NP-MRD: Showing NP-Card for 3'-hydroxyechinenone (NP0265701)

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Record Information

Version

2.0

Created at

2022-09-08 09:46:52 UTC

Updated at

2022-09-08 09:46:52 UTC

NP-MRD ID

NP0265701

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3'-hydroxyechinenone

Description

3'-Hydroxyechinenone, also known as HECN or HEQ, 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, 3'-hydroxyechinenone is considered to be an isoprenoid lipid molecule. 3'-hydroxyechinenone is found in Ophidiaster ophidianus and Planktothrix agardhii. 3'-hydroxyechinenone was first documented in 2014 (PMID: 24846130). 3'-Hydroxyechinenone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 25663484) (PMID: 25948498) (PMID: 26244741).

Structure

MOL 3D MOL SDF PDB SMILES InChI

 
  Mrv1533006051505422D          
 
 42 43  0  0  1  0            999 V2000
   17.4504  -12.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

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M  END

 
  Mrv1533006051505422D          
 
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   17.1416  -11.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7406  -14.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1694  -14.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8700  -12.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0216  -13.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7406  -15.0189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5844  -12.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2988  -12.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5891  -11.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0133  -12.5530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7277  -12.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4421  -12.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1565  -12.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4421  -11.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8664  -12.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5807  -12.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2951  -12.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0051  -12.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7195  -12.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0051  -13.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4338  -12.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1482  -12.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8627  -12.9908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5725  -12.5805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8627  -13.8159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2869  -12.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0013  -12.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7157  -13.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0013  -11.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4302  -12.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1213  -13.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2964  -13.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7157  -11.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2869  -11.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4302  -11.7601    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   33.1339  -11.3525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  3  9  1  0  0  0  0
  4 10  2  0  0  0  0
  5 11  1  0  0  0  0
  8 12  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 25 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 35 39  1  0  0  0  0
 35 40  1  0  0  0  0
 36 41  1  0  0  0  0
  8 11  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0265701

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C(=O)CCC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H54O2/c1-29(17-13-19-31(3)21-23-36-33(5)27-35(41)28-40(36,9)10)15-11-12-16-30(2)18-14-20-32(4)22-24-37-34(6)38(42)25-26-39(37,7)8/h11-24,35,41H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-/m1/s1

> <INCHI_KEY>
ZRCXVNZZDQGBQT-BANQPSJHSA-N

> <FORMULA>
C40H54O2

> <MOLECULAR_WEIGHT>
566.87

> <EXACT_MASS>
566.412380979

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
72.93628159626174

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-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]-2,4,4-trimethylcyclohex-2-en-1-one

> <ALOGPS_LOGP>
8.53

> <JCHEM_LOGP>
9.070079211666666

> <ALOGPS_LOGS>
-6.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.890319822432105

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.907213404525137

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0896902052441253

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
193.97450000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.35e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3'-hydroxyechinenone

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 05-JUN-15   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-JUN-15         0                                  
HETATM    1  C   UNK     0      32.574 -24.189   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.249 -23.415   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.574 -25.729   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.908 -23.415   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.907 -24.189   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.458 -22.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.998 -22.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.249 -26.495   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      33.916 -26.495   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.224 -24.198   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      29.907 -25.729   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      31.249 -28.035   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      36.558 -23.424   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.891 -24.198   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      36.566 -21.884   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      39.225 -23.432   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      40.558 -24.207   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      41.892 -23.441   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      43.225 -24.215   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      41.892 -21.901   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      44.551 -23.449   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      45.884 -24.224   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      47.218 -23.458   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      48.543 -24.232   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      49.876 -23.466   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      48.543 -25.772   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      51.210 -24.241   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      52.543 -23.475   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      53.877 -24.249   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      55.202 -23.484   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      53.877 -25.790   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      56.535 -24.258   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      57.869 -23.492   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      59.203 -24.267   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      57.869 -21.952   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      60.536 -23.492   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      59.960 -25.592   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      58.420 -25.592   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      59.203 -21.186   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      56.535 -21.178   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      60.536 -21.952   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      61.850 -21.191   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6    7                                             
CONECT    3    1    8    9                                                  
CONECT    4    1   10                                                       
CONECT    5    2   11                                                       
CONECT    6    2                                                            
CONECT    7    2                                                            
CONECT    8    3   12   11                                                  
CONECT    9    3                                                            
CONECT   10    4   13                                                       
CONECT   11    5    8                                                       
CONECT   12    8                                                            
CONECT   13   10   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   21                                                       
CONECT   20   18                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24   27                                                       
CONECT   26   24                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29   32                                                       
CONECT   31   29                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33   36   37   38                                             
CONECT   35   33   39   40                                                  
CONECT   36   34   41                                                       
CONECT   37   34                                                            
CONECT   38   34                                                            
CONECT   39   35   41                                                       
CONECT   40   35                                                            
CONECT   41   36   39   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

