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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (70)transporters (1) Show 71 proteins XML

enzymes (70)transporters (1) Show 71 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 14:17:42 UTC

Update Date

2022-03-07 02:49:13 UTC

HMDB ID

HMDB0002212

Secondary Accession Numbers

HMDB02212

Metabolite Identification

Common Name

Arachidic acid

Description

Arachidic acid, also known as icosanoic acid, is a saturated fatty acid with a 20-carbon chain. It is a minor constituent of butter, perilla oil, peanut oil, corn oil, and cocoa butter. It also constitutes 7.08% of the fats from the fruit of the durian species Durio graveolens. The salts and esters of arachidic acid are known as arachidates. Its name derives from the Latin arachis that means peanut. It can be formed by the hydrogenation of arachidonic acid. The reduction of arachidic acid yields arachidyl alcohol. Arachidic acid is used for the production of detergents, photographic materials and lubricants. Arachidic acid 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. Arachidic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0002212
     RDKit          3D
Arachidic acid
 62 61  0  0  0  0  0  0  0  0999 V2000
   -7.0464    0.8161   -2.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0364    2.1911   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5993    2.2758   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2458    1.8511   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8183    0.4650   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3564    0.3175    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9383   -1.0994   -0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152   -1.3117    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3939   -1.0470    1.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412   -1.3262    2.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9635   -0.4173    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3788   -0.6427    2.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945   -2.0481    1.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7147   -2.4256    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997   -1.5044   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0129   -1.6248    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0157   -0.8385   -0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0339    0.6170   -0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042    1.4073   -1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264    2.8723   -1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370    3.7636   -1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5782    3.1469   -0.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1764    0.7364   -3.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9565    0.6641   -3.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0920    0.0106   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5364    2.9388   -2.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1171    2.5324   -1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7362    3.3573   -0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3866    1.7512    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1287    2.0365    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4810    2.5638   -0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7596    0.1257   -1.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3941   -0.2889    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7540    0.9978   -0.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3349    0.5855    1.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735   -1.3141   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6225   -1.7791    0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9276   -0.5331   -0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206   -2.3017    0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333   -1.6937    2.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6662    0.0032    2.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0967   -1.2140    3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1999   -2.4087    2.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9024   -0.6221    0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6666    0.6593    1.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3605   -0.4097    3.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092    0.1018    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988   -2.6949    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956   -2.2605    2.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0551   -3.4921    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6851   -2.4025   -0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5737   -1.8136   -1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1313   -0.5305   -0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1056   -1.3806    1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699   -2.7280   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0631   -1.2196   -1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0445   -1.1635   -0.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2960    1.0597    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9433    0.9322   -1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6799    1.2239   -2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9866    1.4175   -0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3826    3.1154   -1.3404 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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  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
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 22 62  1  0
M  END


  Mrv1652309272007472D          

 22 21  0  0  0  0            999 V2000
 9997.2440 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9588 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6737 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3893 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1029 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8185 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.5322 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.2479 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.9635 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.6771 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.3928 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.1105 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.8241 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.5290 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8141 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0993 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3845 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6695 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9546 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2377 9998.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.5229 9998.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.2377 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 14  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  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
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002212

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)

