Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA00396   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA00396                                                            

Classification
Carotenoid Name
β-Carotene 5,6-epoxide;
β-Carotene 5,6-monoepoxide;
beta-Carotene 5,6-epoxide;
beta-Carotene 5,6-monoepoxide
IUPAC name 5,6-Epoxy-5,6-dihydro-beta,beta-carotene
Formula
C40H56O
Molecular Weight 
552.848 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
  • Provitamin A (Ref.566).
  • Number of
    conjugated double bonds 
    10
    Number of
    conjugated multiple bonds 
    10
    Isomers 
    InChI
    InChI=1S/C40H56O/c1-31(19-13-21-33(3)24-25-36-35(5)23-15-27-37(36,6)7)17-11-12-18-32(2)20-14-22-34(4)26-30-40-38(8,9)28-16-29-39(40,10)41-40/h11-14,17-22,24-26,30H,15-16,23,27-29H2,1-10H3/b12-11+,19-13+,20-14+,25-24+,30-26+,31-17+,32-18+,33-21+,34-22+
    InChIKey
    RVCRIPILOFSMFG-WWSVUWEKSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C12OC2(C)CCCC1(C)C)/C)/C)/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C
    XLogP
    12.879
    Hydrogen Bond donors
    (Lipinski's definition)
    0
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    1
    LipinskiFailures
    1
    Complexity of molecule
    0.320
    Number of heavy atoms
    41
    TPSA
    (Topological Polar Surface Area) 
    12.530 Å2
    Source organisms
    Hymenomonas carterae (Ref.31) - Alga: Haptophyte
    Pavlova lutheri (Ref.31) - Alga: Haptophyte
    Ipomoea batatas Lam. (Ref.295) - Land plant: sweet potato
    Solorina crocea (Ref.374) - Fungi: lichen
    Carica papaya (Ref.566) - Land plant: papaya
    References
  • Ref.31 : R. Berger, and S. Liaaen-Jensen, Biochemical Systematics and Ecology, 1977, Vol. 5, pp.71-75 "Carotenoids of Prymnesiophyceae (Haptophyceae)* ".
  • Ref.295 : Ligia B. Almeida, Marilene V.C. Penteado, Journal of Food Composition and Analysis, Volume 1, Issue 4, November 1988, Pages 341–352, "Carotenoids and pro-vitamin A value of white fleshed Brazilian sweet potatoes (Ipomoea batatas Lam.)".
  • Ref.374 : Czeczuga, Bazyli; Olech, Maria, Phyton (Horn, Austria) (1990), 30(2), 235-45., "Investigations on carotenoids in lichens.  XXV.  Studies of carotenoids in lichens from Spitsbergen".
  • Ref.566 : U Gamage Chandrika, Errol R Jansz, SMD Nalinie Wickramasinghe and Narada D Warnasuriya, J Sci Food Agric 83:1279–1282 (online: 2003), DOI: 10.1002/jsfa.1533, "Carotenoids in yellow- and red-fleshed papaya (Carica papaya L)".
  • CAS
    1923-89-3
    Links to other DB
    KNApSAcK: C00003767
    LipidBank: VCA1172

       Search other references with Google Scholar