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Entry
CA00349                                                            

Classification
Carotenoid Name
Mimulaxanthin
IUPAC name (3S,5R,6R,3'S,5'R,6'R)-6,7,6',7'-Tetradehydro-5,6,5',6'-tetrahydro-beta,beta-carotene-3,5,3',5'-tetrol
Formula
C40H56O4
Molecular Weight 
600.848 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9
Number of
conjugated multiple bonds 
9
Isomers 
InChI
InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-35-37(5,6)25-33(41)27-39(35,9)43)15-11-12-16-30(2)18-14-20-32(4)22-24-36-38(7,8)26-34(42)28-40(36,10)44/h11-22,33-34,41-44H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,29-15+,30-16+,31-19+,32-20+/t23-,24-,33-,34-,39+,40+/m0/s1
InChIKey
GBFUJSDSAPGLBF-CZYYQPAOSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C=C1C(C)(C)C[C@@H](C[C@@]1(C)O)O)/C)/C)/C=C/C=C(/C=C=C1C(C)(C)C[C@@H](C[C@@]1(C)O)O)\C
XLogP
11.674
Hydrogen Bond donors
(Lipinski's definition)
4
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
1
Complexity of molecule
0.300
Number of heavy atoms
44
TPSA
(Topological Polar Surface Area) 
80.920 Å2
Source organisms
Mimulus guttatus (Ref.257) - Land plant: monkeyflower
Lamium montanum (Ref.258) - Land plant
References
  • Ref.257 : Helfried Nitsche, Phytochemistry, Volume 11, Issue 1, January 1972, Pages 401–404, "Mimulaxanthin—a new allenic xanthophyll from the petals of Mimulus guttatus".
  • Ref.258 : Richard Buchecker andConrad Hans Eugster, Helvetica Chimica Acta, Volume 63, Issue 8, pages 2531–2537, 10 December 1980, "Mimulaxanthin, Hauptcarotinoid von Lamium montanum, und seine absolute Konfiguration; konfigurative Verknüpfung von Deepoxyneoxanthin mit Neoxanthin".
  • CAS
    35804-89-8
    Links to other DB
    KNApSAcK: C00022929

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