NP-MRD: Showing NP-Card for Doconexent (NP0046095)

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Record Information

Version

2.0

Created at

2022-03-17 19:48:18 UTC

Updated at

2022-03-17 19:48:18 UTC

NP-MRD ID

NP0046095

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Doconexent

Description

Docosahexaenoic acid, also known as all-cis-dha or doconexent, belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms. A docosahexaenoic acid having six cis-double bonds at positions 4, 7, 10, 13, 16 and 19. Docosahexaenoic acid is a drug which is used as a high-docosahexaenoic acid (dha) oral supplement. . Docosahexaenoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In humans, docosahexaenoic acid is involved in alpha linolenic acid and linoleic acid metabolism. Outside of the human body, Docosahexaenoic acid is found, on average, in the highest concentration within a few different foods, such as atlantic menhadens, spotted seals, and bearded seals and in a lower concentration in wonton wrappers, sharks, and chickens. Docosahexaenoic acid has also been detected, but not quantified in, several different foods, such as cocktails, italian sweet red peppers, sakes, jicama, and gooseberries. This could make docosahexaenoic acid a potential biomarker for the consumption of these foods. Doconexent is found in Homo sapiens (Serum), Sarcophyton trocheliophorum, Scomber japonicus and Tripneustes ventricosus. Doconexent was first documented in 1988 (PMID: 2975919). Docosahexaenoic acid, with regard to humans, has been found to be associated with several diseases such as hypertension, colorectal cancer, major depressive disorder, and rhizomelic chondrodysplasia punctata; docosahexaenoic acid has also been linked to the inborn metabolic disorder isovaleric acidemia (PMID: 17291553) (PMID: 10319360) (PMID: 10617968) (PMID: 15097041) (PMID: 12482554) (PMID: 16303609).

Structure

MOL SDF PDB SMILES InChI

LMFA01030185
  Mrv1652303312018252D          

 24 23  0  0  0  0            999 V2000
   18.5234    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2379    5.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9524    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6669    5.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3815    5.2475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6669    6.4850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6984    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9840    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2695    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4445    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7301    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0156    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1906    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4761    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7617    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9367    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2223    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5078    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6828    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9684    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2539    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4289    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7144    5.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0000    5.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  4  6  2  0  0  0  0
  1  7  2  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  2  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  2  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  2  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046095

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-

> <INCHI_KEY>
MBMBGCFOFBJSGT-KUBAVDMBSA-N

> <FORMULA>
C22H32O2

> <MOLECULAR_WEIGHT>
328.4883

> <EXACT_MASS>
328.240230268

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.626277984771455

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid

> <ALOGPS_LOGP>
6.83

> <JCHEM_LOGP>
6.752464827666667

> <ALOGPS_LOGS>
-6.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8854984143453795

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
111.3892

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.86e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
docosahexaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LMFA01030185                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAR-20         0                                  
HETATM    1  C   UNK     0      34.577   9.795   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      35.911  10.566   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.244   9.795   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      38.578  10.566   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      39.912   9.795   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      38.578  12.105   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      33.037   9.795   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.703  10.565   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.370   9.795   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.830   9.795   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.496  10.565   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.162   9.795   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.622   9.795   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.289  10.565   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.955   9.795   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.415   9.795   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      19.082  10.565   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.748   9.795   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.208   9.795   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.874  10.565   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.541   9.795   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.001   9.795   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.667  10.565   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.333   9.795   0.000  0.00  0.00           C+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