> <INCHI_KEY>
VKOBVWXKNCXXDE-UHFFFAOYSA-N

> <FORMULA>
C20H40O2

> <MOLECULAR_WEIGHT>
312.5304

> <EXACT_MASS>
312.302830524

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
42.914811101690646

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
icosanoic acid

> <ALOGPS_LOGP>
8.53

> <JCHEM_LOGP>
8.034857437666666

> <ALOGPS_LOGS>
-6.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
95.48759999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.96e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
arachidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002212
     RDKit          3D
Arachidic acid
 62 61  0  0  0  0  0  0  0  0999 V2000
   -7.0464    0.8161   -2.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0364    2.1911   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5993    2.2758   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2458    1.8511   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8183    0.4650   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3564    0.3175    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9383   -1.0994   -0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152   -1.3117    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3939   -1.0470    1.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412   -1.3262    2.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9635   -0.4173    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3788   -0.6427    2.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945   -2.0481    1.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7147   -2.4256    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997   -1.5044   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0129   -1.6248    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0157   -0.8385   -0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0339    0.6170   -0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042    1.4073   -1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264    2.8723   -1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370    3.7636   -1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5782    3.1469   -0.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1764    0.7364   -3.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9565    0.6641   -3.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0920    0.0106   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5364    2.9388   -2.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1171    2.5324   -1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7362    3.3573   -0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3866    1.7512    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1287    2.0365    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4810    2.5638   -0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7596    0.1257   -1.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3941   -0.2889    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7540    0.9978   -0.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3349    0.5855    1.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735   -1.3141   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6225   -1.7791    0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9276   -0.5331   -0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206   -2.3017    0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333   -1.6937    2.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6662    0.0032    2.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0967   -1.2140    3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1999   -2.4087    2.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9024   -0.6221    0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6666    0.6593    1.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3605   -0.4097    3.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092    0.1018    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988   -2.6949    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956   -2.2605    2.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0551   -3.4921    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6851   -2.4025   -0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5737   -1.8136   -1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1313   -0.5305   -0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1056   -1.3806    1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699   -2.7280   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0631   -1.2196   -1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0445   -1.1635   -0.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2960    1.0597    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9433    0.9322   -1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6799    1.2239   -2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9866    1.4175   -0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3826    3.1154   -1.3404 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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  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
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 22 62  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8661.5228663.064   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8662.8568663.832   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8664.1918663.064   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8665.5278663.832   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8666.8598663.064   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8668.1958663.832   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8669.5278663.064   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8670.8638663.832   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8672.1988663.064   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8673.5318663.832   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8674.8678663.064   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8676.2068663.832   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8677.5388663.064   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8660.1878663.832   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8658.8538663.064   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8657.5198663.832   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8656.1848663.064   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8654.8508663.832   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8653.5158663.064   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8652.1778663.832   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8650.8438663.064   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0    8652.1778665.373   0.000  0.00  0.00           O+0
CONECT    1    2   14                                                       
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                                                            
CONECT   14    1   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

COMPND    HMDB0002212
HETATM    1  C1  UNL     1      -7.046   0.816  -2.404  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.036   2.191  -1.795  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.599   2.276  -0.386  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.246   1.851  -0.020  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.818   0.465  -0.265  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.356   0.318   0.242  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.938  -1.099  -0.016  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.515  -1.312   0.430  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.394  -1.047   1.896  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.041  -1.326   2.337  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.963  -0.417   1.585  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.379  -0.643   2.055  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.795  -2.048   1.823  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.715  -2.426   0.382  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.600  -1.504  -0.448  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.013  -1.625   0.001  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.016  -0.839  -0.742  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.034   0.617  -0.769  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.904   1.407  -1.302  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.326   2.872  -1.242  1.00  0.00           C  
HETATM   21  O1  UNL     1       4.537   3.764  -1.640  1.00  0.00           O  
HETATM   22  O2  UNL     1       6.578   3.147  -0.742  1.00  0.00           O  
HETATM   23  H1  UNL     1      -6.176   0.736  -3.099  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.957   0.664  -3.054  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.092   0.011  -1.669  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.536   2.939  -2.465  1.00  0.00           H  
HETATM   27  H5  UNL     1      -8.117   2.532  -1.812  1.00  0.00           H  
HETATM   28  H6  UNL     1      -6.736   3.357  -0.075  1.00  0.00           H  
HETATM   29  H7  UNL     1      -7.387   1.751   0.229  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.129   2.036   1.092  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.481   2.564  -0.457  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.760   0.126  -1.305  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.394  -0.289   0.306  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.754   0.998  -0.387  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.335   0.586   1.320  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.073  -1.314  -1.100  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.623  -1.779   0.571  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.928  -0.533  -0.149  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.121  -2.302   0.133  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.033  -1.694   2.515  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.666   0.003   2.141  1.00  0.00           H  
HETATM   42  H20 UNL     1       0.097  -1.214   3.425  1.00  0.00           H  
HETATM   43  H21 UNL     1       0.200  -2.409   2.043  1.00  0.00           H  
HETATM   44  H22 UNL     1       0.902  -0.622   0.493  1.00  0.00           H  
HETATM   45  H23 UNL     1       0.667   0.659   1.729  1.00  0.00           H  
HETATM   46  H24 UNL     1       2.360  -0.410   3.160  1.00  0.00           H  
HETATM   47  H25 UNL     1       3.009   0.102   1.519  1.00  0.00           H  
HETATM   48  H26 UNL     1       2.099  -2.695   2.443  1.00  0.00           H  
HETATM   49  H27 UNL     1       3.796  -2.260   2.267  1.00  0.00           H  
HETATM   50  H28 UNL     1       3.055  -3.492   0.240  1.00  0.00           H  
HETATM   51  H29 UNL     1       1.685  -2.402  -0.018  1.00  0.00           H  
HETATM   52  H30 UNL     1       3.574  -1.814  -1.524  1.00  0.00           H  
HETATM   53  H31 UNL     1       3.131  -0.530  -0.402  1.00  0.00           H  
HETATM   54  H32 UNL     1       5.106  -1.381   1.109  1.00  0.00           H  
HETATM   55  H33 UNL     1       5.270  -2.728  -0.061  1.00  0.00           H  
HETATM   56  H34 UNL     1       6.063  -1.220  -1.817  1.00  0.00           H  
HETATM   57  H35 UNL     1       7.045  -1.164  -0.331  1.00  0.00           H  
HETATM   58  H36 UNL     1       6.296   1.060   0.245  1.00  0.00           H  
HETATM   59  H37 UNL     1       6.943   0.932  -1.394  1.00  0.00           H  
HETATM   60  H38 UNL     1       4.680   1.224  -2.372  1.00  0.00           H  
HETATM   61  H39 UNL     1       3.987   1.418  -0.662  1.00  0.00           H  
HETATM   62  H40 UNL     1       7.383   3.115  -1.340  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   44   45
CONECT   12   13   46   47
CONECT   13   14   48   49
CONECT   14   15   50   51
CONECT   15   16   52   53
CONECT   16   17   54   55
CONECT   17   18   56   57
CONECT   18   19   58   59
CONECT   19   20   60   61
CONECT   20   21   21   22
CONECT   22   62
END

