Np mrd loader

Showing NP-Card for Spheroidene (NP0050571)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-04-27 21:57:34 UTC
Updated at2022-04-27 21:57:35 UTC
NP-MRD IDNP0050571
Secondary Accession NumbersNone
Natural Product Identification
Common NameSpheroidene
DescriptionSpheroidene 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, spheroidene is considered to be an isoprenoid lipid molecule. Spheroidene is found in Rhodobacter capsulatus, Rhodobacter sphaeroides and Rhodospirillum rubrum. Spheroidene was first documented in 1989 (PMID: 2551387). Spheroidene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 17617552) (PMID: 19136077) (PMID: 21604722) (PMID: 2687022).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0050571 (Spheroidene)

 
  Mrv1533006051514562D          
 
 42 41  0  0  0  0            999 V2000
    7.2817  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7109  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4255  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1401  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8547  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5694  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2839  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9985  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7131  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4277  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1423  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8569  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5715  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2861  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0007  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7153  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4299  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8591  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5737  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2883  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0029  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7175  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4322  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1468  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8614  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5485  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2631  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9777  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6923  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4069  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963  -10.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8547  -10.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7131  -10.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5715  -10.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0029  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8614  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6923  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2824  -11.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2825  -10.4147    0.0000 C   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
M  END
Download

3D MOL for NP0050571 (Spheroidene)

Download
3D SDF for NP0050571 (Spheroidene)
 
  Mrv1533006051514562D          
 
 42 41  0  0  0  0            999 V2000
    7.2817  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7109  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4255  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1401  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8547  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5694  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2839  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9985  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7131  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4277  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1423  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8569  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5715  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2861  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0007  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7153  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4299  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8591  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5737  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2883  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0029  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7175  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4322  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1468  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8614  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5485  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2631  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9777  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6923  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4069  -11.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963  -10.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8547  -10.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7131  -10.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5715  -10.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1446  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0029  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8614  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6923  -12.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2824  -11.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2825  -10.4147    0.0000 C   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
M  END
> <DATABASE_ID>
NP0050571

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C41H60O/c1-34(2)20-14-23-37(5)26-17-29-38(6)27-15-24-35(3)21-12-13-22-36(4)25-16-28-39(7)30-18-31-40(8)32-19-33-41(9,10)42-11/h12-13,15-16,18-22,24-28,30-32H,14,17,23,29,33H2,1-11H3/b13-12+,24-15+,25-16+,30-18+,32-19+,35-21+,36-22+,37-26+,38-27+,39-28+,40-31+

> <INCHI_KEY>
FJOCMTHZSURUFA-AXYGSFPTSA-N

> <FORMULA>
C41H60O

> <MOLECULAR_WEIGHT>
568.93

> <EXACT_MASS>
568.464416552

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
75.89346238636536

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6E,10E,12E,14E,16E,18E,20E,22E,24E,26E,28E)-31-methoxy-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,12,14,16,18,20,22,24,26,28-dodecaene

> <ALOGPS_LOGP>
9.42

> <JCHEM_LOGP>
11.50942311933333

> <ALOGPS_LOGS>
-6.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.142645453522405

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
203.54330000000013

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.94e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
spheroidene

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0050571 (Spheroidene)
Download
PDB for NP0050571 (Spheroidene)
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 -22.519   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.926 -21.749   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.260 -22.519   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.594 -21.749   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.928 -22.519   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.262 -21.749   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.596 -22.519   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.930 -21.749   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.264 -22.519   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.598 -21.749   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      26.932 -22.519   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.266 -21.749   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.600 -22.519   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.934 -21.749   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.267 -22.519   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.601 -21.749   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.935 -22.519   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      36.269 -21.749   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      37.603 -22.519   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.937 -21.749   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      40.271 -22.519   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      41.605 -21.749   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      42.939 -22.519   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      44.273 -21.749   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      45.607 -22.519   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      46.941 -21.749   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      48.275 -22.519   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      49.557 -21.749   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      50.891 -22.519   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      52.225 -21.749   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      53.559 -22.519   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      54.893 -21.749   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      14.926 -20.210   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      20.262 -20.210   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      25.598 -20.210   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      30.934 -20.210   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      37.603 -24.058   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      42.939 -24.058   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      48.275 -24.058   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      53.559 -24.058   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.594 -20.980   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.594 -19.441   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   33   41                                             
CONECT    3    2    4                                                       
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                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   82    0
END