View in JSmol

Synonyms

Value	Source
(3'r)-3'-Hydroxy-echinenone	ChEBI
3'-Hydroxy-beta,beta-caroten-4-one	ChEBI
3'-OH-Echinenone	ChEBI
3-{(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-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}-2,4,4-trimethylcyclohex-2-en-1-one	ChEBI
HECN	ChEBI
HEQ	ChEBI
3'-Hydroxy-b,b-caroten-4-one	Generator
3'-Hydroxy-β,β-caroten-4-one	Generator

Chemical Formula

C₄₀H₅₄O₂

Average Mass

566.8700 Da

Monoisotopic Mass

566.41238 Da

IUPAC Name

3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-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]-2,4,4-trimethylcyclohex-2-en-1-one

Traditional Name

3'-hydroxyechinenone

CAS Registry Number

Not Available

SMILES

C\C(\C=C\C=C(/C)\C=C\C1=C(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C1=C(C)C(=O)CCC1(C)C

InChI Identifier

InChI=1S/C40H54O2/c1-29(17-13-19-31(3)21-23-36-33(5)27-35(41)28-40(36,9)10)15-11-12-16-30(2)18-14-20-32(4)22-24-37-34(6)38(42)25-26-39(37,7)8/h11-24,35,41H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-/m1/s1

InChI Key

ZRCXVNZZDQGBQT-BANQPSJHSA-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, 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

Species Name	Source	Reference
Ophidiaster ophidianus	LOTUS Database	35616633
Planktothrix agardhii	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
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

secondary alcohol (CHEBI:80214 )
enone (CHEBI:80214 )
carotenone (CHEBI:80214 )
C40 isoprenoids (tetraterpenes) (C15965 )
C40 isoprenoids (tetraterpenes) (LMPR01070098 )

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	8.53	ALOGPS
logP	9.07	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	18.91	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	193.97 m³·mol⁻¹	ChemAxon
Polarizability	72.94 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C15965

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

3%27-Hydroxyechinenone

METLIN ID

Not Available

PubChem Compound

16061233

PDB ID

Not Available

ChEBI ID

80214

Good Scents ID

Not Available

References

General References

Niedzwiedzki DM, Liu H, Blankenship RE: Excited state properties of 3'-hydroxyechinenone in solvents and in the orange carotenoid protein from Synechocystis sp. PCC 6803. J Phys Chem B. 2014 Jun 12;118(23):6141-9. doi: 10.1021/jp5041794. Epub 2014 May 30. [PubMed:24846130 ]
Kusama Y, Inoue S, Jimbo H, Takaichi S, Sonoike K, Hihara Y, Nishiyama Y: Zeaxanthin and Echinenone Protect the Repair of Photosystem II from Inhibition by Singlet Oxygen in Synechocystis sp. PCC 6803. Plant Cell Physiol. 2015 May;56(5):906-16. doi: 10.1093/pcp/pcv018. Epub 2015 Feb 5. [PubMed:25663484 ]
Stadnichuk IN, Krasilnikov PM, Zlenko DV, Freidzon AY, Yanyushin MF, Rubin AB: Electronic coupling of the phycobilisome with the orange carotenoid protein and fluorescence quenching. Photosynth Res. 2015 Jun;124(3):315-35. doi: 10.1007/s11120-015-0148-3. Epub 2015 May 7. [PubMed:25948498 ]
Maksimov EG, Shirshin EA, Sluchanko NN, Zlenko DV, Parshina EY, Tsoraev GV, Klementiev KE, Budylin GS, Schmitt FJ, Friedrich T, Fadeev VV, Paschenko VZ, Rubin AB: The Signaling State of Orange Carotenoid Protein. Biophys J. 2015 Aug 4;109(3):595-607. doi: 10.1016/j.bpj.2015.06.052. [PubMed:26244741 ]
LOTUS database [Link]

Showing NP-Card for 3'-hydroxyechinenone (NP0265701)

MOL for NP0265701 (3'-hydroxyechinenone)

3D MOL for NP0265701 (3'-hydroxyechinenone)

3D SDF for NP0265701 (3'-hydroxyechinenone)

3D-SDF for NP0265701 (3'-hydroxyechinenone)

PDB for NP0265701 (3'-hydroxyechinenone)

3D PDB for NP0265701 (3'-hydroxyechinenone)

SMILES for NP0265701 (3'-hydroxyechinenone)

INCHI for NP0265701 (3'-hydroxyechinenone)

Structure for NP0265701 (3'-hydroxyechinenone)

3D Structure for NP0265701 (3'-hydroxyechinenone)