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SMB00350

Sigma-Aldrich

Dehydroandrographolide

≥98% (HPLC)

Synonym(s):

(1R-(1a,2a,4aa,5β(E),8aβ))-3-[2-(Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl)ethylidene)-2(3H)-furanone

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About This Item

Empirical Formula (Hill Notation):
C20H28O4
CAS Number:
134418-28-3
Molecular Weight:
332.43
UNSPSC Code:
12352200
PubChem Substance ID:
329824969

biological source

plant (Andrographis paniculata)

Assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

OC[C@@]([C@H](O)CC1)(C)C([C@]1(C)[C@H]2C/C=C3C=COC\3=O)CCC2=C

InChI

1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5,9,11,15-17,21-22H,1,4,6-8,10,12H2,2-3H3/b14-5+/t15-,16?,17+,19-,20-/m0/s1

InChI key

YIIRVUDGRKEWBV-GJVBFGQCSA-N

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General description

Dehydroandrographolide is a natural diterpenoid found in Andrographis paniculata.

Biochem/physiol Actions

Dehydroandrographolide possesses activity against hepatitis B virus DNA replication.

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
0000274800
0000274800
SLBM3650V

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Naturally derived anti-hepatitis B virus agents and their mechanism of action
Wu Y H.
World Journal of Gastroenterology, 22(1), 188-188 (2016)
Dehydroandrographolide enhances innate immunity of intestinal tract through up-regulation the expression of hBD-2
Xiong W B, et al.
DARU Journal of Pharmaceutical Sciences, 23(1), 37-37 (2015)
Synthesis, structure-activity relationships and biological evaluation of dehydroandrographolide and andrographolide derivatives as novel anti-hepatitis B virus agents.
Chen H, et al.
Bioorganic & Medicinal Chemistry Letters, 24(10), 2353-2359 (2014)

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