NP-MRD: Showing NP-Card for (7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid (NP0234138)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-06 16:00:27 UTC

Updated at

2022-09-06 16:00:27 UTC

NP-MRD ID

NP0234138

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid

Description

Adrenoyl ethanolamide, also known as DEA or 7,10,13,16-dtea, belongs to the class of organic compounds known as n-acylethanolamines. N-acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine. Thus, adrenoyl ethanolamide is considered to be a fatty amide lipid molecule. Adrenoyl ethanolamide is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. (7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid is found in Apis cerana. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02271200282D          

 27 26  0  0  0  0            999 V2000
    5.8462  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5607  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2751  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9897  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7041  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4186  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1331  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8475  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5620  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2765  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9910  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7055  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4200  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1344  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8489  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5634  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2778  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9923  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7068  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4213  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1358  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8502  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5647  -15.7529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8502  -14.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2792  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9936  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7081  -15.3404    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 25 23  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
M  END

     RDKit          3D

 68 67  0  0  0  0  0  0  0  0999 V2000
  -10.0093   -2.1059    1.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0984   -2.6144    0.9234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6716   -1.5588   -0.0611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9336   -0.4182    0.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6522   -0.8610    1.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7959   -1.4906    0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6063   -1.0622   -0.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9869    0.1126    0.5677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7237   -0.3309    1.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5312    0.0995    0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4744    1.1346   -0.2488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9116    2.3850    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1328    2.9527   -0.2270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0066    2.6560   -1.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8450    1.5474   -2.2436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7363    0.5883   -2.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712    0.5154   -1.5587 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1172    0.5500   -2.5453 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4774    0.4784   -1.9403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854    1.6555   -1.0229 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0598    1.6011   -0.4132 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3070    0.4256    0.4346 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3392   -0.3333    0.6686 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5771    0.1315    0.9821 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9449   -0.9614    1.7991 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7751   -2.2889    1.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4865   -2.5814    0.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1242   -1.0187    1.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0536   -2.5250    1.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6720   -2.4086    3.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6780   -3.3758    0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2479   -3.1828    1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6343   -1.1269   -0.4672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1050   -2.0263   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6966    0.3047   -0.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5736    0.1230    1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9582   -1.7273    1.9655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2671   -0.1059    1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2098   -2.3828   -0.2328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0334   -1.6228   -0.8373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9631    0.9993   -0.0482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6335    0.4379    1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8016   -1.0836    2.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6074   -0.2263    1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3985    1.2140   -0.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7465    0.6920   -0.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4335    2.8529    1.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4138    3.9138    0.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    3.6067   -2.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1176    2.7600   -1.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590    1.5103   -2.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5584   -0.2275   -3.0634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9985   -0.5530   -1.1373 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0677    1.1590   -0.6990 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9808   -0.3513   -3.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0208    1.4216   -3.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1995    0.6681   -2.8036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6959   -0.4845   -1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6099    2.5736   -1.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9076    1.7303   -0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8328    1.7500   -1.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1367    2.5048    0.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3624    0.8281    0.7464 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3774   -0.9950    2.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0211   -0.8702    2.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0655   -3.1238    1.8284 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4597   -2.3665    0.2231 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9943   -2.9360    1.5093 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  7 40  1  0
  8 41  1  0
  8 42  1  0
  9 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 27 68  1  0
M  END


  Mrv0541 02271200282D          

 27 26  0  0  0  0            999 V2000
    5.8462  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5607  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2751  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9897  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7041  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4186  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1331  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8475  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5620  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2765  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9910  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7055  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4200  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1344  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8489  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5634  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2778  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9923  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7068  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4213  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1358  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8502  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5647  -15.7529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8502  -14.5154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2792  -15.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9936  -15.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7081  -15.3404    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 25 23  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0234138

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(=O)NCCO

> <INCHI_IDENTIFIER>
InChI=1S/C24H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(27)25-22-23-26/h6-7,9-10,12-13,15-16,26H,2-5,8,11,14,17-23H2,1H3,(H,25,27)/b7-6-,10-9-,13-12-,16-15-

> <INCHI_KEY>
FMVHVRYFQIXOAF-DOFZRALJSA-N

> <FORMULA>
C24H41NO2

> <MOLECULAR_WEIGHT>
375.5878

> <EXACT_MASS>
375.313729561

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
47.16563561963316

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7Z,10Z,13Z,16Z)-N-(2-hydroxyethyl)docosa-7,10,13,16-tetraenamide

