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CAS No 101932-71-2 , L-Ribonamide,N-[(3S)-3-[4-[(1E)-3-[(2R,3R,5R,7S,8S,9R)-2-[(1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-7,9,11,13-tetradecatetraen-1-yl]-9-hydroxy-4,4,8-trimethyl-3-(phosphonooxy)-1,6-dioxaspiro[4.5]dec-7-yl]-1-propen-1-yl]-2-oxazolyl]butyl]-4-deoxy-4-(dimethylamino)-5-O-methyl-

  • Name: L-Ribonamide,N-[(3S)-3-[4-[(1E)-3-[(2R,3R,5R,7S,8S,9R)-2-[(1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-7,9,11,13-tetradecatetraen-1-yl]-9-hydroxy-4,4,8-trimethyl-3-(phosphonooxy)-1,6-dioxaspiro[4.5]dec-7-yl]-1-propen-1-yl]-2-oxazolyl]butyl]-4-deoxy-4-(dimethylamino)-5-O-methyl-
  • Synonyms: 1,6-Dioxaspiro[4.5]decane, L-ribonamide deriv.;(-)-Calyculin A; L-Ribonamide,N-[3-[4-[3-[2-(14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-7,9,11,13-tetradecatetraenyl)-9-hydroxy-4,4,8-trimethyl-3-(phosphonooxy)-1,6-dioxaspiro[4.5]dec-7-yl]-1-propenyl]-2-oxazolyl]butyl]-4-deoxy-4-(dimethylamino)-5-O-methyl-,[5R-[5a[2R*(1S*,3S*,4S*,5R*,6R*,7E,9E,11E,13Z),3R*],7b[E(S*)],8b,9a]]-;L-Ribonamide,N-[(3S)-3-[4-[(1E)-3-[(2R,3R,5R,7S,8S,9R)-2-[(1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-7,9,11,13-tetradecatetraenyl]-9-hydroxy-4,4,8-trimethyl-3-(phosphonooxy)-1,6-dioxaspiro[4.5]dec-7-yl]-1-propenyl]-2-oxazolyl]butyl]-4-deoxy-4-(dimethylamino)-5-O-methyl-(9CI);L-Ribonamide,N-[(3S)-3-[4-[(1E)-3-[(2R,3R,5R,7S,8S,9R)-2-[(1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-7,9,11,13-tetradecatetraen-1-yl]-9-hydroxy-4,4,8-trimethyl-3-(phosphonooxy)-1,6-dioxaspiro[4.5]dec-7-yl]-1-propen-1-yl]-2-oxazolyl]butyl]-4-deoxy-4-(dimethylamino)-5-O-methyl-; Calyculin A;
  • CAS Registry Number:
  • Transport: UN 3462 6.1/PG 3
  • Density: 1.25g/cm3
  • Refractive index: 1.57
  • Safety Statements:
    Hazard Codes T
    Risk Statements 23/24/25-38
    Safety Statements 36/37/39-45
    RIDADR UN 3462 6.1/PG 3
    WGK Germany 3
    F 8-10
    HazardClass 6.1(a)
    PackingGroup II
  • Hazard Symbols: T: Toxic;
  • Molecular Weight: 1009.17
  • InChI: InChI=1/C50H81N4O15P/c1-29(20-22-51)16-14-17-30(2)32(4)24-33(5)42(57)35(7)38(55)25-41(65-13)45-46(69-70(61,62)63)49(8,9)50(68-45)26-39(56)34(6)40(67-50)19-15-18-36-27-66-48(53-36)31(3)21-23-52-47(60)44(59)43(58)37(28-64-12)54(10)11/h14-18,20,24,27,31,33-35,37-46,55-59H,19,21,23,25-26,28H2,1-13H3,(H,52,60)(H2,61,62,63)/b16-14+,18-15+,29-20-,30-17+,32-24+/t31-,33+,34+,35+,37-,38-,39-,40+,41-,42+,43-,44-,45+,46-,50-/m0/s1
  • Risk Statements: 23/24/25-38
  • Molecular Formula: C50H81 N4 O15 P
  • Molecular Structure:CAS No:101932-71-2 L-Ribonamide,N-[(3S)-3-[4-[(1E)-3-[(2R,3R,5R,7S,8S,9R)-2-[(1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-7,9,11,13-tetradecatetraen-1-yl]-9-hydroxy-4,4,8-trimethyl-3-(phosphonooxy)-1,6-dioxaspiro[4.5]dec-7-yl]-1-propen-1-yl]-2-oxazolyl]butyl]-4-deoxy-4-(dimethylamino)-5-O-methyl-