HMDB0002212
     RDKit          3D
Arachidic acid
 62 61  0  0  0  0  0  0  0  0999 V2000
   -7.0464    0.8161   -2.4036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0364    2.1911   -1.7953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5993    2.2758   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2458    1.8511   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8183    0.4650   -0.2653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3564    0.3175    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9383   -1.0994   -0.0156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5152   -1.3117    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3939   -1.0470    1.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412   -1.3262    2.3374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9635   -0.4173    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3788   -0.6427    2.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7945   -2.0481    1.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7147   -2.4256    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997   -1.5044   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0129   -1.6248    0.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0157   -0.8385   -0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0339    0.6170   -0.7694 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042    1.4073   -1.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264    2.8723   -1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5370    3.7636   -1.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5782    3.1469   -0.7417 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1764    0.7364   -3.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9565    0.6641   -3.0544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0920    0.0106   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5364    2.9388   -2.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1171    2.5324   -1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7362    3.3573   -0.0754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3866    1.7512    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1287    2.0365    1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4810    2.5638   -0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7596    0.1257   -1.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3941   -0.2889    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7540    0.9978   -0.3870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3349    0.5855    1.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0735   -1.3141   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6225   -1.7791    0.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9276   -0.5331   -0.1487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206   -2.3017    0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0333   -1.6937    2.5155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6662    0.0032    2.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0967   -1.2140    3.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1999   -2.4087    2.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9024   -0.6221    0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6666    0.6593    1.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3605   -0.4097    3.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092    0.1018    1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988   -2.6949    2.4428 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7956   -2.2605    2.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0551   -3.4921    0.2401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6851   -2.4025   -0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5737   -1.8136   -1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1313   -0.5305   -0.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1056   -1.3806    1.1091 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699   -2.7280   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0631   -1.2196   -1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0445   -1.1635   -0.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2960    1.0597    0.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9433    0.9322   -1.3940 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6799    1.2239   -2.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9866    1.4175   -0.6619 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3826    3.1154   -1.3404 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  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  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
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 17 56  1  0
 17 57  1  0
 18 58  1  0
 18 59  1  0
 19 60  1  0
 19 61  1  0
 22 62  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Arachic acid	ChEBI
Arachidinic acid	ChEBI
Arachinsaeure	ChEBI
C20:0	ChEBI
CH3-[CH2]18-COOH	ChEBI
Eicosanoic acid	ChEBI
N-Eicosanoic acid	ChEBI
Arachate	Generator
Arachidinate	Generator
Eicosanoate	Generator
N-Eicosanoate	Generator
Arachidate	Generator
Eicosoic acid	ChEBI, HMDB
Icosanoic acid	ChEBI, HMDB
Eicosoate	Generator, HMDB
Icosanoate	Generator, HMDB
Arachidic acid	HMDB
C 20	HMDB
C20 fatty acid	HMDB
FA(20:0)	HMDB
Peanut acid	HMDB
n-Eicosanic acid	HMDB

