NP-MRD: Showing NP-Card for Cucurbitaxanthin A (NP0048207)

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Record Information

Version

2.0

Created at

2022-03-17 20:52:50 UTC

Updated at

2022-03-17 20:52:50 UTC

NP-MRD ID

NP0048207

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cucurbitaxanthin A

Description

Cucurbitaxanthin A 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. Cucurbitaxanthin A is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Cucurbitaxanthin A has been detected, but not quantified in, several different foods, such as winter squash, fruits, italian sweet red peppers, red bell peppers, and pepper (c. Frutescens). This could make cucurbitaxanthin a a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061308222D          

 43 45  0  0  0  0            999 V2000
   -2.6647   -3.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2346   -2.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0901   -1.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3360   -4.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6642   -2.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6635    0.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1345   -0.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522   -2.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764   -1.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0241   -2.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671   -5.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -4.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0925   -2.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932   -3.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3810   -4.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9509   -4.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0937   -3.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5219   -4.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8064   -2.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9070   -4.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5190   -1.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2341   -1.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6233   -2.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -2.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3769   -1.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6607   -0.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -1.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -1.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3798   -4.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358   -3.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8052   -1.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6221   -3.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6630   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3757   -0.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9480   -1.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9468   -0.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6411   -2.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0896   -0.0055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839   -2.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -0.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  2  0  0  0  0
 18 14  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 22 21  2  0  0  0  0
 24 23  2  0  0  0  0
 29  1  1  0  0  0  0
 29 15  2  0  0  0  0
 29 17  1  0  0  0  0
 30  2  1  0  0  0  0
 30 16  2  0  0  0  0
 30 18  1  0  0  0  0
 31  3  1  0  0  0  0
 31 19  2  0  0  0  0
 31 21  1  0  0  0  0
 32  4  1  0  0  0  0
 32 20  2  0  0  0  0
 32 23  1  0  0  0  0
 33  5  1  0  0  0  0
 33 25  1  0  0  0  0
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 34 26  1  0  0  0  0
 35 27  1  0  0  0  0
 35 28  1  0  0  0  0
 36 22  1  0  0  0  0
 36 33  2  0  0  0  0
 37  6  1  0  0  0  0
 37  7  1  0  0  0  0
 37 26  1  0  0  0  0
 37 36  1  0  0  0  0
 38  8  1  0  0  0  0
 38  9  1  0  0  0  0
 38 27  1  0  0  0  0
 39 10  1  0  0  0  0
 39 28  1  0  0  0  0
 40 24  1  0  0  0  0
 40 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 34  1  0  0  0  0
 42 39  1  0  0  0  0
 43 35  1  0  0  0  0
 43 40  1  0  0  0  0
M  END


  Mrv0541 05061308222D          

 43 45  0  0  0  0            999 V2000
   -2.6647   -3.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2346   -2.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0901   -1.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3360   -4.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6642   -2.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6635    0.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1345   -0.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2522   -2.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6764   -1.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0241   -2.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6671   -5.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -4.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0925   -2.9002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1932   -3.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3810   -4.9637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9509   -4.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0937   -3.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5219   -4.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8064   -2.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9070   -4.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5190   -1.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2341   -1.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6233   -2.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -2.4949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3769   -1.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6607   -0.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004   -1.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9362   -1.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3798   -4.1387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358   -3.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8052   -1.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6221   -3.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6630   -1.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3757   -0.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1407   -0.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9480   -1.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9468   -0.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -2.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6411   -2.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9106   -1.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0896   -0.0055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839   -2.3993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -0.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  2  0  0  0  0
 18 14  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  1  0  0  0  0
 22 21  2  0  0  0  0
 24 23  2  0  0  0  0
 29  1  1  0  0  0  0
 29 15  2  0  0  0  0
 29 17  1  0  0  0  0
 30  2  1  0  0  0  0
 30 16  2  0  0  0  0
 30 18  1  0  0  0  0
 31  3  1  0  0  0  0
 31 19  2  0  0  0  0
 31 21  1  0  0  0  0
 32  4  1  0  0  0  0
 32 20  2  0  0  0  0
 32 23  1  0  0  0  0
 33  5  1  0  0  0  0
 33 25  1  0  0  0  0
 34 25  1  0  0  0  0
 34 26  1  0  0  0  0
 35 27  1  0  0  0  0
 35 28  1  0  0  0  0
 36 22  1  0  0  0  0
 36 33  2  0  0  0  0
 37  6  1  0  0  0  0
 37  7  1  0  0  0  0
 37 26  1  0  0  0  0
 37 36  1  0  0  0  0
 38  8  1  0  0  0  0
 38  9  1  0  0  0  0
 38 27  1  0  0  0  0
 39 10  1  0  0  0  0
 39 28  1  0  0  0  0
 40 24  1  0  0  0  0
 40 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 34  1  0  0  0  0
 42 39  1  0  0  0  0
 43 35  1  0  0  0  0
 43 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048207

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(\C=C\C=C(/C)\C=C\C1=C(C)CC(O)CC1(C)C)=C/C=C\C=C(\C)/C=C/C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(43-40)28-39(40,10)42/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11-,17-13+,18-14+,22-21+,24-23+,29-15+,30-16-,31-19+,32-20-

> <INCHI_KEY>
LMIFPRVTIOZTJN-NYORYHGYSA-N

> <FORMULA>
C40H56O3

> <MOLECULAR_WEIGHT>
584.8708

> <EXACT_MASS>
584.422945658

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
73.68971922458599

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(1E,3Z,5E,7Z,9Z,11E,13E,15E,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol

> <ALOGPS_LOGP>
8.25

> <JCHEM_LOGP>
7.804052578333334

> <ALOGPS_LOGS>
-6.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.907213404525137

