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Entry
CA00278                                                            

Classification
Carotenoid Name
1'-Hydroxy-4-keto-γ-carotene glucoside hexadecanoate;
1'-Hydroxy-4-keto-gamma-carotene glucoside hexadecanoate
IUPAC name 1'-[(6-O-Hexadecanoyl-beta-D-glucopyranosyl)oxy]-1',2'-dihydro-beta,psi-caroten-4-one
Formula
C62H96O8
Molecular Weight 
969.388 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
12 including one ketone (12 in total)
Number of
conjugated multiple bonds 
12 including one ketone (12 in total)
Isomers 
InChI
InChI=1S/C62H96O8/c1-12-13-14-15-16-17-18-19-20-21-22-23-24-40-56(64)68-46-55-57(65)58(66)59(67)60(69-55)70-62(10,11)44-30-39-50(5)37-28-36-49(4)35-27-33-47(2)31-25-26-32-48(3)34-29-38-51(6)41-42-53-52(7)54(63)43-45-61(53,8)9/h25-29,31-38,41-42,55,57-60,65-67H,12-24,30,39-40,43-46H2,1-11H3/b26-25+,33-27+,34-29+,36-28+,42-41+,47-31+,48-32+,49-35+,50-37+,51-38+/t55-,57-,58+,59-,60+/m1/s1
InChIKey
DNFXHSRZMFFRBA-KPWCSVCNSA-N
Canonical SMILES
CCCCCCCCCCCCCCCC(=O)OC[C@H]1O[C@@H](OC(CCC/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
18.432
Hydrogen Bond donors
(Lipinski's definition)
3
Hydrogen Bond Acceptors
(Lipinski's definition)
8
LipinskiFailures
2
Complexity of molecule
0.223
Number of heavy atoms
70
TPSA
(Topological Polar Surface Area) 
122.520 Å2
Source organisms
Rhodococcus sp. CIP (Ref.168) - Actinobacteria
References
  • Ref.168 : Ayako Osawa, Asami Kasahara, Shoko Matsuoka, Soeren Gassel, Gerhard Sandman, and Kazutoshi Shindo, Biosci, Biotechnol, Biochem, 75 (11), pp. 2142-2147, (2011), "Isolation of a Novel Carotenoid, OH-chlorobactene Glucoside Hexadecanoate, and Related Rare Carotenoids from Rhodococcus sp. CIP and Their Antioxidative Activities".
  • CAS

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