An anthracycline with anticancer activity
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Carubicin

Item No. 27660

Technical Information
Formal Name
(8S,10S)-8-acetyl-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-1,6,8,11-tetrahydroxy-5,12-naphthacenedione
CAS Number
50935-04-1
Synonyms
  • Antibiotic R 588A
  • Carminomycin
  • NCI 180024
  • NSC 180024
Molecular Formula
C26H27NO10
Formula Weight
Purity
≥98%
A solid
SMILES
OC1=C(C2=O)C(C(C(C2=C3O)=C(O)C4=C3[C@@H](O[C@]5([H])O[C@@H](C)[C@@H](O)[C@@H](N)C5)C[C@@](C(C)=O)(O)C4)=O)=CC=C1
InChi Code
InChI=1S/C26H27NO10/c1-9-21(30)13(27)6-16(36-9)37-15-8-26(35,10(2)28)7-12-18(15)25(34)20-19(23(12)32)22(31)11-4-3-5-14(29)17(11)24(20)33/h3-5,9,13,15-16,21,29-30,32,34-35H,6-8,27H2,1-2H3/t9-,13-,15-,16-,21+,26-/m0/s1
InChi Key
XREUEWVEMYWFFA-CSKJXFQVSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Carubicin is an anthracycline originally isolated from A. carminata that has anticancer activity.1,2 It is cytotoxic to MCF-7 and K562 cells (IC50s = 90 and 60 nM, respectively), as well as P-glycoprotein-expressing MCF-7/DOX and K562i/S9 cells (IC50s = 90 and 60 nM, respectively).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tevyashova, A.N., Shtil, A.A., Olsufyeva, E.N., et alCarminomycin, 14-hydroxycarminomycin and its novel carbohydrate derivatives potently kill human tumor cells and their multidrug resistant variants. J. Antibiot. (Tokyo) 57(2), 143-150 (2004).

    2. Gause, G.F., Brazhnikova, M.G., and Shorin, V.A. A new antitumor antibiotic, carminomycin (NSC-180024). Cancer Chemother. Rep. 58(2), 255-256 (1974).