Showing NP-Card for Capsorubin (NP0048649)

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Record Information
Version2.0
Created at2022-03-17 20:59:56 UTC
Updated at2022-03-17 20:59:56 UTC
NP-MRD IDNP0048649
Secondary Accession NumbersNone
Natural Product Identification
Common NameCapsorubin
DescriptionCapsorubin, also known as E160 (capsorubin), belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, capsorubin is considered to be an isoprenoid lipid molecule. As a food coloring, it has the E number E160c(ii). Capsorubin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Capsorubin has been detected, but not quantified in, several different foods, such as red bell peppers, italian sweet red peppers, herbs and spices, orange bell peppers, and green bell peppers. This could make capsorubin a potential biomarker for the consumption of these foods. Capsorubin is a carotenoid found in red bell pepper (Capsicum annuum) and a component of paprika oleoresin. Capsorubin is found in Lilium pumilum and Nephroma arcticum. Capsorubin is a natural red dye of the xanthophyll class.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0048649 (Capsorubin)

Capsorubin
  Mrv1572001071617042D          

 44 45  0  0  1  0            999 V2000
  -12.3940    3.7141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8789    4.3816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.7039    4.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9589    5.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7125    4.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3714    5.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2914    5.6511    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.8435    6.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6240    5.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7394    6.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9324    6.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9943    7.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4423    7.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6972    8.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5042    8.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1452    9.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4001    9.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8481   10.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1030   11.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9100   11.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5510   11.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8060   12.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2539   13.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5089   14.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9568   14.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1499   14.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2118   15.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6597   16.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9147   16.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3626   17.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5557   17.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6176   18.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0655   18.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3205   19.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7685   20.2414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1275   19.7998    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.8725   20.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2137   18.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0207   18.8078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -12.3562   18.0541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4332   19.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8811   20.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4267   20.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6344   20.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  2  9  1  0  0  0  0
  7 10  1  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 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  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 36 34  1  6  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END
Download

3D MOL for NP0048649 (Capsorubin)

Download
3D SDF for NP0048649 (Capsorubin)
Capsorubin
  Mrv1572001071617042D          

 44 45  0  0  1  0            999 V2000
  -12.3940    3.7141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8789    4.3816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.7039    4.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9589    5.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7125    4.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3714    5.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2914    5.6511    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.8435    6.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6240    5.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7394    6.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9324    6.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9943    7.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4423    7.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6972    8.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5042    8.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1452    9.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4001    9.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8481   10.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1030   11.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9100   11.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5510   11.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8060   12.6397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2539   13.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5089   14.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9568   14.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1499   14.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2118   15.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6597   16.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9147   16.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3626   17.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5557   17.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6176   18.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0655   18.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3205   19.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7685   20.2414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1275   19.7998    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.8725   20.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2137   18.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0207   18.8078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -12.3562   18.0541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4332   19.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8811   20.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4267   20.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6344   20.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  2  9  1  0  0  0  0
  7 10  1  6  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 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  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 36 34  1  6  0  0  0
 36 37  1  1  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048649

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(\C=C\C=C(/C)\C=C\C(=O)[C@]1(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(=O)[C@]1(C)C[C@@H](O)CC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-35(43)39(9)27-33(41)25-37(39,5)6)15-11-12-16-30(2)18-14-20-32(4)22-24-36(44)40(10)28-34(42)26-38(40,7)8/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,39-,40-/m0/s1

> <INCHI_KEY>
GVOIABOMXKDDGU-YUURSNASSA-N

> <FORMULA>
C40H56O4

> <MOLECULAR_WEIGHT>
600.884

> <EXACT_MASS>
600.417860283

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
100

> <JCHEM_AVERAGE_POLARIZABILITY>
74.41533369010953

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,4E,6E,8E,10E,12E,14E,16E,18E)-1,20-bis[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaene-1,20-dione

> <ALOGPS_LOGP>
7.43

> <JCHEM_LOGP>
8.660098275333334

> <ALOGPS_LOGS>
-5.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.508280971174297

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.906220979846335

> <JCHEM_PKA_STRONGEST_BASIC>
-2.708148423311787

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
194.97680000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.28e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
capsorubin

