NP-MRD: Showing NP-Card for Astaxanthin (NP0333285)

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Record Information

Version

2.0

Created at

2024-05-21 21:45:16 UTC

Updated at

2024-09-03 04:21:50 UTC

NP-MRD ID

NP0333285

Natural Product DOI

https://doi.org/10.57994/2636

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Astaxanthin

Description

Astaxanthin, also known as e 161J or ovoester, 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, astaxanthin is considered to be an isoprenoid lipid molecule. A carotenone that consists of beta,beta-carotene-4,4'-dione bearing two hydroxy substituents at positions 3 and 3' (the 3S,3'S diastereomer). Astaxanthin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Astaxanthin exists in all living organisms, ranging from bacteria to humans. It can occur free (as a red pigment), as an ester, or as a blue, brown or green chromoprotein. Astaxanthin was first documented in 2006 (PMID: 16562856). A carotenoid pigment found mainly in animals (crustaceans, echinoderms) but also occurring in plants (PMID: 16431409).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1572001071617042D          

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M  END

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M  END


  Mrv1572001071617042D          

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   -4.6436    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6436    1.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2147    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5002   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0713   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857    1.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3568    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3577   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2155   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9300    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6445   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3590    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6445   -1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7879    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7879    1.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0734   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2168    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5024    1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0734    1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2168    1.0359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5024    2.2734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9313    1.4484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9149   -0.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5024   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0899   -0.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5015   -1.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2160   -1.0266    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7870   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7870   -1.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0726    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2160   -0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5015    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0726   -1.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5015   -2.2641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9305   -1.4391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9140    0.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0890    0.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 37  1  2  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  3  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
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 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
 18 20  1  0  0  0  0
 19 23  2  0  0  0  0
 22 26  1  0  0  0  0
 25 28  2  0  0  0  0
 27 29  1  1  0  0  0
 31 30  1  0  0  0  0
 31 32  1  0  0  0  0
 33 41  2  0  0  0  0
 33 34  1  0  0  0  0
 34 42  1  1  0  0  0
 36 33  1  0  0  0  0
 35 36  2  0  0  0  0
 36 40  1  0  0  0  0
 35 37  1  0  0  0  0
 38 34  1  0  0  0  0
 39 38  1  0  0  0  0
 35 39  1  0  0  0  0
 39 43  1  0  0  0  0
 39 44  1  0  0  0  0
 25 27  1  0  0  0  0
 22 25  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 24 27  1  0  0  0  0
 31 24  1  0  0  0  0
 21 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333285

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1

> <INCHI_KEY>
MQZIGYBFDRPAKN-UWFIBFSHSA-N

> <FORMULA>
C40H52O4

> <MOLECULAR_WEIGHT>
596.852

> <EXACT_MASS>
596.386560154

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
73.76507314865347

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
7.40

> <JCHEM_LOGP>
8.047382536

> <ALOGPS_LOGS>
-5.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.673757889095246

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.071697897767283

> <JCHEM_PKA_STRONGEST_BASIC>
-3.510568819413165

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
195.98260000000013

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.67e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
astaxanthin

> <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     -10.002  -0.376   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.668   0.394   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.335  -0.376   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.668   1.934   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.001   0.394   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.667  -0.376   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.333   0.394   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.000  -0.376   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.333   1.934   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.666   0.394   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.668  -0.376   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.001   0.394   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.335  -0.376   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.669   0.394   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.335  -1.916   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.002  -0.376   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.336   0.394   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.670  -0.376   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.003   0.394   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.670  -1.916   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.671   0.394   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.671   1.934   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.337  -0.376   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.338   0.394   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.004   2.704   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.337   2.704   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.338   1.934   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      14.004   4.244   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      16.672   2.704   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      14.774  -1.710   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.004  -0.376   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.234  -1.710   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -14.003  -2.686   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -15.337  -1.916   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -12.669  -0.376   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -12.669  -1.916   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -11.336   0.394   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -15.337  -0.376   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -14.003   0.394   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -11.336  -2.686   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0     -14.003  -4.226   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -16.670  -2.686   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -14.773   1.727   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -13.233   1.727   0.000  0.00  0.00           C+0
CONECT    1   37    2                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2    5                                                       
CONECT    4    2                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    7                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   16                                                       
CONECT   15   13                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18   23                                                       
CONECT   20   18                                                            
CONECT   21   22   23   31                                                  
CONECT   22   26   25   21                                                  
CONECT   23   19   21                                                       
CONECT   24   27   31                                                       
CONECT   25   28   27   22                                                  
CONECT   26   22                                                            
CONECT   27   29   25   24                                                  
CONECT   28   25                                                            
CONECT   29   27                                                            
CONECT   30   31                                                            
CONECT   31   30   32   24   21                                             
CONECT   32   31                                                            
CONECT   33   41   34   36                                                  
CONECT   34   33   42   38                                                  
CONECT   35   36   37   39                                                  
CONECT   36   33   35   40                                                  
CONECT   37    1   35                                                       
CONECT   38   34   39                                                       
CONECT   39   38   35   43   44                                             
CONECT   40   36                                                            
CONECT   41   33                                                            
CONECT   42   34                                                            
CONECT   43   39                                                            
CONECT   44   39                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   90    0
END

