Jump to content

3'-Hydroxyechinenone

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by WildCation (talk | contribs) at 12:28, 29 April 2016 (Added CSID, SMILES, InChIs, KEGG to Chembox). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

3'-Hydroxyechinenone
Names
IUPAC name
3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethylcyclohex-2-en-1-one
Other names
LMPR01070098; 3'-OH-Echinenone; C15965
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
  • InChI=1S/C40H54O2/c1-29(17-13-19-31(3)21-23-36-33(5)27-35(41)28-40(36,9)10)15-11-12-16-30(2)18-14-20-32(4)22-24-37-34(6)38(42)25-26-39(37,7)8/h11-24,35,41H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-/m1/s1 checkY
    Key: ZRCXVNZZDQGBQT-BANQPSJHSA-N checkY
  • InChI=1/C40H54O2/c1-29(17-13-19-31(3)21-23-36-33(5)27-35(41)28-40(36,9)10)15-11-12-16-30(2)18-14-20-32(4)22-24-37-34(6)38(42)25-26-39(37,7)8/h11-24,35,41H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-/m1/s1
    Key: ZRCXVNZZDQGBQT-BANQPSJHBT
  • CC1=C(C(C[C@@H](C1)O)(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
C40H54O2
Molar mass 566.870 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N (what is checkY☒N ?)

3'-Hydroxyechinenone is a keto-carotenoid pigment found in cyanobacteria. Carotenoids belong to a larger class of phytochemicals known as terpenoids. The chemical formula of canthaxanthin is C40H54O2. It is found non-covalently bound in the orange carotenoid protein (OCP), which is a soluble protein involved in photoprotection and non-photochemical quenching of photosynthesis.[1]

References

  1. ^ Kirilovsky, Diana; Kerfeld, Cheryl A. (2013). "The Orange Carotenoid Protein: a blue-green light photoactive protein". Photochemical & Photobiological Sciences. 12 (7): 1135–43. doi:10.1039/c3pp25406b. ISSN 1474-905X. PMID 23396391.