View in JSmol

Synonyms

Value	Source
(4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid	ChEBI
22:6(N-3)	ChEBI
22:6-4, 7,10,13,16,19	ChEBI
4,7,10,13,16,19-Docosahexaenoic acid	ChEBI
all-cis-4,7,10,13,16,19-Docosahexaenoic acid	ChEBI
all-cis-DHA	ChEBI
Cervonic acid	ChEBI
DHA	ChEBI
Doconexent	ChEBI
DOCOSA-4,7,10,13,16,19-hexaenoIC ACID	ChEBI
Docosahexaenoate	Kegg
4Z,7Z,10Z,13Z,16Z,19Z-Docosahexaenoic acid	Kegg
(4Z,7Z,10Z,13Z,16Z,19Z)-Docosa-4,7,10,13,16,19-hexaenoic acid	Kegg
(4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoate	Generator
4,7,10,13,16,19-Docosahexaenoate	Generator
all-cis-4,7,10,13,16,19-Docosahexaenoate	Generator
Cervonate	Generator
DOCOSA-4,7,10,13,16,19-hexaenoate	Generator
4Z,7Z,10Z,13Z,16Z,19Z-Docosahexaenoate	Generator
(4Z,7Z,10Z,13Z,16Z,19Z)-Docosa-4,7,10,13,16,19-hexaenoate	Generator
all-Z-Docosahexaenoate	HMDB
all-Z-Docosahexaenoic acid	HMDB
cis-4,7,10,13,16,19-Docosahexanoate	HMDB
cis-4,7,10,13,16,19-Docosahexanoic acid	HMDB
Doconexento	HMDB
Doconexentum	HMDB
Doxonexent	HMDB
Acids, docosahexaenoic	HMDB
Acids, docosahexenoic	HMDB
Docosahexaenoic acid, 4,7,10,13,16,19-(all-Z-isomer)	HMDB
Docosahexaenoic acid (all-Z isomer)	HMDB
Docosahexaenoic acid, 4,7,10,13,16,19-isomer	HMDB
Efalex	HMDB
(4Z,7Z,10Z,13Z,16Z,19Z)-4,7,10,13,16,19-Docosahexaenoic acid	HMDB
(4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexenoic acid	HMDB
(all-Z)-4,7,10,13,16,19-Docosahexaenoic acid	HMDB
4-cis,7-cis,10-cis,13-cis,16-cis,19-cis-Docosahexaenoic acid	HMDB
FA(22:6(4Z,7Z,10Z,13Z,16Z,19Z))	HMDB
FA(22:6n3)	HMDB
delta4,7,10,13,16,19-Docosahexaenoic acid	HMDB
Δ4,7,10,13,16,19-docosahexaenoic acid	HMDB
Docosahexaenoic acid	HMDB
Choline docosahexaenoate	HMDB
Choline docosahexaenoic acid	HMDB
Docosahexaenoylcholine	HMDB

