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Entry
CA00862                                                            

Classification
Carotenoid Name
Blumenol C;
(6R,9R)-9-hydroxy-4-megastigmen-3-one
IUPAC name (6R,9RS)-7,8-dihydro-9-hydroxy-9-apo-epsilon-3-one
Formula
C13H22O2
Molecular Weight 
210.306 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
2 including one ketone (2 in total)
Number of
conjugated multiple bonds 
2 including one ketone (2 in total)
Isomers 
  • Constitutional isomer: CA01069, CA01071, CA01115, CA01175
  • InChI
    InChI=1S/C13H22O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h7,10,12,14H,5-6,8H2,1-4H3/t10?,12-/m0/s1
    InChIKey
    UEEJDIUOCUCVHN-KFJBMODSSA-N
    Canonical SMILES
    CC(CC[C@H]1C(=CC(=O)CC1(C)C)C)O
    XLogP
    2.319
    Hydrogen Bond donors
    (Lipinski's definition)
    1
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    2
    LipinskiFailures
    0
    Complexity of molecule
    0.162
    Number of heavy atoms
    15
    TPSA
    (Topological Polar Surface Area) 
    37.300 Å2
    Source organisms
    Podocarpus blumei (Ref.186) - Land plant
    Arbuscular mycorrhizal (Ref.252) - Fungi: mycorrhizal fungus
    Solanum lyratum (Ref.394) - Land plant: Solanaceae: Inedible plant for humans
    References
  • Ref.186 : M. N. Galbraith and D. H. S. Horn, J. Chem. Soc., Chem. Commun., 1972, 113-114, "Structures of the natural products blumenols A, B, and C".
  • Ref.252 : Thomas Fester, Bettina Hause, Diana Schmidt, Kristine Halfmann, Jürgen Schmidt, Victor Wray, Gerd Hause and Dieter Strack, Plant and Cell Physiology Volume 43, Issue 3 pp. 256-265. "Occurrence and Localization of Apocarotenoids in Arbuscular Mycorrhizal Plant Roots".
  • Ref.394 : Yue, Xi-dian; Yao, Fang; Zhang, Lei; Li, Gui-sheng; Dai, Sheng-jun, Zhongguo Zhongyao Zazhi (2014), 39(3), 453-456., "Sesquiterpenoids from Solanum lyratum".
  • CAS
    36151-02-7
    Links to other DB

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