Home > Name List By 2 > 2,10,12,16,18-Nonadecapentaenoicacid,19-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-3,5,7,9,11,15-h...

CAS No 87081-35-4 , 2,10,12,16,18-Nonadecapentaenoicacid,19-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-,(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-

  • Name: 2,10,12,16,18-Nonadecapentaenoicacid,19-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-,(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-
  • Synonyms: Mantuamycin;2,10,12,16,18-Nonadecapentaenoicacid,19-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-,(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-; Antibiotic CL 1957A;2,10,12,16,18-Nonadecapentaenoicacid,19-(3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-; CL 1957A; Elactocin; NSC 364372;Antibiotic CI 940; CI 940; PD 114720; LeptomycinB;
  • CAS Registry Number:
  • Transport: UN 1230 3
  • Melting Point: 41-44 ºC
  • Density: 1.072 g/cm3
  • Refractive index: 1.542
  • Water Solubility: soluble in ethanol, methanol
  • Safety Statements: 7-16-24-33-45
  • Hazard Symbols: T: Toxic;F: Flammable;
  • Molecular Weight: 540.7
  • InChI: InChI=1S/C33H48O6/c1-9-28(14-15-29-24(5)13-16-31(36)39-29)19-22(3)12-10-11-21(2)17-25(6)32(37)27(8)33(38)26(7)18-23(4)20-30(34)35/h10-11,13-17,19-20,22,24-27,29,33,38H,9,12,18H2,1-8H3,(H,34,35)/b11-10+,15-14+,21-17+,23-20+,28-19-/t22-,24+,25-,26+,27-,29+,33-/m1/s1
  • Risk Statements: 23/25-36/38
  • Molecular Formula: C33H48O6
  • Molecular Structure:CAS No:87081-35-4 2,10,12,16,18-Nonadecapentaenoicacid,19-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-,(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-

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References of 2,10,12,16,18-Nonadecapentaenoicacid,19-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-,(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-
Title: Leptomycin B
CAS Registry Number: 87081-35-4
CAS Name: (2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-3,5,7,9,11,15-hexamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid
Synonyms: elactocin
Manufacturers' Codes: CI-940; CL-1957A; NSC-364372; PD-114720
Molecular Formula: C33H48O6
Molecular Weight: 540.73
Percent Composition: C 73.30%, H 8.95%, O 17.75%
Literature References: Antibiotic compound with antifungal and antitumor activity. Inhibits the CRM1/exportin1 pathway of nuclear transport in eukaryotic cells, facilitating its use in the study of nuclear export. Isoln from Streptomyces sp. ATS1287: T. Hamamoto et al., J. Antibiot. 36, 639 (1983); from actinomycete ATCC 39366: G. C. Hokanson et al., EP 139458; eidem, US 4771070 (1985, 1988 both to Warner Lambert). Antitumor activity: B. J. Roberts et al., Cancer Chemother. Pharmacol. 16, 95 (1986); and antimicrobial activity: J. B. Tunac et al., J. Antibiot. 38, 460 (1985). Synthesis and abs config: M. Kobayashi et al., Tetrahedron Lett. 39, 8291 (1998). HPLC determn in fermentation extracts: M. Stadler et al., J. Chromatogr. A 818, 187 (1998). Review of use as inhibitor of nuclear export: M. Yoshida et al., Actinomycetologica 12, 120-128 (1998).
Properties: Isolated as yellow sticky oil (Hamamoto). Sol in methanol, ethanol, ethyl acetate and ethyl ether. Insol in n-hexane, water. [a]D -24.5° (c = 0.70 in MeOH). uv max (ethanol): 225 nm (e 20000); shoulder 240 nm (e 15000). Purified as a pale yellow solid foam, mp 41-44°, with prior softening (Hokanson). [a]D23 -157 ° (c = 0.7% in chloroform).
Melting point: mp 41-44°, with prior softening (Hokanson)
Optical Rotation: [a]D -24.5° (c = 0.70 in MeOH); [a]D23 -157 ° (c = 0.7% in chloroform)
Absorption maximum: uv max (ethanol): 225 nm (e 20000); shoulder 240 nm (e 15000)
Use: Biological tool for studying nuclear localization and protein trafficking in eukaryotic cells.