Chemical Formula

C₂₂H₃₂O₂

Average Mass

328.4883 Da

Monoisotopic Mass

328.24023 Da

IUPAC Name

(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid

Traditional Name

docosahexaenoic acid

CAS Registry Number

6217-54-5

SMILES

CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O

InChI Identifier

InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-

InChI Key

MBMBGCFOFBJSGT-KUBAVDMBSA-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
Abelmoschus esculentus	FooDB	DTU Food
Abramis brama	FooDB	DTU Food
Acipenser	FooDB	USDA
Acipenseridae	FooDB	DTU Food
Actinidia chinensis	FooDB	DTU Food
Agaricus bisporus	FooDB	DTU Food
Allium ampeloprasum	FooDB	USDA
Allium ascalonicum	FooDB	USDA
Allium cepa	FooDB	USDA
Allium cepa L.	FooDB	DTU Food
Allium sativum	FooDB	DTU Food
Allium schoenoprasum	FooDB	DTU Food
Allium tuberosum	FooDB	USDA
Alosa sapidissima	FooDB	USDA
Anacardium occidentale	FooDB	DTU Food
Ananas comosus	FooDB	DTU Food
Anarhichas lupus	FooDB	DTU Food
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	DTU Food
Anethum graveolens	FooDB	DTU Food
Anguilla	FooDB	USDA
Anguilliformes	FooDB	DTU Food
Annona cherimola	FooDB	DTU Food
Annona muricata	FooDB	USDA
Annona reticulata	FooDB	USDA
Anoplopoma fimbria	FooDB	USDA
Anser anser	FooDB	FooDB
Anthriscus cerefolium	FooDB	DTU Food
Apium graveolens	FooDB	DTU Food
Apium graveolens var. dulce	FooDB	USDA
Apium graveolens var. rapaceum	FooDB	DTU Food
Apium graveolens var. secalinum	FooDB	DTU Food
Aplodinotus grunniens	FooDB	USDA
Arachis hypogaea	FooDB	DTU Food
Archosargus probatocephalus	FooDB	USDA
Arctium lappa	FooDB	USDA
Armoracia rusticana	FooDB	DTU Food
Artocarpus altilis	FooDB	USDA
Artocarpus heterophyllus	FooDB	USDA
Asparagus officinalis	FooDB	DTU Food
Astacidea	FooDB	DTU Food
Avena sativa L.	FooDB	DTU Food
Averrhoa carambola	FooDB	DTU Food
Belone belone	FooDB	DTU Food
Bertholletia excelsa	FooDB	DTU Food
Beta vulgaris	FooDB	USDA
Beta vulgaris ssp. cicla	FooDB	DTU Food
Bison bison	FooDB	USDA
Bos taurus	FooDB	DTU Food
Bos taurus X Bison bison	FooDB	FooDB
Brachyura	FooDB	DTU Food
Brassica alboglabra	FooDB	USDA
Brassica juncea	FooDB	USDA
Brassica napus	FooDB	DTU Food
Brassica napus var. napus	FooDB	DTU Food
Brassica oleracea	FooDB	DTU Food
Brassica oleracea var. botrytis	FooDB	DTU Food
Brassica oleracea var. capitata	FooDB	USDA
Brassica oleracea var. gemmifera	FooDB	DTU Food
Brassica oleracea var. gongylodes	FooDB	DTU Food
Brassica oleracea var. italica	FooDB	DTU Food
Brassica oleracea var. sabauda	FooDB	DTU Food
Brassica rapa	FooDB	DTU Food
Brassica rapa ssp. chinensis	FooDB	DTU Food
Brassica rapa var. rapa	FooDB	DTU Food
Bubalus bubalis	FooDB	FooDB
Buccinidae	FooDB	USDA
Callinectes sapidus	FooDB	USDA
Cancer magister	FooDB	USDA
Cantharellus cibarius	FooDB	DTU Food
Capparis spinosa	FooDB	USDA
Capra aegagrus hircus	FooDB	USDA
Capsicum annuum	FooDB	All-Creatures
Carica papaya L.	FooDB	DTU Food
