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Entry
CA00268                                                            

Classification
Carotenoid Name
Myxobactone;
all-trans-Myxobactone
IUPAC name 1'-(beta-D-Glucopyranosyloxy)-3',4'-didehydro-1',2'-dihydro-beta,psi-caroten-4-one
Formula
C46H64O7
Molecular Weight 
728.972 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13 including one ketone (13 in total)
Number of
conjugated multiple bonds 
13 including one ketone (13 in total)
Isomers 
InChI
InChI=1S/C46H64O7/c1-32(17-11-12-18-33(2)20-15-24-36(5)26-27-38-37(6)39(48)28-30-45(38,7)8)19-13-21-34(3)22-14-23-35(4)25-16-29-46(9,10)53-44-43(51)42(50)41(49)40(31-47)52-44/h11-27,40-44,47,49-51H,28-31H2,1-10H3/b12-11+,19-13+,20-15+,22-14+,25-16+,27-26+,32-17+,33-18+,34-21+,35-23+,36-24+/t40-,41-,42+,43-,44+/m1/s1
InChIKey
ALUKCTZWAURVJZ-MYECRAIPSA-N
Canonical SMILES
OC[C@H]1O[C@@H](OC(C/C=C/C(=C/C=C/C(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C2=C(C)C(=O)CCC2(C)C)\C)\C)/C)/C)/C)(C)C)[C@@H]([C@H]([C@@H]1O)O)O
XLogP
10.357
Hydrogen Bond donors
(Lipinski's definition)
4
Hydrogen Bond Acceptors
(Lipinski's definition)
7
LipinskiFailures
2
Complexity of molecule
0.316
Number of heavy atoms
53
TPSA
(Topological Polar Surface Area) 
116.450 Å2
Source organisms
Stigmatella aurantiaca  - Deltaproteobacteria: myxobacterium
Cystobacter fuscus (Ref.216) - Deltaproteobacteria: myxobacterium
References
  • Ref.216 : Eckau, H.; Dill, D.; Budzikiewicz, H., Zeitschrift fuer Naturforschung, C:  Journal of Biosciences (1984), 39C(1-2), 1-9., "Novel ceramides from Cystobacter fuscus (Myxobacterales)".
  • CAS
    31679-77-3
    Links to other DB
    KNApSAcK: C00022992
    LipidBank: VCA1186

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