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101932-71-2 CALYCULIN A, 98+%

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101932-71-2 CALYCULIN A

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101932-71-2 CALYCULIN A

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References of L-Ribonamide,N-[(3S)-3-[4-[(1E)-3-[(2R,3R,5R,7S,8S,9R)-2-[(1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-7,9,11,13-tetradecatetraen-1-yl]-9-hydroxy-4,4,8-trimethyl-3-(phosphonooxy)-1,6-dioxaspiro[4.5]dec-7-yl]-1-propen-1-yl]-2-oxazolyl]butyl]-4-deoxy-4-(dimethylamino)-5-O-methyl-
Title: Calyculin A
CAS Registry Number: 101932-71-2
CAS Name: N-[(3S)-3-[4-[(1E)-3-[(2R,3R,5R,7S,8S,9R)-2-[(1S,3S,4S,5R,6R,7E,9E,11E,13Z)-14-cyano-3,5-dihydroxy-1-methoxy-4,6,8,9,13-pentamethyl-7,9,11,13-tetradecatetraenyl]-9-hydroxy-4,4,8-trimethyl-3-(phosphonooxy)-1,6-dioxaspiro[4.5]dec-7-yl]-1-propenyl]-2-oxazolyl]butyl]-4-deoxy-4-(dimethylamino)-5-O-methyl-L-ribonamide
Synonyms: (-)-calyculin A
Molecular Formula: C50H81N4O15P
Molecular Weight: 1009.17
Percent Composition: C 59.51%, H 8.09%, N 5.55%, O 23.78%, P 3.07%
Literature References: One of a family of antitumor marine toxins which inhibits protein phosphatases 1 and 2a. Isoln from the marine sponge, Discodermia calyx, and structure determn: Y. Kato et al., J. Am. Chem. Soc. 108, 2780 (1986); of calyculins B-D: eidem, J. Org. Chem. 53, 3930 (1988); of E-H: S. Matsunaga et al., Tetrahedron 47, 2999 (1991). Revised stereochemistry: S. Matsunaga, N. Fusetani, Tetrahedron Lett. 32, 5605 (1991). Synthesis: N. Tanimoto et al., Angew. Chem. Int. Ed. 33, 673 (1994). Inhibition of protein phosphatases: H. Ishihara et al., Biochem. Biophys. Res. Commun. 159, 871 (1989); selectivity in vivo: B. Favre et al., J. Biol. Chem. 272, 13856 (1997). Binding model: M. K. Lindvall et al., ibid. 23312. Use as inhibitor in biological studies: M. C. Arufe et al., Endocrine 11, 235 (1999); I. Bize et al., Am. J. Physiol. 277, C926 (1999).
Properties: Colorless needles from a mixture of hexane, ether and acetone, mp 247-249°. [a]D -60° (c = 0.1 in ethanol). uv max (ethanol): 230, 342 nm (e 12000, 19000).
Melting point: mp 247-249°
Optical Rotation: [a]D -60° (c = 0.1 in ethanol)
Absorption maximum: uv max (ethanol): 230, 342 nm (e 12000, 19000)
Use: Inhibitor of phosphatases 1 and 2a.