Caridea	FooDB	DTU Food
Carthamus tinctorius	FooDB	DTU Food
Carum carvi	FooDB	USDA
Carya	FooDB	USDA
Carya illinoinensis	FooDB	DTU Food
Castanea	FooDB	DTU Food
Catostomus commersonii	FooDB	USDA
Ceratonia siliqua	FooDB	USDA
Cervidae	FooDB	USDA
Cervus canadensis	FooDB	FooDB
Chamaemelum nobile	FooDB	USDA
Chenopodium quinoa	FooDB	USDA
Chionoecetes opilio	FooDB	USDA
Chondrus crispus	FooDB	USDA
Cicer arietinum	FooDB	DTU Food
Cichlidae	FooDB	USDA
Cichorium endivia	FooDB	DTU Food
Cichorium intybus	FooDB	DTU Food
Cinnamomum	FooDB	DTU Food
Cirsium	FooDB	DTU Food
Citrullus lanatus	FooDB	DTU Food
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	DTU Food
Citrus aurantiifolia	FooDB	DTU Food
Citrus latifolia	FooDB	USDA
Citrus limon	FooDB	DTU Food
Citrus paradisi	FooDB	DTU Food
Citrus reticulata	FooDB	DTU Food
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	DTU Food
Clupea harengus harengus	FooDB	USDA
Clupea pallasii	FooDB	USDA
Clupeinae	FooDB	DTU Food
Cocos nucifera	FooDB	DTU Food
Coffea arabica L.	FooDB	DTU Food
Coffea canephora	FooDB	DTU Food
Colocasia esculenta	FooDB	USDA
Columba	FooDB	USDA
Columbidae	FooDB	DTU Food
Coregonus	FooDB	DTU Food
Coregonus artedi	FooDB	USDA
Coriandrum sativum L.	FooDB	DTU Food
Corylus	FooDB	DTU Food
Corylus avellana	FooDB	USDA
Crassostrea gigas	FooDB	USDA
Crassostrea virginica	FooDB	USDA
Crocus sativus	FooDB	USDA
Cucumis melo	FooDB	DTU Food
Cucumis sativus L.	FooDB	DTU Food
Cucurbita	FooDB	DTU Food
Cucurbita maxima	FooDB	DTU Food
Cucurbita moschata	FooDB	USDA
Cuminum cyminum	FooDB	USDA
Curcuma longa	FooDB	USDA
Cyclopteridae	FooDB	DTU Food
Cydonia oblonga	FooDB	DTU Food
Cynara scolymus	FooDB	DTU Food
Cyprinus carpio	FooDB	USDA
Daucus carota	FooDB	USDA
Daucus carota ssp. sativus	FooDB	DTU Food
Dioscorea	FooDB	DTU Food
Diospyros	FooDB	DTU Food
Diospyros kaki	FooDB	USDA
Dromaius novaehollandiae	FooDB	FooDB
Elaeis	FooDB	DTU Food
Engraulidae	FooDB	DTU Food
Engraulis encrasicolus	FooDB	USDA
Epinephelus	FooDB	USDA
Equus caballus	FooDB	FooDB
Eriobotrya japonica	FooDB	DTU Food
Eruca vesicaria subsp. Sativa	FooDB	USDA
Esox lucius	FooDB	DTU Food
Eucheuma	FooDB	DTU Food
Eutrema japonicum	FooDB	USDA
Fagopyrum esculentum	FooDB	DTU Food
Feijoa sellowiana	FooDB	USDA
Ficus carica	FooDB	DTU Food
Foeniculum vulgare	FooDB	DTU Food
Fragaria x ananassa	FooDB	DTU Food
Gadiformes	FooDB	DTU Food
Gadus	FooDB	DTU Food
Gadus macrocephalus	FooDB	USDA
Gadus morhua	FooDB	USDA
Gallus gallus	FooDB	DTU Food
Gastropoda	FooDB	DTU Food
Glycine max	FooDB	DTU Food
Gossypium	FooDB	DTU Food
Grifola frondosa	FooDB	USDA
Helianthus annuus L.	FooDB	DTU Food
Helianthus tuberosus	FooDB	DTU Food
Hibiscus sabbariffa	FooDB	USDA
Hippoglossus	FooDB	USDA
Hippoglossus hippoglossus	FooDB	DTU Food
Hippoglossus stenolepis	FooDB	USDA
Homarus americanus	FooDB	USDA
Homo sapiens (Serum)	Animalia	KNApSAcK
Hoplostethus atlanticus	FooDB	USDA
Hordeum vulgare	FooDB	DTU Food
