A limonoid with diverse biological activities
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Nimbin

Item No. 29884

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3aR,4aS,5R,5aR,6R,9aR,10S,10aR)-5-(acetyloxy)-2-(3-furanyl)-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-6-(methoxycarbonyl)-1,6,9a,10a-tetramethyl-9-oxo-2H-cyclopenta[b]naphtho[2,3-d]furan-10-acetic acid, methyl ester
CAS Number
5945-86-8
Molecular Formula
C30H36O9
Formula Weight
540.6
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleEthyl Acetate: slightly soluble
SMILES
CC1=C2[C@@]3(C)[C@H](CC(OC)=O)[C@@]4(C)C(C=C[C@](C(OC)=O)(C)[C@]4([H])[C@@H](OC(C)=O)[C@@]3([H])O[C@]2([H])C[C@@]1([H])C5=COC=C5)=O
InChi Code
InChI=1S/C30H36O9/c1-15-18(17-9-11-37-14-17)12-19-23(15)30(5)20(13-22(33)35-6)29(4)21(32)8-10-28(3,27(34)36-7)25(29)24(26(30)39-19)38-16(2)31/h8-11,14,18-20,24-26H,12-13H2,1-7H3/t18-,19-,20-,24-,25+,26-,28-,29+,30-/m1/s1
InChi Key
NHOIBRJOQAYBJT-IMGVWCFESA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $94

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    1 mg

    $179

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    5 mg

    $561

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    10 mg

    $842

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    Product Description

    Nimbin is a limonoid that has been found in neem seeds and has diverse biological activities.1,2,3 It inhibits the growth of the plant pathogenic fungus D. oryzae by 64.8% when used at a concentration of 1,000 ppm.1 Nimbin (0.02-2,000 μM) has antifeedant activity against S. littoralis in a choice test.2 It decreases melanin content to 20.9% of control, without affecting viability, in B16 murine melanoma cells when used at a concentration of 25 μg/ml.3 Nimbin inhibits activation of Epstein-Barr virus early antigen (EBV-EA) induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in Raji cells (IC50 = 499 mol ratio/32 pmol TPA).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Govindachari, T.R., Suresh, G., Gopalakrishnan, G., et al. Identification of antifungal compounds from the seed oil of Azadirachta indica. Phytoparasitica 26(1), 109-116 (1998).

    2. Aerts, R.J., and Modue Luntz, A.J. Feeding deterrence and toxicity of neem triterpenoids. J. Chem. Ecol. 23(9), 2117-2132 (1997).

    3. Akihisa, T., Noto, T., Takahashi, A., et al. Melanogenesis inhibitory, anti-inflammatory, and chemopreventive effects of limonoids from the seeds of Azadirachta indicia A. juss. (neem). J. Oleo. Sci. 58(11), 581-594 (2009).