NP-MRD: Showing NP-Card for Spheroidenone (NP0050562)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-27 21:57:16 UTC

Updated at

2022-04-27 21:57:16 UTC

NP-MRD ID

NP0050562

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Spheroidenone

Description

Spheroiden-2-one belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone. Thus, spheroiden-2-one is considered to be an isoprenoid lipid molecule. Spheroidenone is found in Agrobacterium aurantiacum, Erwinia herbicola strain Eho10, Erwinia herbicola strain Eho13, Erythrobacter sp., Flavobacterium sp. Strain R1534, Gelliodes callista, Myxococcus xanthus, Erwinia uredovora, Rhodobacter capsulatus, Rhodobacter sphaeroides, Rhodospirillum rubrum, Roseobacter denitrificans, Rubrivivax gelatinosus and Streptomyces griseus. Spheroidenone was first documented in 1997 (PMID: 9038350). Spheroiden-2-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 19136077) (PMID: 24492676).

Structure

MOL SDF PDB SMILES InChI

 
  Mrv1533006051514562D          
 
 43 42  0  0  0  0            999 V2000
    7.2817  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7109  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4255  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1401  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8547  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5694  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2839  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9985  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7131  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4277  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1423  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8569  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5715  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2861  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0007  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7153  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4299  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8591  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5737  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2883  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0029  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7175  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4322  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1468  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8614  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5485  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2631  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9777  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6923  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4069  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963  -11.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8547  -11.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7131  -11.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5715  -11.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446  -13.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0029  -13.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8614  -13.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6923  -13.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2824  -11.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2825  -10.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7110  -13.1062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
  2 33  1  0  0  0  0
  6 34  1  0  0  0  0
 10 35  1  0  0  0  0
 14 36  1  0  0  0  0
 19 37  1  0  0  0  0
 23 38  1  0  0  0  0
 27 39  1  0  0  0  0
 31 40  1  0  0  0  0
  2 41  1  0  0  0  0
 33 42  1  0  0  0  0
  3 43  2  0  0  0  0
M  END

 
  Mrv1533006051514562D          
 
 43 42  0  0  0  0            999 V2000
    7.2817  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7109  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4255  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1401  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8547  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5694  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2839  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9985  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7131  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4277  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1423  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8569  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5715  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2861  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0007  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7153  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4299  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8591  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5737  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2883  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0029  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7175  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4322  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1468  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8614  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5485  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2631  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9777  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6923  -12.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4069  -11.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963  -11.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8547  -11.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7131  -11.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5715  -11.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446  -13.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0029  -13.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8614  -13.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6923  -13.0943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2824  -11.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2825  -10.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7110  -13.1062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
  2 33  1  0  0  0  0
  6 34  1  0  0  0  0
 10 35  1  0  0  0  0
 14 36  1  0  0  0  0
 19 37  1  0  0  0  0
 23 38  1  0  0  0  0
 27 39  1  0  0  0  0
 31 40  1  0  0  0  0
  2 41  1  0  0  0  0
 33 42  1  0  0  0  0
  3 43  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0050562

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(C)(C)C(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)CC\C=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C41H58O2/c1-33(2)19-14-22-36(5)25-17-28-37(6)26-15-23-34(3)20-12-13-21-35(4)24-16-27-38(7)29-18-30-39(8)31-32-40(42)41(9,10)43-11/h12-13,15-16,18-21,23-27,29-32H,14,17,22,28H2,1-11H3/b13-12+,23-15+,24-16+,29-18+,32-31+,34-20+,35-21+,36-25+,37-26+,38-27+,39-30+

> <INCHI_KEY>
ZQFURSYWJPLAJR-FZFXUSNISA-N

> <FORMULA>
C41H58O2

> <MOLECULAR_WEIGHT>
582.913

> <EXACT_MASS>
582.443681108

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
76.41491674336538

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4E,6E,8E,10E,12E,14E,16E,18E,20E,22E,26E)-2-methoxy-2,6,10,14,19,23,27,31-octamethyldotriaconta-4,6,8,10,12,14,16,18,20,22,26,30-dodecaen-3-one

> <ALOGPS_LOGP>
8.97

> <JCHEM_LOGP>
11.357792364333335

> <ALOGPS_LOGS>
-6.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.175927187710524

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
204.05920000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.05e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
spheroidenone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JUN-15         0                                  
HETATM    1  C   UNK     0      13.592 -22.904   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.926 -22.134   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.260 -22.904   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.594 -22.134   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.928 -22.904   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.262 -22.134   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.596 -22.904   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.930 -22.134   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.264 -22.904   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.598 -22.134   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.932 -22.904   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.266 -22.134   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.600 -22.904   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.934 -22.134   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.267 -22.904   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.601 -22.134   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.935 -22.904   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      36.269 -22.134   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.603 -22.904   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.937 -22.134   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      40.271 -22.904   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      41.605 -22.134   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      42.939 -22.904   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      44.273 -22.134   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      45.607 -22.904   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      46.941 -22.134   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      48.275 -22.904   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      49.557 -22.134   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      50.891 -22.904   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      52.225 -22.134   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      53.559 -22.904   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      54.893 -22.134   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      14.926 -20.595   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      20.262 -20.595   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      25.598 -20.595   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      30.934 -20.595   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      37.603 -24.443   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      42.939 -24.443   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      48.275 -24.443   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      53.559 -24.443   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.594 -21.365   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.594 -19.826   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      16.261 -24.465   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   33   41                                             
CONECT    3    2    4   43                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   34                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   35                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   36                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   37                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   38                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   39                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   40                                                  
CONECT   32   31                                                            
CONECT   33    2   42                                                       
CONECT   34    6                                                            
CONECT   35   10                                                            
CONECT   36   14                                                            
CONECT   37   19                                                            
CONECT   38   23                                                            
CONECT   39   27                                                            
CONECT   40   31                                                            
CONECT   41    2                                                            
CONECT   42   33                                                            
CONECT   43    3                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   84    0
END

