Home > Name List By 3 > 3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8, 8a-hexahydro-2H-naphthalen-1-yl]methyl]-2-hydroxy-5-methoxycycl...

CAS No 71678-03-0 , 3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,
8a-hexahydro-2H-naphthalen-1-yl]methyl]-2-hydroxy-5-methoxycyclohexa-2,
5-diene-1,4-dione

  • Name: 3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,
    8a-hexahydro-2H-naphthalen-1-yl]methyl]-2-hydroxy-5-methoxycyclohexa-2,
    5-diene-1,4-dione
  • Synonyms: CHEBI:70133; 71678-03-0;3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,
    8a-hexahydro-2H-naphthalen-1-yl]methyl]-2-hydroxy-5-methoxycyclohexa-2,
    5-diene-1,4-dione;Illimaquinone;
  • CAS Registry Number:
  • Flash Point: 159.9°C
  • Boiling Point: 478.4°C at 760 mmHg
  • Density: 1.14g/cm3
  • Refractive index: 1.548
  • Safety Statements:
    WGK Germany 3
  • Flash Point: 159.9°C
  • Molecular Weight: 358.4712
  • InchiKey: JJWITJNSXCXULM-YVUMSICPSA-N
  • InChI: InChI=1S/C22H30O4/c1-13-7-6-8-18-21(13,3)10-9-14(2)22(18,
    4)12-15-19(24)16(23)11-17(26-5)20(15)25/h11,14,18,24H,1,6-10,12H2,
    2-5H3/t14-,18+,21+,22+/m0/s1
  • Molecular Formula: C22H30O4
  • Molecular Structure:CAS No:71678-03-0 3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,<br />8a-hexahydro-2H-naphthalen-1-yl]methyl]-2-hydroxy-5-methoxycyclohexa-2,<br />5-diene-1,4-dione

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71678-03-0 ILIMAQUINONE

  • Hong kong Advanced Technology & Industrial Co., Ltd. [Manufacturer]
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71678-03-0 SC-200864 ILIMAQUINONE

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71678-03-0 ILIMAQUINONE

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References of 3-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,
8a-hexahydro-2H-naphthalen-1-yl]methyl]-2-hydroxy-5-methoxycyclohexa-2,
5-diene-1,4-dione
Title: Ilimaquinone
CAS Registry Number: 71678-03-0
CAS Name: 3-[[(1R,2S,4aS,8aS)-Decahydro-1,2,4a-trimethyl-5-methylene-1-naphthalenyl]methyl]-2-hydroxy-5-methoxy-2,5-cyclohexadiene-1,4-dione
Synonyms: IQ
Molecular Formula: C22H30O4
Molecular Weight: 358.47
Percent Composition: C 73.71%, H 8.44%, O 17.85%
Literature References: Sesquiterpenoid quinone isolated from the marine sponge, Hippiospongia metachromia; naturally occurring as (-)-form. Inhibits cellular secretions by selective breakdown of the Golgi apparatus. Isoln and structure determn: R. T. Luibrand et al., Tetrahedron 35, 609 (1979). Revised stereochemistry: R. J. Capon, J. K. MacLeod, J. Org. Chem. 52, 5059 (1987). Total stereosynthesis: S. D. Bruner et al., ibid. 60, 1114 (1995); increased yield: S. Poigny et al., ibid. 63, 5890 (1998). Photoaffinity study on cellular targets: H. S. Radeke, M. N. L. Snapper, Bioorg. Med. Chem. 6, 1227 (1998). Mechanism of action studies: P. A. Takizawa et al., Cell 73, 1079 (1993); H. S. Radeke et al., Chem. Biol. 6, 639 (1999). Use as inhibitor of protein secretion: P. A. Feldman et al., J. Membr. Biol. 155, 275 (1997).
Properties: Orange needles from hexane, mp 113-114°. [a]D23 -23.2° (c = 1.12 in CHCl3).
Melting point: mp 113-114°
Optical Rotation: [a]D23 -23.2° (c = 1.12 in CHCl3)
Use: Biological probe for intracellular communications and vesicle-mediated transport.