NP-MRD: Showing NP-Card for Tetracosapentaenoic acid (24:5n-3) (NP0087495)

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Record Information

Version

2.0

Created at

2022-05-11 16:51:15 UTC

Updated at

2022-05-11 16:51:15 UTC

NP-MRD ID

NP0087495

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tetracosapentaenoic acid (24:5n-3)

Description

Tetracosapentaenoic acid (24:5N-3), also known as 9Z,12Z,15Z,18Z,21Z-tetracosapentaenoate or 24:5 (N-3), 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. Tetracosapentaenoic acid (24:5N-3) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Within humans, tetracosapentaenoic acid (24:5N-3) participates in a number of enzymatic reactions. In particular, tetracosapentaenoic acid (24:5N-3) can be biosynthesized from docosapentaenoic acid (22N-3) through the action of the enzyme elongation OF very long chain fatty acids protein 4. In addition, tetracosapentaenoic acid (24:5N-3) can be converted into tetracosahexaenoic acid through the action of the enzyme fatty acid desaturase 2. In humans, tetracosapentaenoic acid (24:5N-3) is involved in alpha linolenic acid and linoleic acid metabolism. Outside of the human body, Tetracosapentaenoic acid (24:5N-3) is found, on average, in the highest concentration within milk (cow). This could make tetracosapentaenoic acid (24:5N-3) a potential biomarker for the consumption of these foods. A very long-chain omega-3 fatty acid that is tetracosanoic acid having five double bonds located at positions 9, 12, 15, 18 and 21 (the (9Z,12Z,15Z,18Z,21Z-isomer).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652302151909472D          

 26 25  0  0  0  0            999 V2000
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -1.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980   -1.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    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  2  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
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

     RDKit          3D

 64 63  0  0  0  0  0  0  0  0999 V2000
   11.4084    0.9255   -0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4537   -0.0760   -1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9030   -0.9486    0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6318   -1.0240    0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6218   -0.2509   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9198    0.5875    0.5203 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6455    0.5254    0.7482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7577   -0.3951    0.0159 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0599   -1.3411    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493   -1.3910    0.9394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8358   -0.5263    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    0.2623    1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3592    0.1621    0.9603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0394   -0.7323   -0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8223   -1.6967    0.8045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1143   -1.8051    0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9285   -1.0232   -0.2692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9187   -0.2310    0.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8275    0.6515   -0.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6529   -0.1608   -1.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6090    0.7143   -1.9332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5689    1.4533   -1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4360    0.5326   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3694    1.3183    0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4223    2.5610    0.6201 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2388    0.6130    1.4368 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1428    1.2429   -1.0635 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8403    0.4736    0.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8372    1.8165   -0.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1603   -0.6999   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8019    0.5305   -1.5974 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6259   -1.5630    0.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2296   -1.6831    1.0555 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421   -0.9375   -1.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0369    0.3901   -1.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5015    1.3172    1.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1539    1.1701    1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0101    0.2307   -0.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2497   -0.9624   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6382   -2.0112    1.5227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2484   -2.0974    1.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3082    0.2083   -0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2498   -1.1728   -0.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980    0.9516    1.7821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9791    0.7742    1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4297   -1.2162   -0.7620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7853   -0.1208   -0.6005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2724   -2.3366    1.5482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6508   -2.5452    1.3145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6403   -1.7466   -0.8312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4726   -0.4173   -1.0121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2822    0.3299    1.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4527   -0.9908    1.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5502    1.1058    0.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2841    1.4841   -0.7012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1837   -0.9468   -0.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9589   -0.6804   -1.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0904    0.1282   -2.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9709    1.4706   -2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0117    2.1324   -0.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1946    2.0859   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0733   -0.0463   -0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8608   -0.1929    0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8531    0.2038    2.2641 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  1  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
 26 64  1  0
M  END

