Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA00985   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA00985                                                            

Classification
Carotenoid Name
(13Z)-Crocetin;
13-cis-Crocetin
IUPAC name (13Z)-Digentiobiosyl-8,8'-diapocarotene-8,8'-dioate
Formula
C44H64O24
Molecular Weight 
976.952 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 including two carboxylic acid glucosylates (9 in total)
Number of
conjugated multiple bonds 
9 and 7 including two carboxylic acid glucosylates (16 in total)
Isomers 
InChI
InChI=1S/C44H64O24/c1-19(11-7-13-21(3)39(59)67-43-37(57)33(53)29(49)25(65-43)17-61-41-35(55)31(51)27(47)23(15-45)63-41)9-5-6-10-20(2)12-8-14-22(4)40(60)68-44-38(58)34(54)30(50)26(66-44)18-62-42-36(56)32(52)28(48)24(16-46)64-42/h5-14,23-38,41-58H,15-18H2,1-4H3/b6-5+,11-7+,12-8+,19-9-,20-10+,21-13+,22-14+/t23-,24-,25-,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38-,41-,42-,43+,44+/m1/s1
InChIKey
SEBIKDIMAPSUBY-FEZBIEGXSA-N
Canonical SMILES
OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](OC(=O)/C(=C/C=C/C(=C/C=C/C=C(\C=C\C=C(\C(=O)O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@H]([C@@H]([C@H]4O)O)O)[C@H]([C@@H]([C@H]3O)O)O)/C)/C)/C)/C)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
XLogP
-1.214
Hydrogen Bond donors
(Lipinski's definition)
14
Hydrogen Bond Acceptors
(Lipinski's definition)
24
LipinskiFailures
3
Complexity of molecule
0.348
Number of heavy atoms
68
TPSA
(Topological Polar Surface Area) 
391.200 Å2
Source organisms
Crocus sativus (Ref.321) - Land plant: saffron crocus
References
  • Ref.321 : Pfander, H., and Wittwer, F. (1975) Carotinoid-Glykoside 2. Mitteilung Untersuchungen zur Carotinoid-Zusammensetzung im Safran, Helv. Chim. Acta 58, 1608–1620..
  • CAS
    239795-78-9
    Links to other DB

       Search other references with Google Scholar