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Entry
CA00499                                                            

Classification
Carotenoid Name
2-Hydroxyadonirubin
IUPAC name (2R,3S)-2,3-Dihydroxy-beta,beta-carotene-4,4'-dione
Formula
C40H52O4
Molecular Weight 
596.816 g/mol
Structure      Search similar carotenoids

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 
InChI
InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)35(41)25-26-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)36(42)37(43)38(44)40(34,9)10/h11-24,37-38,43-44H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t37-,38+/m1/s1
InChIKey
LGXSSQZQYOIWOB-UKKAEOGLSA-N
Canonical SMILES
C/C(=C\C=C\C=C(\C=C\C=C(\C=C\C1=C(C)C(=O)CCC1(C)C)/C)/C)/C=C/C=C(/C=C/C1=C(C)C(=O)[C@H]([C@@H](C1(C)C)O)O)\C
XLogP
9.219
Hydrogen Bond donors
(Lipinski's definition)
2
Hydrogen Bond Acceptors
(Lipinski's definition)
4
LipinskiFailures
1
Complexity of molecule
0.312
Number of heavy atoms
44
TPSA
(Topological Polar Surface Area) 
74.600 Å2
Source organisms
Rhizobium lupini (Ref.449) - Alphaproteobacteria: root nodule bacterium
References
  • Ref.449 : Kleinig, Hans; Heumann, Wolfram; Meister, Walter; Englert, Gerhard, Helvetica Chimica Acta (1979), 62(8), 2551-7., "Carotenoids of Rhizobia.  I.  New carotenoids from Rhizobium lupini".
  • CAS
    72826-79-0
    Links to other DB
    KNApSAcK: C00023055

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