NP-MRD: Showing NP-Card for icosa-2,4,6,8-tetraenoic acid (NP0290803)

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Record Information

Version

2.0

Created at

2022-09-09 21:38:59 UTC

Updated at

2022-09-09 21:38:59 UTC

NP-MRD ID

NP0290803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

icosa-2,4,6,8-tetraenoic acid

Description

Eicosatetraenoic acid, also known as eicosatetraenoate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. icosa-2,4,6,8-tetraenoic acid is found in Arbacia punctulata, Cystoclonium purpureum, Mycale laevis, Myrmekioderma rea, Sarcophyton trocheliophorum, Smenospongia aurea and Tripneustes ventricosus. icosa-2,4,6,8-tetraenoic acid was first documented in 2022 (PMID: 36056402). Based on a literature review a small amount of articles have been published on Eicosatetraenoic acid (PMID: 36030799) (PMID: 35905556) (PMID: 35860432) (PMID: 35798033).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 54 53  0  0  0  0  0  0  0  0999 V2000
   -7.3067    1.3166   -2.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6446    1.2031   -0.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4371    1.0604   -0.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5143    2.2282   -0.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2902    2.0296    0.7873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4914    0.8720    0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3621    0.5532    1.2839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6186   -0.6285    0.8198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9220   -0.6356   -0.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2001    0.3839   -0.6359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9261    0.0336   -1.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2234    1.2926   -1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9641    0.3225   -1.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7437   -0.5671   -0.7972 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1762   -1.7661   -0.5330 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4310   -1.6319    0.1807 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3957   -1.5301    0.7292 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6606   -1.3772    1.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3987   -2.4343    1.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6361   -2.3511    2.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2808   -3.5207    2.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2478   -1.2457    2.8785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1876    1.2952   -2.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6194    2.3104   -2.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7720    0.5412   -2.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2337    2.0890   -0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2366    0.2900   -0.7754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7087    0.9444    1.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9577    0.0890   -0.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0210    3.1522    0.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0209    2.2427   -1.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7640    2.9878    0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6580    1.8285    1.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9966    1.1911   -0.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0931   -0.0171    0.1421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8785    0.2778    2.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7657    1.4338    1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8436   -0.9620    1.5963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3203   -1.5475    0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6803   -0.5712   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4779   -1.6383   -0.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0923    1.4098   -0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9401    0.1714    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4979   -0.8331   -1.9081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5349    0.4847   -2.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5827    1.9557   -2.0292 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5103    1.3324   -0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9134    0.0635   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -2.7102   -0.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6742   -3.0665    0.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1054   -0.1210    0.9603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8771   -0.3967    1.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0787   -3.4249    1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2038   -0.9838    3.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 22  1  0
 20 21  2  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 14 48  1  0
 15 49  1  0
 16 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  0
 22 54  1  0
M  END


  Mrv1652309092223392D          

 22 21  0  0  0  0            999 V2000
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0947    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8092    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5237    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2381    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9526    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6671    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3815    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0960    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0960    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8105    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0290803

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCC=CC=CC=CC=CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h12-19H,2-11H2,1H3,(H,21,22)

> <INCHI_KEY>
IQLUYYHUNSSHIY-UHFFFAOYSA-N

> <FORMULA>
C20H32O2

> <MOLECULAR_WEIGHT>
304.474

> <EXACT_MASS>
304.24023027

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.02931308225995

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
icosa-2,4,6,8-tetraenoic acid

> <JCHEM_LOGP>
6.946915957333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.813522034027803

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
99.93069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
icosa-2,4,6,8-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.243   6.105   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.577   5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.910   6.105   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.244   5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.578   6.105   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.912   5.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.245   6.105   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.579   5.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      31.913   6.105   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      31.913   7.645   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      33.246   5.335   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    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   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

View in JSmol

Synonyms

Value	Source
Eicosatetraenoate	Generator
Icosa-2,4,6,8-tetraenoate	HMDB

Chemical Formula

C₂₀H₃₂O₂

Average Mass

304.4740 Da

Monoisotopic Mass

304.24023 Da

IUPAC Name

icosa-2,4,6,8-tetraenoic acid

Traditional Name

icosa-2,4,6,8-tetraenoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCC=CC=CC=CC=CC(O)=O

InChI Identifier

InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h12-19H,2-11H2,1H3,(H,21,22)