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048649 (Capsorubin)
Download
PDB for NP0048649 (Capsorubin)
HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Capsorubin                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  O   UNK     0     -23.135   6.933   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0     -24.041   8.179   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -25.581   8.179   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -26.057   9.644   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -27.463   9.017   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -26.827  10.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -24.811  10.549   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -25.841  11.693   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -23.565   9.644   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -23.780  11.693   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -22.274  11.373   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -24.256  13.158   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -23.226  14.302   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -23.701  15.767   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -25.208  16.087   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -22.671  16.911   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -23.147  18.376   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -22.116  19.520   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -22.592  20.985   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -24.099  21.305   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -21.562  22.130   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -22.038  23.594   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -21.007  24.739   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -21.483  26.203   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -20.453  27.348   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -18.946  27.027   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -20.929  28.812   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -19.898  29.957   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -20.374  31.421   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -19.344  32.566   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -17.837  32.246   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -19.820  34.030   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -18.789  35.175   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -19.265  36.639   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0     -18.235  37.784   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0     -20.771  36.960   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -20.295  38.424   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -20.932  35.428   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -22.439  35.108   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0     -23.065  33.701   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0     -23.209  36.442   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -22.178  37.586   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -23.197  38.741   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -21.718  39.056   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6    7                                             
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7    2                                                       
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38   42                                             
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   36   43   44                                             
CONECT   43   42                                                            
CONECT   44   42                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   90    0
END

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3D PDB for NP0048649 (Capsorubin)
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SMILES for NP0048649 (Capsorubin)
C\C(\C=C\C=C(/C)\C=C\C(=O)[C@]1(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(=O)[C@]1(C)C[C@@H](O)CC1(C)C
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INCHI for NP0048649 (Capsorubin)
InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-35(43)39(9)27-33(41)25-37(39,5)6)15-11-12-16-30(2)18-14-20-32(4)22-24-36(44)40(10)28-34(42)26-38(40,7)8/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,39-,40-/m0/s1
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View in JSmol
Synonyms
ValueSource
(3S,5R,3's,5'r)-3,3'-Dihydroxy-kappa,kappa-carotene-6,6'-dioneChEBI
all-trans-CapsorubinChEBI
3,3'-Dihydroxy-K,K-carotene-6,6'-dioneHMDB
e160 (Capsorubin)HMDB
3,3'-Dihyroxy-kappa,kappa-carotene-6,6'-dioneMeSH
Chemical FormulaC40H56O4
Average Mass600.8840 Da
Monoisotopic Mass600.41786 Da
IUPAC Name(2E,4E,6E,8E,10E,12E,14E,16E,18E)-1,20-bis[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaene-1,20-dione
Traditional Namecapsorubin
CAS Registry Number470-38-2
SMILES
C\C(\C=C\C=C(/C)\C=C\C(=O)[C@]1(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(=O)[C@]1(C)C[C@@H](O)CC1(C)C
InChI Identifier
InChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-35(43)39(9)27-33(41)25-37(39,5)6)15-11-12-16-30(2)18-14-20-32(4)22-24-36(44)40(10)28-34(42)26-38(40,7)8/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,39-,40-/m0/s1
InChI KeyGVOIABOMXKDDGU-YUURSNASSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Capsicum annuumFooDB
Capsicum annuum var. annuumFooDB
Lilium pumilumPlant
Nephroma arcticumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTriterpenoids  
Direct ParentTriterpenoids  
Alternative Parents
Substituents
  • Triterpenoid
    • 

  • Cyclopentanol
    • 

  • Alpha,beta-unsaturated ketone
    • 

  • Enone
    • 

  • Cyclic alcohol
    • 

  • Acryloyl-group
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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
logP7.43ALOGPS
logP8.66ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)14.91ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity194.98 m³·mol⁻¹ChemAxon
Polarizability74.42 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036924  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015893  
KNApSAcK IDC00003764  
Chemspider ID4444641  
KEGG Compound IDC08585  
BioCyc IDCAPSORUBIN  
BiGG IDNot Available
Wikipedia LinkPaprika oleoresin  
METLIN IDNot Available
PubChem Compound5281229  
PDB IDNot Available
ChEBI ID3378  
Good Scents IDNot Available
References
General References