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CAS No 579-13-5 , Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione,22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-,(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)- Search by region : Germany

  • Name: Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione,22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-,(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
  • Synonyms: Spiro[2,26-dioxabicyclo[23.3.1]nonacosane-27,2'-[2H]pyran], oligomycin Aderiv.;[1R-[1R*,4E,5'S*,6S*,6'S*(R*),7R*,8S*,10R*,11R*,12S*,14R*,15S*,16R*,18E,20E,22R*,25S*,27R*,28S*,29R*]]-22-Ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethylspiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione;OligomycinA (6CI,7CI,8CI);Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione,22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-(2-hydroxypropyl)-5',6,8,10,12,14,16,28,29-nonamethyl-,[1R-[1R*,4E,5'S*,6S*,6'S*(R*),7R*,8S*,10R*,11R*,12S*,14R*,15S*,16R*,18E,20E,22R*,25S*,27R*,28S*,29R*]]-;Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione,22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-,(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-; MCH 32;
  • CAS Registry Number:
  • Transport: 2811
  • Flash Point: 252°C
  • Boiling Point: 886.3°Cat760mmHg
  • Density: 1.14g/cm3
  • Refractive index: 1.543
  • Safety Statements: 36/37
  • Hazard Symbols: Xn,T
  • Flash Point: 252°C
  • EINECS: 215-767-9
  • Molecular Weight: 791.06
  • InChI: InChI=1/C45H74O11/c1-12-34-17-15-13-14-16-27(4)42(51)44(11,53)43(52)32(9)40(50)31(8)39(49)30(7)38(48)26(3)18-21-37(47)54-41-29(6)35(20-19-34)55-45(33(41)10)23-22-25(2)36(56-45)24-28(5)46/h13-15,17-18,21,25-36,38,40-42,46,48,50-51,53H,12,16,19-20,22-24H2,1-11H3/b14-13-,17-15+,21-18+/t25-,26-,27+,28+,29+,30-,31-,32-,33-,34-,35-,36-,38+,40+,41+,42-,44+,45-/m1/s1
  • Risk Statements: 22-68/20/21/22-20/21/22
  • Molecular Formula: C45H74O11
  • Molecular Structure:CAS No:579-13-5 Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione,22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-,(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-

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579-13-5 OLIGOMYCIN A

  • Germany Cfm Oskar Tropitzsch [Manufacturer]
  • Tel: +49-9231-9619-0
  • Fax: +49-9231-9619-60
  • Address: Cfm Oskar Tropitzsch
    Waldershofer Str. 49-51
    95615 Marktredwitz
    Germany null,nullGermany
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579-13-5 Oligomycin A

  • Oligomycin A
  • Germany CHEMOS GmbH [Manufacturer]
  • Tel: 0049 9402/9336 0
  • Fax: 0049 9402/9336 13
  • Address: CHEMOS GmbH
    Werner-von-Siemensstr. 3
    93128 Regenstauf
    Germany null,nullGermany
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References of Spiro[2,26-dioxabicyclo[23.3.1]nonacosa-4,18,20-triene-27,2'-[2H]pyran]-3,9,13-trione,22-ethyl-3',4',5',6'-tetrahydro-7,11,14,15-tetrahydroxy-6'-[(2R)-2-hydroxypropyl]-5',6,8,10,12,14,16,28,29-nonamethyl-,(1R,2'R,4E,5'S,6S,6'S,7R,8S,10R,11R,12S,14R,15S,16R,18E,20E,22R,25S,28S,29R)-
Title: Oligomycins
Literature References: Macrolide antibiotic complex produced by an actinomycete similar to Streptomyces diastatochromogenes: Smith et al., Antibiot. Chemother. 4, 962 (1954); McCoy, Peterson, US 2927057 (1960 to Wisconsin Alumni Res. Foundation). Complex of several closely related compounds: Masamune et al., J. Am. Chem. Soc. 80, 6092 (1958). Separation of oligomycins A, B and C: Marty, McCoy, Antibiot. Chemother. 9, 286 (1959). Isoln and activity of D from Streptomyces rutgersensis: R. Q. Thompson et al., Antimicrob. Agents Chemother. 1961, 474. Partial structure of B: Prouty et al., Biochem. Biophys. Res. Commun. 44, 619 (1971); total structure of B: Glehn et al., FEBS Lett. 20, 267 (1972). Structures of A and C: G. T. Carter, Diss. Abstr. Int. B 37, 766 (1976); of D: C. Merienne, T. Staron, Chem. Commun. 1978, 318. Review: P. D. Shaw in Antibiotics vol. l, D. Gottlieb, P. D. Shaw, Eds. (Springer-Verlag, New York, 1967) pp 585-610.
 
Derivative Type: Oligomycin A
CAS Registry Number: 579-13-5
Molecular Formula: C45H74O11
Molecular Weight: 791.06
Percent Composition: C 68.32%, H 9.43%, O 22.25%
Properties: Two crystalline modifications, mp 140-141° and mp 150-151° (hexagonal crystals, melting with rapid decompn). uv max (abs ethanol): 225 nm (e about 20,000). Solys at 25° (g/100 ml solvent): water 0.002; ether 28; benzene 6; Skellysolve B 0.02; abs ethanol 25; glacial acetic acid 37.5; acetone 85.
Melting point: mp 140-141° and mp 150-151° (hexagonal crystals, melting with rapid decompn)
Absorption maximum: uv max (abs ethanol): 225 nm (e about 20,000)
 
Derivative Type: Oligomycin B
CAS Registry Number: 11050-94-5
CAS Name: 28-Oxooligomycin A
Molecular Formula: C45H72O12
Molecular Weight: 805.05
Percent Composition: C 67.14%, H 9.01%, O 23.85%
Literature References: Potent inhibitor of oxidative phosphorylation: Lardy et al., Arch. Biochem. Biophys. 78, 587 (1958).
 
Derivative Type: Oligomycin C
CAS Registry Number: 11052-72-5
CAS Name: 12-Deoxyoligomycin A
Molecular Formula: C45H74O10
Molecular Weight: 775.06
Percent Composition: C 69.73%, H 9.62%, O 20.64%
 
Derivative Type: Oligomycin D
CAS Registry Number: 1404-59-7
CAS Name: 26-Demethyloligomycin A
Synonyms: rutamycin
Manufacturers' Codes: A-272; RR-32705
Molecular Formula: C44H72O11
Molecular Weight: 777.04
Percent Composition: C 68.01%, H 9.34%, O 22.65%
Properties: mp 116-119°. [a]D20 -62° (c = 1.36 in CHCl3).
Melting point: mp 116-119°
Optical Rotation: [a]D20 -62° (c = 1.36 in CHCl3)
 
Therap-Cat: Oligomycin D as antifungal.
Keywords: Antifungal (Antibiotics).