An inhibitor of SREBP-driven cholesterol biosynthesis
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Isomer(s)
30135Erythrodiol
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Betulin

Item No. 11041

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β)-lup-20(29)-ene-3,28-diol
CAS Number
473-98-3
Synonyms
  • (+)-Betulin
  • NSC 4644
  • Trochol
Molecular Formula
C30H50O2
Formula Weight
442.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2.5 mg/ml
SMILES
O[C@H]1CC[C@@]2(C)[C@](CC[C@]3(C)[C@]2([H])CC[C@@]4([H])[C@]3(CC[C@]5(CO)[C@]4([H])[C@H](C(C)=C)CC5)C)([H])C1(C)C
InChi Code
InChI=1S/C28H46O2/c1-18(2)21-10-13-28(17-29)15-14-26(4)22(24(21)28)6-7-23-25(3)11-9-20(30)16-19(25)8-12-27(23,26)5/h19-24,29-30H,1,6-17H2,2-5H3/t19-,20-,21-,22+,23+,24+,25-,26+,27+,28+/m0/s1
InChi Key
XQHSXWXRLYHKSF-VFXNRHIGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    250 mg

    $36

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    500 mg

    $68

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    1 g

    $123

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    5 g

    $532

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    Product Description

    Betulin, the precursor of betulinic acid, is a pentacyclic triterpene found in the bark of birch trees. Betulin inhibits the SREBP-driven pathway of cholesterol and fatty acid biosynthesis by promoting SCAP–Insig binding which prevents the activation and release of SREBP-2 from the ER.1 At 15-30 mg/kg/day, betulin has been shown to decrease lipid levels and increase insulin sensitivity in mice fed a western-type diet.1 In an atherosclerosis disease model, 30 mg/kg/day betulin can reduce the size and improve the stability of atherosclerotic plaques in LDLR-knockout mice.1 At 2.5-5 μg/ml betulin, in combination with cholesterol, demonstrates anticancer effects by inducing apoptosis in Jurkat cells, A549 lung carcinoma cells, and HeLa cervical carcinoma cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tang, J.J., Li, J.G., Qi, W., et al. Inhibition of SREBP by a small molecule, betulin, improves hyperlipidemia and insulin resistance and reduces atherosclerotic plaques. Cell Metab. 13(1), 44-56 (2011).

    2. Mullauer, F.B., Kessler, J.H., and Medema, J.P. Betulin is a potent anti-tumor agent that is enhanced by cholesterol. PLoS One 4(4), (2009).