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Entry
CA00566                                                            

Classification
Carotenoid Name
Halocynthiaxanthin 3'-acetate pyropheophorbide A ester
IUPAC name (3S,5R,6S,3'R)-3'-[(3S,4S)-9-ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoate]-5,6-Epoxy-3'-ethanoyloxy-3-hydroxy-7',8'-didehydro-5,6,7,8-tetrahydro-beta,beta-caroten-8-one
Formula
C75H88N4O7
Molecular Weight 
1157.494 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
8 and 12 including one ketone (20 in total)
Number of
conjugated multiple bonds 
10 and 12 including one ketone (22 in total)
Isomers 
InChI
InChI=1S/C75H88N4O7/c1-18-55-48(8)60-36-62-50(10)57(70(78-62)58-35-66(81)69-51(11)63(79-71(58)69)38-65-56(19-2)49(9)61(77-65)37-64(55)76-60)31-33-68(83)85-54-40-73(15,16)75(74(17,41-54)86-75)42-67(82)46(6)29-23-28-44(4)25-21-20-24-43(3)26-22-27-45(5)30-32-59-47(7)34-53(84-52(12)80)39-72(59,13)14/h18,20-29,36-38,50,53-54,57,76,79H,1,19,31,33-35,39-42H2,2-17H3/b21-20+,26-22+,28-23+,43-24+,44-25+,45-27+,46-29+,60-36-,61-37-,62-36-,63-38-,64-37-,65-38-,70-58-/t50-,53+,54-,57-,74+,75-/m0/s1
InChIKey
OTIKLBMPKONKAU-HDCGZMCPSA-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)[C@]2([C@](C1)(C)O2)CC(=O)/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C#CC1=C(C)C[C@H](CC1(C)C)OC(=O)C)\C)\C)/C)/C)C
XLogP
14.974
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
11
LipinskiFailures
3
Complexity of molecule
0.351
Number of heavy atoms
86
TPSA
(Topological Polar Surface Area) 
156.630 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
    1311273-03-6
    Links to other DB

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