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Entry
CA00840                                                            

Classification
Carotenoid Name
Dihydrovitixanthin
IUPAC name (5-,6R)-19'-Ethanoyloxy-6-hydroxy-3-oxo-8',9'-didehydro-5,6,7',8',9',10'-hexahydro-7'-apo-beta-caroten-7'-oic acid
Formula
C33H44O6
Molecular Weight 
536.682 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
7 and 2 including one carboxylic acid (9 in total)
Number of
conjugated multiple bonds 
7 and 2 including one carboxylic acid (9 in total)
Isomers 
InChI
InChI=1S/C33H44O6/c1-24(12-8-9-13-25(2)16-11-17-29(21-31(36)37)23-39-28(5)34)14-10-15-26(3)18-19-33(38)27(4)20-30(35)22-32(33,6)7/h8-16,18-19,21,27,38H,17,20,22-23H2,1-7H3,(H,36,37)/b9-8+,14-10+,16-11+,19-18+,24-12+,25-13+,26-15+,29-21-/t27?,33-/m0/s1
InChIKey
SSYNBGOGEBNNKP-ZNKWYYBOSA-N
Canonical SMILES
O=C1CC(C)[C@@](C(C1)(C)C)(O)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C/C(=C/C(=O)O)/COC(=O)C)\C)/C)/C
XLogP
6.049
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
6
LipinskiFailures
2
Complexity of molecule
0.072
Number of heavy atoms
39
TPSA
(Topological Polar Surface Area) 
100.900 Å2
Source organisms
Cochlospermum vitifolium (Ref.377) - Land plant: Bixaceae: buttercup tree; wild cotton; forest peach; rose imperial
References
  • Ref.377 : Achenbach, Hans; Bluemm, Elmar; Waibel, Reiner, Tetrahedron Letters (1989), 30(23), 3059-60., "Vitixanthin and dihydrovitixanthin.  New unusual 7'-apocarotenoic acids from Cochlospermum vitifolium".
  • CAS
    125287-07-2
    Links to other DB
    KNApSAcK: C00023111

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