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Entry
CA00943                                                            
Classification
Carotenoid Name
Sarcinaxanthin monoglucoside
IUPAC name (2R,6R,2'R,6'R)-2-[4-(beta-D-Glucopyranosyloxy)-3-methylbut-2-enyl]-2'-(4-hydroxy-3-methylbut-2-enyl)-gamma,gamma-carotene
Formula
C56H82O7
Molecular Weight 
867.216 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9
Number of
conjugated multiple bonds 
9
Isomers 
InChI

InChIKey

Canonical SMILES

XLogP
14.592
Hydrogen Bond donors
(Lipinski's definition)
5
Hydrogen Bond Acceptors
(Lipinski's definition)
7
LipinskiFailures
2
Complexity of molecule
0.283
Number of heavy atoms
63
TPSA
(Topological Polar Surface Area) 
119.610 Å2
Reaction
  • Substrate: CR00303
  • Product: CR00302
    • Pathway
  • Pathway: CB000101
    • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Sarcina lutea (Ref.241) - Firmicutes - Clostridia (Firmicutes - Clostridiaceae)
    Micrococcus luteus (Ref.384) - Actinobacteria: normal inhabitant of human, same as Micrococcus lysodeikticus (Actinobacteria - Micrococcaceae)
    Micrococcus yunnanensis (Ref.385) - Actinobacteria: isolated from surface-sterilized Polyspora axillaris roots (Actinobacteria - Micrococcaceae)
    References
  • Ref.241: Hertzberg, Sissel; Liaaen-Jensen, Synnoeve, Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry (1977), 31(3), 215-18., "Bacterial carotenoids. LIII. C50-Carotenoids. 19. Absolute configuration of sarcinaxanthin and sarcinaxanthin mono-β-D-glucoside. Isolation of sarcinaxanthin diglycoside".
  • Ref.384: Netzer, Roman; Brautaset, Trygve; Bruheim, Per, PCT Int. Appl. (2011), WO 2011151425 A1 20111208., "Discovery and cloning of a sarcinaxanthin biosynthesis gene cluster in Micrococcus luteus".
  • Ref.385: Osawa, Ayako; Ishii, Yoko; Sasamura, Nao; Morita, Marie; Kasai, Hiroaki; Maoka, Takashi; Shindo, Kazutoshi, Journal of Oleo Science (2010), 59(12), 653-659., "Characterization and antioxidative activities of rare C50 carotenoids, sarcinaxanthin, sarcinaxanthin monoglucoside, and sarcinaxanthin diglucoside, obtained from Micrococcus yunnanensis".
    • CAS
    63545-53-9
    Links to other DB
    KNApSAcK: C00023087
    MassBank: CA000127

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