Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-04-11 22:17:11 UTC

Update Date

2022-09-22 18:34:28 UTC

HMDB ID

HMDB0061659

Secondary Accession Numbers

HMDB61659

Metabolite Identification

Common Name

2(R)-hydroxyicosanoic acid

Description

2(R)-hydroxyicosanoic acid, also known as a-hydroxyeicosanoate or alpha-hydroxyarachidic 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. 2(R)-hydroxyicosanoic 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

HMDB0061659
     RDKit          3D
2(R)-hydroxyicosanoic acid
 63 62  0  0  0  0  0  0  0  0999 V2000
    6.9860   -2.9959   -1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1719   -2.3316    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5753   -0.9414    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067   -1.0853   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049    0.2559   -0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4758    1.0305    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7866    2.3499    0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    2.1685    0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    1.3895    1.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1807    1.1977    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085    2.4823    0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462    2.4237    0.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4016    1.8906   -0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    0.4803   -1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843   -0.4690    0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -0.3266    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9217   -0.5880   -1.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4167   -0.4629   -0.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9178   -1.4262    0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3175   -1.2186    0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7149   -2.8311   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5717   -3.3209   -0.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7968   -3.6782   -0.4541 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8867   -2.2066   -1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0784   -3.6319   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8731   -3.6403   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2249   -2.3258    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6058   -2.9663    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7428   -0.3510    1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0607   -0.4177   -0.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5560   -1.6870    0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644   -1.5898   -1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8466    0.7888   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513    0.0121   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5435    1.2781    1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0761    0.4344    1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915    2.8664    1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370    3.0036    0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2220    1.6413   -0.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8741    3.1792    0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1095    0.4257    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100    1.9489    2.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1477    0.5531    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.6233    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4154    3.1099    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0469    3.1334    0.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4485    3.4336    0.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3994    1.7967    1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9740    2.4960   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5348    2.0638   -0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7441    0.3222   -2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1347    0.2464   -1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517   -1.5357   -0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260   -0.3198    1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4985   -1.0014    1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    0.7079    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401   -1.5611   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6409    0.2179   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6144    0.5781   -0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9505   -0.7049   -1.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4859   -1.1925    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5631   -0.3516   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7417   -3.3706   -0.5273 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
 19 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 23 63  1  0
M  END


  Mrv0541 04111415172D          

 23 22  0  0  0  0            999 V2000
   11.1375    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4230    6.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    5.6052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520    7.6677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5664    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2809    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9954    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7099    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4243    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1388    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8533    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5677    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2822    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9967    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7112    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4256    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1401    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8546    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5690    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2835    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9980    6.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7124    6.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  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
 13 14  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
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061659

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCCC(O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(21)20(22)23/h19,21H,2-18H2,1H3,(H,22,23)

> <INCHI_KEY>
CPLYLXYEVLGWFJ-UHFFFAOYSA-N

> <FORMULA>
C20H40O3

> <MOLECULAR_WEIGHT>
328.5298

> <EXACT_MASS>
328.297745146

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
43.7417363732372

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxyicosanoic acid

> <ALOGPS_LOGP>
7.94

> <JCHEM_LOGP>
7.163791517

> <ALOGPS_LOGS>
-6.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.284148890034412

