NP-MRD: Showing NP-Card for Rubixanthin (NP0048348)

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Record Information

Version

2.0

Created at

2022-03-17 20:55:02 UTC

Updated at

2022-03-17 20:55:02 UTC

NP-MRD ID

NP0048348

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rubixanthin

Description

Rubixanthin, also known as e 161D or natural yellow 27, 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, rubixanthin is considered to be an isoprenoid lipid molecule. Rubixanthin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Rubixanthin has been detected, but not quantified in, several different foods, such as sunflowers, guava, apricots, cloudberries, and figs. This could make rubixanthin a potential biomarker for the consumption of these foods. Rubixanthin is found in Calendula officinalis , Carica papaya, Celastrus orbiculatus, Erythrobacter longus, Flavobacterium sp. R-1560, Rosa canina , Rosa rubiginosa , Rosa rubinosa, Rosa rugosa , Rosa villosa, Tagetes patula and Trifolium repens. Rubixanthin was first documented in 1973 (PMID: 4762756). Rubixanthin, or natural yellow 27, is a natural xanthophyll pigment with a red-orange color found in rose hips (PMID: 10563863).

Structure

MOL SDF PDB SMILES InChI


  Mrv1572001071617052D          

 41 41  0  0  0  0            999 V2000
   -7.1431   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4286    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8575   -1.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5720   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7141   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9996    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2852   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9996    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5707    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8562   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4273   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0016   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7161    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4306   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4306   -0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5740    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2885   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0029    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2885   -0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7174   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4319    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8608    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2898    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5753   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1431   -0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4286   -1.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1464   -0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1464   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0042   -0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0042   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7187    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2700    1.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8575    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4450    1.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5720   -0.8778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2865   -1.2903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 30  2  0  0  0  0
  1 38  1  0  0  0  0
  1  2  1  0  0  0  0
 30  3  1  0  0  0  0
 38  4  1  0  0  0  0
  2  5  2  0  0  0  0
  3 40  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 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
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 33  2  0  0  0  0
 33 27  1  0  0  0  0
 35 28  2  0  0  0  0
 27 29  1  0  0  0  0
  4 40  1  0  0  0  0
 28 29  1  0  0  0  0
 30 31  1  0  0  0  0
 33 32  1  0  0  0  0
 35 34  1  0  0  0  0
 35 36  1  0  0  0  0
 38 37  1  0  0  0  0
 38 39  1  0  0  0  0
 40 41  1  1  0  0  0
M  END


  Mrv1572001071617052D          

 41 41  0  0  0  0            999 V2000
   -7.1431   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4286    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8575   -1.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5720   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7141   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9996    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2852   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9996    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5707    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8562   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4273   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1418    1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7128    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0016   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7161    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4306   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1451    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4306   -0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5740    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2885   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0029    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2885   -0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7174   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4319    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8608    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2898    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5753   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1431   -0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4286   -1.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1464   -0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1464   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0042   -0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0042   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7187    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2700    1.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8575    0.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4450    1.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5720   -0.8778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2865   -1.2903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 30  2  0  0  0  0
  1 38  1  0  0  0  0
  1  2  1  0  0  0  0
 30  3  1  0  0  0  0
 38  4  1  0  0  0  0
  2  5  2  0  0  0  0
  3 40  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 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
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 33  2  0  0  0  0
 33 27  1  0  0  0  0
 35 28  2  0  0  0  0
 27 29  1  0  0  0  0
  4 40  1  0  0  0  0
 28 29  1  0  0  0  0
 30 31  1  0  0  0  0
 33 32  1  0  0  0  0
 35 34  1  0  0  0  0
 35 36  1  0  0  0  0
 38 37  1  0  0  0  0
 38 39  1  0  0  0  0
 40 41  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0048348

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC\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\C1=C(C)C[C@@H](O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O/c1-31(2)17-13-20-34(5)23-15-25-35(6)24-14-21-32(3)18-11-12-19-33(4)22-16-26-36(7)27-28-39-37(8)29-38(41)30-40(39,9)10/h11-12,14-19,21-28,38,41H,13,20,29-30H2,1-10H3/b12-11+,21-14+,22-16+,25-15+,28-27+,32-18+,33-19+,34-23+,35-24+,36-26+/t38-/m1/s1

> <INCHI_KEY>
ABTRFGSPYXCGMR-AXXBKCDFSA-N

> <FORMULA>
C40H56O

> <MOLECULAR_WEIGHT>
552.887

> <EXACT_MASS>
552.433116423

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
73.4095078860338

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,23-undecaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

> <ALOGPS_LOGP>
8.92

> <JCHEM_LOGP>
10.141237932666666

> <ALOGPS_LOGS>
-6.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.907213404525137

