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Entry
CA00567                                                            

Classification
Carotenoid Name
Mutatoxanthin pyropheophorbide A ester
IUPAC name (3S,5R,8RS,3'R)-3'-[(3S,4S)-9-ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoate]-5,8-Epoxy-5,8-dihydro-beta,beta-carotene-3,3'-diol
Formula
C73H88N4O5
Molecular Weight 
1101.474 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 and 12 (21 in total)
Number of
conjugated multiple bonds 
9 and 12 (21 in total)
Isomers 
InChI
InChI=1S/C73H88N4O5/c1-17-53-47(8)58-35-60-49(10)55(69(76-60)56-34-64(79)68-50(11)61(77-70(56)68)37-63-54(18-2)48(9)59(75-63)36-62(53)74-58)30-32-67(80)81-52-33-46(7)57(71(12,13)41-52)31-29-44(5)26-21-25-42(3)23-19-20-24-43(4)27-22-28-45(6)65-38-66-72(14,15)39-51(78)40-73(66,16)82-65/h17,19-29,31,35-38,49,51-52,55,65,74,77-78H,1,18,30,32-34,39-41H2,2-16H3/b20-19+,25-21+,27-22+,31-29+,42-23+,43-24+,44-26+,45-28+,58-35-,59-36-,60-35-,61-37-,62-36-,63-37-,69-56-/t49-,51-,52+,55-,65?,73+/m0/s1
InChIKey
JFSYCDKQTQIZSC-TWCMVOQBSA-N
Canonical SMILES
CCC1=C(C)C2=N/C/1=C\c1[nH]c3c(c1C)C(=O)C/C/3=C\1/N=C(/C=c/3\[nH]/c(=C\2)/c(C=C)c3C)[C@H]([C@@H]1CCC(=O)O[C@@H]1CC(=C(C(C1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C1C=C2[C@@](O1)(C)C[C@H](CC2(C)C)O)\C)\C)/C)/C)C)C
XLogP
14.199
Hydrogen Bond donors
(Lipinski's definition)
3
Hydrogen Bond Acceptors
(Lipinski's definition)
9
LipinskiFailures
2
Complexity of molecule
0.359
Number of heavy atoms
82
TPSA
(Topological Polar Surface Area) 
130.190 Å2
Source organisms
Haliotis diversicolor aquatilis (Ref.157) - Shellfish: Abalone
References
  • Ref.157 : Maoka, Takashi; Etoh, Tetsuji; Akimoto, Naoshige; Yasui, Hiroyuki, Tetrahedron Letters (2011), Volume52 Issue23 Pages3012-3015, DOI:10.1016/j.tetlet.2011.03.14, "Novel carotenoid pyropheophorbide A esters from abalone".
  • CAS
    1311381-87-9
    Links to other DB

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