Ketcher 12201913542D 1   1.00000     0.00000     0

 20 20  0     1  0            999 V2000
   14.0417  -58.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0417  -57.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1757  -57.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1757  -59.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3097  -57.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3097  -58.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9077  -57.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7738  -57.8910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9077  -56.3909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7738  -58.8910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6397  -57.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6400  -59.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5058  -57.8910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4437  -59.3909    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6398  -60.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5059  -58.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5776  -58.8909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4437  -60.3910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7738  -60.8910    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.5060  -60.8910    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0     0  0
  2  7  1  0     0  0
  2  3  1  0     0  0
  1  4  1  0     0  0
  3  5  2  0     0  0
  4  6  2  0     0  0
  5  6  1  0     0  0
  6 14  1  0     0  0
  7  8  1  0     0  0
  7  9  1  1     0  0
  8 10  1  1     0  0
  8 11  1  0     0  0
 10 12  1  0     0  0
 11 13  1  0     0  0
 12 15  1  0     0  0
 12 16  2  0     0  0
 14 17  1  0     0  0
 14 18  2  0     0  0
 15 19  1  0     0  0
 15 20  1  0     0  0
M  CHG  2  14   1  17  -1
M  END
> <ID>
CHEBI:17698

> <NAME>
chloramphenicol

> <DEFINITION>
An organochlorine compound that is dichloro-substituted acetamide containing a nitrobenzene ring, an amide bond and two alcohol functions.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:13965; CHEBI:47327; CHEBI:3603; CHEBI:23106; CHEBI:23108

> <SYNONYM>
levomycetin; levomicetina; laevomycetinum; D-(-)-threo-1-p-nitrophenyl-2-dichloroacetylamino-1,3-propanediol; D-(-)-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenylethyl)acetamide; chlornitromycin; chloramphenicol; CHLORAMPHENICOL; Chloramphenicol; (-)-chloramphenicol

> <IUPAC_NAME>
2,2-dichloro-N-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide

> <INN>
cloramfenicol; chloramphenicolum; chloramphenicol; chloramphenicol

> <BRAND_NAME>
Sificetina; Oleomycetin; Halomycetin; Globenicol; Fenicol; Econochlor; Chloromycetin; Chlorocol; Chlorocid; Chloramex; Amphicol

> <FORMULA>
C11H12Cl2N2O5

> <MASS>
323.130

> <MONOISOTOPIC_MASS>
322.01233

> <CHARGE>
0

> <SMILES>
C1=C([C@H]([C@H](NC(C(Cl)Cl)=O)CO)O)C=CC(=C1)[N+]([O-])=O

> <INCHI>
InChI=1S/C11H12Cl2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1

> <INCHIKEY>
WIIZWVCIJKGZOK-RKDXNWHRSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
2225532

> <CAS_REGISTRY_NUMBER>
56-75-7

> <CHEMIDPLUS>
56-75-7

> <DRUGBANK_ACCESSION>
DB00446

> <KEGG_COMPOUND_ACCESSION>
C00918

> <KEGG_DRUG_ACCESSION>
D00104

> <LINCS_ACCESSION>
LSM-5256

> <METACYC_ACCESSION>
CHLORAMPHENICOL

> <NIST_CHEMISTRY_WEBBOOK>
56-75-7

> <PDBECHEM_ACCESSION>
CLM

> <PESTICIDES_ACCESSION>
chloramphenicol

> <WIKIPEDIA_ACCESSION>
Chloramphenicol

> <PUBMED_CITATION>
11468347; 12217690; 16659995; 16897441; 17217404; 17692887; 17963326; 18559535; 18657290; 18794387; 23142491; 23317719; 23395526; 23494278; 23512826; 23698443; 657786; 6653106; 7040026

$$$$