A spiroketal antibiotic with antiproliferative activity
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Reveromycin A

Item No. 17458

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
butanedioic acid, 1-[(2S,3R,6S,8R,9S)-3-butyl-8-[(2E,4E,6S,7S,8E)-9-carboxy-6-hydroxy-3,7-dimethyl-2,4,8-nonatrien-1-yl]-2-[(1E,3E)-4-carboxy-3-methyl-1,3-butadien-1-yl]-9-methyl-1,7-dioxaspiro[5.5]undec-3-yl] ester
CAS Number
134615-37-5
Molecular Formula
C36H52O11
Formula Weight
660.8
Purity
≥99%
Formulation (Request formulation change)
A lyophilisate
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
CC(/C=C/[C@@H]1O[C@@](CC[C@@H]2C)(CC[C@]1(OC(CCC(O)=O)=O)CCCC)O[C@@H]2C/C=C(/C=C/[C@@H]([C@H](/C=C/C(O)=O)C)O)C)=C\C(O)=O
InChi Code
InChI=1S/C36H52O11/c1-6-7-19-35(47-34(44)17-16-32(40)41)21-22-36(46-30(35)14-10-25(3)23-33(42)43)20-18-27(5)29(45-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h8-12,14-15,23,26-30,37H,6-7,13,16-22H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/b12-8+,14-10+,15-1
InChi Key
ZESGNAJSBDILTB-OXVOKJAASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

    $389

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    1 mg

    $775

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    Cayman Chemical
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    Product Description

    Reveromycin A is the major component of a complex of spiroketal antibiotics isolated from Streptomyces sp. It inhibits the mitogenic activity of epidermal growth factor in Balb/MK cells (IC50 = 0.7 µg/ml), displays antiproliferative activity against human KB and K562 tumor cell lines (IC50s = 1.9 and 1.6 µg/ml, respectively), and demonstrates antifungal activity against C. albicans (MIC = 2 µg/ml at pH 3).1 Reveromycin A also has been shown to inhibit bone resorption by inducing apoptosis in osteoclasts with an IC50 value of 0.7 µM.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Takahashi, H., Osada, H., Koshino, H., et al. Reveromycins, new inhibitors of eukaryotic cell growth. II. Biological activities. J. Antibiot. (Tokyo) 45(9), 1414-1419 (1992).

    2. Woo, J.T., Kawatani, M., Kato, M., et al. Reveromycin A, an agent for osteoporosis, inhibits bone resorption by inducing apoptosis specifically in osteoclasts. Proc. Natl. Acad. Sci. USA 103(12), 4729-4734 (2006).