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Substance Name: Nonactin
RN: 6833-84-7
UNII: TTP24WX8P7
InChIKey: RMIXHJPMNBXMBU-QIIXEHPYSA-N

Note

  • Macrolide tetrolide antibiotic isolated from cycloheximide-producing species of Streptomyces.

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C40-H64-O12

Molecular Weight

  • 736.934
 
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Names and Synonyms

Name of Substance

  • Nonactin

Synonyms

  • 3584-A
  • 5-19-12-00751 (Beilstein Handbook Reference)
  • 5342 PFW 19
  • A 4426
  • A-5584
  • Antibiotic from Actinomycete
  • BRN 0076434
  • E-79-C
  • EINECS 229-911-3
  • FH-3582-A
  • N-329-A
  • Nonactin
  • NSC 52141
  • NSC 56409
  • TA-25-M-I
  • UNII-TTP24WX8P7
  • Upjohn 170t (high melting)
  • UPJOHN 170T, high melting
  • Werramycin-A

Systematic Names

  • 4,13,22,31,37,38,39,40-Octaoxapentacyclo(32.2.1.1(sup 7,10).1(sup 16,19).1(sup 25,28))tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-, (1R-(1R*,2R*,5R*,7R*,10S*,11S*,14S*,16S*,19R*,20R*,23R*,25R*,28S*,29S*,32S*,34S*))-
  • 4,13,22,31,37,38,39,40-Octaoxapentacyclo(32.2.1.17,10.116,19.125,28)tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl- (8CI)
  • Nonactin

Registry Numbers

CAS Registry Number

  • 6833-84-7

FDA UNII

  • TTP24WX8P7

System Generated Number

  • 0006833847

Structure Descriptors

InChI

1S/C40H64O12/c1-21-17-29-9-13-34(49-29)26(6)38(42)46-23(3)19-31-11-15-36(51-31)28(8)40(44)48-24(4)20-32-12-16-35(52-32)27(7)39(43)47-22(2)18-30-10-14-33(50-30)25(5)37(41)45-21/h21-36H,9-20H2,1-8H3/t21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-

InChIKey

RMIXHJPMNBXMBU-QIIXEHPYSA-N

Smiles

C1([C@H]([C@H]2O[C@@H](C[C@H](OC([C@@H]([C@@H]3O[C@H](C[C@@H](OC([C@H]([C@H]4O[C@@H](C[C@H](OC([C@@H]([C@@H]5O[C@H](C[C@@H](O1)C)CC5)C)=O)C)CC4)C)=O)C)CC3)C)=O)C)CC2)C)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 246mg/kg (246mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 2, Pg. 393, 1980.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 147.5 deg C   EXP
log P (octanol-water) 6.770 (none)   EST
Atmospheric OH Rate Constant 1.24E-10 cm3/molecule-sec 25 EST

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