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Entry
CA00819                                                            

Classification
Carotenoid Name
Aeginetin
IUPAC name (5R,6R)-5,6-Dihydroxy-5,6-dihydro-12'-apo-beta-caroten-12'-oic acid
Formula
C25H36O4
Molecular Weight 
400.538 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
7 including one carboxylic acid (7 in total)
Number of
conjugated multiple bonds 
7 including one carboxylic acid (7 in total)
Isomers 
InChI
InChI=1S/C25H36O4/c1-19(11-7-8-14-21(3)22(26)27)12-9-13-20(2)15-18-25(29)23(4,5)16-10-17-24(25,6)28/h7-9,11-15,18,28-29H,10,16-17H2,1-6H3,(H,26,27)/b8-7+,12-9+,18-15+,19-11+,20-13+,21-14+/t24-,25-/m1/s1
InChIKey
YBWOXWSKTIHNHZ-JPHOOILWSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C(=O)O)/C)/C=C/C=C(/C=C/[C@@]1(O)C(C)(C)CCC[C@@]1(C)O)\C
XLogP
5.379
Hydrogen Bond donors
(Lipinski's definition)
3
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
1
Complexity of molecule
0.092
Number of heavy atoms
29
TPSA
(Topological Polar Surface Area) 
77.760 Å2
Source organisms
Aeginetia indica (Ref.201) - Land plant
References
  • Ref.201 : Oshima, Yoshiteru; Kawakami, Yutaka; Kiso, Yoshinobu; Hikino, Hiroshi; Yang, Ling Ling; Yen, Kun Ying, Shoyakugaku Zasshi (1984), 38(2), 198-200., "Liver protective drugs. 12. Antihepatotoxic principles of Aeginetia indica herbs".
  • CAS
    64803-86-7
    Links to other DB
    KNApSAcK: C00023133

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