  Mrv1652302151909472D          

 26 25  0  0  0  0            999 V2000
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691   -1.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980   -1.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -1.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -0.3316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    0.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    0.9059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    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  2  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
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0087495

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-23H2,1H3,(H,25,26)/b4-3-,7-6-,10-9-,13-12-,16-15-

> <INCHI_KEY>
NPTIBOCVSPURCS-JLNKQSITSA-N

> <FORMULA>
C24H38O2

> <MOLECULAR_WEIGHT>
358.5573

> <EXACT_MASS>
358.28718046

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
44.67257958904103

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid

> <ALOGPS_LOGP>
7.59

> <JCHEM_LOGP>
8.003523814333333

> <ALOGPS_LOGS>
-6.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
119.4746

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.64e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-FEB-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-FEB-19         0                                  
HETATM    1  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.595   2.461   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.262   1.691   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262   0.151   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.595  -0.619   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.595  -2.159   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.929  -2.929   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.263  -2.159   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.596  -2.929   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.930  -2.159   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.930  -0.619   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.264   0.151   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.264   1.691   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.930   2.461   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      14.932   2.461   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                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

View in JSmol

Synonyms

Value	Source
24:5 (N-3)	ChEBI
24:5 (Omega-3)	ChEBI
9Z,12Z,15Z,18Z,21Z-Tetracosapentaenoic acid	ChEBI
all-cis-Tetracosa-9,12,15,18,21-pentaenoic acid	ChEBI
9Z,12Z,15Z,18Z,21Z-Tetracosapentaenoate	Generator
all-cis-Tetracosa-9,12,15,18,21-pentaenoate	Generator
Tetracosapentaenoate (24:5N-3)	Generator
(9Z,12Z,15Z,18Z,21Z)-Tetracosapentaenate	HMDB
(9Z,12Z,15Z,18Z,21Z)-Tetracosapentaenoate	HMDB
(9Z,12Z,15Z,18Z,21Z)-Tetracosapentaenoic acid	HMDB
Tetracosapentaenate	HMDB

Chemical Formula

C₂₄H₃₈O₂

Average Mass

358.5573 Da

Monoisotopic Mass

358.28718 Da

IUPAC Name

(9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid

Traditional Name

(9Z,12Z,15Z,18Z,21Z)-tetracosa-9,12,15,18,21-pentaenoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C24H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-23H2,1H3,(H,25,26)/b4-3-,7-6-,10-9-,13-12-,16-15-

InChI Key

NPTIBOCVSPURCS-JLNKQSITSA-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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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:77360 )
tetracosapentaenoic acid (CHEBI:77360 )
Unsaturated fatty acids (LMFA01030821 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	7.59	ALOGPS
logP	8	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	4.99	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	17	ChemAxon
Refractivity	119.47 m³·mol⁻¹	ChemAxon
Polarizability	44.67 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

HMDB0006323

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023890

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-7421

BiGG ID

2219655

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52921801

PDB ID

Not Available

ChEBI ID

77360

Good Scents ID

Not Available

References

General References

Showing NP-Card for Tetracosapentaenoic acid (24:5n-3) (NP0087495)

MOL for NP0087495 (Tetracosapentaenoic acid (24:5n-3))

3D MOL for NP0087495 (Tetracosapentaenoic acid (24:5n-3))

3D SDF for NP0087495 (Tetracosapentaenoic acid (24:5n-3))

3D-SDF for NP0087495 (Tetracosapentaenoic acid (24:5n-3))

PDB for NP0087495 (Tetracosapentaenoic acid (24:5n-3))

3D PDB for NP0087495 (Tetracosapentaenoic acid (24:5n-3))

SMILES for NP0087495 (Tetracosapentaenoic acid (24:5n-3))

INCHI for NP0087495 (Tetracosapentaenoic acid (24:5n-3))

Structure for NP0087495 (Tetracosapentaenoic acid (24:5n-3))

3D Structure for NP0087495 (Tetracosapentaenoic acid (24:5n-3))