Ictalurus punctatus	FooDB	USDA
Illicium verum	FooDB	USDA
Ipomoea batatas	FooDB	DTU Food
Juglans	FooDB	DTU Food
Juglans cinerea	FooDB	USDA
Juglans nigra L.	FooDB	DTU Food
Juglans regia	FooDB	USDA
Katsuwonus pelamis	FooDB	USDA
Lactuca sativa	FooDB	DTU Food
Lagopus muta	FooDB	DTU Food
Laminaria	FooDB	USDA
Leiostomus xanthurus	FooDB	USDA
Lens culinaris	FooDB	DTU Food
Lepidium sativum	FooDB	DTU Food
Lepomis gibbosus	FooDB	USDA
Leporidae	FooDB	DTU Food
Lepus timidus	FooDB	DTU Food
Limanda limanda	FooDB	DTU Food
Linum usitatissimum	FooDB	DTU Food
Litchi chinensis	FooDB	DTU Food
Lopholatilus chamaeleonticeps	FooDB	USDA
Lota lota	FooDB	DTU Food
Lutjanidae	FooDB	USDA
Macadamia	FooDB	USDA
Macadamia tetraphylla	FooDB	USDA
Malpighia emarginata	FooDB	USDA
Malus	FooDB	DTU Food
Malus pumila	FooDB	DTU Food
Mangifera indica	FooDB	DTU Food
Manihot esculenta	FooDB	DTU Food
Manilkara zapota	FooDB	USDA
Matricaria recutita	FooDB	USDA
Medicago sativa	FooDB	DTU Food
Melanitta fusca	FooDB	FooDB
Melanogrammus aeglefinus	FooDB	DTU Food
Meleagris gallopavo	FooDB	DTU Food
Merlangius merlangus	FooDB	DTU Food
Micromesistius poutassou	FooDB	DTU Food
Micropogonias undulatus	FooDB	USDA
Microstomus kitt	FooDB	DTU Food
Molva molva	FooDB	DTU Food
Morchellaceae	FooDB	USDA
Morone saxatilis	FooDB	USDA
Mugil cephalus	FooDB	USDA
Musa acuminata	FooDB	USDA
Musa x paradisiaca	FooDB	DTU Food
Myristica fragrans	FooDB	DTU Food
Mytilidae	FooDB	DTU Food
Mytilus edulis	FooDB	USDA
Nephropidae	FooDB	DTU Food
Nephrops norvegicus	FooDB	DTU Food
Numida meleagris	FooDB	USDA
Nuphar lutea	FooDB	USDA
Ocimum basilicum	FooDB	USDA
Octopus vulgaris	FooDB	DTU Food
Odocoileus	FooDB	FooDB
Olea europaea	FooDB	DTU Food
Oncorhynchus gorbuscha	FooDB	USDA
Oncorhynchus keta	FooDB	USDA
Oncorhynchus kisutch	FooDB	USDA
Oncorhynchus mykiss	FooDB	DTU Food
Oncorhynchus nerka	FooDB	USDA
Oncorhynchus tshawytscha	FooDB	USDA
Ophiodon elongatus	FooDB	USDA
Opuntia	FooDB	DTU Food
Opuntia cochenillifera	FooDB	USDA
Origanum majorana	FooDB	USDA
Origanum vulgare	FooDB	USDA
Origanum X majoricum	FooDB	USDA
Oryctolagus	FooDB	FooDB
Oryza rufipogon	FooDB	USDA
Oryza sativa	FooDB	DTU Food
Osmeridae	FooDB	USDA
Osmerus mordax	FooDB	USDA
Ovis aries	FooDB	DTU Food
Pachyrhizus erosus	FooDB	USDA
Palinuridae	FooDB	USDA
Panicum miliaceum	FooDB	DTU Food
Papaver	FooDB	DTU Food
Passiflora edulis	FooDB	DTU Food
Pastinaca sativa	FooDB	DTU Food
Pectinidae	FooDB	USDA
Perciformes	FooDB	DTU Food
Percoidei	FooDB	USDA
Persea americana	FooDB	DTU Food
Petroselinum crispum	FooDB	DTU Food
Phaseolus lunatus	FooDB	USDA
Phaseolus vulgaris	FooDB	DTU Food
Phasianidae	FooDB	USDA
Phasianus colchicus	FooDB	USDA
Phoenix dactylifera	FooDB	DTU Food
Phyllostachys edulis	FooDB	DTU Food
Physalis	FooDB	DTU Food
Pimenta dioica	FooDB	USDA
Pimpinella anisum	FooDB	USDA
Pinus	FooDB	DTU Food
Piper nigrum L.	FooDB	DTU Food
Pistacia vera	FooDB	DTU Food
Pisum sativum	FooDB	DTU Food
Pleuronectidae	FooDB	DTU Food
