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Substance Name: Cephamycin C
RN: 34279-51-1
UNII: XA69811MWE
InChIKey: LXWBXEWUSAABOA-VXSYNFHWSA-N

Note

  • Produced from O-carbamoyldeacetylcephalosporin in C by cell-free extracts of Streptomyces clavuligerus,

Molecular Formula

  • C16-H21-N4-O9-S

Molecular Weight

  • 446.4348
 

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product
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Names and Synonyms

Name of Substance

  • Cephamycin C

Synonyms

  • 842-A
  • A-16886-I
  • Antibiotic 842 A
  • Antibiotic 842A
  • Antibiotic WS 3442C
  • Cephamycin C
  • Cephemimycin
  • P-6621
  • UNII-XA69811MWE
  • WS-3442-C

Systematic Name

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(5-amino-5-carboxyvaleramido)-3-(hydroxymethyl)-7-methoxy-8-oxo-, carbamate (ester), monosodium salt

Registry Numbers

CAS Registry Number

  • 34279-51-1

FDA UNII

  • XA69811MWE

Other Registry Numbers

  • 37226-22-5
  • 40958-02-9

System Generated Number

  • 0034279511

Structure Descriptors

InChI

1S/C16H22N4O9S/c1-28-16(19-9(21)4-2-3-8(17)11(22)23)13(26)20-10(12(24)25)7(5-29-15(18)27)6-30-14(16)20/h8,14H,2-6,17H2,1H3,(H2,18,27)(H,19,21)(H,22,23)(H,24,25)/t8-,14-,16+/m1/s1

InChIKey

LXWBXEWUSAABOA-VXSYNFHWSA-N

Smiles

CO[C@]1(NC(=O)CCC[C@@H](N)C(=O)O)[C@H]2SCC(=C(N2C1=O)C(=O)O)COC(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 2gm/kg (2000mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 4(1), Pg. 100, 1980.