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Substance Name: Penicillin G sodium [USP]
RN: 69-57-8
UNII: YS5LY7JF4N
InChIKey: FCPVYOBCFFNJFS-LQDWTQKMSA-M

Note

  • A penicillin derivative commonly used in the form of its sodium or potassium salts in the treatment of a variety of infections. It is effective against most gram-positive bacteria and against gram-negative cocci. It has also been used as an experimental convulsant because of its actions on GAMMA-AMINOBUTYRIC ACID mediated synaptic transmission.

Molecular Formula

  • C16-H18-N2-O4-S.Na

Molecular Weight

  • 356.3763
 

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
  • Mutation Data
  • Natural Product
  • Reproductive Effect
  • Tumor Data

Names and Synonyms

Name of Substance

  • Penicillin G sodium [USP]

Synonyms

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, (2S-(2alpha,5alpha,6beta))-, monosodium salt
  • American penicillin
  • Benzylpenicillin sodium
  • Benzylpenicillin sodium salt
  • Benzylpenicillinic acid sodium salt
  • Crystapen
  • EINECS 200-710-2
  • Kesso-Pen
  • Monosodium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate
  • Monosodium benzylpenicillin
  • Mycofarm
  • Novocillin
  • NSC 402815
  • OK 431
  • Pen-A-Brasive
  • Pencillin G sodium
  • Penicillin G sodium
  • Penicillin G Sodium, Crystalline
  • Penicillin G, sodium
  • Penicillin-G, monosodium salt
  • Penilaryn
  • Sodium 6-(phenylacetamido)penicillanate
  • Sodium benzylpenicillin
  • Sodium benzylpenicillin G
  • Sodium benzylpenicillinate
  • Sodium benzylpenicyllinate
  • Sodium penicillin
  • Sodium penicillin G
  • Sodium penicillin II
  • Sugracillin sodium salt
  • UNII-YS5LY7JF4N
  • Veticillin

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-(2S,5R,6R)-, monosodium salt
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-, (2S-(2alpha,5alpha,6beta))-, monosodium salt
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-, monosodium salt
  • Sodium (2S-(2alpha,5alpha,6beta))-3,3-dimethyl-7-oxo-6-(phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

Mixture Name

  • Crystifor 400

Registry Numbers

CAS Registry Number

  • 69-57-8

FDA UNII

  • YS5LY7JF4N

Other Registry Numbers

  • 1406-09-3
  • 8049-60-3

Related Registry Number

  • 61-33-6 (Parent)

System Generated Number

  • 0000069578

Molecular Formulas

Molecular Formula

  • C16-H18-N2-O4-S.Na

Molecular Formula Fragments

  • C16-H18-N2-O4-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C16H18N2O4S.Na/c1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);/q;+1/p-1/t11-,12+,14-;/m1./s1

InChIKey

FCPVYOBCFFNJFS-LQDWTQKMSA-M

Smiles

CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)Cc3ccccc3)C(=O)[O-])C.[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intramuscular 60mg/kg (60mg/kg)   Laboratory Animal Science. Vol. 30, Pg. 524, 1980.
guinea pig LDLo intravenous 150mg/kg (150mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 31, 1959.
guinea pig LDLo intravenous 150mg/kg (150mg/kg) GASTROINTESTINAL: OTHER CHANGES Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 31, 1959.
mouse LD50 intracrebral 3800ug/kg (3.8mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 55, Pg. 23, 1959.
mouse LD50 intramuscular 2800mg/kg (2800mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 31, 1959.
mouse LD50 intraperitoneal 3314mg/kg (3314mg/kg)   Antibiotics Annual. Vol. 3, Pg. 540, 1955/1956.
mouse LD50 intravenous 1500mg/kg (1500mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 31, 1959.
mouse LD50 oral > 4gm/kg (4000mg/kg)   Antibiotics Annual. Vol. 3, Pg. 540, 1955/1956.
mouse LD50 subcutaneous 4750mg/kg (4750mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 55, Pg. 23, 1959.
rat LD50 intravenous 3020mg/kg (3020mg/kg) CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Arzneimittel-Forschung. Drug Research. Vol. 9, Pg. 31, 1959.
rat LD50 oral 6916mg/kg (6916mg/kg) GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR
Archives des Maladies Professionnelles de Medecine du Travail et de Securite Sociale. Vol. 39, Pg. 259, 1978.
rat LD50 parenteral 2900ug/kg (2.9mg/kg)   Antimicrobial Agents and Chemotherapy Vol. -, Pg. 863, 1965.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -3.010 (none)   EST
Atmospheric OH Rate Constant 6.64E-11 cm3/molecule-sec 25 EST

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