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.255557640559995

> <JCHEM_PKA_STRONGEST_BASIC>
-3.797528712514443

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
96.9798

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.06e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxyicosanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061659
     RDKit          3D
2(R)-hydroxyicosanoic acid
 63 62  0  0  0  0  0  0  0  0999 V2000
    6.9860   -2.9959   -1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1719   -2.3316    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5753   -0.9414    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067   -1.0853   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049    0.2559   -0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4758    1.0305    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7866    2.3499    0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    2.1685    0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    1.3895    1.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1807    1.1977    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085    2.4823    0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462    2.4237    0.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4016    1.8906   -0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    0.4803   -1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843   -0.4690    0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -0.3266    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9217   -0.5880   -1.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4167   -0.4629   -0.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9178   -1.4262    0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3175   -1.2186    0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7149   -2.8311   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5717   -3.3209   -0.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7968   -3.6782   -0.4541 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8867   -2.2066   -1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0784   -3.6319   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8731   -3.6403   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2249   -2.3258    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6058   -2.9663    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7428   -0.3510    1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0607   -0.4177   -0.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5560   -1.6870    0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644   -1.5898   -1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8466    0.7888   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513    0.0121   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5435    1.2781    1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0761    0.4344    1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915    2.8664    1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370    3.0036    0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2220    1.6413   -0.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8741    3.1792    0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1095    0.4257    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100    1.9489    2.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1477    0.5531    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.6233    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4154    3.1099    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0469    3.1334    0.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4485    3.4336    0.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3994    1.7967    1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9740    2.4960   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5348    2.0638   -0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7441    0.3222   -2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1347    0.2464   -1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517   -1.5357   -0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260   -0.3198    1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4985   -1.0014    1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    0.7079    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401   -1.5611   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6409    0.2179   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6144    0.5781   -0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9505   -0.7049   -1.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4859   -1.1925    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5631   -0.3516   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7417   -3.3706   -0.5273 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
 19 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 23 63  1  0
M  END

HEADER    PROTEIN                                 11-APR-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-APR-14         0                                  
HETATM    1  C   UNK     0      20.790  12.003   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      19.456  12.773   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      20.790  10.463   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      22.124  12.773   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      22.124  14.313   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      23.457  12.003   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.791  12.773   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.125  12.003   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.458  12.773   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.792  12.003   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.126  12.773   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.459  12.003   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.793  12.773   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      34.127  12.003   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.461  12.773   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      36.794  12.003   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      38.128  12.773   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.462  12.003   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      40.795  12.773   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      42.129  12.003   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      43.463  12.773   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      44.796  12.003   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      46.130  12.773   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    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                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0061659
