxyl, phenyl

functional group

-

functional group

carboxylic acid, hydroxyl, phenyl

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

    • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number
    BCCG5426
    BCCF0355
    BCCC3898
    BCBW9266
    BCBW3987

    Don't see the Right Version?

    If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

    Search for a COA

    Already Own This Product?

    Find documentation for the products that you have recently purchased in the Document Library.

    Visit the Document Library

    Christiane Kiske et al.
    Journal of agricultural and food chemistry, 67(4), 1187-1196 (2019-01-04)
    The enantiomers of a homologous series (C6-C10) of 2-mercapto-4-alkanones were obtained by lipase-catalyzed kinetic resolution of the corresponding racemic 2-acetylthio-4-alkanones. Their configurations were assigned via vibrational circular dichroism and 1H NMR anisotropy based methods. Odor thresholds and odor qualities were
    Chunze Li et al.
    Chemical research in toxicology, 15(10), 1309-1317 (2002-10-22)
    Chemically reactive species formed from the metabolism of carboxylic acid-containing compounds have been proposed as mediators of their toxic side-effects. Two alternative metabolic pathways known to be involved in the generation of reactive acylating metabolites of carboxylic acids are acyl
    D Ahmad et al.
    Chirality, 6(5), 365-371 (1994-01-01)
    The significance of disturbances of lipid metabolism caused by xenobiotic acyl-CoAs as possible causes of peroxisomal proliferation has been studied with the enantiomers of 2-phenylpropionic acid (2-PPA), the (R)-enantiomer of which is converted to the acyl-CoA in rats while its
    A J Hutt et al.
    Chirality, 5(8), 596-601 (1993-01-01)
    The metabolism of (R,S)-ibuprofen has been investigated in 24 microbial cultures. Of these Cunninghamella elegans, Mucor hiemalis, and Verticillium lecanii catalyzed the oxidation of the drug to 2-[4-(2-hydroxy-2-methylpropyl)phenyl]propionic acid, a known mammalian metabolite. The extent of metabolism was greatest with
    D K Bhattacharyya et al.
    The Journal of biological chemistry, 271(4), 2179-2184 (1996-01-26)
    Examination of the crystal structure of the ovine prostaglandin endoperoxide synthase-1 (PGHS-1)/S- flurbiprofen complex (Picot, D., Loll, P.J., and Garavito, R.M. (1994) Nature 367, 243-2491) suggests (a) that the carboxyl group of arachidonic acid interacts with the arginino group of
    View All Related Papers

    Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

    Contact Technical Service