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Entry
CA00986                                                            

Classification
Carotenoid Name
Mangicrocin
IUPAC name (15Z)-8-beta-D-glucopyranosyloxy-xanthone-8'-beta-D-glucopyranosyloxy-8,8'-diapocarotene-8,8'-dioate
Formula
C45H50O18
Molecular Weight 
878.85 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
9 and 7 including two carboxylic acid glucosylates (16 in total)
Number of
conjugated multiple bonds 
9 including two carboxylic acid neapolitanosyl esters (9 in total)
Isomers 
InChI
InChI=1S/C45H50O19/c1-21(9-5-6-10-22(2)12-8-14-24(4)43(58)64-45-41(56)38(53)36(51)31(19-46)62-45)11-7-13-23(3)42(57)59-20-32-37(52)39(54)40(55)44(63-32)61-29-16-15-28-33(35(29)50)34(49)25-17-26(47)27(48)18-30(25)60-28/h5-18,31-32,36-41,44-48,50-56H,19-20H2,1-4H3/b6-5-,11-7+,12-8+,21-9+,22-10+,23-13+,24-14+/t31-,32-,36-,37-,38+,39+,40-,41-,44-,45+/m1/s1
InChIKey
KUDWTHAWELGNGB-BGEXNNEJSA-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)OC[C@H]2O[C@@H](Oc3ccc4c(c3O)c(=O)c3c(o4)cc(c(c3)O)O)[C@@H]([C@H]([C@@H]2O)O)O)/C)/C)/C)/C)[C@@H]([C@H]([C@@H]1O)O)O
XLogP
2.529
Hydrogen Bond donors
(Lipinski's definition)
10
Hydrogen Bond Acceptors
(Lipinski's definition)
19
LipinskiFailures
3
Complexity of molecule
0.404
Number of heavy atoms
64
TPSA
(Topological Polar Surface Area) 
308.890 Å2
Source organisms
Crocus sativus (Ref.322, Ref.325) - Land plant: saffron crocus
References
  • Ref.322 : Ghosal, S., Singh, S.K., and Battacharya, S.K. (1989) Mangicrocin, an Adaptogenic Xanthone Carotenoid Glycosidic Conjugate from Saffron, J. Chem. Res.–S 3, 70–71..
  • Ref.325 : Ghosal, Shibnath; Singh, Sushil K.; Battacharya, Salil K., Journal of Chemical Research, Synopses (1989), (3), 70-1., "Mangicrocin, an adaptogenic xanthone-carotenoid glycosidic conjugate from saffron".
  • CAS
    122575-51-3
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