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Substance Name: Oleandomycin [INN:BAN]
RN: 3922-90-5
UNII: P8ZQ646136
InChIKey: RZPAKFUAFGMUPI-UQXMPEMXSA-N

Note

  • Antibiotic macrolide produced by Streptomyces antibioticus.

Molecular Formula

  • C35-H61-N-O12

Molecular Weight

  • 687.862
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Oleandomycin
  • Oleandomycin [INN:BAN]
  • Oleandomycin [INN]

MeSH Heading

  • Oleandomycin

Synonyms

  • 12-((2,6-Didesoxy-3-O-methyl-alpha-K-arabino-hexopyranosyl)oxy)-8-hydroxy-5,7,8,11,13,15-hexamethyl-14-((3,4,6-tridesoxy-3-dimethylamino-beta-D-xylo-hexopyranosyl)oxy)-1,9-dioxaspiro(2.13)hexadecan-4,10-dion
  • AI3-50163
  • Amimycin
  • Antibiotic PA-105
  • EINECS 223-495-7
  • HSDB 7442
  • Landomycin
  • Matromycin
  • Oleandomicina
  • Oleandomicina [INN-Spanish]
  • Oleandomycin
  • Oleandomycine
  • Oleandomycine [French]
  • Oleandomycine [INN-French]
  • Oleandomycinum
  • Oleandomycinum [INN-Latin]
  • PA 775
  • Romicil
  • UNII-P8ZQ646136

Systematic Names

  • Oleandomycin
  • Oleandomycin (chloroform solvate)

Registry Numbers

CAS Registry Number

  • 3922-90-5

FDA UNII

  • P8ZQ646136

System Generated Number

  • 0003922905

Structure Descriptors

InChI

1S/C35H61NO12/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34/h16-31,34,37-39H,12-15H2,1-11H3/t16-,17?,18-,19+,20+,21+,22+,23?,24?,25?,26?,27-,28?,29?,30-,31-,34?,35-/m0/s1

InChIKey

RZPAKFUAFGMUPI-UQXMPEMXSA-N

Smiles

C1[C@@]2(O1)C[C@@H]([C@@H]([C@H]([C@H](O[C@@H]1C[C@@H]([C@@H](O)[C@@H](O1)C)OC)[C@H](C(=O)O[C@@H]([C@@H]([C@@H]([C@H](C2=O)C)O)C)C)C)C)O[C@@H]1[C@@H]([C@@H](C[C@@H](O1)C)N(C)C)O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 2343mg/kg (2343mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Helvetica Medica Acta. Vol. 23, Pg. 714, 1956.
mouse LD50 intravenous 460mg/kg (460mg/kg)   "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967Vol. -, Pg. 475, 1967.
mouse LD50 oral 8200mg/kg (8200mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Helvetica Medica Acta. Vol. 23, Pg. 714, 1956.
mouse LD50 subcutaneous 2500mg/kg (2500mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Helvetica Medica Acta. Vol. 23, Pg. 714, 1956.
rabbit LD50 intravenous 300mg/kg (300mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

BEHAVIORAL: EXCITEMENT
Helvetica Medica Acta. Vol. 23, Pg. 714, 1956.
rat LD50 intravenous 440mg/kg (440mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

BEHAVIORAL: EXCITEMENT
Helvetica Medica Acta. Vol. 23, Pg. 714, 1956.
rat LD50 oral 6700mg/kg (6700mg/kg)   Archives des Maladies Professionnelles de Medecine du Travail et de Securite Sociale. Vol. 39, Pg. 259, 1978.
rat LD50 subcutaneous 10gm/kg (10000mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Helvetica Medica Acta. Vol. 23, Pg. 714, 1956.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 8.84 (none) 25 EXP
log P (octanol-water) 1.69 (none)   EXP
Water Solubility 15.5 mg/L 25 EST
Vapor Pressure 3.40E-25 mm Hg 25 EST
Henry's Law Constant 2.00E-28 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.75E-10 cm3/molecule-sec 25 EST

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