An anti-inflammatory diterpenoid
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Neoandrographolide

Item No. 11742

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[2-[(1R,4aS,5R,8aS)-5-[(β-D-glucopyranosyloxy)methyl]decahydro-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethyl]-2(5H)-furanone
CAS Number
27215-14-1
Molecular Formula
C26H40O8
Formula Weight
480.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 10 mg/ml
SMILES
C[C@]12[C@@](CCC([C@H]2CCC3=CCOC3=O)=C)([H])[C@@](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)(C)CCC1
InChi Code
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
Origin
Plant/Andrographis paniculata
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

    $178

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    10 mg

    $306

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    Product Description

    Neoandrographolide is one of the principle diterpenoids isolated from A. paniculata, a well-recognized medicinal plant in Asia. Extracts from A. paniculata have been reported to exert a wide range of therapeutic actions, including immunosuppressant, antithrombotic, anti-inflammatory, antineoplastic, anti-viral, anti-bacterial, anti-diabetic, anti-oxidative stress, antipyretic, anti-edematogenic, and anti-nociceptive activities.1 Neoandrographolide has been shown to inhibit LPS-induced nitric oxide production in inflammatory macrophages after oral administration to mice (25 mg/kg) or by direct addition to cultured macrophages (IC50 = 35.5 µM).2 At 25 µM, it can reduce VEGF-induced proliferation of human umbilical vein endothelial cells.3 Neoandrographolide also inhibits the pro-protein convertase furin with an IC50 value of 53.5 µM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jarukamjorn, K., and Nemoto, N. Pharmacological aspects of Andrographis paniculata on health and its major diterpenoid constituent andrographolide. J. Health Sci. 54(4), 370-381 (2008).

    2. Batkhuu, J., Hattori, K., Takano, F., et al. Suppression of NO production in activated macrophages in vitro and ex vivo by neoandrographolide isolated from Andrographis paniculata. Biol. Pharm. Bull. 25(9), 1169-1174 (2002).

    3. Gong, C., Xu, C., Ji, L., et al. A novel semi-synthetic andrographolide analogue A5 inhibits tumor angiogenesis via blocking the VEGFR2-p38/ERK1/2 signal pathway. Biosci. Trends 7(5), 230-236 (2013).

    4. Basak, A., Cooper, S., Roberge, A.G., et al. Inhibition of proprotein convertases-1, -7 and furin by diterpines of Andrographis paniculata and their succinoyl esters. Biochem. J. 338(Pt 1), 107-113 (1999).