HETATM    1  C1  UNL     1       6.986  -2.996  -1.171  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.172  -2.332   0.194  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.575  -0.941   0.109  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.107  -1.085  -0.235  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.405   0.256  -0.349  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.476   1.030   0.944  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.787   2.350   0.786  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.349   2.168   0.413  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.648   1.389   1.481  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.181   1.198   1.080  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.509   2.482   0.932  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.946   2.424   0.615  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.402   1.891  -0.660  1.00  0.00           C  
HETATM   14  C14 UNL     1      -2.139   0.480  -1.005  1.00  0.00           C  
HETATM   15  C15 UNL     1      -2.684  -0.469   0.002  1.00  0.00           C  
HETATM   16  C16 UNL     1      -4.165  -0.327   0.176  1.00  0.00           C  
HETATM   17  C17 UNL     1      -4.922  -0.588  -1.090  1.00  0.00           C  
HETATM   18  C18 UNL     1      -6.417  -0.463  -0.853  1.00  0.00           C  
HETATM   19  C19 UNL     1      -6.918  -1.426   0.181  1.00  0.00           C  
HETATM   20  O1  UNL     1      -8.318  -1.219   0.317  1.00  0.00           O  
HETATM   21  C20 UNL     1      -6.715  -2.831  -0.221  1.00  0.00           C  
HETATM   22  O2  UNL     1      -5.572  -3.321  -0.369  1.00  0.00           O  
HETATM   23  O3  UNL     1      -7.797  -3.678  -0.454  1.00  0.00           O  
HETATM   24  H1  UNL     1       6.887  -2.207  -1.948  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.078  -3.632  -1.178  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.873  -3.640  -1.342  1.00  0.00           H  
HETATM   27  H4  UNL     1       8.225  -2.326   0.511  1.00  0.00           H  
HETATM   28  H5  UNL     1       6.606  -2.966   0.921  1.00  0.00           H  
HETATM   29  H6  UNL     1       6.743  -0.351   1.011  1.00  0.00           H  
HETATM   30  H7  UNL     1       7.061  -0.418  -0.739  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.556  -1.687   0.510  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.964  -1.590  -1.213  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.847   0.789  -1.204  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.351   0.012  -0.594  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.544   1.278   1.200  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.076   0.434   1.763  1.00  0.00           H  
HETATM   37  H14 UNL     1       3.891   2.866   1.787  1.00  0.00           H  
HETATM   38  H15 UNL     1       4.337   3.004   0.076  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.222   1.641  -0.552  1.00  0.00           H  
HETATM   40  H17 UNL     1       1.874   3.179   0.260  1.00  0.00           H  
HETATM   41  H18 UNL     1       2.109   0.426   1.688  1.00  0.00           H  
HETATM   42  H19 UNL     1       1.610   1.949   2.453  1.00  0.00           H  
HETATM   43  H20 UNL     1       0.148   0.553   0.207  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.245   0.623   1.970  1.00  0.00           H  
HETATM   45  H22 UNL     1      -0.415   3.110   1.890  1.00  0.00           H  
HETATM   46  H23 UNL     1      -0.047   3.133   0.120  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.448   3.434   0.848  1.00  0.00           H  
HETATM   48  H25 UNL     1      -2.399   1.797   1.490  1.00  0.00           H  
HETATM   49  H26 UNL     1      -1.974   2.496  -1.542  1.00  0.00           H  
HETATM   50  H27 UNL     1      -3.535   2.064  -0.700  1.00  0.00           H  
HETATM   51  H28 UNL     1      -2.744   0.322  -2.005  1.00  0.00           H  
HETATM   52  H29 UNL     1      -1.135   0.246  -1.366  1.00  0.00           H  
HETATM   53  H30 UNL     1      -2.452  -1.536  -0.280  1.00  0.00           H  
HETATM   54  H31 UNL     1      -2.226  -0.320   1.011  1.00  0.00           H  
HETATM   55  H32 UNL     1      -4.498  -1.001   1.005  1.00  0.00           H  
HETATM   56  H33 UNL     1      -4.430   0.708   0.497  1.00  0.00           H  
HETATM   57  H34 UNL     1      -4.640  -1.561  -1.494  1.00  0.00           H  
HETATM   58  H35 UNL     1      -4.641   0.218  -1.818  1.00  0.00           H  
HETATM   59  H36 UNL     1      -6.614   0.578  -0.604  1.00  0.00           H  
HETATM   60  H37 UNL     1      -6.950  -0.705  -1.815  1.00  0.00           H  
HETATM   61  H38 UNL     1      -6.486  -1.192   1.189  1.00  0.00           H  
HETATM   62  H39 UNL     1      -8.563  -0.352  -0.058  1.00  0.00           H  
HETATM   63  H40 UNL     1      -8.742  -3.371  -0.527  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7   35   36
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   45   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   51   52
CONECT   15   16   53   54
CONECT   16   17   55   56
CONECT   17   18   57   58
CONECT   18   19   59   60
CONECT   19   20   21   61
CONECT   20   62
CONECT   21   22   22   23
CONECT   23   63
END

