3'-Hydroxyechinenone

3′-Hydroxyechinenone is a keto-carotenoid pigment found in cyanobacteria and microalgae.[1] 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.[2]

3′-Hydroxyechinenone
Names
IUPAC name
(3′R)-3′-Hydroxy-β,β-caroten-4-one
Systematic IUPAC name
3-{(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-Hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonen-1-yl}-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
  • 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 ?)
Infobox references

References
  1. Grung, Merete; Metzger, Pierre; Liaaen-jensen, Synnove (1989). "Primary and secondary carotenoids in two races of the green alga Botryococcus braunii". Biochemical Systematics and Ecology. 17 (4): 263–269. doi:10.1016/0305-1978(89)90001-x.
  2. 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.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.