> <ALOGPS_LOGP>
6.58

> <JCHEM_LOGP>
6.202939581000001

> <ALOGPS_LOGS>
-6.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.45421975479898

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.463455353153769

> <JCHEM_PKA_STRONGEST_BASIC>
-0.32593691026839566

> <JCHEM_POLAR_SURFACE_AREA>
49.33

> <JCHEM_REFRACTIVITY>
122.16719999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.91e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
docosatetraenoylethanolamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0      10.913 -29.405   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.247 -28.635   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.580 -29.405   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.914 -28.635   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.248 -29.405   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.581 -28.635   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.915 -28.635   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.249 -29.405   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.582 -28.635   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.916 -28.635   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.250 -29.405   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.584 -28.635   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.917 -28.635   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.251 -29.405   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.585 -28.635   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.918 -28.635   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.252 -29.405   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.586 -28.635   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.919 -29.405   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.253 -28.635   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      37.587 -29.405   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      38.920 -28.635   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      40.254 -29.405   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      38.920 -27.095   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      41.588 -28.635   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      42.921 -29.405   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      44.255 -28.635   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                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22   25                                                       
CONECT   24   22                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

View in JSmol

Synonyms

Value	Source
N-(7Z,10Z,13Z,16Z-Docosatetraenoyl)-ethanolamine	Kegg
N-(7Z,10Z,13Z,16Z-Docosatetraenoyl)-ethanolamide	HMDB
7,10,13,16-Docosatetraenoylethanolamine	HMDB
7,10,13,16-Docosatetraenylethanolamide	HMDB
8,11,14-Eicosatrienoylethanolamide	HMDB
Adrenoyl-ethanolamine	HMDB
DEA	HMDB
Docosa-7,10,13,16-tetraenoate	HMDB
Docosa-7,10,13,16-tetraenoic acid	HMDB
Docosa-7,10,13,16-tetraenoic acid (2-hydroxy-ethyl)-amide	HMDB
N-(8Z,11Z,14Z-Icosatrienoyl)-ethanolamide	HMDB
7,10,13,16-DTEA	HMDB

Chemical Formula

C₂₄H₄₁NO₂

Average Mass

375.5878 Da

Monoisotopic Mass

375.31373 Da

IUPAC Name

(7Z,10Z,13Z,16Z)-N-(2-hydroxyethyl)docosa-7,10,13,16-tetraenamide

Traditional Name

docosatetraenoylethanolamide

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(=O)NCCO

InChI Identifier

InChI=1S/C24H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(27)25-22-23-26/h6-7,9-10,12-13,15-16,26H,2-5,8,11,14,17-23H2,1H3,(H,25,27)/b7-6-,10-9-,13-12-,16-15-

InChI Key

FMVHVRYFQIXOAF-DOFZRALJSA-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
Apis cerana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acylethanolamines. N-acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

N-acylethanolamines

Alternative Parents

Substituents

N-acylethanolamine
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Alcohol
Organooxygen compound
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

endocannabinoid (CHEBI:34478 )
N-acyl ethanolamides (endocannabinoids) (C13829 )
N-acyl ethanolamines (endocannabinoids) (LMFA08040047 )

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	6.58	ALOGPS
logP	6.2	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	15.46	ChemAxon
pKa (Strongest Basic)	-0.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	122.17 m³·mol⁻¹	ChemAxon
Polarizability	47.17 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

HMDB0013626

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB029603

KNApSAcK ID

Not Available

Chemspider ID

4445444

KEGG Compound ID

C13829

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282273

PDB ID

Not Available

ChEBI ID

269625

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid (NP0234138)

MOL for NP0234138 ((7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid)

3D MOL for NP0234138 ((7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid)

3D SDF for NP0234138 ((7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid)

3D-SDF for NP0234138 ((7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid)

PDB for NP0234138 ((7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid)

3D PDB for NP0234138 ((7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid)

SMILES for NP0234138 ((7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid)

INCHI for NP0234138 ((7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid)

Structure for NP0234138 ((7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid)

3D Structure for NP0234138 ((7z,10z,13z,16z)-n-(2-hydroxyethyl)docosa-7,10,13,16-tetraenimidic acid)