A bacterial metabolite
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TAN 420E

Item No. 28120

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(15R)-18,21-didehydro-17-demethoxy-18,21-dideoxo-18,21-dihydroxy-15-methoxy-11-O-methyl-geldanamycin
CAS Number
91700-93-5
Synonyms
  • Dihydroherbimycin A
Molecular Formula
C30H44N2O9
Formula Weight
576.7
Purity
≥95%
Formulation (Request formulation change)
A lyophilisate
Solubility(Learn about Variance in Solubility)
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
OC1=CC(N2)=C(O)C([C@@](OC)([H])[C@@H](C)C[C@H](OC)[C@H](OC)[C@@H](C)/C=C(C)/[C@H](OC(N)=O)[C@@H](OC)/C=C/C=C(C)/C2=O)=C1
InChi Code
InChI=1S/C30H44N2O9/c1-16-10-9-11-23(37-5)28(41-30(31)36)18(3)12-17(2)27(40-8)24(38-6)13-19(4)26(39-7)21-14-20(33)15-22(25(21)34)32-29(16)35/h9-12,14-15,17,19,23-24,26-28,33-34H,13H2,1-8H3,(H2,31,36)(H,32,35)/b11-9+,16-10+,18-12+/t17-,19-,23-,24-,26+,27+,28-/m0/s1
InChi Key
QANBQEQVJJKJTJ-GDYSMBPZSA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $241

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    2.5 mg

    $1,078

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    Product Description

    TAN 420E is a bacterial metabolite originally isolated from Streptomyces.1,2,3 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in a cell-free assay (IC50 = 1.3 μM) and reduces thiobarbituric acid reactive substances (TBARS) in rat liver microsomes by 72% when used at a concentration of 100 μg/ml.3 TAN 420E is active against B. brevis, B. cereus, M. flavus, and S. aureus (MICs = 50-100 μg/ml).1 It is cytotoxic to P388 and KB cancer cells (EC50s = 0.022 and 0.3 μg/ml, respectively).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tanida, S., Muroi, M., and Hasegawa, T. Antibiotic TAN-420, its production and use. EP0110710 A2, (1990).

    2. Lin, L.-Z., Blaskó, G., and Cordell, G.A. H-NMR analysis of herbimycins and dihydro-herbimycins. J. Nat. Prod. 51(6), 1161-1165 (1988).

    3. Chang, H.B., and Kim, J.H. Antioxidant properties of dihydroherbimycin A from a newly isolated Streptomyces sp. Biotechnol. Lett. 29(4), 599-603 (2007).