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Macrocin

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Macrocin
Names
IUPAC name 2-oxy]-4-dimethylamino-3-hydroxy-6-methyl-2-tetrahydropyranyl]oxy]-15-oxymethyl]-16-ethyl-4-hydroxy-5,9,13-trimethyl-2,10-dioxo-1-oxacyclohexadeca-11,13-dien-7-yl]acetaldehyde
Other names Tylosin C
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
InChI
  • InChI=1S/C45H75NO17/c1-12-32-29(21-57-44-41(56-11)38(53)36(51)25(5)59-44)17-22(2)13-14-30(48)23(3)18-28(15-16-47)39(24(4)31(49)19-33(50)61-32)63-43-37(52)35(46(9)10)40(26(6)60-43)62-34-20-45(8,55)42(54)27(7)58-34/h13-14,16-17,23-29,31-32,34-44,49,51-55H,12,15,18-21H2,1-11H3/b14-13+,22-17+/t23-,24+,25-,26-,27+,28+,29-,31-,32-,34+,35-,36-,37-,38-,39-,40-,41-,42+,43+,44-,45-/m1/s1Key: UFUYRGNJTFAODM-HQCAVAADSA-N
  • InChI=1/C45H75NO17/c1-12-32-29(21-57-44-41(56-11)38(53)36(51)25(5)59-44)17-22(2)13-14-30(48)23(3)18-28(15-16-47)39(24(4)31(49)19-33(50)61-32)63-43-37(52)35(46(9)10)40(26(6)60-43)62-34-20-45(8,55)42(54)27(7)58-34/h13-14,16-17,23-29,31-32,34-44,49,51-55H,12,15,18-21H2,1-11H3/b14-13+,22-17+/t23-,24+,25-,26-,27+,28+,29-,31-,32-,34+,35-,36-,37-,38-,39-,40-,41-,42+,43+,44-,45-/m1/s1Key: UFUYRGNJTFAODM-HQCAVAADBQ
SMILES
  • C((O2()O(C)(O4()O(C)(O)(O)(C)C4)(N(C)C)2O)(CC=O)C1C)(O)CC(O(CC)(CO3(OC)(O)(O)(C)O3)/C=C(C)/C=C/C1=O)=O
Properties
Chemical formula C45H75NO17
Molar mass 902.07 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Macrocin is a macrolide antibiotic. Biosynthetically, it is produced from demethylmacrocin by demethylmacrocin O-methyltransferase and is converted to tylosin, an antibiotic used in veterinary medicine, by macrocin O-methyltransferase.

References

  1. EC 2.1.1.102 at IUBMB
  2. EC 2.1.1.101 at IUBMB


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