An anthracycline antitumor antibiotic
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Cinerubin B

Item No. 40865

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,2R,4S)-4-[[[2′′′,3′′-anhydro]-O-3,6-dideoxy-α-L-erythro-hexopyranos-4-ulos-1-yl-(1→4)-O-2,6-dideoxy-α-L-lyxo-hexopyranosyl-(1→4)-2,3,6-trideoxy-3-(dimethylamino)-α-L-lyxo-hexopyranosyl]oxy]-2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7,10-tetrahydroxy-6,11-dioxo-1-naphthacenecarboxylic acid, methyl ester
CAS Number
35906-51-5
Synonyms
  • Ciclamycin 1
  • Cinerubine B
  • MA 144B2
  • NSC 18335
  • NSC 62490
  • NSC 243023
Molecular Formula
C42H51NO16
Formula Weight
825.9
Purity
≥70%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
C[C@@H]1O[C@@H](O[C@H]2C[C@](CC)([C@@H](C3=C2C(O)=C4C(C5=C(C=CC(O)=C5C(C4=C3)=O)O)=O)C(OC)=O)O)C[C@H](N(C)C)[C@@H]1O[C@@H]6O[C@H]([C@]7(O[C@@]8(O[C@H](C(C[C@](O[C@]7(C6)[H])8[H])=O)C)[H])[H])C
InChi Code
InChI=1S/C42H51NO16/c1-8-42(51)15-27(30-19(34(42)40(50)52-7)11-20-31(36(30)48)37(49)33-23(45)10-9-22(44)32(33)35(20)47)57-28-12-21(43(5)6)38(17(3)53-28)58-29-14-25-39(18(4)54-29)59-41-26(56-25)13-24(46)16(2)55-41/h9-11,16-18,21,25-29,34,38-39,41,44-45,48,51H,8,12-15H2,1-7H3/t16-,17-,18-,21-,25-,26-,27-,28-,29-,34-,38+,39+,41-,42+/m0/s1
InChi Key
ZBDDFHXUDIPRSM-DQCCILMQSA-N
Origin
Bacterium/Streptomyces aurantiacus
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $186

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    1 mg

    $354

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    Product Description

    Cinerubin B is an anthracycline antitumor antibiotic that has been found in Streptomyces.1,2 It inhibits RNA synthesis in, and the growth of, L1210 murine leukemia cells (IC50s = 48 and 15 nM, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Silva, L.J., Crevelin, E.J., Souza, D.T., et al. Actinobacteria from Antarctica as a source for anticancer discovery. Sci. Rep. 10(1), 13870 (2020).

    2. Matsuzawa, Y., Oki, T., Takeuchi, T., et al. Structure-activity relationships of anthracyclines relative to cytotoxicity and effects on macromolecular synthesis in L1210 leukemia cells. J. Antibiot. (Tokyo) 34(12), 1596-1607 (1981).