A polyketide with antifungal activity
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Reveromycin C

Item No. 23488

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
butanedioic acid, 1-[(2S,3R,6S,8R,9S)-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-3-(3-methylbutyl)-1,7-dioxaspiro[5.5]undec-3-yl] ester
CAS Number
144860-69-5
Molecular Formula
C37H54O11
Formula Weight
674.8
Purity
≥95%
Formulation (Request formulation change)
A lyophilisate
SMILES
CC(/C=C/[C@@H]1O[C@@](CC[C@@H]2C)(CC[C@]1(OC(CCC(O)=O)=O)CCC(C)C)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/C37H54O11/c1-24(2)17-19-36(48-35(45)16-15-33(41)42)21-22-37(47-31(36)13-9-26(4)23-34(43)44)20-18-28(6)30(46-37)12-8-25(3)7-11-29(38)27(5)10-14-32(39)40/h7-11,13-14,23-24,27-31,38H,12,15-22H2,1-6H3,(H,39,40)(H,41,42)(H,43,44)/b11-7+,13-9+,14-10+,25-8+,26-23+/t27-,28-,29-,30+,31-,36+,37-/m0/s1
InChi Key
NDQHXHWOEDTFCC-UHWSPUDNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    250 µg

    $253

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    1 mg

    $961

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    Cayman Chemical
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    Product Description

    Reveromycin C is a polyketide originally isolated from Streptomyces that has antifungal activity against C. albicans (MICs = 2.0 and >500 µg/ml at pH 3 and 7.4, respectively).1,2 Reveromycin C inhibits EGF-induced mitogenic activity in the Balb/MK mouse epidermal cell line.2 It also reverses the morphology of sarcoma-virus-transformed NRK rat kidney cells (EC50 = 1.58 µg/ml) and inhibits proliferation of KB cells and K562 human chronic myelogenous leukemia cells (IC50 = 2.0 µg/ml for both).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miyazawa, T., Takahashi, S., Kawata, A., et al. Identification of middle chain fatty Acyl-CoA ligase responsible for the biosynthesis of 2-alkylmalonyl-CoAs for polyketide extender unit. The Journal of Biological Chemisty 290(45), 26994-27011 (2015).

    2. 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).