NP-MRD: Showing NP-Card for Fucoxanthinol (NP0065948)

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Record Information

Version

2.0

Created at

2022-04-28 10:07:34 UTC

Updated at

2022-04-28 10:07:34 UTC

NP-MRD ID

NP0065948

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fucoxanthinol

Description

Fucoxanthinol 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. Fucoxanthinol is found in Acanthochitona defilippii, Aplidium pliciferum, Corallina officinalis, Corbicula japonica , Corbicula sandai , Fibrocapsa japonica, Fucus serratus, Fucus vesiculosus, Halocynthia roretzi, Ligia exotica, Magallana gigas, Meretrix petechialis, Pelvetia canaliculata, Poterioochromonas malhamensis, Styela clava and Thalassiosira pseudonana. Fucoxanthinol was first documented in 2021 (PMID: 34944333). Based on a literature review a small amount of articles have been published on Fucoxanthinol (PMID: 34940699) (PMID: 34069132) (PMID: 33994364).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282212072D          

 45 47  0  0  1  0            999 V2000
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  1  2  2  0  0  0  0
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M  END

     RDKit          3D

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 38 89  1  0
 39 90  1  0
 39 91  1  0
 40 92  1  6
 41 93  1  0
 42 94  1  0
 42 95  1  0
 44 96  1  0
 44 97  1  0
 44 98  1  0
 45 99  1  0
 45100  1  0
 45101  1  0
M  END


  Mrv1652304282212072D          

 45 47  0  0  1  0            999 V2000
   -0.2211    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    9.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   12.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   14.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   14.2894    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8414   13.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   12.8605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1286   12.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4577   12.0360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   15.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5370   13.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5370   13.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7561    1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5307    1.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  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
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  1  0  0  0
 22 27  1  6  0  0  0
 20 28  1  0  0  0  0
 20 29  1  0  0  0  0
 16 30  1  0  0  0  0
 12 31  1  0  0  0  0
  7 32  1  0  0  0  0
  3 33  1  0  0  0  0
  2 34  1  0  0  0  0
 35 34  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 35 40  1  0  0  0  0
 40 41  1  0  0  0  0
 35 41  1  0  0  0  0
 40 42  1  6  0  0  0
 38 43  1  6  0  0  0
 36 44  1  0  0  0  0
 36 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0065948

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(\C=C\C=C(/C)C=C=C1C(C)(C)C[C@H](O)C[C@@]1(C)O)=C/C=C/C=C(\C)/C=C/C=C(\C)C(=O)C[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H56O5/c1-28(17-13-18-30(3)21-22-35-36(5,6)23-32(41)25-38(35,9)44)15-11-12-16-29(2)19-14-20-31(4)34(43)27-40-37(7,8)24-33(42)26-39(40,10)45-40/h11-21,32-33,41-42,44H,23-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+/t22?,32-,33-,38+,39+,40-/m0/s1

> <INCHI_KEY>
NZEPSBGUXWWWSI-FWFPOGQTSA-N

> <FORMULA>
C40H56O5

> <MOLECULAR_WEIGHT>
616.883

> <EXACT_MASS>
616.412774903

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
74.7769751513215

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3E,5E,7E,9E,11E,13E,15E)-18-[(2R,4S)-2,4-dihydroxy-2,6,6-trimethylcyclohexylidene]-1-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

> <ALOGPS_LOGP>
7.23

> <JCHEM_LOGP>
6.386576186333331

> <ALOGPS_LOGS>
-5.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.904174196824314

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.00140813174054

> <JCHEM_PKA_STRONGEST_BASIC>
-2.737175756069491

> <JCHEM_POLAR_SURFACE_AREA>
90.29

> <JCHEM_REFRACTIVITY>
193.60770000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.49e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3E,5E,7E,9E,11E,13E,15E)-18-[(2R,4S)-2,4-dihydroxy-2,6,6-trimethylcyclohexylidene]-1-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0      -0.413   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.357   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.413   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.357   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.413   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.357   6.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.413   8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.357   9.336   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.413  10.669   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.357  12.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.413  13.337   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.357  14.670   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.413  16.004   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.357  17.338   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.413  18.672   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.357  20.005   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.413  21.339   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.357  22.673   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.127  24.006   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.357  25.340   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.127  26.674   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  26.674   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.437  25.340   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  24.006   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.973  23.190   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.721  22.467   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.437  28.007   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.002  24.617   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.002  26.063   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.897  20.005   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.897  14.670   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.953   8.002   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.953   2.667   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.897   1.334   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       3.278   2.130   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       4.724   2.130   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   34                                                  
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   32                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   31                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   30                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   28   29                                             
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19   25   26                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22                                                            
CONECT   28   20                                                            
CONECT   29   20                                                            
CONECT   30   16                                                            
CONECT   31   12                                                            
CONECT   32    7                                                            
CONECT   33    3                                                            
CONECT   34    2   35                                                       
CONECT   35   34   36   40   41                                             
CONECT   36   35   37   44   45                                             
CONECT   37   36   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   35   41   42                                             
CONECT   41   40   35                                                       
CONECT   42   40                                                            
CONECT   43   38                                                            
CONECT   44   36                                                            
CONECT   45   36                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₅₆O₅

