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Entry
CA00583                                                            

Classification
Carotenoid Name
Triphasiaxanthin;
3-Hydroxysemi-beta-carotenone
IUPAC name 3'-Hydroxy-5,6-seco-beta,beta-carotene-5,6-dione
Formula
C40H56O3
Molecular Weight 
584.848 g/mol
Structure      Search similar carotenoids

Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
11 including one ketone (11 in total)
Number of
conjugated multiple bonds 
11 including one ketone (11 in total)
Isomers 
InChI
InChI=1S/C40H56O3/c1-30(18-13-20-32(3)23-25-37-34(5)28-36(42)29-40(37,9)10)16-11-12-17-31(2)19-14-21-33(4)24-26-38(43)39(7,8)27-15-22-35(6)41/h11-14,16-21,23-26,36,42H,15,22,27-29H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,30-16+,31-17+,32-20+,33-21+
InChIKey
DSSJLYAIYPLGLX-QQGJMDNJSA-N
Canonical SMILES
OC1CC(=C(C(C1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C(=O)C(CCCC(=O)C)(C)C)\C)\C)/C)/C)C
XLogP
9.530
Hydrogen Bond donors
(Lipinski's definition)
1
Hydrogen Bond Acceptors
(Lipinski's definition)
3
LipinskiFailures
2
Complexity of molecule
0.061
Number of heavy atoms
43
TPSA
(Topological Polar Surface Area) 
54.370 Å2
Source organisms
Ceratozamia fuscoviridis (Ref.222) - Land plant: Zamiaceae
Ceratozamia robusta (Ref.222) - Land plant: Zamiaceae
Ceratozamia spinosa (Ref.222) - Land plant: Zamiaceae
Ceratozamia kuesteriana (Ref.222) - Land plant: Zamiaceae
Ceratozamia hildae (Ref.222) - Land plant: Zamiaceae
References
  • Ref.222 : Cardini, Franco; Pucci, Susanna; Calamassi, Roberto, Journal of Plant Physiology¬†(2006),¬†163(2),¬†128-140., "Quantitative variations of individual carotenoids in relationship with the leaflet development of six species of the genus Ceratozamia (Cycads)".
  • CAS
    23939-69-7
    Links to other DB
    KNApSAcK: C00023170

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