Carotenoids obi
All carotenoids     All organisms   Feedback
Carotenoids DB          Carotenoids DB: CA00571   
[   About  |   Help  |   Search carotenoid entry  |   Search organism entry  |   Search similar carotenoids  |   Predict biological activities of this carotenoid  |   Search possible pathways   ]
Entry
CA00571                                                            

Classification
Carotenoid Name
Hurghadin
IUPAC name (3R,3'R)-3,3'-Dihydroxy-2,2'-dinor-beta,beta-carotene-4,4'-dione
Formula
C38H48O4
Molecular Weight 
568.764 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
13 including two ketones (13 in total)
Number of
conjugated multiple bonds 
13 including two ketones (13 in total)
Isomers 
  • Enantiomer: CA00572
  • InChI
    InChI=1S/C38H48O4/c1-25(17-13-19-27(3)21-23-31-29(5)33(39)35(41)37(31,7)8)15-11-12-16-26(2)18-14-20-28(4)22-24-32-30(6)34(40)36(42)38(32,9)10/h11-24,35-36,41-42H,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,25-15+,26-16+,27-19+,28-20+/t35-,36-/m0/s1
    InChIKey
    MKGRMAIAGDEUTL-PGPRTQMZSA-N
    Canonical SMILES
    C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C(=O)[C@@H](C1(C)C)O)/C)/C)/C=C/C=C(/C=C/C1=C(C)C(=O)[C@@H](C1(C)C)O)\C
    XLogP
    8.136
    Hydrogen Bond donors
    (Lipinski's definition)
    2
    Hydrogen Bond Acceptors
    (Lipinski's definition)
    4
    LipinskiFailures
    1
    Complexity of molecule
    0.311
    Number of heavy atoms
    42
    TPSA
    (Topological Polar Surface Area) 
    74.600 Å2
    Source organisms
    Hexabranchus sanguineus (Ref.220) - Gastropod: Spanish dancer
    References
  • Ref.220 : Guo, Yuewei; Gavagnin, Margherita; Mollo, Ernesto; Trivellone, Enrico; Cimino, Guido, Tetrahedron Letters (1998), 39(17), 2635-2638., "Structure of the pigment of the Red Sea nudibranch Hexabranchus sanguineus".
  • CAS
    69686-22-2, 207410-14-8
    Links to other DB
    KNApSAcK: C00023159

       Search other references with Google Scholar