Compound ID | 2733

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Shincomycin

Class: Macrolide

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Active against Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus haemolyticus, Clostridium tetani, Neisseria flava, and Mycoplasma pneumoniae
Description: Natural product from Streptomyces flavochromogenes
Year first mentioned: 1965
Development status: Experimental
Chemical structure(s):
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Molecular weight: 902.08
Iso. SMILES: CCC1C(C2C(O2)(/C=C/C(=O)C(CC(C(C(C(CC(=O)O1)O)C)O[C@H]3C[C@H]([C@@H]([C@H](O3)C)O[C@H]4C[C@@]([C@H]([C@@H](O4)C)O)(C)O)N(C)C)C=O)C)C)CO[C@H]5[C@@H]([C@@H]([C@@H]([C@H](O5)C)O)OC)OC
InChI Key: ASTFWUOOFYUYEK-CMNDLUGGSA-N
Can. SMILES: CCC1C(CO[C@H]2[C@@H]([C@@H]([C@@H]([C@@H](C)O2)O)OC)OC)C3C(C)(/C=C/C(=O)C(C)CC(C=O)C(C(C)C(CC(=O)O1)O)O[C@H]4C[C@H]([C@@H]([C@@H](C)O4)O[C@H]5C[C@](C)([C@H]([C@H](C)O5)O)O)N(C)C)O3
InChI: InChI=1S/C45H75NO17/c1-13-32-28(21-56-43-40(55-12)39(54-11)36(51)24(4)59-43)42-45(8,63-42)15-14-30(48)22(2)16-27(20-47)37(23(3)31(49)18-33(50)60-32)61-34-17-29(46(9)10)38(25(5)57-34)62-35-19-44(7,53)41(52)26(6)58-35/h14-15,20,22-29,31-32,34-43,49,51-53H,13,16-19,21H2,1-12H3/b15-14+/t22?,23?,24-,25-,26+,27?,28?,29-,31?,32?,34+,35+,36-,37?,38-,39-,40-,41+,42?,43-,44-,45?/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/72201062
Citation: https://www.jstage.jst.go.jp/article/antibioticsa/18/6/18_251/_pdf/-char/ja

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