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Entry
CA00016                                                            
Classification
Carotenoid Name
4,4'-Diaplycopene-4,4'-dioic acid
IUPAC name 4,4'-Diapo-psi,psi-carotene-4,4'-dioic acid
Formula
C30H36O4
Molecular Weight 
460.588 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13
Number of
conjugated multiple bonds 
13
Isomers 
InChI

InChIKey

Canonical SMILES

XLogP
8.032
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
2
Complexity of molecule
0.000
Number of heavy atoms
34
TPSA
(Topological Polar Surface Area) 
74.600 Å2
Reaction
  • Product: CR00224,  CR00227
    • Pathway
    Major carotenoid information

    Minor carotenoid information

    Source organisms
    Methylomonas sp. 16a (Ref.69) - Gammaproteobacteria (Gammaproteobacteria - Methylococcaceae)
    Rhizobium lupini (Ref.329) - Alphaproteobacteria: root nodule bacterium (Alphaproteobacteria - Rhizobiaceae)
    Methylobacterium rhodinum -formerly Pseudomonas rhodos (Ref.328) - Alphaproteobacteria (Alphaproteobacteria - Methylobacteriaceae)
    Bacillus firmus (Ref.76) - Firmicutes - Bacilli (Firmicutes - Bacillaceae)
    Staphylococcus aureus (Ref.540) - Firmicutes - Bacilli (Firmicutes - Staphylococcaceae)
    References
  • Ref.328: Kleinig, H., and Schmitt, R. (1982) On the Biosynthesis of C30 Carotenoic Acid Glucosyl Esters in Pseudomonas rhodos, Z. Naturforsch. 37C, 758–760..
  • Ref.69: Cheng, Qiong; Norton, Kelley Christine; Tao, Luan, PCT Int. Appl. (2003), WO 2003068917 A2 20030821., "Methylomonas carotenoid biosynthesis genes and enzymes and methods for producing C30 carotenoid omega aldehydes and carboxylic acids with transgenic organisms".
  • Ref.76: Steiger, S.; Perez-Fons, L.; Fraser, P. D.; Sandmann, G., Journal of Applied Microbiology (2012), 113(4), 888-895., "Biosynthesis of a novel C30 carotenoid in Bacillus firmus isolates".
  • Ref.329: Kleinig, H., Heumann, W ., Meister W ., and Englert G. (1977) Carotenoids of Rhizobia. I. New Carotenoids from Rhizobium lupini, Helv. Chim. Acta 60, 254–258..
  • Ref.540: Benjamin N. Mijts, Pyung Cheon Lee, Claudia Schmidt-Dannert, Chemistry & Biology, Volume 12, Issue 4, April 2005, Pages 453–460, "Identification of a Carotenoid Oxygenase Synthesizing Acyclic Xanthophylls: Combinatorial Biosynthesis and Directed Evolution".
    • CAS
    581797-27-5
    Links to other DB
    LipidBank: VCA1197

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