Home > Name List By 2 > 2H-Pyran-2-one,6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexame...

CAS No 127943-53-7 , 2H-Pyran-2-one,6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraen-1-yl]tetrahydro-4-hydroxy-3,5-dimethyl-,(3R,4S,5R,6S)-

  • Name: 2H-Pyran-2-one,6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraen-1-yl]tetrahydro-4-hydroxy-3,5-dimethyl-,(3R,4S,5R,6S)-
  • Synonyms: XAA 296;(+)-Discodermolide;2H-Pyran-2-one,6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraenyl]tetrahydro-4-hydroxy-3,5-dimethyl-,(3R,4S,5R,6S)- (9CI);2H-Pyran-2-one,6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraen-1-yl]tetrahydro-4-hydroxy-3,5-dimethyl-,(3R,4S,5R,6S)-; 2H-Pyran-2-one,6-[14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraenyl]tetrahydro-4-hydroxy-3,5-dimethyl-,[3R-[3a,4b,5b,6a(2S*,3Z,5S*,6S*,7S*,8Z,11S*,12R*,13S*,14S*,15S*,16Z)]]-; Disermolide; Discodermolide;
  • CAS Registry Number:
  • Flash Point: 423.3°C
  • Boiling Point: 776.3°Cat760mmHg
  • Density: 1.092g/cm3
  • Refractive index: 1.521
  • Flash Point: 423.3°C
  • Molecular Weight: 0
  • InChI: InChI=1/C33H55NO8/c1-10-11-12-20(4)31(42-33(34)40)24(8)29(37)22(6)16-18(2)15-21(5)28(36)19(3)13-14-26(35)17-27-23(7)30(38)25(9)32(39)41-27/h10-15,19-31,35-38H,1,16-17H2,2-9H3,(H2,34,40)/b12-11-,14-13-,18-15-/t19-,20-,21-,22-,23-,24-,25+,26+,27-,28-,29+,30-,31-/m0/s1
  • Molecular Formula: C33H55 N O8
  • Molecular Structure:CAS No:127943-53-7 2H-Pyran-2-one,6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraen-1-yl]tetrahydro-4-hydroxy-3,5-dimethyl-,(3R,4S,5R,6S)-

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127943-53-7 Discodermolide

  • Discodermolide, Min 99%
  • China Finechemie Co., Ltd. [Manufacturer]
  • Tel: +86-23-99186710
  • Fax: +86-23-99186729
  • Address: 28th Floor Mordern Building,New-Tech Zone400020 ChongqingCHINA Chongqing,nullChina
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127943-53-7 DISERMOLIDE

  • China Nanjing Chemlin Chemical Industry Co.,Ltd. [Manufacturer]
  • Tel: +86 25 8369-7070/ +86 138 51816776 (Mobile)
  • Fax: +86 25 8345-3275
  • Address: Rm.902 Longyin Plaza,
    No. 217 Zhongshan Rd.
    (N)Nanjing 210009,China null,nullChina
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References of 2H-Pyran-2-one,6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraen-1-yl]tetrahydro-4-hydroxy-3,5-dimethyl-,(3R,4S,5R,6S)-
Title: Discodermolide
CAS Registry Number: 127943-53-7
CAS Name: (3R,4S,5R,6S)-6-[(2S,3Z,5S,6S,7S,8Z,11S,12R,13S,14S,15S,16Z)-14-[(Aminocarbonyl)oxy]-2,6,12-trihydroxy-5,7,9,11,13,15-hexamethyl-3,8,16,18-nonadecatetraenyl]tetrahydro-4-hydroxy-3,5-dimethyl-2H-pyran-2-one
Manufacturers' Codes: YM-19020
Molecular Formula: C33H55NO8
Molecular Weight: 593.79
Percent Composition: C 66.75%, H 9.34%, N 2.36%, O 21.56%
Literature References: Polyhydroxylated lactone isolated from the marine sponge, Discodermia dissoluta. Naturally occurring (+)-form stabilizes microtubles and inhibits cell proliferation with the same mechanism as paclitaxel, q.v. Isoln and structure determn: S. P. Gunasekera et al., J. Org. Chem. 55, 4912 (1990); correction: ibid. 56, 1346 (1991). Total synthesis: D. T. Hung et al., J. Am. Chem. Soc. 118, 11054 (1996). Review of total syntheses: I. Paterson, G. J. Florence, Eur. J. Org. Chem. 2003, 2193-2208. Series of articles on industrial-scale synthesis: S. J. Mickel et al., Org. Process Res. Dev. 8, 92-130 (2004). NMR soln structure determn: A. B. Smith, III et al., Org. Lett. 3, 695 (2001). Mechanism of action: D. T. Hung et al., Chem. Biol. 3, 287 (1996); E. ter Haar et al., Biochemistry 35, 243 (1996). Synergistic activity with paclitaxel in cancer cells: S. Honore et al., Cancer Res. 64, 4957 (2004).
Properties: Monoclinic white crystals, mp 115-116°. uv max (methanol): 210, 226, 235 nm (e 35400, 19500, 12500). [a]D20 +14.0° (c = 0.6 in methanol); monohydrate: [a]D +20.1° (c = 1 in methanol).
Melting point: mp 115-116°
Optical Rotation: [a]D20 +14.0° (c = 0.6 in methanol); [a]D +20.1° (c = 1 in methanol)
Absorption maximum: uv max (methanol): 210, 226, 235 nm (e 35400, 19500, 12500)
Use: Reagent for mitotic studies.