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.708255276917928

> <JCHEM_PKA_STRONGEST_BASIC>
-1.089478080367376

> <JCHEM_POLAR_SURFACE_AREA>
49.69

> <JCHEM_REFRACTIVITY>
193.6389

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.66e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(1E,3Z,5E,7Z,9Z,11E,13E,15E,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.974  -6.957   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.305  -5.421   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.635  -2.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.361  -7.741   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -14.307  -4.634   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -12.439   0.660   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.451  -1.056   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.471  -5.370   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.263  -3.568   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.778  -5.172   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.979 -10.037   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.644  -9.269   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.639  -5.414   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.361  -6.965   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.311  -9.266   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.642  -7.729   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.642  -6.954   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.974  -7.733   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.972  -4.642   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.693  -7.737   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -10.302  -2.330   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -11.637  -3.098   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.030  -5.429   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.698  -4.657   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -15.637  -2.322   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -14.300  -0.014   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.934  -2.613   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.614  -2.641   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.309  -7.726   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.307  -6.961   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.970  -3.102   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.028  -6.969   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -14.304  -3.094   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -15.635  -0.782   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.129  -1.772   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -12.970  -2.326   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -12.967  -0.786   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.252  -3.846   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.063  -3.808   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.700  -3.117   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -16.967  -0.010   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       4.450  -4.479   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       1.831  -0.250   0.000  0.00  0.00           O+0
CONECT    1   29                                                            
CONECT    2   30                                                            
CONECT    3   31                                                            
CONECT    4   32                                                            
CONECT    5   33                                                            
CONECT    6   37                                                            
CONECT    7   37                                                            
CONECT    8   38                                                            
CONECT    9   38                                                            
CONECT   10   39                                                            
CONECT   11   12   15                                                       
CONECT   12   11   16                                                       
CONECT   13   17   19                                                       
CONECT   14   18   20                                                       
CONECT   15   11   29                                                       
CONECT   16   12   30                                                       
CONECT   17   13   29                                                       
CONECT   18   14   30                                                       
CONECT   19   13   31                                                       
CONECT   20   14   32                                                       
CONECT   21   22   31                                                       
CONECT   22   21   36                                                       
CONECT   23   24   32                                                       
CONECT   24   23   40                                                       
CONECT   25   33   34                                                       
CONECT   26   34   37                                                       
CONECT   27   35   38                                                       
CONECT   28   35   39                                                       
CONECT   29    1   15   17                                                  
CONECT   30    2   16   18                                                  
CONECT   31    3   19   21                                                  
CONECT   32    4   20   23                                                  
CONECT   33    5   25   36                                                  
CONECT   34   25   26   41                                                  
CONECT   35   27   28   43                                                  
CONECT   36   22   33   37                                                  
CONECT   37    6    7   26   36                                             
CONECT   38    8    9   27   40                                             
CONECT   39   10   28   40   42                                             
CONECT   40   24   38   39   43                                             
CONECT   41   34                                                            
CONECT   42   39                                                            
CONECT   43   35   40                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   90    0
END

View in JSmol

Synonyms

Value	Source
(3S,3'r,5R,6R)-3,6-Epoxy-5,6-dihydro-3',5-dihydroxy-beta,beta-carotene	HMDB
3,6-Epoxy-5,6-dihydro-b,b-carotene-3',5-diol	HMDB
Zeaxanthin 3,6-epoxide (incorr.)	HMDB
Cucurbitaxanthin a	MeSH

Chemical Formula

C₄₀H₅₆O₃

Average Mass

584.8708 Da

Monoisotopic Mass

584.42295 Da

IUPAC Name

1-[(1E,3Z,5E,7Z,9Z,11E,13E,15E,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol

Traditional Name

1-[(1E,3Z,5E,7Z,9Z,11E,13E,15E,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-2-ol

CAS Registry Number

103955-77-7

SMILES

C\C(\C=C\C=C(/C)\C=C\C1=C(C)CC(O)CC1(C)C)=C/C=C\C=C(\C)/C=C/C=C(/C)\C=C\C12OC(CC1(C)C)CC2(C)O

InChI Identifier

InChI=1S/C40H56O3/c1-29(17-13-19-31(3)21-22-36-33(5)25-34(41)26-37(36,6)7)15-11-12-16-30(2)18-14-20-32(4)23-24-40-38(8,9)27-35(43-40)28-39(40,10)42/h11-24,34-35,41-42H,25-28H2,1-10H3/b12-11-,17-13+,18-14+,22-21+,24-23+,29-15+,30-16-,31-19+,32-20-

InChI Key

LMIFPRVTIOZTJN-NYORYHGYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Capsicum annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Capsicum annuum var. annuum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cucurbita maxima	FooDB	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
Monosaccharide
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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	8.25	ALOGPS
logP	7.8	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	13.71	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	193.64 m³·mol⁻¹	ChemAxon
Polarizability	73.69 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0035319

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB013989

KNApSAcK ID

C00022948

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751704

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Cucurbitaxanthin A (NP0048207)

MOL for NP0048207 (Cucurbitaxanthin A)

3D MOL for NP0048207 (Cucurbitaxanthin A)

3D SDF for NP0048207 (Cucurbitaxanthin A)

3D-SDF for NP0048207 (Cucurbitaxanthin A)

PDB for NP0048207 (Cucurbitaxanthin A)

3D PDB for NP0048207 (Cucurbitaxanthin A)

SMILES for NP0048207 (Cucurbitaxanthin A)

INCHI for NP0048207 (Cucurbitaxanthin A)

Structure for NP0048207 (Cucurbitaxanthin A)

3D Structure for NP0048207 (Cucurbitaxanthin A)