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Substance Name: Cephaloglycin
RN: 3577-01-3
UNII: HD2D469W6U
InChIKey: FUBBGQLTSCSAON-PBFPGSCMSA-N

Note

  • A cephalorsporin antibiotic.

Molecular Formula

  • C18-H19-N3-O6-S

Molecular Weight

  • 405.4291
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Reproductive Effect
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Names and Synonyms

Results Name

  • Cephaloglycin

Name of Substance

  • Cefaloglycin [INN]
  • Cephaloglycin
  • Cephaloglycin anhydrous

MeSH Heading

  • Cephaloglycin

Synonyms

  • 3-((Acetyloxy)methyl)-7-((aminophenylacetyl)amino)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • 7-(2-Amino-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid acetate (ester)
  • 7-(2-Amino-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)octane-2-carboxylic acid, acetate inner salt
  • 7-(2-D-alpha-Aminophenylacetamido)cephalosporanic acid
  • 7-(D-2-Amino-2-phenylacetamido)-3-acetoxymethyl-delta(sup 3)-cephem-4-carboxylic acid
  • 7-(D-alpha-Aminophenyl-acetamido)cephalosporanic acid
  • Cefaloglicina
  • Cefaloglicina [INN-Spanish]
  • Cefaloglycin
  • Cefaloglycine
  • Cefaloglycine [INN-French]
  • Cefaloglycinum
  • Cefaloglycinum [INN-Latin]
  • Cephaloglycin
  • Cephaloglycine
  • Cephaoglycin acid
  • D-(-)-Cephaloglycin
  • D-Cephaloglycine
  • EINECS 222-696-7
  • HSDB 3214
  • Kafocin
  • Kefglycin
  • Lilly 39435
  • UNII-HD2D469W6U

Systematic Names

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-((acetyloxy)methyl)-7-((aminophenylacetyl)amino)-8-oxo-, (6R-(6alpha,7beta(R*)))-
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(2-amino-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-, acetate (ester), D-
  • Cefaloglycin

Registry Numbers

CAS Registry Number

  • 3577-01-3

FDA UNII

  • HD2D469W6U

System Generated Number

  • 0003577013

Structure Descriptors

InChI

1S/C18H19N3O6S/c1-9(22)27-7-11-8-28-17-13(16(24)21(17)14(11)18(25)26)20-15(23)12(19)10-5-3-2-4-6-10/h2-6,12-13,17H,7-8,19H2,1H3,(H,20,23)(H,25,26)/t12-,13-,17-/m1/s1

InChIKey

FUBBGQLTSCSAON-PBFPGSCMSA-N

Smiles

CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](c3ccccc3)N)SC1)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1030mg/kg (1030mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Chemotherapy Vol. 18, Pg. 22, 1970.
mouse LD50 oral > 10gm/kg (10000mg/kg) LIVER: OTHER CHANGES Chemotherapy Vol. 18, Pg. 22, 1970.
mouse LD50 subcutaneous 3700mg/kg (3700mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Chemotherapy Vol. 18, Pg. 22, 1970.
rat LD50 intraperitoneal 1300mg/kg (1300mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Chemotherapy Vol. 18, Pg. 22, 1970.
rat LD50 oral > 10gm/kg (10000mg/kg) LIVER: OTHER CHANGES Chemotherapy Vol. 18, Pg. 22, 1970.
rat LD50 subcutaneous 2800mg/kg (2800mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Chemotherapy Vol. 18, Pg. 22, 1970.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 237 dec deg C   EXP
log P (octanol-water) -0.050 (none)   EST
Water Solubility 154 mg/L 25 EST
Vapor Pressure 1.28E-16 mm Hg 25 EST
Henry's Law Constant 6.58E-20 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.55E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.