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CAS No 10140-70-2 , 2H-3-Benzoxacyclododecin-2,10(1H)-dione,4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl-, (4S)-

  • Name: 2H-3-Benzoxacyclododecin-2,10(1H)-dione,4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl-, (4S)-
  • Synonyms: (-)-Curvularin;2H-3-Benzoxacyclododecin-2,10(1H)-dione,4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl-, (4S)-; NSC 166071;2H-3-Benzoxacyclododecin-2,10(1H)-dione,4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl-, (S)-;2H-3-Benzoxacyclododecin-2,10(1H)-dione,4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl- (8CI); Curvularin (6CI);(-)-(S)-Curvularin; S-Curvularin;
  • CAS Registry Number:
  • Flash Point: 207.9°C
  • Boiling Point: 557°Cat760mmHg
  • Density: 1.2g/cm3
  • Refractive index: 1.54
  • Flash Point: 207.9°C
  • Molecular Weight: 0
  • InChI: InChI=1/C16H20O5/c1-10-5-3-2-4-6-13(18)16-11(8-15(20)21-10)7-12(17)9-14(16)19/h7,9-10,17,19H,2-6,8H2,1H3/t10-/m1/s1
  • Molecular Formula: C16H20 O5
  • Molecular Structure:CAS No:10140-70-2 2H-3-Benzoxacyclododecin-2,10(1H)-dione,4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl-, (4S)-

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10140-70-2 (-)-CURVULARIN

  • Germany Cfm Oskar Tropitzsch [Manufacturer]
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10140-70-2 SC-202113 CURVULARIN

  • United States Santa Cruz Biotechnology, Inc. [Manufacturer]
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10140-70-2 CURVULARIN

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References of 2H-3-Benzoxacyclododecin-2,10(1H)-dione,4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl-, (4S)-
Title: Curvularin
CAS Registry Number: 10140-70-2
CAS Name: 4,5,6,7,8,9-Hexahydro-11,13-dihydroxy-4-methyl-2H-3-benzoxacyclododecin-2,10(1H)-dione
Molecular Formula: C16H20O5
Molecular Weight: 292.33
Percent Composition: C 65.74%, H 6.90%, O 27.37%
Literature References: Mold metabolite from a species of Convalaria: Musgrave, J. Chem. Soc. 1956, 4301; from Penicillium steckii: Fennell et al., Chem. Ind. (London) 1959, 1382. Structure: Birch et al., J. Chem. Soc. 1959, 3146. Synthesis: H. Gerlach, Helv. Chim. Acta 60, 3039 (1977); of dl-O,O-dimethyl ether: Baker et al., J. Chem. Soc. C 1967, 1913; T. Takahashi et al., Tetrahedron Lett. 21, 3885 (1980); H. H. Wasserman, R. J. Gambale, ibid. 22, 4849 (1981).
Properties: Plates from hot benzene + methanol, mp 206-206.5°. [a]D18 -36.3° (c = 3.8 in ethanol). uv max (ethanol): 223, 272, 304.5 nm (e 11300; 6350; 5100). Sol in ethanol, methanol, dioxane, acetone, pyridine, concd H2SO4; moderately sol in acetic acid, ether; sparingly sol in benzene, petr ether, chloroform, water. Gives yellow solns with aq ammonia, sodium carbonate, and sodium hydroxide. Alkaline solns darken rapidly in air, eventually becoming purple.
Melting point: mp 206-206.5°
Optical Rotation: [a]D18 -36.3° (c = 3.8 in ethanol)
Absorption maximum: uv max (ethanol): 223, 272, 304.5 nm (e 11300; 6350; 5100)
 
Derivative Type: Dibenzoate
Molecular Formula: C30H28O7
Molecular Weight: 500.54
Percent Composition: C 71.99%, H 5.64%, O 22.37%
Properties: Needles from benzene + petr ether, mp 133-134°. [a]D18 -10.8° (c = 1.9 in chloroform). uv max (ethanol): 236 nm (e 36700).
Melting point: mp 133-134°
Optical Rotation: [a]D18 -10.8° (c = 1.9 in chloroform)
Absorption maximum: uv max (ethanol): 236 nm (e 36700)
 
Derivative Type: O,O-Dimethyl ether
Molecular Formula: C18H24O5
Molecular Weight: 320.38
Percent Composition: C 67.48%, H 7.55%, O 24.97%
Properties: Short rods from aq ethanol, mp 72°. [a]D18 -2.9° (c = 2.7 in chloroform). uv max (ethanol): 223, 267.5 nm (e 10500; 5100).
Melting point: mp 72°
Optical Rotation: [a]D18 -2.9° (c = 2.7 in chloroform)
Absorption maximum: uv max (ethanol): 223, 267.5 nm (e 10500; 5100)