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Substance Name: Gramicidin S [INN]
RN: 113-73-5
UNII: WHM29QA23F
InChIKey: IUAYMJGZBVDSGL-XNNAEKOYSA-N

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C60-H92-N12-O10

Molecular Weight

  • 1141.46
 
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Names and Synonyms

Name of Substance

  • Gramicidin S
  • Gramicidin S [INN]

Synonyms

  • BRN 0605227
  • Gramacidine S
  • Gramacidine S [INN-French]
  • Gramicidin S
  • Gramicidina S
  • Gramicidina S [INN-Spanish]
  • Gramicidinum S
  • Gramicidinum S [INN-Latin]
  • Gramicin S 1
  • Gramicin S-A
  • UNII-WHM29QA23F

Systematic Names

  • Cyclo(L-valyl-L-ornithyl-L-leucyl-D-phenylalanyl-L-prolyl-L-valyl-L-ornithyl-L-leucyl-D-phenylalanyl-L-prolyl)
  • Gramicidin S

Registry Numbers

CAS Registry Number

  • 113-73-5

FDA UNII

  • WHM29QA23F

System Generated Number

  • 0000113735

Structure Descriptors

InChI

1S/C60H92N12O10/c1-35(2)31-43-53(75)67-45(33-39-19-11-9-12-20-39)59(81)71-29-17-25-47(71)55(77)70-50(38(7)8)58(80)64-42(24-16-28-62)52(74)66-44(32-36(3)4)54(76)68-46(34-40-21-13-10-14-22-40)60(82)72-30-18-26-48(72)56(78)69-49(37(5)6)57(79)63-41(23-15-27-61)51(73)65-43/h9-14,19-22,35-38,41-50H,15-18,23-34,61-62H2,1-8H3,(H,63,79)(H,64,80)(H,65,73)(H,66,74)(H,67,75)(H,68,76)(H,69,78)(H,70,77)/t41-,42-,43-,44-,45+,46+,47-,48-,49-,50-/m0/s1

InChIKey

IUAYMJGZBVDSGL-XNNAEKOYSA-N

Smiles

C1C[C@H]2C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C(=O)N[C@H](C(N[C@@H](C(N3[C@@H](CCC3)C(N[C@H](C(N[C@H](C(N[C@@H](CC(C)C)C(=O)N[C@H](Cc3ccccc3)C(=O)N2C1)=O)CCCN)=O)C(C)C)=O)=O)Cc1ccccc1)=O)CC(C)C)CCCN

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 40mg/kg (40mg/kg)   "Antibiotics: Origin, Nature, and Properties," Korzyoski, T., et al., eds., Washington, DC, American Soc. for Microbiology, 1978Vol. 3, Pg. 1529, 1978.
rat LD50 intraperitoneal 17mg/kg (17mg/kg)   American Review of Soviet Medicine. Vol. 2, Pg. 134, 1944.
rat LD50 intravenous 17mg/kg (17mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 4(1), Pg. 271, 1980.