Carotenoids obi
All carotenoids     All organisms     All pathways     All reactions     Feedback
Carotenoids DB          Carotenoids DB: CA00593   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible biosynthetic routes of this carotenoid   ]
Entry
CA00593                                                            

Classification
Carotenoid Name
α-Cryptoxanthin;
alpha-Cryptoxanthin
IUPAC name (3'R,6'R)-beta,epsilon-Caroten-3'-ol
Formula
C40H56O
Molecular Weight 
552.848 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Yellow food coloring (Ref.468).
  • Number of
    conjugated double bonds 
    10
    Number of
    conjugated multiple bonds 
    10
    Isomers 
    InChI

    InChIKey

    Canonical SMILES

    XLogP
    13.368
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    1
    Complexity of molecule
    0.309
    Number of heavy atoms
    41
    TPSA
    (Topological Polar Surface Area) 
    20.230 Å2
    Reaction
  • Substrate: CR00200
  • Product: CR00198
  • Pathway
  • Pathway: CB000034,  CB000130
  • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Ceramium rubrum (Ref.9) - Red alga: Ceramiales (Rhodophyta - Ceramiaceae)
    Capsicum annuum var. lycopersiciforme flavum (Ref.283) - Land plant: yellow paprika (Streptophyta - Solanaceae)
    Rosa gallica officinalis (Ref.378) - Land plant: Rosaceae: French rose (Streptophyta - Rosaceae)
    Carica papaya (Ref.126) - Land plant: papaya (Streptophyta - Caricaceae)
    Citrus reticulata (Ref.292) - Land plant: mandarin orange, tangerine (Streptophyta - Rutaceae)
    Protousnea sp. (Ref.388) - Fungi: lichen (Ascomycota - Lecanorineae)
    Gymnogobius castaneus (Ref.772) - Bony fish: Rosary goby, small goby(4~6 cm body length)that inhabits the middle stretches of rivers, lakes, and lagoons in North Eastern Japan. Its tail fin is bright orange in color. (Chordata - Gobiidae)
    References
  • Ref.9: T. Bjoernland and M. Aguilar-Martinez, Phytochemistry, 1976, Vol.15 pp.291-296, "Carotenoids in red algae".
  • Ref.126: Barreto, Gisela P. M.; Fabi, Joao P.; De Rosso, Veridiana V.; Cordenunsi, Beatriz R.; Lajolo, Franco M.; do Nascimento, Joao R. O.; Mercadante, Adriana Z., Journal of Food Composition and Analysis (2011), 24(4-5), 620-624., "Influence of ethylene on carotenoid biosynthesis during papaya postharvesting ripening".
  • Ref.283: Zoltan Matus, Jozsef Deli, Jozsef Szabolcs, J. Agric. Food Chem., 1991, 39 (11), pp 1907–1914, "Carotenoid composition of yellow pepper during ripening: isolation of .beta.-cryptoxanthin 5,6-epoxide".
  • Ref.292: Thomas Wingerath ,Wilhelm Stahl ,Dieter Kirsch, Raimund Kaufmann, and Helmut Sies, J. Agric. Food Chem., 1996, 44 (8), pp 2006–2013, DOI: 10.1021/jf960057y, "Fruit Juice Carotenol Fatty Acid Esters and Carotenoids As Identified by Matrix-Assisted Laser Desorption Ionization (MALDI) Mass Spectrometry".
  • Ref.378: Maerki-Fischer, Edith; Eugster, Conrad Hans, Helvetica Chimica Acta (1990), 73(5), 1205-9., "Rose pigments. Part 11. New sources of 3'-epilutein in plants".
  • Ref.388: B. Czeczuga, E. Czeczuga-Semeniuk, S. Calvelo, and S. Liberatore, Journal of Botanical Taxonomy and Geobotany, Volume 116, Issue 3-4, pages 195–200, August 2005, "Carotenoids in representatives of the Protousnea (Parmeliaceae), endemic genus from South America".
  • Ref.772: Takashi Maoka, J. Oleo Sci. 67, (10) 1259-1263 (2018), “New Acetylenic Carotenoid 6’-Epimonadoxanthin from the Rosary Goby Gymnogobius castaneus”, doi: 10.5650/jos.ess18153.
  • Ref.468: Gerard P. Moss, Herbert Baxter, J.B. Harborne, Gerald P. Moss, CRC Press; 1 edition (February 15, 1993), ISBN-10: 0850667364, ISBN-13: 978-0850667363, "Phytochemical Dictionary: A Handbook of Bioactive Compounds from Plants".
  • CAS
    24480-38-4
    Links to other DB
    KEGG COMPOUND: C15981
    KNApSAcK: C00003770
    LipidBank: VCA1159

       Searching other references with Google Scholar or searching the colour of this carotenoid by Google image search