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Entry
CA00125                                                            

Classification
Carotenoid Name
Rhodopinol glucoside
IUPAC name (13Z)-1-Glucopyranosyloxy-1,2-dihydro-psi,psi-caroten-20-ol
Formula
C46H68O7
Molecular Weight 
733.004 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
11
Number of
conjugated multiple bonds 
11
Isomers 
InChI
InChI=1S/C46H68O7/c1-34(2)18-12-20-36(4)22-14-24-37(5)23-13-21-35(3)19-10-11-29-40(32-47)30-16-27-38(6)25-15-26-39(7)28-17-31-46(8,9)53-45-44(51)43(50)42(49)41(33-48)52-45/h10-11,13-16,18-19,21-27,29-30,41-45,47-51H,12,17,20,28,31-33H2,1-9H3/b11-10+,21-13+,24-14+,25-15+,30-16+,35-19+,36-22+,37-23+,38-27+,39-26+,40-29+/t41-,42-,43+,44-,45+/m1/s1
InChIKey
OSRGMLQEIIYQMN-GFHGTIOLSA-N
Canonical SMILES
OC/C(=C/C=C/C=C(/C=C/C=C(/C=C/C=C(/CCC=C(C)C)\C)\C)\C)/C=C/C=C(/C=C/C=C(/CCCC(O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)(C)C)\C)\C
XLogP
10.489
Hydrogen Bond donors
(Lipinski's definition)
5
Hydrogen Bond Acceptors
(Lipinski's definition)
7
LipinskiFailures
2
Complexity of molecule
0.050
Number of heavy atoms
53
TPSA
(Topological Polar Surface Area) 
119.610 Å2
Source organisms
Phaeospirillum sp. (Ref.327) - Alphaproteobacteria: spiral-shaped phototrophic purple non-sulfur bacteria
Roseospira sp. (Ref.327) - Alphaproteobacteria: phototrophic purple non-sulfur bacteria
References
  • Ref.327 : Takaichi, Shinichi; Maoka, Takashi; Sasikala, Ch.; Ramana, Ch. V.; Shimada, Keizo, Current Microbiology¬†(2011),¬†63(1),¬†75-80., "Genus specific unusual carotenoids in purple bacteria, Phaeospirillum and Roseospira: Structures and biosyntheses".
  • CAS

    Links to other DB
    LipidBank: VCA1164
    ProCarDB: C0009

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