A derivative of betulin
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Betulinic Aldehyde oxime

Item No. 33027

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3β-hydroxy-lup-20(29)-en-28-al oxime
CAS Number
25613-12-1
Synonyms
  • Betulin 28-oxime
Molecular Formula
C30H49NO2
Formula Weight
455.7
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
SMILES
ON=C[C@]12[C@@]([C@@H](CC2)C(C)=C)([H])[C@]3([H])[C@@](CC1)([C@]4([C@]([C@@]5([C@@](C(C)([C@H](CC5)O)C)([H])CC4)C)([H])CC3)C)C
InChi Code
InChI=1S/C30H49NO2/c1-19(2)20-10-15-30(18-31-33)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h18,20-25,32-33H,1,8-17H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1
InChi Key
GCYZHONUJBNDJH-ROUWMTJPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 mg

    $36

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    50 mg

    $160

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    100 mg

    $303

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    Cayman Chemical
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    Product Description

    Betulinic aldehyde oxime is a pentacyclic triterpenoid and derivative of the cholesterol biosynthesis inhibitor betulin (Item No. 11041).1 It is active against E. aerogenes, E. coli, E. faecalis, P. aeruginosa, S. aureus, and C. albicans, as well as L. donovani amastigotes, when used at a concentration of 50 µM.1,2 Betulinic aldehyde oxime (50 µM) is cytotoxic to Huh7 hepatocellular carcinoma cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Alakurtti, S., Bergström, P., Sacerdoti-Sierra, N., et al. Anti-leishmanial activity of betulin derivatives. J. Antibiot. (Tokyo) 63(3), 123-126 (2010).

    2. Haque, S., Nawrot, D.A., Alakurtti, S., et al. Screening and characterisation of antimicrobial properties of semisynthetic betulin derivatives. PLoS One 9(7), e102696 (2014).