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Entry
CA01162                                                            

Classification
Carotenoid Name
4-deoxyorobanchol;
4DO;
ent-2'-epi-5-deoxystrigol;
strigolactone
IUPAC name (3E,3aS,8bR)-8,8-dimethyl-3-[[(2R)-4-methyl-5-oxo-2H-furan-2-yl]oxymethylidene]-3a,4,5,6,7,8b-hexahydroindeno[1,2-b]furan-2-one
Formula
C19H22O5
Molecular Weight 
330.366 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
2 including one ketone and 2 including one ketone (4 in total)
Number of
conjugated multiple bonds 
2 including one ketone and 2 including one ketone (4 in total)
Isomers 
InChI
InChI=1S/C19H22O5/c1-10-7-14(23-17(10)20)22-9-13-12-8-11-5-4-6-19(2,3)15(11)16(12)24-18(13)21/h7,9,12,14,16H,4-6,8H2,1-3H3/b13-9+/t12-,14+,16+/m0/s1
InChIKey
QXTUQXRFEBHUBA-OHYDKCKCSA-N
Canonical SMILES
O=C1O[C@@H]2[C@H](/C/1=C\O[C@@H]1OC(=O)C(=C1)C)CC1=C2C(C)(C)CCC1
XLogP
2.775
Hydrogen Bond donors
(Lipinski's definition)
0
Hydrogen Bond Acceptors
(Lipinski's definition)
5
LipinskiFailures
0
Complexity of molecule
0.413
Number of heavy atoms
24
TPSA
(Topological Polar Surface Area) 
61.830 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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