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Substance Name: Pleuromulin [INN]
RN: 125-65-5
UNII: 3DE4A80MZ1
InChIKey: ZRZNJUXESFHSIO-BKUNHTPHSA-N

Note

  • An antibiotic.

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C22-H34-O5

Molecular Weight

  • 378.5056
 
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Names and Synonyms

Name of Substance

  • Pleuromulin [INN]
  • Pleuromutilin

Synonyms

  • 14-Deoxy-14-((hydroxyacetyl)oxy)mutilin
  • A 4014C
  • Antibiotic A 40104C
  • Antibiotic BC 757
  • BC 757
  • Drosophilin B
  • Drosopholin B
  • EC 204-747-5
  • EINECS 204-747-5
  • Glycolic acid, 8-ester with mutilin
  • Mutilin 14-glycolate
  • NSC 121145
  • Pleuromulin
  • Pleuromulina
  • Pleuromulina [INN-Spanish]
  • Pleuromuline
  • Pleuromuline [INN-French]
  • Pleuromulinum
  • Pleuromulinum [INN-Latin]
  • Pleuromutilin
  • UNII-3DE4A80MZ1

Systematic Names

  • Acetic acid, hydroxy-, 6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester, (3aS-(3aalpha,4beta,5alpha,6alpha,8beta,9alpha,9abeta,10S*))- (9CI)
  • Glycolic acid 8-ester with octahydro-5,8-dihydroxy-4,6,9,10-tetramethyl-6-vinyl-3a,9-propano-3aH-cyclopentacycloocten-1(4H)-one
  • Pleuromulin

Registry Numbers

CAS Registry Number

  • 125-65-5

FDA UNII

  • 3DE4A80MZ1

Other Registry Numbers

  • 11023-32-8
  • 17107-35-6

System Generated Number

  • 0000125655

Structure Descriptors

InChI

1S/C22H34O5/c1-6-20(4)11-16(27-17(25)12-23)21(5)13(2)7-9-22(14(3)19(20)26)10-8-15(24)18(21)22/h6,13-14,16,18-19,23,26H,1,7-12H2,2-5H3/t13-,14+,16-,18+,19+,20-,21+,22+/m1/s1

InChIKey

ZRZNJUXESFHSIO-BKUNHTPHSA-N

Smiles

C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@]1(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]3C)OC(=O)CO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 60mg/kg (60mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 6, Pg. 123, 1981.
mouse LD50 intravenous 50mg/kg (50mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 6, Pg. 123, 1981.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 170.5 deg C   EXP
log P (octanol-water) 2.930 (none)   EST
Atmospheric OH Rate Constant 5.82E-11 cm3/molecule-sec 25 EST

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