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Entry
CA00759                                                            

Classification
Carotenoid Name
Agelaxanthin C
IUPAC name 19,3',8'-Trihydroxy-3-methoxy-7,8-didehydro-beta,kappa-caroten-6'-one
Formula
C41H56O5
Molecular Weight 
628.858 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 including one ketone (9 in total)
Number of
conjugated multiple bonds 
11 including one ketone (11 in total)
Isomers 
InChI
InChI=1S/C41H56O5/c1-29(17-13-19-31(3)37(44)24-38(45)41(9)26-34(43)25-40(41,7)8)15-11-12-16-30(2)18-14-20-33(28-42)21-22-36-32(4)23-35(46-10)27-39(36,5)6/h11-20,24,34-35,42-44H,23,25-28H2,1-10H3/b12-11+,17-13+,18-14+,29-15+,30-16+,31-19+,33-20-,37-24-
InChIKey
PUKIMUCQDWXVFJ-XUCUYSFRSA-N
Canonical SMILES
COC1CC(=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)C1(C)CC(CC1(C)C)O)/O)\C)\C)/C)/CO)C
XLogP
7.993
Hydrogen Bond donors
(Lipinski's definition)
3
Hydrogen Bond Acceptors
(Lipinski's definition)
5
LipinskiFailures
2
Complexity of molecule
0.294
Number of heavy atoms
46
TPSA
(Topological Polar Surface Area) 
86.990 Å2
Source organisms
Agelas schmidtii (Ref.369) - Sea sponge
References
  • Ref.369 : Buchecker, Richard; Eugster, Conrad Hans; Litchfield, Carter, Helvetica Chimica Acta, Volume60, Issue8, Pages2780-8, 1977, ISSN:0018-019X, "Carotenoids from marine sponges (Porifera): ¬†isolation and structure of the seven main carotenoids from Agelas schmidtii".
  • CAS
    65684-23-3
    Links to other DB
    KNApSAcK: C00023032

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