Download
3D PDB for NP0050571 (Spheroidene)
Download
SMILES for NP0050571 (Spheroidene)
COC(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\C=C(/C)CC\C=C(/C)CCC=C(C)C
Download
INCHI for NP0050571 (Spheroidene)
InChI=1S/C41H60O/c1-34(2)20-14-23-37(5)26-17-29-38(6)27-15-24-35(3)21-12-13-22-36(4)25-16-28-39(7)30-18-31-40(8)32-19-33-41(9,10)42-11/h12-13,15-16,18-22,24-28,30-32H,14,17,23,29,33H2,1-11H3/b13-12+,24-15+,25-16+,30-18+,32-19+,35-21+,36-22+,37-26+,38-27+,39-28+,40-31+
Download
View in JSmol
Synonyms
ValueSource
(6E,10E,12E,14E,16E,18E,20E,22E,24E,26E,28E)-31-Methoxy-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,12,14,16,18,20,22,24,26,28-dodecaeneChEBI
3,4-Didehydro-1,2,7',8'-tetrahydro-1-methoxy-psi,psi-caroteneChEBI
all-trans-SpheroideneChEBI
1-Methoxy-3,4-didehydro-1,2,7',8'-tetrahydro-psi,psi-caroteneMeSH
Chemical FormulaC41H60O
Average Mass568.9300 Da
Monoisotopic Mass568.46442 Da
IUPAC Name(6E,10E,12E,14E,16E,18E,20E,22E,24E,26E,28E)-31-methoxy-2,6,10,14,19,23,27,31-octamethyldotriaconta-2,6,10,12,14,16,18,20,22,24,26,28-dodecaene
Traditional Namespheroidene
CAS Registry NumberNot Available
SMILES
COC(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\C=C(/C)CC\C=C(/C)CCC=C(C)C
InChI Identifier
InChI=1S/C41H60O/c1-34(2)20-14-23-37(5)26-17-29-38(6)27-15-24-35(3)21-12-13-22-36(4)25-16-28-39(7)30-18-31-40(8)32-19-33-41(9,10)42-11/h12-13,15-16,18-22,24-28,30-32H,14,17,23,29,33H2,1-11H3/b13-12+,24-15+,25-16+,30-18+,32-19+,35-21+,36-22+,37-26+,38-27+,39-28+,40-31+
InChI KeyFJOCMTHZSURUFA-AXYGSFPTSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Rhodobacter capsulatus--
Rhodobacter sphaeroides--
Rhodospirillum rubrumLOTUS Database
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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTetraterpenoids  
Direct ParentXanthophylls  
Alternative Parents
Substituents
  • Xanthophyll
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP9.42ALOGPS
logP11.51ChemAxon
logS-6.3ALOGPS
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count18ChemAxon
Refractivity203.54 m³·mol⁻¹ChemAxon
Polarizability75.89 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00000930  
Chemspider IDNot Available
KEGG Compound IDC15900  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6368932  
PDB IDNot Available
ChEBI ID35330  
Good Scents IDNot Available
References
General References
  1. Wirtz AC, van Hemert MC, Lugtenburg J, Frank HA, Groenen EJ: Two stereoisomers of spheroidene in the Rhodobacter sphaeroides R26 reaction center: a DFT analysis of resonance Raman spectra. Biophys J. 2007 Aug 1;93(3):981-91. doi: 10.1529/biophysj.106.103473. [PubMed:17617552  ] 
  2. 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  ] 
  3. Mathies G, van Hemert MC, Gast P, Gupta KB, Frank HA, Lugtenburg J, Groenen EJ: Configuration of spheroidene in the photosynthetic reaction center of Rhodobacter sphaeroides : a comparison of wild-type and reconstituted R26. J Phys Chem A. 2011 Sep 1;115(34):9552-6. doi: 10.1021/jp112413d. Epub 2011 Jun 7. [PubMed:21604722  ] 
  4. Frank HA, Violette CA: Monomeric bacteriochlorophyll is required for the triplet energy transfer between the primary donor and the carotenoid in photosynthetic bacterial reaction centers. Biochim Biophys Acta. 1989 Sep 28;976(2-3):222-32. doi: 10.1016/s0005-2728(89)80234-8. [PubMed:2551387  ] 
  5. Arnoux B, Ducruix A, Reiss-Husson F, Lutz M, Norris J, Schiffer M, Chang CH: Structure of spheroidene in the photosynthetic reaction center from Y Rhodobacter sphaeroides. FEBS Lett. 1989 Nov 20;258(1):47-50. doi: 10.1016/0014-5793(89)81612-6. [PubMed:2687022  ]