HMDB0061659
     RDKit          3D
2(R)-hydroxyicosanoic acid
 63 62  0  0  0  0  0  0  0  0999 V2000
    6.9860   -2.9959   -1.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1719   -2.3316    0.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5753   -0.9414    0.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1067   -1.0853   -0.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049    0.2559   -0.3489 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4758    1.0305    0.9441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7866    2.3499    0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    2.1685    0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6483    1.3895    1.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1807    1.1977    1.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5085    2.4823    0.9323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9462    2.4237    0.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4016    1.8906   -0.6603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1394    0.4803   -1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843   -0.4690    0.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -0.3266    0.1762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9217   -0.5880   -1.0898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4167   -0.4629   -0.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9178   -1.4262    0.1811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3175   -1.2186    0.3166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7149   -2.8311   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5717   -3.3209   -0.3693 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7968   -3.6782   -0.4541 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8867   -2.2066   -1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0784   -3.6319   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8731   -3.6403   -1.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2249   -2.3258    0.5113 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6058   -2.9663    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7428   -0.3510    1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0607   -0.4177   -0.7391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5560   -1.6870    0.5101 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644   -1.5898   -1.2126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8466    0.7888   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513    0.0121   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5435    1.2781    1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0761    0.4344    1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8915    2.8664    1.7869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3370    3.0036    0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2220    1.6413   -0.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8741    3.1792    0.2599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1095    0.4257    1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100    1.9489    2.4525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1477    0.5531    0.2070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    0.6233    1.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4154    3.1099    1.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0469    3.1334    0.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4485    3.4336    0.8479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3994    1.7967    1.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9740    2.4960   -1.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5348    2.0638   -0.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7441    0.3222   -2.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1347    0.2464   -1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4517   -1.5357   -0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2260   -0.3198    1.0110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4985   -1.0014    1.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4302    0.7079    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6401   -1.5611   -1.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6409    0.2179   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6144    0.5781   -0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9505   -0.7049   -1.8151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4859   -1.1925    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5631   -0.3516   -0.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7417   -3.3706   -0.5273 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
 19 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 16 56  1  0
 17 57  1  0
 17 58  1  0
 18 59  1  0
 18 60  1  0
 19 61  1  0
 20 62  1  0
 23 63  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxyeicosanoic acid	ChEBI
alpha-Hydroxyarachidic acid	ChEBI
alpha-Hydroxyeicosanoic acid	ChEBI
alpha-Hydroxyicosanoic acid	ChEBI
2-Hydroxyeicosanoate	Generator
a-Hydroxyarachidate	Generator
a-Hydroxyarachidic acid	Generator
alpha-Hydroxyarachidate	Generator
Α-hydroxyarachidate	Generator
Α-hydroxyarachidic acid	Generator
a-Hydroxyeicosanoate	Generator
a-Hydroxyeicosanoic acid	Generator
alpha-Hydroxyeicosanoate	Generator
Α-hydroxyeicosanoate	Generator
Α-hydroxyeicosanoic acid	Generator
a-Hydroxyicosanoate	Generator
a-Hydroxyicosanoic acid	Generator
alpha-Hydroxyicosanoate	Generator
Α-hydroxyicosanoate	Generator
Α-hydroxyicosanoic acid	Generator
2(R)-Hydroxyicosanoate	Generator
2-Hydroxyicosanoate	HMDB
2-Hydroxyarachidate	Generator

