Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA00896   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA00896                                                            

Classification
Carotenoid Name
Crocin 5;
Crocetin monoglucosyl ester;
Crocin E
IUPAC name 8-beta-D-Glucopyranosyl-8'-hydrogen-8,8'-diapocarotene-8,8'-dioate
Formula
C26H34O9
Molecular Weight 
490.532 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 including carboxylic acid and carboxylic acid glucoside ester (9 in total)
Number of
conjugated multiple bonds 
9 including carboxylic acid methyl ester and carboxylic acid glucoside ester (9 in total)
Isomers 
InChI
InChI=1S/C26H34O9/c1-16(11-7-13-18(3)24(31)32)9-5-6-10-17(2)12-8-14-19(4)25(33)35-26-23(30)22(29)21(28)20(15-27)34-26/h5-14,20-23,26-30H,15H2,1-4H3,(H,31,32)/b6-5+,11-7+,12-8+,16-9+,17-10+,18-13+,19-14+/t20-,21-,22+,23-,26+/m1/s1
InChIKey
ZVGODNZUEWDIPM-YXRLTKITSA-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)\C)/C)/C)[C@@H]([C@H]([C@@H]1O)O)O
XLogP
3.166
Hydrogen Bond donors
(Lipinski's definition)
5
Hydrogen Bond Acceptors
(Lipinski's definition)
9
LipinskiFailures
1
Complexity of molecule
0.087
Number of heavy atoms
35
TPSA
(Topological Polar Surface Area) 
153.750 Å2
Source organisms
Gardenia Jasminoides (Ref.383) - Land plant: gardenia
References
  • Ref.383 : Mai Nagatoshia, Kazuyoshi Terasakaa, Miki Owakia, Makiko Sotaa, Tatsunori Inukaia, Akito Nagatsub, Hajime Mizukami, FEBS letters, Volume 586, Issue 7, 5 April 2012, Pages 1055–1061, "UGT75L6 and UGT94E5 mediate sequential glucosylation of crocetin to crocin in Gardenia jasminoides".
  • CAS
    58050-17-2, CA00896
    Links to other DB
    KNApSAcK: C00023155

       Search other references with Google Scholar