Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA00016   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
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   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13
Number of
conjugated multiple bonds 
13
Isomers 
InChI
InChI=1S/C30H36O4/c1-23(15-9-17-25(3)19-11-21-27(5)29(31)32)13-7-8-14-24(2)16-10-18-26(4)20-12-22-28(6)30(33)34/h7-22H,1-6H3,(H,31,32)(H,33,34)/b8-7+,15-9+,16-10+,19-11+,20-12+,23-13+,24-14+,25-17+,26-18+,27-21+,28-22+
InChIKey
YMOJEHLMENKTSQ-GVCQAPIFSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C=C(\C(=O)O)/C)/C)/C)/C=C/C=C(/C=C/C=C(/C(=O)O)\C)\C
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
Source organisms
Methylobacterium rhodinum -formerly Pseudomonas rhodos (Ref.328) - Alphaproteobacteria
Methylomonas sp. 16a (Ref.69) - Gammaproteobacteria
Bacillus firmus (Ref.76) - Firmicutes - Bacilli
Rhizobium lupini (Ref.329) - Alphaproteobacteria: root nodule bacterium
Staphylococcus aureus (Ref.540) - Firmicutes - Bacilli
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

       Search other references with Google Scholar