An antitumor antibiotic
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Sandramycin

Item No. 20575

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(3-hydroxy-2-quinolinyl)carbonyl]-D-seryl-(2S)-2-piperidinecarbonylglycyl-N-methylglycyl-N-methyl-L-valine, bimol. (5→1'3),(5'→13)-dilactone
CAS Number
100940-65-6
Synonyms
  • (-)-Sandramycin
Molecular Formula
C60H76N12O16
Formula Weight
1221.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C([C@@H](COC([C@@H](N(C(CN(C(CNC([C@@](CCCC1)([H])N1C2=O)=O)=O)C)=O)C)C(C)C)=O)NC(C3=NC(C=CC=C4)=C4C=C3O)=O)N(CCCC5)[C@]5([H])C(NCC(N(CC(N([C@H](C(OC[C@H]2NC(C6=NC(C=CC=C7)=C7C=C6O)=O)=O)C(C)C)C)=O)C)=O)=O
InChi Code
InChI=1S/C60H76N12O16/c1-33(2)51-59(85)87-31-39(65-55(81)49-43(73)25-35-17-9-11-19-37(35)63-49)57(83)71-23-15-13-21-41(71)53(79)62-28-46(76)68(6)30-48(78)70(8)52(34(3)4)60(86)88-32-40(66-56(82)50-44(74)26-36-18-10-12-20-38(36)64-50)58(84)72-24-16-14-
InChi Key
WXIVYIYCEBUEHL-RTQGILJWSA-N
Origin
Bacterium/Kribbella sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $413

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    5 mg

    $1,032

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    Cayman Chemical
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    Product Description

    Sandramycin is a cyclic depsipeptide antibiotic that was first isolated from the culture broth of Nocardioides sp.1 It is active against Gram-positive bacteria in vitro and leukemia P388 tumors in mice.1 Sandramycin acts as a bifunctional DNA intercalator that strongly binds DNA and forms crosslinks between DNA molecules.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Matson, J.A., and Bush, J.A. Sandramycin, a novel antitumor antibiotic produced by a Nocardioides sp. production, isolation, characterization and biological properties. J. Antibiot. (Tokyo) 42(12), 1763-1767 (1989).

    2. Boger, D.L., and Saionz, K.W. DNA binding properties of key sandramycin analogues: systematic examination of the intercalation chromophore. Bioorg. Med. Chem. 7(2), (1999).