Echinenone

From Wikipedia, the free encyclopedia
Echinenone
Names
IUPAC name
β,β-Caroten-4-one
Systematic IUPAC name
2,4,4-Trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-2-en-1-one
Other names
Myxoxanthine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.441 Edit this at Wikidata
UNII
  • InChI=1S/C40H54O/c1-30(18-13-20-32(3)23-25-36-34(5)22-15-28-39(36,7)8)16-11-12-17-31(2)19-14-21-33(4)24-26-37-35(6)38(41)27-29-40(37,9)10/h11-14,16-21,23-26H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+ ☒N
    Key: SJWWTRQNNRNTPU-XJUZQKKNSA-N ☒N
  • Key: QXNWZXMBUKUYMD-QQGJMDNJSA-N
  • CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C(=O)CCC2(C)C)C)/C)/C
Properties
C40H54O
Molar mass 550.871 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Echinenone is a xanthophyll, with formula C40H54O. It is found in some cyanobacteria.[1] It is synthesized from β-carotene by the enzyme beta-carotene ketolase (or CrtW). It has also been isolated from sea urchins.[2]

References[edit]

  1. ^ E. H. Schwartzel and J. J. Cooney (October 1970). "Isolation and identification of echinenone from Micrococcus roseus". Journal of Bacteriology. 104 (1): 272–274. PMC 248210. PMID 5473895.
  2. ^ Lederer, E.; Moore, T. (1936). "Echinenone as a Provitamin A". Nature. 137 (3476): 996–996. doi:10.1038/137996b0. ISSN 0028-0836.
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