Average Mass

616.8830 Da

Monoisotopic Mass

616.41277 Da

IUPAC Name

(3E,5E,7E,9E,11E,13E,15E)-18-[(2R,4S)-2,4-dihydroxy-2,6,6-trimethylcyclohexylidene]-1-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaen-2-one

Traditional Name

CAS Registry Number

Not Available

SMILES

C\C(\C=C\C=C(/C)C=C=C1C(C)(C)C[C@H](O)C[C@@]1(C)O)=C/C=C/C=C(\C)/C=C/C=C(\C)C(=O)C[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

InChI Identifier

InChI=1S/C40H56O5/c1-28(17-13-18-30(3)21-22-35-36(5,6)23-32(41)25-38(35,9)44)15-11-12-16-29(2)19-14-20-31(4)34(43)27-40-37(7,8)24-33(42)26-39(40,10)45-40/h11-21,32-33,41-42,44H,23-27H2,1-10H3/b12-11+,17-13+,19-14+,28-15+,29-16+,30-18+,31-20+/t22?,32-,33-,38+,39+,40-/m0/s1

InChI Key

NZEPSBGUXWWWSI-FWFPOGQTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acanthochitona defilippii	LOTUS Database	35616633
Aplidium pliciferum	LOTUS Database	35616633
Corallina officinalis	LOTUS Database	35616633
Corbicula japonica	Plant	KNApSAcK
Corbicula sandai	Plant	KNApSAcK
Fibrocapsa japonica	LOTUS Database	35616633
Fucus serratus	LOTUS Database	35616633
Fucus vesiculosus	LOTUS Database	35616633
Halocynthia roretzi	LOTUS Database	35616633
Ligia exotica	LOTUS Database	35616633
Magallana gigas	LOTUS Database	35616633
Meretrix petechialis	LOTUS Database	35616633
Pelvetia canaliculata	LOTUS Database	35616633
Poterioochromonas malhamensis	LOTUS Database	35616633
Styela clava	LOTUS Database	35616633
Thalassiosira pseudonana	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
Oxepane
Alpha-branched alpha,beta-unsaturated-ketone
Cyclic alcohol
Enone
Tertiary alcohol
Alpha,beta-unsaturated ketone
Acryloyl-group
Secondary alcohol
Ketone
Ether
Oxirane
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Alcohol
Organic oxide
Carbonyl group
Hydrocarbon derivative
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	7.23	ALOGPS
logP	6.39	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.29 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	193.61 m³·mol⁻¹	ChemAxon
Polarizability	74.78 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00023037

Chemspider ID

9448555

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11273547

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pan YL, Rodrigues MJ, Pereira CG, Engrola S, Colen R, Mansinhos I, Romano A, Andrade PB, Fernandes F, Custodio L: Exploring the Biotechnological Value of Marine Invertebrates: A Closer Look at the Biochemical and Antioxidant Properties of Sabella spallanzanii and Microcosmus squamiger. Animals (Basel). 2021 Dec 14;11(12). pii: ani11123557. doi: 10.3390/ani11123557. [PubMed:34944333 ]
Stiefvatter L, Lehnert K, Frick K, Montoya-Arroyo A, Frank J, Vetter W, Schmid-Staiger U, Bischoff SC: Oral Bioavailability of Omega-3 Fatty Acids and Carotenoids from the Microalgae Phaeodactylum tricornutum in Healthy Young Adults. Mar Drugs. 2021 Dec 10;19(12). pii: md19120700. doi: 10.3390/md19120700. [PubMed:34940699 ]
Terasaki M, Kubota A, Kojima H, Maeda H, Miyashita K, Kawagoe C, Mutoh M, Tanaka T: Fucoxanthin and Colorectal Cancer Prevention. Cancers (Basel). 2021 May 14;13(10). pii: cancers13102379. doi: 10.3390/cancers13102379. [PubMed:34069132 ]
Terasaki M, Nishizaka Y, Murase W, Kubota A, Kojima H, Kojoma M, Tanaka T, Maeda H, Miyashita K, Mutoh M, Takahashi M: Effect of Fucoxanthinol on Pancreatic Ductal Adenocarcinoma Cells from an N-Nitrosobis(2-oxopropyl)amine-initiated Syrian Golden Hamster Pancreatic Carcinogenesis Model. Cancer Genomics Proteomics. 2021 May-Jun;18(3 Suppl):407-423. doi: 10.21873/cgp.20268. [PubMed:33994364 ]

Showing NP-Card for Fucoxanthinol (NP0065948)

MOL for NP0065948 (Fucoxanthinol)

3D MOL for NP0065948 (Fucoxanthinol)

3D SDF for NP0065948 (Fucoxanthinol)

3D-SDF for NP0065948 (Fucoxanthinol)

PDB for NP0065948 (Fucoxanthinol)

3D PDB for NP0065948 (Fucoxanthinol)

SMILES for NP0065948 (Fucoxanthinol)

INCHI for NP0065948 (Fucoxanthinol)

Structure for NP0065948 (Fucoxanthinol)

3D Structure for NP0065948 (Fucoxanthinol)