View in JSmol

Synonyms

Value	Source
(3S,3's)-Astaxanthin	ChEBI
3,3'-Dihydroxy-beta,beta-carotene-4,4'-dione	ChEBI
3,3'-Dihydroxy-beta-carotene-4,4'-dione	ChEBI
all-trans-(3S,3's)-Astaxanthin	ChEBI
Astaxanthine	ChEBI
e 161J	ChEBI
Ovoester	ChEBI
(3S,3's)-3,3'-Dihydroxy-beta,beta-carotene-4,4'-dione	Kegg
3,3'-Dihydroxy-b,b-carotene-4,4'-dione	Generator
3,3'-Dihydroxy-β,β-carotene-4,4'-dione	Generator
3,3'-Dihydroxy-b-carotene-4,4'-dione	Generator
3,3'-Dihydroxy-β-carotene-4,4'-dione	Generator
(3S,3's)-3,3'-Dihydroxy-b,b-carotene-4,4'-dione	Generator
(3S,3's)-3,3'-Dihydroxy-β,β-carotene-4,4'-dione	Generator
(3S,3's)-all-trans-Astaxanthin	HMDB
all-trans-3,3'-Dihydroxy-b-carotene-4,4'-dione (8ci)	HMDB
all-trans-3,3'-Dihydroxy-beta-carotene-4,4'-dione (8ci)	HMDB
all-trans-Astaxanthin	HMDB
AstaREAL	HMDB
Astaxanthin (6ci)	HMDB
BioAstin	HMDB
BioAstin oleoresin	HMDB
Carophyll pink	HMDB
Lucantin pink	HMDB
Natupink	HMDB
trans-Astaxanthin	HMDB
e-Astaxanthin	HMDB
(3S,3’S)-3,3’-dihydroxy-β,β-carotene-4,4’-dione	HMDB
(3S,3’S)-astaxanthin	HMDB
(3S,3’S)-all-trans-astaxanthin	HMDB
(S,S)-Astaxanthin	HMDB
all-trans-(3S,3’S)-astaxanthin	HMDB
Astaxanthin	HMDB

Chemical Formula

C₄₀H₅₂O₄

Average Mass

596.8520 Da

Monoisotopic Mass

596.38656 Da

IUPAC Name

(6S)-6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one

Traditional Name

astaxanthin

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-31(5)37(43)35(41)25-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-32(6)38(44)36(42)26-40(34,9)10/h11-24,35-36,41-42H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t35-,36-/m0/s1

InChI Key

MQZIGYBFDRPAKN-UWFIBFSHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	[email protected]	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-04	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	[email protected]	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-04	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	[email protected]	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	[email protected]	Sumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2024-06-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl3, experimental)	[email protected]	Sumner lab, University of Missouri	Zach Tretter	2024-05-21	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Cyclohexenone
Cyclic ketone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

carotenone (CHEBI:40968 )
carotenol (CHEBI:40968 )
C40 isoprenoids (tetraterpenes) (C08580 )
Carotenoids (C08580 )
C40 isoprenoids (tetraterpenes) (LMPR01070263 )

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	7.4	ALOGPS
logP	8.05	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	13.07	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	195.98 m³·mol⁻¹	ChemAxon
Polarizability	73.77 Å³	ChemAxon
Number of Rings	2	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

HMDB0002204

DrugBank ID

DB06543

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

Astaxanthin

METLIN ID

3671

PubChem Compound

5281224

PDB ID

Not Available

ChEBI ID

40968

Good Scents ID

Not Available

References

General References

Hussein G, Sankawa U, Goto H, Matsumoto K, Watanabe H: Astaxanthin, a carotenoid with potential in human health and nutrition. J Nat Prod. 2006 Mar;69(3):443-9. doi: 10.1021/np050354+. [PubMed:16562856 ]
Higuera-Ciapara I, Felix-Valenzuela L, Goycoolea FM: Astaxanthin: a review of its chemistry and applications. Crit Rev Food Sci Nutr. 2006;46(2):185-96. doi: 10.1080/10408690590957188. [PubMed:16431409 ]

Showing NP-Card for Astaxanthin (NP0333285)

MOL for NP0333285 (Astaxanthin)

3D MOL for NP0333285 (Astaxanthin)

3D SDF for NP0333285 (Astaxanthin)

3D-SDF for NP0333285 (Astaxanthin)

PDB for NP0333285 (Astaxanthin)

3D PDB for NP0333285 (Astaxanthin)

SMILES for NP0333285 (Astaxanthin)

INCHI for NP0333285 (Astaxanthin)

Structure for NP0333285 (Astaxanthin)

3D Structure for NP0333285 (Astaxanthin)