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Entry
CA00008                                                            
Classification
Carotenoid Name
4,4'-Diapophytoene;
(15Z)-4,4'-Diapophytoene;
Dehydrosqualene
IUPAC name 7,8,11,12,7',8',11',12'-Octahydro-4,4'-diapo-psi,psi-carotene
Formula
C30H48
Molecular Weight 
408.684 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
3
Number of
conjugated multiple bonds 
3
Isomers 
InChI

InChIKey

Canonical SMILES

XLogP
11.110
Hydrogen Bond donors
(Lipinski's definition)
0
Hydrogen Bond Acceptors
(Lipinski's definition)
0
LipinskiFailures
2
Complexity of molecule
0.000
Number of heavy atoms
30
TPSA
(Topological Polar Surface Area) 
0.000 Å2
Reaction
  • Substrate: CR00013,  CR00272,  CR00273
    • Pathway
  • Pathway: CB000001,  CB000002,  CB000003,  CB000102
    • Major carotenoid information

    Minor carotenoid information

    Source organisms
    Halobacillus halophilus (Ref.191) - Firmicutes - Bacilli (Firmicutes - Bacillaceae)
    Sporosarcina aquimarina (Ref.77) - Firmicutes - Bacilli (Firmicutes - Planococcaceae)
    Staphylococcus aureus (Ref.192, Ref.181) - Firmicutes - Bacilli (Firmicutes - Staphylococcaceae)
    Streptococcus faecium UNH 564P (Ref.70) - Firmicutes - Bacilli (Firmicutes - Streptococcaceae)
    Heliobacillus mobilis (Ref.188) - Firmicutes - Clostridia (Firmicutes - Heliobacteriaceae)
    Heliophilum fasciatum (Ref.188) - Firmicutes - Clostridia (Firmicutes - Heliobacteriaceae)
    Heliobacterium chlorum (Ref.188) - Firmicutes - Clostridia (Firmicutes - Heliobacteriaceae)
    Heliobacterium modesticaldum (Ref.188) - Firmicutes - Clostridia (Firmicutes - Heliobacteriaceae)
    References
  • Ref.70: Davies, Brian H.; Taylor, Richard F., Canadian Journal of Biochemistry (1982), 60(6), 684-92., "The biosynthesis of triterpenoid carotenoids in Streptococcus faecium UNH 564P".
  • Ref.192: Pelz, Alexandra; Wieland, Karsten-Peter; Putzbach, Karsten; Hentschel, Petra; Albert, Klaus; Goetz, Friedrich, Journal of Biological Chemistry (2005), 280(37), 32493-32498., "Structure and Biosynthesis of Staphyloxanthin from Staphylococcus aureus".
  • Ref.181: Marshall, John H.; Wilmoth, Gregory J., Journal of Bacteriology (1981), 147(3), 914-19., "Proposed pathway of triterpenoid carotenoid biosynthesis in Staphylococcus aureus: evidence from a study of mutants".
  • Ref.77: Steiger, Sabine; Perez-Fons, Laura; Fraser, Paul D.; Sandmann, Gerhard, Archives of Microbiology (2012), 194(9), 779-784., "The biosynthetic pathway to a novel derivative of 4,​4'-​diapolycopene-​4,​4'-​oate in a red strain of Sporosarcina aquimarina".
  • Ref.191: Koecher, Saskia; Breitenbach, Juergen; Mueller, Volker; Sandmann, Gerhard, Archives of Microbiology (2009), 191(2), 95-104., "Structure, function and biosynthesis of carotenoids in the moderately halophilic bacterium Halobacillus halophilus".
  • Ref.188: Takaichi, S., K. Inoue, M. Akaike, M. Kobayashi, H. Ohoka, and M. T. Madigan. 1997. The major carotenoid in all known species of heliobacteria is the C30 carotenoid 4,4-diaponeurosporene, not neurosporene. Arch. Microbiol. 168:277–281..
    • CAS
    53872-54-1
    Links to other DB
    KEGG COMPOUND: C16144
    KNApSAcK: C00000915
    LipidBank: VCA1049
    ProCarDB: C1837

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