A pyrroloketoindane antibiotic
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Indanomycin

Item No. 21761

Technical Information
Formal Name
(αR,2R,5S,6R)-6-[(1E,3E)-1-ethyl-4-[(1S,3aR,4S,5S,7aS)-1-ethyl-2,3,3a,4,5,7a-hexahydro-4-(1H-pyrrol-2-ylcarbonyl)-1H-inden-5-yl]-1,3-butadien-1-yl]tetrahydro-α,5-dimethyl-2H-pyran-2-acetic acid
CAS Number
66513-28-8
Synonyms
  • X 14547A
Molecular Formula
C31H43NO4
Formula Weight
Purity
≥95%
A solid
DMF: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
OC([C@H](C)[C@]1([H])O[C@@H](/C(CC)=C/C=C/[C@@H]2C=C[C@@]([C@@H](CC)CC3)([H])[C@]3([H])[C@@H]2C(C4=CC=CN4)=O)[C@@H](C)CC1)=O
InChi Code
InChI=1S/C31H43NO4/c1-5-21-13-16-25-24(21)15-14-23(28(25)29(33)26-11-8-18-32-26)10-7-9-22(6-2)30-19(3)12-17-27(36-30)20(4)31(34)35/h7-11,14-15,18-21,23-25,27-28,30,32H,5-6,12-13,16-17H2,1-4H3,(H,34,35)/b10-7+,22-9+/t19-,20+,21-,23+,24+,25+,27+,28+,30+/m0/s1
InChi Key
BAIPOTOKPGDCHA-MWBHXQFBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Indanomycin is an antibiotic of the pyrroloketoindane class, which includes an unusual indane ring structure.1 It has bactericidal activity against Gram-positive bacteria, with minimum inhibitory concentration (MIC) values of ≤0.2 µg/ml.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roege, K.E., and Kelly, W.L. Biosynthetic origins of the ionophore antibiotic indanomycin. Org. Lett. 11(2), 397-300 (2009).

    2. Liu, C.-M., Hermann, T.E., Liu, M., et alX-14547A, a new ionophorous antibiotic produced by Streptomyces antibioticus NRRL 8167. Discovery, fermentation, biological properties and taxonomy of the producing culture. J. Antibiot. (Tokyo) 32(2), 95-99 (1978).