Chemical Formula

C₂₀H₄₀O₂

Average Molecular Weight

312.5304

Monoisotopic Molecular Weight

312.302830524

IUPAC Name

icosanoic acid

Traditional Name

arachidic acid

CAS Registry Number

506-30-9

SMILES

CCCCCCCCCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)

InChI Key

VKOBVWXKNCXXDE-UHFFFAOYSA-N

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
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

long-chain fatty acid (CHEBI:28822 )
straight-chain saturated fatty acid (CHEBI:28822 )
Straight chain fatty acids (C06425 )
Saturated fatty acids (C06425 )
Straight chain fatty acids (LMFA01010020 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	75.4 °C	Not Available
Boiling Point	328.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0.0003 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	9.29	SANGSTER (1993)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	183.413	30932474
[M-H]-	Not Available	184.9	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000262

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.0e-05 g/L	ALOGPS
logP	8.53	ALOGPS
logP	8.03	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	4.95	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	18	ChemAxon
Refractivity	95.49 m³·mol⁻¹	ChemAxon
Polarizability	42.91 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	184.397	31661259
DarkChem	[M-H]-	184.507	31661259
DeepCCS	[M+H]+	182.844	30932474
DeepCCS	[M-H]-	178.824	30932474
DeepCCS	[M-2H]-	215.982	30932474
DeepCCS	[M+Na]+	191.939	30932474
AllCCS	[M+H]+	192.5	32859911
AllCCS	[M+H-H2O]+	189.8	32859911
AllCCS	[M+NH4]+	195.0	32859911
AllCCS	[M+Na]+	195.8	32859911
AllCCS	[M-H]-	186.1	32859911
AllCCS	[M+Na-2H]-	187.6	32859911
AllCCS	[M+HCOO]-	189.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	11.5 minutes	32390414
Predicted by Siyang on May 30, 2022	27.5879 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.27 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	43.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3452.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	809.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	305.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	428.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	647.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1161.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	1133.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	103.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2556.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	685.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2191.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	964.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	591.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	896.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	681.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Arachidic acid	CCCCCCCCCCCCCCCCCCCC(O)=O	3372.3	Standard polar	33892256
Arachidic acid	CCCCCCCCCCCCCCCCCCCC(O)=O	2312.6	Standard non polar	33892256
Arachidic acid	CCCCCCCCCCCCCCCCCCCC(O)=O	2370.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Arachidic acid,1TMS,isomer #1	CCCCCCCCCCCCCCCCCCCC(=O)O[Si](C)(C)C	2439.5	Semi standard non polar	33892256
Arachidic acid,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2695.9	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	12.8 +/- 3.2 uM	Adult (>18 years old)	Male	Normal	11115414	details
Blood	Detected and Quantified	3.2 uM	Adult (>18 years old)	Male	Normal	11115414	details
Blood	Detected and Quantified	9.6 +/- 6.3 uM	Adult (>18 years old)	Male	Normal	11115414	details
Blood	Detected and Quantified	6.4 +/- 3.2 uM	Adult (>18 years old)	Male	Normal	11115414	details
Blood	Detected and Quantified	0.238 +/- 0.002 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	9.599 +/- 6.399 uM	Adult (>18 years old)	Male	Normal	17069347	details
Blood	Detected and Quantified	9.599 +/- 3.200 uM	Adult (>18 years old)	Male	Normal	17069347	details
Blood	Detected and Quantified	6.399 +/- 3.200 uM	Adult (>18 years old)	Male	Normal	17069347	details
Blood	Detected and Quantified	3.200 uM	Adult (>18 years old)	Male	Normal	17069347	details
Blood	Detected and Quantified	11.743 +/- 6.655 uM	Adult (>18 years old)	Female	Normal	9368807	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Schizophrenia	24789758	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Schizophrenia
Al Awam K, Haussleiter IS, Dudley E, Donev R, Brune M, Juckel G, Thome J: Multiplatform metabolome and proteome profiling identifies serum metabolite and protein signatures as prospective biomarkers for schizophrenia. J Neural Transm (Vienna). 2015 Aug;122 Suppl 1:S111-22. doi: 10.1007/s00702-014-1224-0. Epub 2014 May 1. [PubMed:24789758 ]
Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ] Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

