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Entry
CA00902                                                            

Classification
Carotenoid Name
Crocin 4;
Crocetin diglucosyl ester;
Dicrocin
IUPAC name Di-(beta-D-glucosyl)-8,8'-diapocarotene-8,8'-dioate
Formula
C32H44O14
Molecular Weight 
652.672 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 including two carboxylic acid glucosyl esters (9 in total)
Number of
conjugated multiple bonds 
9 including one carboxylic acid and one carboxylic acid glucosyl ester (9 in total)
Isomers 
InChI
InChI=1S/C32H44O14/c1-17(11-7-13-19(3)29(41)45-31-27(39)25(37)23(35)21(15-33)43-31)9-5-6-10-18(2)12-8-14-20(4)30(42)46-32-28(40)26(38)24(36)22(16-34)44-32/h5-14,21-28,31-40H,15-16H2,1-4H3/b6-5+,11-7+,12-8+,17-9+,18-10+,19-13+,20-14+/t21-,22-,23-,24-,25+,26+,27-,28-,31+,32+/m1/s1
InChIKey
QBZWPZHDUZGTLS-IIDMIUPYSA-N
Canonical SMILES
OC[C@H]1O[C@@H](OC(=O)/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C(=O)O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)\C)\C)/C)/C)[C@@H]([C@H]([C@@H]1O)O)O
XLogP
1.860
Hydrogen Bond donors
(Lipinski's definition)
8
Hydrogen Bond Acceptors
(Lipinski's definition)
14
LipinskiFailures
3
Complexity of molecule
0.333
Number of heavy atoms
46
TPSA
(Topological Polar Surface Area) 
232.900 Å2
Source organisms
Gardenia Jasminoides (Ref.159) - Land plant: gardenia
References
  • Ref.159 : Coran, Silvia A.; Mulas, Stefano; Vasconi, Alessio, Journal of Chromatography A (2014), 1325, 221-226., "Profiling of components and validated determination of iridoids in Gardenia Jasminoides Ellis fruit by a high-​ performance-t​ hin-l​ ayer- chromatography/​ mass spectrometry approach".
  • CAS
    57710-64-2
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