Pleuronectiformes	FooDB	DTU Food
Pleurotus ostreatus	FooDB	DTU Food
Pollachius	FooDB	DTU Food
Pollachius pollachius	FooDB	USDA
Pomatomus saltatrix	FooDB	USDA
Pouteria sapota	FooDB	USDA
Prunus armeniaca	FooDB	DTU Food
Prunus avium L.	FooDB	DTU Food
Prunus domestica	FooDB	DTU Food
Prunus dulcis	FooDB	DTU Food
Prunus persica	FooDB	DTU Food
Prunus persica var. nucipersica	FooDB	DTU Food
Psidium guajava	FooDB	DTU Food
Punica granatum	FooDB	DTU Food
Pyrus communis	FooDB	DTU Food
Pyrus pyrifolia	FooDB	USDA
Ranidae	FooDB	DTU Food
Raphanus sativus	FooDB	USDA
Raphanus sativus var. longipinnatus	FooDB	DTU Food
Reinhardtius hippoglossoides	FooDB	DTU Food
Rheum rhabarbarum	FooDB	DTU Food
Ribes nigrum	FooDB	DTU Food
Ribes rubrum	FooDB	DTU Food
Ribes uva-crispa	FooDB	DTU Food
Rosa	FooDB	DTU Food
Rumex acetosa	FooDB	DTU Food
Saccharina japonica	FooDB	DTU Food
Salmo salar	FooDB	USDA
Salmo trutta forma trutta	FooDB	USDA
Salmonidae	FooDB	DTU Food
Salvelinus	FooDB	DTU Food
Salvelinus namaycush	FooDB	DTU Food
Sambucus nigra L.	FooDB	DTU Food
Sander lucioperca	FooDB	DTU Food
Sarcophyton trocheliophorum	LOTUS Database	35616633
Scomber japonicus	LOTUS Database	35616633
Scomberomorus cavalla	FooDB	USDA
Scomberomorus maculatus	FooDB	USDA
Scombridae	FooDB	DTU Food
Scophthalmus maximus	FooDB	DTU Food
Scorzonera hispanica	FooDB	DTU Food
Sebastes	FooDB	USDA
Sebastes alutus	FooDB	DTU Food
Sebastes viviparus	FooDB	DTU Food
Secale cereale	FooDB	DTU Food
Sechium edule	FooDB	DTU Food
Sepiidae	FooDB	USDA
Sesamum indicum	FooDB	DTU Food
Siluriformes	FooDB	DTU Food
Solanum lycopersicum	FooDB	DTU Food
Solanum melongena	FooDB	DTU Food
Solanum tuberosum	FooDB	DTU Food
Soleidae	FooDB	USDA
Sorghum bicolor	FooDB	USDA
Spinacia oleracea	FooDB	DTU Food
Squaliformes	FooDB	USDA
Squalus acanthias	FooDB	DTU Food
Stenodus leucichthys	FooDB	USDA
Stenotomus chrysops	FooDB	USDA
Strombidae	FooDB	USDA
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	DTU Food
Syzygium aromaticum	FooDB	USDA
Tamarindus indica	FooDB	DTU Food
Taraxacum officinale	FooDB	DTU Food
Teuthida	FooDB	USDA
Thunnus	FooDB	DTU Food
Thunnus albacares	FooDB	USDA
Thunnus thynnus	FooDB	USDA
Thymus vulgaris	FooDB	USDA
Trachinotus carolinus	FooDB	USDA
Trachurus symmetricus	FooDB	USDA
Tripneustes ventricosus	LOTUS Database	35616633
Trisopterus esmarkii	FooDB	DTU Food
Triticum	FooDB	DTU Food
Triticum aestivum	FooDB	USDA
Triticum durum	FooDB	DTU Food
Undaria pinnatifida	FooDB	USDA
Vaccinium	FooDB	DTU Food
Vaccinium macrocarpon	FooDB	USDA
Vaccinium myrtillus	FooDB	DTU Food
Vaccinium vitis-idaea	FooDB	DTU Food
Vanilla	FooDB	USDA
Vicia faba	FooDB	USDA
Vigna angularis	FooDB	DTU Food
Vigna mungo	FooDB	USDA
Vigna radiata	FooDB	DTU Food
Vigna unguiculata ssp. unguiculata	FooDB	USDA
Virola surinamensis	FooDB	USDA
Vitis	FooDB	DTU Food
Xiphias gladius	FooDB	USDA
Zea mays L.	FooDB	DTU Food
Zingiber officinale	FooDB	DTU Food
Zizania	FooDB	USDA

