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Entry
CA00779                                                            

Classification
Carotenoid Name
Synechoxanthin
IUPAC name (all-trans)-chi,chi-Carotene-18,18'-dioic acid
Formula
C42H48O4
Molecular Weight 
616.804 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
17 including carboxylic acid (17 in total)
Number of
conjugated multiple bonds 
17 including carboxylic acid (17 in total)
Isomers 
InChI
InChI=1S/C40H44O4/c1-27(15-11-17-29(3)19-21-35-23-25-37(39(41)42)33(7)31(35)5)13-9-10-14-28(2)16-12-18-30(4)20-22-36-24-26-38(40(43)44)34(8)32(36)6/h9-26H,1-8H3,(H,41,42)(H,43,44)/b10-9+,15-11+,16-12+,21-19+,22-20+,27-13+,28-14+,29-17+,30-18+
InChIKey
BFYXFUUHZKWAJW-TUOVYMBRSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\c1ccc(c(c1C)C)C(=O)O)/C)/C)/C=C/C=C(/C=C/c1ccc(c(c1C)C)C(=O)O)\C
XLogP
14.266
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
2
Complexity of molecule
0.341
Number of heavy atoms
44
TPSA
(Topological Polar Surface Area) 
74.600 Å2
Source organisms
Synechococcus sp. PCC 7002 (Ref.153) - Cyanobacteria
References
  • Ref.153 : Graham, Joel E.; Lecomte, Juliette T. J.; Bryant, Donald A., Journal of Natural Products (2008), 71(9), 1647-1650., "Synechoxanthin, an aromatic C40 xanthophyll that is a major carotenoid in the cyanobacterium Synechococcus sp. PCC 7002".
  • CAS
    1021432-70-1
    Links to other DB
    ProCarDB: C1822

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