View in JSmol

Synonyms

Value	Source
(4E,6E,8E,10E,12E,14E,16E,18E,20E,22E,26E)-2-Methoxy-2,6,10,14,19,23,27,31-octamethyldotriaconta-4,6,8,10,12,14,16,18,20,22,26,30-dodecaen-3-one	ChEBI
3,4-Didehydro-1,2,7',8-tetrahydro-1-methoxy-2-oxo-psi,psi-carotene	ChEBI
all-trans-Spheroiden-2-one	ChEBI
Spheroidenone	ChEBI
Spheroiden-2-one	KEGG

Chemical Formula

C₄₁H₅₈O₂

Average Mass

582.9130 Da

Monoisotopic Mass

582.44368 Da

IUPAC Name

(4E,6E,8E,10E,12E,14E,16E,18E,20E,22E,26E)-2-methoxy-2,6,10,14,19,23,27,31-octamethyldotriaconta-4,6,8,10,12,14,16,18,20,22,26,30-dodecaen-3-one

Traditional Name

spheroidenone

CAS Registry Number

Not Available

SMILES

COC(C)(C)C(=O)\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)CC\C=C(/C)CCC=C(C)C

InChI Identifier

InChI=1S/C41H58O2/c1-33(2)19-14-22-36(5)25-17-28-37(6)26-15-23-34(3)20-12-13-21-35(4)24-16-27-38(7)29-18-30-39(8)31-32-40(42)41(9,10)43-11/h12-13,15-16,18-21,23-27,29-32H,14,17,22,28H2,1-11H3/b13-12+,23-15+,24-16+,29-18+,32-31+,34-20+,35-21+,36-25+,37-26+,38-27+,39-30+

InChI Key

ZQFURSYWJPLAJR-FZFXUSNISA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Agrobacterium aurantiacum	Bacteria	KNApSAcK
Erwinia herbicola strain Eho10	Bacteria	KNApSAcK
Erwinia herbicola strain Eho13	Bacteria	KNApSAcK
Erythrobacter sp.	Bacteria	KNApSAcK
Flavobacterium sp. Strain R1534	Bacteria	KNApSAcK
Gelliodes callista	LOTUS Database	35616633
Myxococcus xanthus	Bacteria	KNApSAcK
Pantoea ananatis	Bacteria	KNApSAcK
Rhodobacter capsulatus	--	KNApSAcK
Rhodobacter sphaeroides	--	KNApSAcK
Rhodospirillum rubrum	LOTUS Database	35616633
Roseobacter denitrificans	LOTUS Database	35616633
Rubrivivax gelatinosus	-	KNApSAcK
Streptomyces griseus	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthophylls. These are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Tetraterpenoids

Direct Parent

Xanthophylls

Alternative Parents

Substituents

Xanthophyll
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Ether
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

carotenone (CHEBI:62480 )
C40 isoprenoids (tetraterpenes) (C15903 )
C40 isoprenoids (tetraterpenes) (LMPR01070121 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	8.97	ALOGPS
logP	11.36	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	204.06 m³·mol⁻¹	ChemAxon
Polarizability	76.41 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00000914

Chemspider ID

Not Available

KEGG Compound ID

C15903

BioCyc ID

CPD-11466

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5366412

PDB ID

Not Available

ChEBI ID

62480

Good Scents ID

Not Available

References

General References

Gerjets T, Steiger S, Sandmann G: Catalytic properties of the expressed acyclic carotenoid 2-ketolases from Rhodobacter capsulatus and Rubrivivax gelatinosus. Biochim Biophys Acta. 2009 Feb;1791(2):125-31. doi: 10.1016/j.bbalip.2008.12.006. Epub 2008 Dec 24. [PubMed:19136077 ]
Sato-Takabe Y, Hamasaki K, Suzuki K: Photosynthetic competence of the marine aerobic anoxygenic phototrophic bacterium Roseobacter sp. under organic substrate limitation. Microbes Environ. 2014;29(1):100-3. doi: 10.1264/jsme2.me13130. Epub 2014 Feb 4. [PubMed:24492676 ]
Yeliseev AA, Kaplan S: Anaerobic carotenoid biosynthesis in Rhodobacter sphaeroides 2.4.1: H2O is a source of oxygen for the 1-methoxy group of spheroidene but not for the 2-oxo group of spheroidenone. FEBS Lett. 1997 Feb 10;403(1):10-4. doi: 10.1016/s0014-5793(97)00006-9. [PubMed:9038350 ]

Showing NP-Card for Spheroidenone (NP0050562)

MOL for NP0050562 (Spheroidenone)

3D MOL for NP0050562 (Spheroidenone)

3D SDF for NP0050562 (Spheroidenone)

3D-SDF for NP0050562 (Spheroidenone)

PDB for NP0050562 (Spheroidenone)

3D PDB for NP0050562 (Spheroidenone)

SMILES for NP0050562 (Spheroidenone)

INCHI for NP0050562 (Spheroidenone)

Structure for NP0050562 (Spheroidenone)

3D Structure for NP0050562 (Spheroidenone)