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154-21-2

154-21-2 | Lincomycin

CAS No: 154-21-2 Catalog No: AG00395H MDL No:MFCD00135816

Product Description

Catalog Number:
AG00395H
Chemical Name:
Lincomycin
CAS Number:
154-21-2
Molecular Formula:
C18H34N2O6S
Molecular Weight:
406.5374
MDL Number:
MFCD00135816
IUPAC Name:
(2S,4R)-N-[(1R,2R)-2-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methylsulfanyloxan-2-yl]propyl]-1-methyl-4-propylpyrrolidine-2-carboxamide
InChI:
InChI=1S/C18H34N2O6S/c1-5-6-10-7-11(20(3)8-10)17(25)19-12(9(2)21)16-14(23)13(22)15(24)18(26-16)27-4/h9-16,18,21-24H,5-8H2,1-4H3,(H,19,25)/t9-,10-,11+,12-,13+,14-,15-,16-,18-/m1/s1
InChI Key:
OJMMVQQUTAEWLP-KIDUDLJLSA-N
SMILES:
CCC[C@H]1CN([C@@H](C1)C(=O)N[C@@H]([C@H]1O[C@H](SC)[C@@H]([C@H]([C@H]1O)O)O)[C@H](O)C)C
EC Number:
205-824-6
UNII:
BOD072YW0F

Properties

Complexity:
499  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
9  
Defined Bond Stereocenter Count:
0
Exact Mass:
406.214g/mol
Formal Charge:
0
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0
Molecular Weight:
406.538g/mol
Monoisotopic Mass:
406.214g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
148A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.2  

Literature

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In vitro characterization of LmbK and LmbO: identification of GDP-D-erythro-α-D-gluco-octose as a key intermediate in lincomycin A biosynthesis. Journal of the American Chemical Society 20140122
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Construction of the octose 8-phosphate intermediate in lincomycin A biosynthesis: characterization of the reactions catalyzed by LmbR and LmbN. Journal of the American Chemical Society 20121024
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