InChI Key

IQLUYYHUNSSHIY-UHFFFAOYSA-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
Arbacia punctulata	LOTUS Database	35616633
Cystoclonium purpureum	LOTUS Database	35616633
Mycale laevis	LOTUS Database	35616633
Myrmekioderma rea	LOTUS Database	35616633
Sarcophyton trocheliophorum	LOTUS Database	35616633
Smenospongia aurea	LOTUS Database	35616633
Tripneustes ventricosus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

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

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	6.95	ChemAxon
pKa (Strongest Acidic)	4.81	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	99.93 m³·mol⁻¹	ChemAxon
Polarizability	40.03 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

HMDB0251721

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00000182

Chemspider ID

23255395

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Eicosatetraenoic acid

METLIN ID

Not Available

PubChem Compound

53436588

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Taylor EN, Beckmann M, Hewinson G, Rooke D, Mur LAJ, Koets AP: Metabolomic changes in polyunsaturated fatty acids and eicosanoids as diagnostic biomarkers in Mycobacterium avium ssp. paratuberculosis (MAP)-inoculated Holstein-Friesian heifers. Vet Res. 2022 Sep 2;53(1):68. doi: 10.1186/s13567-022-01087-0. [PubMed:36056402 ]
Villar J, Ochieng R, Gunier RB, Papageorghiou AT, Rauch S, McGready R, Gauglitz JM, Barros FC, Vatish M, Fernandes M, Zammit V, Carrara VI, Munim S, Craik R, Barsosio HC, Carvalho M, Berkley JA, Ismail LIC, Norris SA, Tshivuila-Matala COO, Nosten F, Ohuma EO, Stein A, Lambert A, Winsey A, Uauy R, Eskenazi B, Bhutta ZA, Kennedy SH: Association between fetal abdominal growth trajectories, maternal metabolite signatures early in pregnancy, and childhood growth and adiposity: prospective observational multinational INTERBIO-21st fetal study. Lancet Diabetes Endocrinol. 2022 Oct;10(10):710-719. doi: 10.1016/S2213-8587(22)00215-7. Epub 2022 Aug 26. [PubMed:36030799 ]
Yao D, Lv Y: A cell-free difunctional demineralized bone matrix scaffold enhances the recruitment and osteogenesis of mesenchymal stem cells by promoting inflammation resolution. Biomater Adv. 2022 Aug;139:213036. doi: 10.1016/j.bioadv.2022.213036. Epub 2022 Jul 21. [PubMed:35905556 ]
Chen J, Hao W, Zhang C, Cui M, Sun Y, Zhang Y, Wang J, Mou T, Gu S, Zhao T, Wei B: Explore the Therapeutic Composition and Mechanism of Schisandra chinensis-Acorus tatarinowii Schott on Alzheimer's Disease by Using an Integrated Approach on Chemical Profile, Network Pharmacology, and UPLC-QTOF/MS-Based Metabolomics Analysis. Oxid Med Cell Longev. 2022 Jul 11;2022:6362617. doi: 10.1155/2022/6362617. eCollection 2022. [PubMed:35860432 ]
Kamada H: 12-oxoeicosatetraenoic acid, a candidate of signal for placenta separation, activates matrix metalloproteinase and induces apoptosis in bovine trophoblast cells. Anim Biosci. 2022 Jun 30. doi: 10.5713/ab.22.0097. [PubMed:35798033 ]
LOTUS database [Link]

Showing NP-Card for icosa-2,4,6,8-tetraenoic acid (NP0290803)

MOL for NP0290803 (icosa-2,4,6,8-tetraenoic acid)

3D MOL for NP0290803 (icosa-2,4,6,8-tetraenoic acid)

3D SDF for NP0290803 (icosa-2,4,6,8-tetraenoic acid)

3D-SDF for NP0290803 (icosa-2,4,6,8-tetraenoic acid)

PDB for NP0290803 (icosa-2,4,6,8-tetraenoic acid)

3D PDB for NP0290803 (icosa-2,4,6,8-tetraenoic acid)

SMILES for NP0290803 (icosa-2,4,6,8-tetraenoic acid)

INCHI for NP0290803 (icosa-2,4,6,8-tetraenoic acid)

Structure for NP0290803 (icosa-2,4,6,8-tetraenoic acid)

3D Structure for NP0290803 (icosa-2,4,6,8-tetraenoic acid)