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Entry
CA00327                                                            

Classification
Carotenoid Name
2,2'-Dihydroxy-β-carotene;
2,2'-Dihydroxy-beta-carotene
IUPAC name (2R,2'R)-beta,beta-Carotene-2,2'-diol
Formula
C40H56O2
Molecular Weight 
568.848 g/mol
Structure   
Mol file
Carotenoid DB Fingerprints 
Biological functions/Properties 
Number of
conjugated double bonds 
11
Number of
conjugated multiple bonds 
11
Isomers 
InChI
InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-25-35-33(5)23-27-37(41)39(35,7)8)15-11-12-16-30(2)18-14-20-32(4)22-26-36-34(6)24-28-38(42)40(36,9)10/h11-22,25-26,37-38,41-42H,23-24,27-28H2,1-10H3/b12-11+,17-13+,18-14+,25-21+,26-22+,29-15+,30-16+,31-19+,32-20+/t37-,38-/m1/s1
InChIKey
YNQCUMWYQVISHF-YXBUPPSKSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)CC[C@H](C1(C)C)O)/C)/C)/C=C/C=C(/C=C/C1=C(C)CC[C@H](C1(C)C)O)\C
XLogP
9.720
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
2
LipinskiFailures
1
Complexity of molecule
0.306
Number of heavy atoms
42
TPSA
(Topological Polar Surface Area) 
40.460 Å2
Source organisms
Extatosoma tiaratum (Ref.22) - Insect: giant prickly stick insect
References
  • Ref.22 : H. Kayser, K. Aareskjold, G. Borch, S. Liaaen-Jensen, Inct Biochem. Insect Biochemistry, Volume 14, Issue 1, 1984, Pages 51–54, "Partly racemized 2-hydroxy-beta-type carotenoids from the insects Cerura vinula and Ectatosoma tiaratum".
  • CAS
    39668-26-3
    Links to other DB
    KNApSAcK: C00022861
    MassBank: CA000162
    ProCarDB: C0262

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