> <JCHEM_PKA_STRONGEST_BASIC>
-1.089784856860705

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
196.37840000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.23e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rubixanthin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0     -13.334  -0.099   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.000   0.671   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.667  -2.409   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -16.001  -0.099   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.666  -0.099   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.333   0.671   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.999  -0.099   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -9.333   2.211   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.665   0.671   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.332  -0.099   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.998   0.671   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.664  -0.099   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.998   2.211   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.331   0.671   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.003  -0.099   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.337   0.671   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.670  -0.099   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.004   0.671   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.670  -1.639   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.338  -0.099   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.671   0.671   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.005  -0.099   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.339   0.671   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.005  -1.639   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.672  -0.099   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.006   0.671   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.673   0.671   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      17.341   0.671   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.007  -0.099   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -13.334  -1.639   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -12.000  -2.409   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.340  -1.639   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.340  -0.099   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.675  -1.639   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      18.675  -0.099   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      20.008   0.671   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -15.437   2.005   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -14.667   0.671   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -13.897   2.005   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -16.001  -1.639   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -17.335  -2.409   0.000  0.00  0.00           O+0
CONECT    1   30   38    2                                                  
CONECT    2    1    5                                                       
CONECT    3   30   40                                                       
CONECT    4   38   40                                                       
CONECT    5    2    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6    9                                                       
CONECT    8    6                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11   14                                                       
CONECT   13   11                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   20                                                       
CONECT   19   17                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   25                                                       
CONECT   24   22                                                            
CONECT   25   23   26                                                       
CONECT   26   25   33                                                       
CONECT   27   33   29                                                       
CONECT   28   35   29                                                       
CONECT   29   27   28                                                       
CONECT   30    1    3   31                                                  
CONECT   31   30                                                            
CONECT   32   33                                                            
CONECT   33   26   27   32                                                  
CONECT   34   35                                                            
CONECT   35   28   34   36                                                  
CONECT   36   35                                                            
CONECT   37   38                                                            
CONECT   38    1    4   37   39                                             
CONECT   39   38                                                            
CONECT   40    3    4   41                                                  
CONECT   41   40                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   82    0
END

View in JSmol

Synonyms

Value	Source
(all-e,3R)-Rubixanthin	ChEBI
e 161D	ChEBI
e161d	ChEBI
Natural yellow 27	ChEBI
(3R)-beta,Psi-caroten-3-ol	HMDB
(3R)-beta-4-Caroten-3-ol	HMDB
3-Hydroxy-g-carotene	HMDB
b,Y-caroten-3-ol	HMDB
g-Caroten-3-ol	HMDB

Chemical Formula

C₄₀H₅₆O

Average Mass

552.8870 Da

Monoisotopic Mass

552.43312 Da

IUPAC Name

(1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E)-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,23-undecaen-1-yl]-3,5,5-trimethylcyclohex-3-en-1-ol

Traditional Name

rubixanthin

CAS Registry Number

3763-55-1

SMILES

CC(C)=CCC\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\C1=C(C)C[C@@H](O)CC1(C)C

InChI Identifier

InChI=1S/C40H56O/c1-31(2)17-13-20-34(5)23-15-25-35(6)24-14-21-32(3)18-11-12-19-33(4)22-16-26-36(7)27-28-39-37(8)29-38(41)30-40(39,9)10/h11-12,14-19,21-28,38,41H,13,20,29-30H2,1-10H3/b12-11+,21-14+,22-16+,25-15+,28-27+,32-18+,33-19+,34-23+,35-24+,36-26+/t38-/m1/s1

InChI Key

ABTRFGSPYXCGMR-AXXBKCDFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Calendula officinalis	Plant	KNApSAcK
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Carica papaya	LOTUS Database	35616633
Celastrus orbiculatus	LOTUS Database	35616633
Citrus reticulata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Erythrobacter longus	LOTUS Database	35616633
Ficus carica	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Flavobacterium sp. R-1560	Bacteria	KNApSAcK
Helianthus annuus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Momordica charantia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Prunus armeniaca	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Psidium guajava	FooDB	KNAPSACK
Rosa canina	Plant	KNApSAcK
Rosa rubiginosa	Plant	KNApSAcK
Rosa rubinosa	Plant	KNApSAcK
Rosa rugosa	Plant	KNApSAcK
Rosa villosa	LOTUS Database	35616633
Rubus chamaemorus	FooDB	KNAPSACK
Tagetes patula	Plant	KNApSAcK
Trifolium repens	LOTUS Database	35616633

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
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

carotenol (CHEBI:8907 )
C40 isoprenoids (tetraterpenes) (C08611 )
Carotenoids (C08611 )
C40 isoprenoids (tetraterpenes) (LMPR01070281 )

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	8.92	ALOGPS
logP	10.14	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	18.91	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	196.38 m³·mol⁻¹	ChemAxon
Polarizability	73.41 Å³	ChemAxon
Number of Rings	1	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

HMDB0035836

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Rubixanthin

METLIN ID

Not Available

PubChem Compound

5281252

PDB ID

Not Available

ChEBI ID

8907

Good Scents ID

Not Available

References

General References

Mercadante AZ, Steck A, Pfander H: Carotenoids from guava (Psidium guajava l.): isolation and structure elucidation. J Agric Food Chem. 1999 Jan;47(1):145-51. doi: 10.1021/jf980405r. [PubMed:10563863 ]
McDermott JC, Britton G, Goodwin TW: Carotenoid biosynthesis in a Flavobacterium sp.: stereochemistry of hydrogen elimination in the desaturation of phytoene to lycopene, rubixanthin and zeaxanthin. Biochem J. 1973 Aug;134(4):1115-7. doi: 10.1042/bj1341115. [PubMed:4762756 ]

Showing NP-Card for Rubixanthin (NP0048348)

MOL for NP0048348 (Rubixanthin)

3D MOL for NP0048348 (Rubixanthin)

3D SDF for NP0048348 (Rubixanthin)

3D-SDF for NP0048348 (Rubixanthin)

PDB for NP0048348 (Rubixanthin)

3D PDB for NP0048348 (Rubixanthin)

SMILES for NP0048348 (Rubixanthin)

INCHI for NP0048348 (Rubixanthin)

Structure for NP0048348 (Rubixanthin)

3D Structure for NP0048348 (Rubixanthin)