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90281

Andrographolide

analytical standard

Synonym(s):

(3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-2(3H)-furanone, ent-(3β,12E,14R)-3,14,19-Trihydroxy-8(17),12-labdadien-16,15-olide, Andrographis

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About This Item

Empirical Formula (Hill Notation):
C20H30O5
CAS Number:
5508-58-7
Molecular Weight:
350.45
NACRES:
NA.24
PubChem Substance ID:
329769897
UNSPSC Code:
85151701
EC Number:
226-852-5
MDL number:
MFCD07778082
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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(CO)[C@H](O)CC[C@@]2(C)[C@H](C\C=C3/[C@H](O)COC3=O)C(=C)CC[C@H]12

InChI

1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1

InChI key

BOJKULTULYSRAS-OTESTREVSA-N

General description

Andrographolide is a major bioactive component of Andrographis paniculata Nees. which is a popular Chinese and Indian medicine. It belongs to the terpenoid class of compounds.

Application

Andrographolide may be used as a reference standard for the determination of andrographolide in:
  • Leaves of Andrographis paniculata by soxhlet extraction-recrystallization-column chromatography purification followed by analyses using reversed phase high performance liquid chromatography (RP-HPLC) as well as gas chromatography-mass spectrometry (GC-MS).
  • Roots of Andrographis paniculata by HPLC with diode array detection (DAD), gas chromatography-mass spectrometry (GC-MS) and LC coupled to tandem mass spectrometry (MS/MS) equipped with electrospray ionization (ESI) and multiple reaction monitoring (MRM) mode of detection.
  • Stems of Andrographis paniculata by ultra-HPLC combined coupled to triple quadrupole-linear ion trap mass spectrometry (QqQLIT-ESI-MS/MS) with MRM detection.
  • Rat plasma samples by protein precipitation and subsequent ESI-LC-MS/MS determination using MRM detection.

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.

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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)

Lot/Batch Number
BCCM7343
BCCJ3947
BCCD6270
BCBX4627
BCBR9179V

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Determination of phytochemicals, antioxidant activity and total phenolic content in Andrographis paniculata using chromatographic methods.
Kurzawa M, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 995(2), 101-106 (2015)
Anti-dengue efficacy of bioactive andrographolide from Andrographis paniculata (Lamiales: Acanthaceae) against the primary dengue vector Aedes aegypti (Diptera: Culicidae).
Edwin ES, et al.
Acta Tropica, 163(2), 167-178 (2016)
Determination of six components of Andrographis paniculata extract and one major metabolite of andrographolide in rat plasma by liquid chromatography-tandem mass spectrometry
Wang J, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 951(2), 78-88 (2014)
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Global Trade Item Number

SKUGTIN
90281-5MG04061833246610