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Very long-chain fatty acids

Alternative Parents

Substituents

Very long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

omega-3 fatty acid (CHEBI:28125 )
docosahexaenoic acid (CHEBI:28125 )
Unsaturated fatty acids (C06429 )
Docosanoids (C06429 )
Polyunsaturated fatty acids (C06429 )
Unsaturated fatty acids (LMFA01030185 )

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	6.83	ALOGPS
logP	6.75	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	111.39 m³·mol⁻¹	ChemAxon
Polarizability	38.63 Å³	ChemAxon
Number of Rings	0	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

HMDB0002183

DrugBank ID

DB03756

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB003003

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

28125

Good Scents ID

Not Available

References

General References

Zhou XR, Robert SS, Petrie JR, Frampton DM, Mansour MP, Blackburn SI, Nichols PD, Green AG, Singh SP: Isolation and characterization of genes from the marine microalga Pavlova salina encoding three front-end desaturases involved in docosahexaenoic acid biosynthesis. Phytochemistry. 2007 Mar;68(6):785-96. doi: 10.1016/j.phytochem.2006.12.016. Epub 2007 Feb 8. [PubMed:17291553 ]
Watanabe A, Saito S, Tsuchida T, Higuchi K, Okita M: Low plasma levels of docosahexaenoic acid in patients with liver cirrhosis and its correction with a polyunsaturated fatty acid-enriched soft oil capsule. Nutrition. 1999 Apr;15(4):284-8. doi: 10.1016/s0899-9007(99)00004-0. [PubMed:10319360 ]
Sanders TA: Polyunsaturated fatty acids in the food chain in Europe. Am J Clin Nutr. 2000 Jan;71(1 Suppl):176S-8S. doi: 10.1093/ajcn/71.1.176s. [PubMed:10617968 ]
Gomez de Segura IA, Valderrabano S, Vazquez I, Vallejo-Cremades MT, Gomez-Garcia L, Sanchez M, de Miguel E: Protective effects of dietary enrichment with docosahexaenoic acid plus protein in 5-fluorouracil-induced intestinal injury in the rat. Eur J Gastroenterol Hepatol. 2004 May;16(5):479-85. doi: 10.1097/00042737-200405000-00008. [PubMed:15097041 ]
Woodman RJ, Mori TA, Burke V, Puddey IB, Barden A, Watts GF, Beilin LJ: Effects of purified eicosapentaenoic acid and docosahexaenoic acid on platelet, fibrinolytic and vascular function in hypertensive type 2 diabetic patients. Atherosclerosis. 2003 Jan;166(1):85-93. doi: 10.1016/s0021-9150(02)00307-6. [PubMed:12482554 ]
Shingu T, Karanian JW, Kim HY, Yergey JA, Salem N Jr: Discovery of novel brain lipoxygenase products formed from docosahexaenoic acid (22:6w3). Adv Alcohol Subst Abuse. 1988;7(3-4):235-40. doi: 10.1300/J251v07n03_31. [PubMed:2975919 ]
Hong S, Tjonahen E, Morgan EL, Lu Y, Serhan CN, Rowley AF: Rainbow trout (Oncorhynchus mykiss) brain cells biosynthesize novel docosahexaenoic acid-derived resolvins and protectins-Mediator lipidomic analysis. Prostaglandins Other Lipid Mediat. 2005 Dec;78(1-4):107-16. doi: 10.1016/j.prostaglandins.2005.04.004. Epub 2005 Jun 13. [PubMed:16303609 ]
Hibbeln JR, Bissette G, Umhau JC, George DT: Omega-3 status and cerebrospinal fluid corticotrophin releasing hormone in perpetrators of domestic violence. Biol Psychiatry. 2004 Dec 1;56(11):895-7. doi: 10.1016/j.biopsych.2004.08.021. [PubMed:15576068 ]
Jorgensen MH, Hernell O, Hughes E, Michaelsen KF: Is there a relation between docosahexaenoic acid concentration in mothers' milk and visual development in term infants? J Pediatr Gastroenterol Nutr. 2001 Mar;32(3):293-6. doi: 10.1097/00005176-200103000-00011. [PubMed:11345178 ]
