Home > Name List By other > (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2, 3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4, 5,9,11,...

CAS No 13408-56-5 , (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,
3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,
5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

  • Name: (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,
    3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,
    5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
  • Synonyms: 25-Deoxycedysterone;25-deoxyecdysterone;(2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,
    3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,
    5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one; 2,3,14,20,22-PENTAHYDROXYCHOLEST-7-EN-6-ONE; CHEBI:28135; 13408-56-5;
  • CAS Registry Number:
  • Density: 1.22 g/cm3
  • Refractive index: 1.582
  • Water Solubility: methanol, ethanol, acetic acid or DMSO,Insoluble in water.
  • Molecular Weight: 464.63466
  • InchiKey: PJYYBCXMCWDUAZ-JJJZTNILSA-N
  • InChI: InChI=1S/C27H44O6/c1-15(2)6-7-23(31)26(5,
    32)22-9-11-27(33)17-12-19(28)18-13-20(29)21(30)14-24(18,
    3)16(17)8-10-25(22,27)4/h12,15-16,18,20-23,29-33H,6-11,13-14H2,
    1-5H3/t16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1
  • Molecular Formula: C27H44O6
  • Molecular Structure:CAS No:13408-56-5 (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,<br />3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,<br />5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

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References of (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,
3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,
5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
Title: Ponasterone A
CAS Registry Number: 13408-56-5
CAS Name: (2b,3b,5b,22R)-2,3,14,20,22-Pentahydroxycholest-7-en-6-one
Synonyms: 25-deoxyecdysterone; 25-deoxy-20-hydroxyecdysone
Molecular Formula: C27H44O6
Molecular Weight: 464.63
Percent Composition: C 69.80%, H 9.55%, O 20.66%
Literature References: Polyhydroxylated steroid with strong moulting hormone activity; first phytoecdysteroid to be isolated. Isoln with ponasterones B, C, D, from plant source, Podocarpus nakaii Hay., Podocarpaceae and structure determn: K. Nakanishi et al., Chem. Commun. 1966, 915; isoln from various Japanese ferns: T. Takemoto et al., Chem. Pharm. Bull. 21, 2336 (1973). Isoln from crustaceans: J. F. McCarthy, Steroids 34, 799 (1979). Stereochemical elucidation: H. Moriyama, K. Nakanishi, Tetrahedron Lett. 1968, 1111; using 13C-NMR: H. Hikino et al., Chem. Pharm. Bull. 23, 125 (1975). Chromatographic sepn: M. Hori, Steroids 14, 33 (1969). HPLC analysis: I. D. Wilson et al., J. Chromatogr. 238, 97 (1982); R. E. Isaac et al., ibid. 246, 317 (1982). Synthesis: G. Hüppi, J. B. Siddall, Tetrahedron Lett. 1968, 1113. Moulting hormone activity on houseflies, silkworms: M. Kobayashi et al., Steroids 9, 529 (1967); on various insects: W. E. Robbins et al., ibid. 16, 105 (1970). Hormonal regulation to increase yield from silkworms: T. Okauchi et al., US 3941879 (1976 to Takeda). Used to characterize ecdysteroid receptors in Drosophilia cells: P. Maroy et al., Proc. Natl. Acad. Sci. USA 75, 6035 (1978); B. A. Sage et al., J. Biol. Chem. 257, 6373 (1982). Review of ponasterones: K. Nakanishi, Bull. Soc. Chim. Fr. 1969, 3475. See also Ecdysteroids.
Properties: Crystals from ethanol, mp 259-260° (dec). [a]D15 +90° (methanol). uv max (methanol): 244, 326 nm (e 12400, 130).
Melting point: mp 259-260° (dec)
Optical Rotation: [a]D15 +90° (methanol)
Absorption maximum: uv max (methanol): 244, 326 nm (e 12400, 130)