181500 (Schizophrenia)
114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

28822

Food Biomarker Ontology

Not Available

VMH ID

ARACH

MarkerDB ID

Not Available

Good Scents ID

rw1242501

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Dray F: Sensitivity and specificity of eicosanoid radioimmunoassays: new strategy. Br J Dermatol. 1983 Jul;109 Suppl 25:36-40. [PubMed:6860583 ]
Onodera Y, Kawaguchi T, Itoh H: Fatty acid of cerebrospinal fluid in arrested hydrocephalus. Childs Brain. 1982;9(2):95-101. [PubMed:7094674 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Only showing the first 10 proteins. There are 71 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Fatty acid synthase

General function:: Involved in transferase activity
Specific function:: Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:: FASN
Uniprot ID:: P49327
Molecular weight:: 273424.06

Enzyme Details

2. Calcium-dependent phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. This isozyme hydrolyzes more efficiently L-alpha-1-palmitoyl-2-oleoyl phosphatidylcholine than L-alpha-1-palmitoyl-2-arachidonyl phosphatidylcholine, L-alpha-1-palmitoyl-2-arachidonyl phosphatidylethanolamine, or L-alpha-1-stearoyl-2-arachidonyl phosphatidylinositol. May be involved in the production of lung surfactant, the remodeling or regulation of cardiac muscle.
Gene Name:: PLA2G5
Uniprot ID:: P39877
Molecular weight:: 15674.065

Enzyme Details

3. Group IIF secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Hydrolyzes phosphatidylglycerol versus phosphatidylcholine with a 15-fold preference.
Gene Name:: PLA2G2F
Uniprot ID:: Q9BZM2
Molecular weight:: 23256.29

Enzyme Details

4. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

Enzyme Details

5. Phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:: PLA2G1B
Uniprot ID:: P04054
Molecular weight:: 16359.535

Enzyme Details

6. Group 10 secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a powerful potency for releasing arachidonic acid from cell membrane phospholipids. Prefers phosphatidylethanolamine and phosphatidylcholine liposomes to those of phosphatidylserine.
Gene Name:: PLA2G10
Uniprot ID:: O15496
Molecular weight:: 18153.04

Enzyme Details

7. Galactoside-binding soluble lectin 13

General function:: Involved in sugar binding
Specific function:: Has lysophospholipase activity.
Gene Name:: LGALS13
Uniprot ID:: Q9UHV8
Molecular weight:: 16118.44

Enzyme Details

8. Group IIE secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
Gene Name:: PLA2G2E
Uniprot ID:: Q9NZK7
Molecular weight:: 15988.525

Enzyme Details

9. Group XIIA secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Does not exhibit detectable activity toward sn-2-arachidonoyl- or linoleoyl-phosphatidylcholine or -phosphatidylethanolamine.
Gene Name:: PLA2G12A
Uniprot ID:: Q9BZM1
Molecular weight:: 21066.99

Enzyme Details

10. 85/88 kDa calcium-independent phospholipase A2

General function:: Involved in metabolic process
Specific function:: Catalyzes the release of fatty acids from phospholipids. It has been implicated in normal phospholipid remodeling, nitric oxide-induced or vasopressin-induced arachidonic acid release and in leukotriene and prostaglandin production. May participate in fas mediated apoptosis and in regulating transmembrane ion flux in glucose-stimulated B-cells. Has a role in cardiolipin (CL) deacylation. Required for both speed and directionality of monocyte MCP1/CCL2-induced chemotaxis through regulation of F-actin polymerization at the pseudopods. Isoform ankyrin-iPLA2-1 and isoform ankyrin-iPLA2-2, which lack the catalytic domain, are probably involved in the negative regulation of iPLA2 activity.
Gene Name:: PLA2G6
Uniprot ID:: O60733
Molecular weight:: 84092.635

Transporters

Enzyme Details

1. Long-chain fatty acid transport protein 1

General function:: Lipid transport and metabolism
Specific function:: Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:: SLC27A1
Uniprot ID:: Q6PCB7
Molecular weight:: 71107.5

Only showing the first 10 proteins. There are 71 proteins in total.

Show all enzymes and transporters

Showing metabocard for Arachidic acid (HMDB0002212)

MOL for HMDB0002212 (Arachidic acid)

3D MOL for HMDB0002212 (Arachidic acid)

3D SDF for HMDB0002212 (Arachidic acid)

3D-SDF for HMDB0002212 (Arachidic acid)

PDB for HMDB0002212 (Arachidic acid)

3D PDB for HMDB0002212 (Arachidic acid)

SMILES for HMDB0002212 (Arachidic acid)

INCHI for HMDB0002212 (Arachidic acid)

Structure for HMDB0002212 (Arachidic acid)

3D Structure for HMDB0002212 (Arachidic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

Enzymes

Transporters