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Entry
CA00921                                                            

Classification
Carotenoid Name
Haloxanthin
IUPAC name (2R,2'R)-2'-(3-Methylbut-2-enyl)-2-(3-methyl-1,3-peroxybutyl)-3,4-didehydro-1,2,1',2'-tetrahydro-psi,psi-carotene-1,1'-diol
Formula
C50H74O4
Molecular Weight 
739.092 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
12
Number of
conjugated multiple bonds 
12
Isomers 
InChI
InChI=1S/C50H74O4/c1-38(2)31-34-45(49(11,12)51)35-32-43(7)29-19-27-41(5)25-17-23-39(3)21-15-16-22-40(4)24-18-26-42(6)28-20-30-44(8)33-36-46(50(13,14)52)47-37-48(9,10)54-53-47/h15-31,33,36,45-47,51-52H,32,34-35,37H2,1-14H3/b16-15+,23-17+,24-18+,27-19+,28-20+,36-33+,39-21+,40-22+,41-25+,42-26+,43-29+,44-30+/t45-,46+,47?/m0/s1
InChIKey
LTZKXZZQHUUMDI-UCKCZTKQSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C=C(\C=C\[C@@H](C(O)(C)C)C1OOC(C1)(C)C)/C)/C)/C)/C=C/C=C(/C=C/C=C(/CC[C@@H](C(O)(C)C)CC=C(C)C)\C)\C
XLogP
14.779
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
2
Complexity of molecule
0.039
Number of heavy atoms
54
TPSA
(Topological Polar Surface Area) 
58.920 Å2
Source organisms
Micrococcus roseus (Ref.387) - Actinobacteria
References
  • Ref.387 : Strand, Aase; Shivaji, Sisinthy; Liaaen-Jensen, Synnove, Biochemical Systematics and Ecology (1997), 25(6), 547-552., "Bacterial carotenoids 55. C50-carotenoids 25. Revised structures of carotenoids associated with membranes in psychrotrophic Micrococcus roseus".
  • CAS
    166197-35-9
    Links to other DB
    KNApSAcK: C00023100

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