Chemical Formula

C₂₀H₄₀O₃

Average Molecular Weight

328.5298

Monoisotopic Molecular Weight

328.297745146

IUPAC Name

2-hydroxyicosanoic acid

Traditional Name

2-hydroxyicosanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCC(O)C(O)=O

InChI Identifier

InChI=1S/C20H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(21)20(22)23/h19,21H,2-18H2,1H3,(H,22,23)

InChI Key

CPLYLXYEVLGWFJ-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
Hydroxy fatty acid
Alpha-hydroxy acid
Hydroxy acid
Monosaccharide
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:76992 )
2-hydroxy fatty acid (CHEBI:76992 )
Hydroxy fatty acids (LMFA01050073 )

Ontology

Not Available

Exogenous (HMDB: HMDB0061659)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00031 g/L	ALOGPS
logP	7.94	ALOGPS
logP	7.16	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	96.98 m³·mol⁻¹	ChemAxon
Polarizability	43.74 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]+	186.698	31661259
DarkChem	[M-H]-	187.131	31661259
DeepCCS	[M+H]+	185.354	30932474
DeepCCS	[M-H]-	181.335	30932474
DeepCCS	[M-2H]-	218.125	30932474
DeepCCS	[M+Na]+	194.204	30932474
AllCCS	[M+H]+	196.7	32859911
AllCCS	[M+H-H2O]+	194.1	32859911
AllCCS	[M+NH4]+	199.2	32859911
AllCCS	[M+Na]+	199.9	32859911
AllCCS	[M-H]-	187.5	32859911
AllCCS	[M+Na-2H]-	188.8	32859911
AllCCS	[M+HCOO]-	190.4	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.	11.05 minutes	32390414
Predicted by Siyang on May 30, 2022	24.8493 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.37 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3331.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	655.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	262.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	322.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	618.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1074.1 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	1021.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	116.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2310.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	667.4 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	2043.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	855.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	540.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	745.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	573.6 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2(R)-hydroxyicosanoic acid	CCCCCCCCCCCCCCCCCCC(O)C(O)=O	3612.7	Standard polar	33892256
2(R)-hydroxyicosanoic acid	CCCCCCCCCCCCCCCCCCC(O)C(O)=O	2411.6	Standard non polar	33892256
2(R)-hydroxyicosanoic acid	CCCCCCCCCCCCCCCCCCC(O)C(O)=O	2529.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2(R)-hydroxyicosanoic acid,1TMS,isomer #1	CCCCCCCCCCCCCCCCCCC(O[Si](C)(C)C)C(=O)O	2575.6	Semi standard non polar	33892256
2(R)-hydroxyicosanoic acid,1TMS,isomer #2	CCCCCCCCCCCCCCCCCCC(O)C(=O)O[Si](C)(C)C	2567.8	Semi standard non polar	33892256
2(R)-hydroxyicosanoic acid,2TMS,isomer #1	CCCCCCCCCCCCCCCCCCC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2617.5	Semi standard non polar	33892256
2(R)-hydroxyicosanoic acid,1TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(=O)O	2837.1	Semi standard non polar	33892256
2(R)-hydroxyicosanoic acid,1TBDMS,isomer #2	CCCCCCCCCCCCCCCCCCC(O)C(=O)O[Si](C)(C)C(C)(C)C	2818.2	Semi standard non polar	33892256
2(R)-hydroxyicosanoic acid,2TBDMS,isomer #1	CCCCCCCCCCCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3091.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2(R)-hydroxyicosanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01px-7591000000-18dfc2edd63b6cc1c30e	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2(R)-hydroxyicosanoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0a6r-9433200000-3767d28e0bb73b8c0b53	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2(R)-hydroxyicosanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2(R)-hydroxyicosanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 10V, Positive-QTOF	splash10-03fr-0049000000-ef94ee0c2b46af011637	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 20V, Positive-QTOF	splash10-117l-2493000000-79c42a69e5c58fbdcf01	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 40V, Positive-QTOF	splash10-052o-8970000000-cdfe16b9a7653e337580	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 10V, Negative-QTOF	splash10-004i-0029000000-aa1a46e7ac444e0a6d75	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 20V, Negative-QTOF	splash10-0560-0095000000-beaf1c8a7d5d0cbc8c6a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 40V, Negative-QTOF	splash10-0ugl-7090000000-bbe0b59b0772b3ab806e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 10V, Negative-QTOF	splash10-004i-0009000000-4d139c15ac1183b67829	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 20V, Negative-QTOF	splash10-004i-1029000000-c85f2dad4ef7fb8900d5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 40V, Negative-QTOF	splash10-0006-9000000000-b0b302e756299d44a3b2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 10V, Positive-QTOF	splash10-004i-2039000000-b90700eaecaf424b78a5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 20V, Positive-QTOF	splash10-08iu-9244000000-23fb95cb412919217513	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(R)-hydroxyicosanoic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-7567f1d1ac8791132251	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5225199

PDB ID

Not Available

ChEBI ID

76992

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
The AOCS Lipid Library [Link]

Showing metabocard for 2(R)-hydroxyicosanoic acid (HMDB0061659)

MOL for HMDB0061659 (2(R)-hydroxyicosanoic acid)

3D MOL for HMDB0061659 (2(R)-hydroxyicosanoic acid)

3D SDF for HMDB0061659 (2(R)-hydroxyicosanoic acid)

3D-SDF for HMDB0061659 (2(R)-hydroxyicosanoic acid)

PDB for HMDB0061659 (2(R)-hydroxyicosanoic acid)

3D PDB for HMDB0061659 (2(R)-hydroxyicosanoic acid)

SMILES for HMDB0061659 (2(R)-hydroxyicosanoic acid)

INCHI for HMDB0061659 (2(R)-hydroxyicosanoic acid)

Structure for HMDB0061659 (2(R)-hydroxyicosanoic acid)

3D Structure for HMDB0061659 (2(R)-hydroxyicosanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra