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Entry
CA01158                                                            

Classification
Carotenoid Name
19-Hydroxy-carlactone;
19-hydroxy-CL
IUPAC name 19-hydroxy-10-apo-beta-caroten-10-(hydroxy-methyl-furanone) (defined by Carotenoids DB)
Formula
C19H26O4
Molecular Weight 
318.398 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
3 and 2 including one ketone (5 in total)
Number of
conjugated multiple bonds 
3 and 2 including one ketone (5 in total)
Isomers 
InChI
InChI=1S/C19H26O4/c1-13-6-5-9-19(3,4)16(13)8-7-15(11-20)12-22-17-10-14(2)18(21)23-17/h7-8,10,12,17,20H,5-6,9,11H2,1-4H3/b8-7+,15-12+
InChIKey
QPLXYEHYTUWHNG-GHKBDNCUSA-N
Canonical SMILES
OC/C(=C/OC1OC(=O)C(=C1)C)/C=C/C1=C(C)CCCC1(C)C
XLogP
4.146
Hydrogen Bond donors
(Lipinski's definition)
1
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
0
Complexity of molecule
0.327
Number of heavy atoms
23
TPSA
(Topological Polar Surface Area) 
55.760 Å2
Source organisms
Arabidopsis sp. (Ref.619) - 
References
  • Ref.619 : Abe S., Sado A., Tanaka K., Kisugi T., Asami K., Ota S., Kim H. II., Yoneyama K., Xiaonan Xie, Ohnishi T., Seto Y., Yamaguchi S., Akiyama K., Yoneyama K., Nomura T. (2014), Carlactone is converted to carlactonoic acid by MAX1 in Arabidopsis and its methyl ester can directly interact with AtD14 in vitro, PNAS, December 16, 2014, vol. 111, no. 50, pp.18084–18089, www.pnas.org/cgi/doi/10.1073/pnas.1410801111.
  • CAS

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