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Substance Name: Penicillin F
RN: 118-53-6
UNII: 88EY1AP5UR
InChIKey: QRLCJUNAKLMRGP-ZTWGYATJSA-N

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C14-H20-N2-O4-S

Molecular Weight

  • 312.388
 
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Names and Synonyms

Name of Substance

  • Penicillin F

Synonyms

  • 2-Pentenylpenicillin
  • 3,3-Dimethyl-6-(3-hexenamido)-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
  • delta(sup 2)-Pentenylpenicillin
  • delta-beta,gamma-Pentenylpenicillin
  • Flavicidin
  • Penicillin F
  • Penicillin I
  • UNII-88EY1AP5UR

Systematic Name

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(3-hexenamido)-7-oxo-

Registry Numbers

CAS Registry Number

  • 118-53-6

FDA UNII

  • 88EY1AP5UR

System Generated Number

  • 0000118536

Structure Descriptors

InChI

1S/C14H20N2O4S/c1-4-5-6-7-8(17)15-9-11(18)16-10(13(19)20)14(2,3)21-12(9)16/h5-6,9-10,12H,4,7H2,1-3H3,(H,15,17)(H,19,20)/b6-5+/t9-,10+,12-/m1/s1

InChIKey

QRLCJUNAKLMRGP-ZTWGYATJSA-N

Smiles

CC/C=C/CC(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)O

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. 91, 1980.