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Substance Name: Acetylspiramycin [JAN]
RN: 24916-51-6
UNII: 05298J5WMU
InChIKey: ZPCCSZFPOXBNDL-RSMXASMKSA-N

Classification Codes

  • Drug / Therapeutic Agent
  • Natural Product

Molecular Formula

  • C45-H76-N2-O15

Molecular Weight

  • 885.094
 
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Names and Synonyms

Name of Substance

  • Acetylspiramycin
  • Acetylspiramycin [JAN]
  • Spiramycin II

Synonyms

  • Acetylspiramycin
  • Acetylspiramycinum
  • Foromacidin B
  • Foromacidine B
  • Leucomycin V, 9-O-(5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl)-, 3-acetate
  • Spiramycin 2
  • Spiramycin II
  • UNII-05298J5WMU

Systematic Names

  • Leucomycin V, 9-O-((2R,5S,6R)-5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl)-, 3-acetate
  • Leucomycin V, 9-O-(5-(dimethylamino)tetrahydro-6-methyl-2H-pyran-2-yl)-, 3-acetate, (9(2R,5S,6R))-
  • Spiramycin B

Registry Numbers

CAS Registry Number

  • 24916-51-6

FDA UNII

  • 05298J5WMU

Other Registry Numbers

  • 1403-58-3
  • 1405-26-1
  • 18810-02-1
  • 23684-34-6
  • 23684-35-7

System Generated Number

  • 0024916516

Structure Descriptors

InChI

1S/C45H76N2O15/c1-25-22-31(20-21-48)41(62-44-39(51)38(47(10)11)40(28(4)58-44)61-37-24-45(7,53)43(52)29(5)57-37)42(54-12)34(59-30(6)49)23-35(50)55-26(2)16-14-13-15-17-33(25)60-36-19-18-32(46(8)9)27(3)56-36/h13-15,17,21,25-29,31-34,36-44,51-53H,16,18-20,22-24H2,1-12H3/b14-13+,17-15+/t25-,26-,27+,28-,29+,31+,32+,33+,34-,36+,37+,38-,39-,40-,41+,42+,43+,44+,45-/m1/s1

InChIKey

ZPCCSZFPOXBNDL-RSMXASMKSA-N

Smiles

O1[C@H](CC[C@@H]([C@@H]1C)N(C)C)O[C@@H]1[C@@H](C[C@@H]([C@@H]([C@@H](OC)[C@@H](CC(O[C@H](C)CC=CC=C1)=O)OC(=O)C)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)N(C)C)O[C@@H]1O[C@H]([C@@H]([C@@](C1)(O)C)O)C)C)CC=O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 230mg/kg (230mg/kg)   Antibiotics and Chemotherapy Vol. 11, Pg. 652, 1961.
mouse LD50 intravenous 110mg/kg (110mg/kg)   Antibiotics and Chemotherapy Vol. 11, Pg. 652, 1961.
mouse LD50 oral > 4gm/kg (4000mg/kg)   Drugs in Japan Vol. 6, Pg. 17, 1982.
mouse LD50 subcutaneous 1520mg/kg (1520mg/kg)   "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967Vol. -, Pg. 605, 1967.
rabbit LD50 intraperitoneal 1300mg/kg (1300mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 275, 1983.
rabbit LD50 intravenous 198mg/kg (198mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 275, 1983.
rabbit LD50 oral 4gm/kg (4000mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 275, 1983.
rat LD50 oral > 13gm/kg (13000mg/kg)   Drugs in Japan Vol. 6, Pg. 17, 1982.
rat LD50 subcutaneous 2gm/kg (2000mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 18, Pg. 275, 1983.