An intermediate in the biosynthesis of erythromycin
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Erythromycin C

Item No. 23478

Technical Information
Formal Name
3''-O-demethyl-erythromycin
CAS Number
1675-02-1
Molecular Formula
C36H65NO13
Formula Weight
Purity
≥85%
A solid
DMF: solubleDMSO: solubleEthanol: solubleMethanol: solubleWater: limited solubility
SMILES
C[C@H]1[C@H](O)[C@@](O)(C)C[C@@](O[C@H]([C@@H](C)C(O[C@H](CC)[C@]([C@H](O)[C@H]2C)(O)C)=O)[C@H](C)[C@@H](O[C@@]3([H])[C@H](O)[C@@H](N(C)C)C[C@@H](C)O3)[C@](C)(O)C[C@@H](C)C2=O)([H])O1
InChi Code
InChI=1S/C36H65NO13/c1-13-24-36(10,45)29(40)19(4)26(38)17(2)15-35(9,44)31(50-33-27(39)23(37(11)12)14-18(3)46-33)20(5)28(21(6)32(42)48-24)49-25-16-34(8,43)30(41)22(7)47-25/h17-25,27-31,33,39-41,43-45H,13-16H2,1-12H3/t17-,18-,19+,20+,21-,22+,23+,24-,25+,27-,28+,29-,30+,31-,33+,34-,35-,36-/m1/s1
InChi Key
MWFRKHPRXPSWNT-QNPWSHAKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Erythromycin C is an intermediate in the biosynthesis of erythromycin (Item No. 16486).1 It is also a potential impurity found in commercial preparations of erythromycin. Erythromycin C is half as active or less than erythromycin A or B against most Gram-positive and Gram-negative bacteria tested.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, Y., Deng, W., Wu, J., et alGenetic modulation of the overexpression of tailoring genes eryK and eryG leading to the improvement of erythromycin A purity and production in Saccharopolyspora erythraea fermentation. Appl. Environ. Microbiol. 74(6), 1820-1828 (2008).

    2. Kibwage, I.O., Hoogmartens, J., Roets, E., et alAntibacterial activities of erythromycins A, B, C, and D and some of their derivatives. Antimicrob. Agents Chemother. 28(5), 630-633 (1985).