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Entry
CA01078                                                            

Classification
Carotenoid Name

IUPAC name (3S,5R,6'S)-3-ethanoyloxy-5,6'-dihydroxy-5,67,8-tetradehydro-11',19'-olide-20-nor-beta,epsilon-caroten-3'-one
Formula
C39H48O7
Molecular Weight 
628.774 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 and 2 including one lactone and one ketone (11 in total)
Number of
conjugated multiple bonds 
9 and 2 including one lactone and one ketone (11 in total)
Isomers 
InChI
InChI=1S/C39H48O7/c1-26(16-17-34-36(5,6)24-33(45-29(4)40)25-38(34,9)43)14-12-10-11-13-15-27(2)20-32-22-30(35(42)46-32)18-19-39(44)28(3)21-31(41)23-37(39,7)8/h10-16,18-22,33,43-44H,23-25H2,1-9H3/b12-10+,13-11+,19-18+,26-14+,27-15+,32-20-/t17-,33-,38+,39+/m0/s1
InChIKey
SXOGJBMNSIHZFB-PAWAGGJUSA-N
Canonical SMILES
C/C(=C\C=C\C=C\C=C(\C=C/1\C=C(C(=O)O1)/C=C/[C@]1(O)C(C)(C)CC(=O)C=C1C)/C)/C=C=C1C(C)(C)C[C@@H](C[C@@]1(C)O)OC(=O)C
XLogP
7.538
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
7
LipinskiFailures
1
Complexity of molecule
0.319
Number of heavy atoms
46
TPSA
(Topological Polar Surface Area) 
110.130 Å2
Source organisms
Crassostrea gigas (Ref.483) - Shellfish: pacific oyster
References
  • Ref.483 : Takashi Maoka, Keiji Hashimoto, Naoshige Akimoto, and Yasuhiro Fujiwara, J. Nat. Prod., 2001, 64 (5), pp 578–581, DOI: 10.1021/np000476w, "Structures of Five New Carotenoids from the Oyster Crassostrea gigas".
  • CAS

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