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Entry
CA00934                                                            

Classification
Carotenoid Name
C.p.473 glucoside
IUPAC name (2R,2'S)-2-[(4-beta-D-Glucopyranosyloxy)-3-methylbut-2-enyl]-2'-(3-methylbut-2-enyl)-3',4'-didehydro-1',2'-dihydro-beta,psi-caroten-1'-ol
Formula
C56H82O7
Molecular Weight 
867.216 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
12
Number of
conjugated multiple bonds 
12
Isomers 
InChI
InChI=1S/C56H82O7/c1-39(2)27-32-48(56(12,13)61)34-28-43(6)25-18-24-42(5)23-16-21-40(3)19-14-15-20-41(4)22-17-26-44(7)30-36-49-46(9)31-35-47(55(49,10)11)33-29-45(8)38-62-54-53(60)52(59)51(58)50(37-57)63-54/h14-30,34,36,47-48,50-54,57-61H,31-33,35,37-38H2,1-13H3/b15-14+,21-16+,22-17+,24-18+,34-28+,36-30+,40-19+,41-20+,42-23+,43-25+,44-26+,45-29+/t47-,48-,50+,51+,52-,53+,54+/m0/s1
InChIKey
LGDWPFWIHIKTNI-TUUKLCLDSA-N
Canonical SMILES
OC[C@H]1O[C@@H](OC/C(=C/C[C@H]2CCC(=C(C2(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C=C(/C=C/[C@@H](C(O)(C)C)CC=C(C)C)\C)\C)\C)/C)/C)C)/C)[C@@H]([C@H]([C@@H]1O)O)O
XLogP
13.966
Hydrogen Bond donors
(Lipinski's definition)
5
Hydrogen Bond Acceptors
(Lipinski's definition)
7
LipinskiFailures
2
Complexity of molecule
0.117
Number of heavy atoms
63
TPSA
(Topological Polar Surface Area) 
119.610 Å2
Source organisms
Curtobacterium flaccumfaciens poinsettiae (Ref.224) - Actinobacteria
References
  • Ref.224 : Haberli, Adrian; Bircher, Christof; Pfander, Hanspeter, Helvetica Chimica Acta (2000), 83(2), 328-335., "Isolation of a new carotenoid and two new carotenoid glycosides from Curtobacterium flaccumfaciens pvar poinsettiae".
  • CAS
    267008-22-0
    Links to other DB
    KNApSAcK: C00023084

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