Crabtree JT, Gordon MJ, Campbell FM, Dutta-Roy AK: Differential distribution and metabolism of arachidonic acid and docosahexaenoic acid by human placental choriocarcinoma (BeWo) cells. Mol Cell Biochem. 1998 Aug;185(1-2):191-8. doi: 10.1023/a:1006852230337. [PubMed:9746226 ]
Gordon N: Nutrition and cognitive function. Brain Dev. 1997 Apr;19(3):165-70. doi: 10.1016/s0387-7604(96)00560-8. [PubMed:9134186 ]
Martinez M: Severe deficiency of docosahexaenoic acid in peroxisomal disorders: a defect of delta 4 desaturation? Neurology. 1990 Aug;40(8):1292-8. doi: 10.1212/wnl.40.8.1292. [PubMed:2143272 ]
Bohles H, Arndt S, Ohlenschlager U, Beeg T, Gebhardt B, Sewell AC: Maternal plasma homocysteine, placenta status and docosahexaenoic acid concentration in erythrocyte phospholipids of the newborn. Eur J Pediatr. 1999 Mar;158(3):243-6. doi: 10.1007/s004310051059. [PubMed:10094448 ]
Crawford MA, Bloom M, Broadhurst CL, Schmidt WF, Cunnane SC, Galli C, Gehbremeskel K, Linseisen F, Lloyd-Smith J, Parkington J: Evidence for the unique function of docosahexaenoic acid during the evolution of the modern hominid brain. Lipids. 1999;34 Suppl:S39-47. doi: 10.1007/BF02562227. [PubMed:10419087 ]
Andersson L, Sternby B, Nilsson A: Hydrolysis of phosphatidylethanolamine by human pancreatic phospholipase A2. Effect of bile salts. Scand J Gastroenterol. 1994 Feb;29(2):182-7. doi: 10.3109/00365529409090460. [PubMed:8171289 ]
Brossard N, Croset M, Normand S, Pousin J, Lecerf J, Laville M, Tayot JL, Lagarde M: Human plasma albumin transports [13C]docosahexaenoic acid in two lipid forms to blood cells. J Lipid Res. 1997 Aug;38(8):1571-82. [PubMed:9300779 ]
Berry CB, Hayes D, Murphy A, Wiessner M, Rauen T, McBean GJ: Differential modulation of the glutamate transporters GLT1, GLAST and EAAC1 by docosahexaenoic acid. Brain Res. 2005 Mar 10;1037(1-2):123-33. doi: 10.1016/j.brainres.2005.01.008. [PubMed:15777760 ]
Kato T, Hancock RL, Mohammadpour H, McGregor B, Manalo P, Khaiboullina S, Hall MR, Pardini L, Pardini RS: Influence of omega-3 fatty acids on the growth of human colon carcinoma in nude mice. Cancer Lett. 2002 Dec 10;187(1-2):169-77. doi: 10.1016/s0304-3835(02)00432-9. [PubMed:12359365 ]
Qiu X: Biosynthesis of docosahexaenoic acid (DHA, 22:6-4, 7,10,13,16,19): two distinct pathways. Prostaglandins Leukot Essent Fatty Acids. 2003 Feb;68(2):181-6. doi: 10.1016/s0952-3278(02)00268-5. [PubMed:12538082 ]
Kidd PM: Omega-3 DHA and EPA for cognition, behavior, and mood: clinical findings and structural-functional synergies with cell membrane phospholipids. Altern Med Rev. 2007 Sep;12(3):207-27. [PubMed:18072818 ]
Doughman SD, Krupanidhi S, Sanjeevi CB: Omega-3 fatty acids for nutrition and medicine: considering microalgae oil as a vegetarian source of EPA and DHA. Curr Diabetes Rev. 2007 Aug;3(3):198-203. doi: 10.2174/157339907781368968. [PubMed:18220672 ]
Quinn JF, Raman R, Thomas RG, Yurko-Mauro K, Nelson EB, Van Dyck C, Galvin JE, Emond J, Jack CR Jr, Weiner M, Shinto L, Aisen PS: Docosahexaenoic acid supplementation and cognitive decline in Alzheimer disease: a randomized trial. JAMA. 2010 Nov 3;304(17):1903-11. doi: 10.1001/jama.2010.1510. [PubMed:21045096 ]

Showing NP-Card for Doconexent (NP0046095)

MOL for NP0046095 (Doconexent)

3D MOL for NP0046095 (Doconexent)

3D SDF for NP0046095 (Doconexent)

3D-SDF for NP0046095 (Doconexent)

PDB for NP0046095 (Doconexent)

3D PDB for NP0046095 (Doconexent)

SMILES for NP0046095 (Doconexent)

INCHI for NP0046095 (Doconexent)

Structure for NP0046095 (Doconexent)

3D Structure for NP0046095 (Doconexent)