References of 2H-Pyran-2-acetic acid,6-[(2R,3S)-3-[(2R,5S,6R)-6-[[(2R,3S,5R,6R)-6-[(S)-[(2S,2'R,3'R,5S,5'S)-5'-[(2R,5R,6S)-6-ethyltetrahydro-5-hydroxy-5-methyl-2H-pyran-2-yl]octahydro-2'-hydroxy-2,3',5'-trimethyl[2,2'-bifuran]-5-yl]hydroxymethyl]tetrahydro-6-hydroxy-3,5-dimethyl-2H-pyran-2-yl]methyl]tetrahydro-6-hydroxy-5-methyl-2H-pyran-2-yl]-2-hydroxybutyl]tetrahydro-a,3,5-trimethyl-, (aR,2S,3S,5R,6S)-
Title: Alborixin
CAS Registry Number: 57760-36-8
Synonyms: Antibiotic S 14750A
Molecular Formula: C48H84O14
Molecular Weight: 885.17
Percent Composition: C 65.13%, H 9.57%, O 25.30%
Literature References: Polycyclic polyether antibiotic ionophore, isolated from a strain of
Streptomyces albus. Initial description and x-ray structure: M. Allèaume
et al., Chem. Commun. 1975, 411. Production from
Streptomyces hygroscopicus and use: M. Kuhn, H. D. King,
DE 2608337 (1976 to Sandoz),
C.A. 86, 28491k (1977). Isoln from
S. albus, structure, properties: P. Gachon
et al., J. Antibiot. 29, 603 (1976); C. Delhomme
et al., ibid. 692. NMR spectrum and solution conformation: N. A. Rodios, M. J. O. Anteunis,
Bull. Soc. Chim. Belg. 88, 279 (1979). Revised structure: H. Seto
et al., J. Antibiot. 32, 970 (1979).
In vitro study: M. Chapel
et al., ibid. 740. Effects on cardiovascular function and plasma cation concentration in the dog: N. Moins
et al., J. Cardiovasc. Pharmacol. 1, 659 (1979).
Properties: White amorphous powder, mp 100-105°. [a]20 -7° (c = 4 in acetone). pKa 10.02 (25° in methanol). LD50 in mice: 15 mg/kg s.c. (Delhomme). LD50 originally reported as 150 mg/kg, corrected in
J. Antibiot. 30, Suppl. (1977), facing p 77-12.
Melting point: mp 100-105°
pKa: pKa 10.02 (25° in methanol)
Optical Rotation: [a]20 -7° (c = 4 in acetone)
Toxicity data: LD50 in mice: 15 mg/kg s.c. (Delhomme)