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CAS No 20350-15-6 , Brefeldin A

  • Name: Brefeldin A
  • Synonyms: Cyanein; Ascotoxin;Brefeldin A;1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent [f]oxacyclotridecin-4-one;
  • CAS Registry Number:
  • Transport: UN 2811 6
  • Melting Point: 201-205 ºC (LIT.)
  • Flash Point: 87 ºC
  • Density: 1.108 g/cm3
  • Refractive index: 1.513
  • Alpha: 93 º (C=2 IN MEOH)
  • Water Solubility: methanol: 10 mg/mL, clear, colorless to faintly yellow
  • Safety Statements: R25
  • Hazard Symbols: Xn: Harmful;T: Toxic;
  • Flash Point: 87 ºC
  • EINECS: 247-104-4
  • Molecular Weight: 280.36
  • InChI: InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4+,8-7+/t11-,12?,13-,14+,15+/m0/s1
  • Risk Statements: S45
  • Molecular Formula: C16H24O4
  • Molecular Structure:CAS No:20350-15-6 Brefeldin A

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20350-15-6 Brefeldin A

  • Brefeldin A (BFA) is a fungal metabolite which disrupts the structure and function of the Golgi apparatus. BFA is an activator of the sphingomyelin cycle. Brefeldin A-mediated apoptosis has been observed in human tumor cells
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20350-15-6 (+)-BREFELDIN A

  • United States Sciencelab.com, Inc. [Manufacturer]
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20350-15-6 (+)-BREFELDIN A

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20350-15-6 4H-Cyclopent[f]oxacyclotridecin-4-one,1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-,(1R,2E,6S,10E,11aS,13S,14aR)-

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20350-15-6 4H-Cyclopent[f]oxacyclotridecin-4-one,1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-,(1R,2E,6S,10E,11aS,13S,14aR)-

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20350-15-6 Brefeldin A molecular biology reagent

  • Brefeldin A molecular biology reagent
  • Hong kong Advanced Technology & Industrial Co., Ltd. [Manufacturer]
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References of Brefeldin A
Title: Brefeldin A
CAS Registry Number: 20350-15-6
CAS Name: 1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent[f]oxacyclotridecin-4-one
Synonyms: g,4-dihydroxy-2-(6-hydroxy-1-heptenyl)-4-cyclopentanecrotonic acid l-lactone; ascotoxin; cyanein; decumbin
Molecular Formula: C16H24O4
Molecular Weight: 280.36
Percent Composition: C 68.54%, H 8.63%, O 22.83%
Literature References: A fungal metabolite which is a macrocyclic lactone exhibiting a wide range of antibiotic activity. Produced by Penicillium brefeldianum Dodge: E. Haerri et al., Helv. Chim. Acta 46, 1235 (1963). Also produced by P. decumbens: V. L. Singleton et al., Nature 181, 1072 (1958); P. cyaneum: V. Betina et al., Folia Microbiol. 7, 353 (1962). Structure: H. P. Sigg, Helv. Chim. Acta 47, 1401 (1964). Abs configuration: H. P. Weber et al., ibid. 54, 2763 (1971). Synthesis of (±)-form: E. J. Corey, R. H. Wollenberg, Tetrahedron Lett. 1976, 4705; E. J. Corey et al., ibid. 1977, 2243; R. Baudouy et al., ibid. 2973; P. A. Bartlett, F. R. Green, J. Am. Chem. Soc. 100, 4548 (1978); A. E. Greene et al., ibid. 102, 7583 (1980); M. Honda et al., Tetrahedron Lett. 1981, 2679. Total synthesis of (+)-form: T. Kitahara et al., ibid. 1979, 3021. Biosynthesis: B. E. Cross, P. Hendley, Chem. Commun. 1975, 124; C. R. Hutchinson et al., J. Am. Chem. Soc. 103, 2474, 2477 (1981); M. Sunagawa et al., J. Antibiot. 36, 25 (1983). Antifungal activity: V. Betina et al., ibid. 17A, 93 (1964); anti-HeLa cell effect: eidem, Naturwissenschaften 49, 241 (1962). See also W. Keller-Schierlein, "Chemistry of Macrolide Antibiotics" in Fortschr. Chem. Org. Naturst. 30, 313-445 (1973).
Properties: Colorless prisms from methanol/ether, mp 204-205°. uv max (ethanol): 215 nm (log e 4.05). [a]D22 +96 ±2° (c = 1.08 in methanol). LD50 i.p. in mice: >200 mg/kg (Haerri).
Melting point: mp 204-205°
Optical Rotation: [a]D22 +96 ±2° (c = 1.08 in methanol)
Absorption maximum: uv max (ethanol): 215 nm (log e 4.05)
Toxicity data: LD50 i.p. in mice: >200 mg/kg (Haerri)