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Substance Name: Midecamycin [INN:DCF:JAN]
RN: 35457-80-8
UNII: N34Z0Y5UH7
InChIKey: DMUAPQTXSSNEDD-QALJCMCCSA-N

Note

  • Macrolide antibiotic.

Molecular Formula

  • C41-H67-N-O15

Molecular Weight

  • 813.9723
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibiotics
  • Drug / Therapeutic Agent
  • Natural Product
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Midecamycin
  • Midecamycin [INN:DCF:JAN]

Synonyms

  • 7-(Formylmethyl)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexadeca-11,13-dien-6-yl 3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-alpha-L-ribo-hexopyranosyl)-3-(dimethylamino)-beta-D-glucopyranoside 4',4'-dipropionate (ester)
  • Antibiotic SF 837
  • Antibiotic SF 837 A1
  • Antibiotic YL 704 B1
  • EINECS 252-578-0
  • Espinomycin A
  • Macro-Dil
  • Macropen
  • Madecacine
  • Medemycin
  • Midecamicina
  • Midecamicina [INN-Spanish]
  • Midecamycin
  • Midecamycin A(sub 1)
  • Midecamycine
  • Midecamycine [INN-French]
  • Midecamycinum
  • Midecamycinum [INN-Latin]
  • Mydecamycin
  • Myoxam
  • Normicina
  • NSC 154011
  • Platenomycin B1
  • Rubimycin
  • SF 837
  • Turimycin P(sub 3)
  • Turimycin P3
  • UNII-N34Z0Y5UH7
  • YL 704 B1

Systematic Names

  • 7-(Formylmethyl)-4,10-dihydroxy-5-methoxy-9,16-dimethyl-2-oxooxacyclohexadeca-11,13-dien-6-yl 3,6-dideoxy-4-O-(2,6-dideoxy-3-C-methyl-alpha-L-ribo-hexopyranosyl)-3-(dimethylamino)-beta-D-glucopyranoside 4',4''-dipropionate (ester)
  • Leucomycin V, 3,4(sup B)-dipropanoate
  • Leucomycin V, 3,4B-dipropanoate (9CI)
  • Midecamycin

Registry Numbers

CAS Registry Number

  • 35457-80-8

FDA UNII

  • N34Z0Y5UH7

Other Registry Numbers

  • 11076-75-8
  • 11091-49-9
  • 39464-24-9

System Generated Number

  • 0035457808

Structure Descriptors

InChI

1S/C41H67NO15/c1-11-30(45)54-29-21-32(47)51-24(4)16-14-13-15-17-28(44)23(3)20-27(18-19-43)37(38(29)50-10)57-40-35(48)34(42(8)9)36(25(5)53-40)56-33-22-41(7,49)39(26(6)52-33)55-31(46)12-2/h13-15,17,19,23-29,33-40,44,48-49H,11-12,16,18,20-22H2,1-10H3/b14-13+,17-15+/t23-,24-,25-,26+,27+,28+,29-,33+,34-,35-,36-,37+,38+,39+,40+,41-/m1/s1

InChIKey

DMUAPQTXSSNEDD-QALJCMCCSA-N

Smiles

CCC(=O)O[C@@H]1CC(=O)O[C@@H](C/C=C/C=C/[C@@H]([C@@H](C[C@@H]([C@@H]([C@H]1OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)CC)(C)O)N(C)C)O)CC=O)C)O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 910mg/kg (910mg/kg)   Chemotherapy Vol. 21, Pg. 711, 1973.
mouse LD50 intravenous 1gm/kg (1000mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 2, Pg. 83, 1980.
mouse LD50 oral 5800mg/kg (5800mg/kg)   Drugs in Japan Vol. 6, Pg. 810, 1982.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   Chemotherapy Vol. 21, Pg. 711, 1973.
rat LD50 intraperitoneal 11300mg/kg (11300mg/kg)   Drugs in Japan Vol. -, Pg. 1330, 1995.
rat LD50 oral 9600mg/kg (9600mg/kg)   Drugs in Japan Vol. 6, Pg. 810, 1982.
rat LD50 subcutaneous > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. -, Pg. 1330, 1995.