Showing metabocard for (R)-3-Hydroxyoctanoic acid (MMDBc0047808)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:43:40 UTC
Update Date2022-09-01 01:59:25 UTC
Metabolite IDMMDBc0047808
Metabolite Identification
Common Name(R)-3-Hydroxyoctanoic acid
Description(R)-3-Hydroxyoctanoic acid, also known as (R)-3-OH-caprylic acid or (3R)-3-hydroxy-octanoate, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain (R)-3-Hydroxyoctanoic acid exists in all eukaryotes, ranging from yeast to plants to humans. In humans, (R)-3-hydroxyoctanoic acid is involved in the fatty acid biosynthesis pathway (R)-3-Hydroxyoctanoic acid has been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), fruits, and milk and milk products. This could make (R)-3-hydroxyoctanoic acid a potential biomarker for the consumption of these foods (R)-3-Hydroxyoctanoic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on (R)-3-Hydroxyoctanoic acid.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f923378bc80>


  Mrv0541 02241201182D          

 12 11  0  0  1  0            999 V2000
   12.3712   -7.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3712   -6.7787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0857   -8.0098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0945   -7.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8092   -8.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5239   -7.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2329   -8.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9418   -7.5976    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6565   -8.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3800   -8.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3545   -6.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4668   -6.9501    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
  1  9  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  1  0  0  0
  8 12  1  6  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f923378bc80>

HMDB0010722
     RDKit          3D
(R)-3-Hydroxyoctanoic acid
 27 26  0  0  0  0  0  0  0  0999 V2000
   -2.8163    1.8974   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1539    0.6096   -0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8029   -0.2246    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1395   -1.5091    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -1.2952   -0.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1876   -0.5528    0.2515 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6205   -1.1326    1.4099 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -0.2834   -0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374    0.4479   -0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2842   -0.1469    0.6217 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722    1.8204   -0.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129    2.3333   -0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156    2.5846    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5553    1.6499    0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357    0.0783   -1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2480    0.8865   -1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2464    0.3622    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7731   -0.5124    1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -2.1825    1.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -2.0231   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5322   -2.3200   -0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -0.7510   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7535    0.4487    0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342   -1.4525    2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837    0.2640   -1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.2872   -1.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4631    2.2903   -0.3844 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
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  1
  7 24  1  0
  8 25  1  0
  8 26  1  0
 11 27  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f923378bc80>


  Mrv0541 02241201182D          

 12 11  0  0  1  0            999 V2000
   12.3712   -7.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3712   -6.7787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0857   -8.0098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0945   -7.5975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8092   -8.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5239   -7.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2329   -8.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9418   -7.5976    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6565   -8.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3800   -8.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3545   -6.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4668   -6.9501    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
  1  9  1  0  0  0  0
  4 10  1  0  0  0  0
  8 11  1  1  0  0  0
  8 12  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047808

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(CCCCC)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1

> <INCHI_KEY>
NDPLAKGOSZHTPH-SSDOTTSWSA-N

> <FORMULA>
C8H16O3

> <MOLECULAR_WEIGHT>
160.2108

> <EXACT_MASS>
160.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
18.13596616469859

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-3-hydroxyoctanoic acid

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.4692223906666668

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.288498485482194

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.83879184641206

> <JCHEM_PKA_STRONGEST_BASIC>
-2.798587340234124

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
41.79109999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-3-hydroxyoctanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f923378bc80>

HMDB0010722
     RDKit          3D
(R)-3-Hydroxyoctanoic acid
 27 26  0  0  0  0  0  0  0  0999 V2000
   -2.8163    1.8974   -0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1539    0.6096   -0.5265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8029   -0.2246    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1395   -1.5091    0.2796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -1.2952   -0.4906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1876   -0.5528    0.2515 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6205   -1.1326    1.4099 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3325   -0.2834   -0.7016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374    0.4479   -0.0787 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2842   -0.1469    0.6217 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5722    1.8204   -0.2501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3129    2.3333   -0.9916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156    2.5846    0.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5553    1.6499    0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357    0.0783   -1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2480    0.8865   -1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2464    0.3622    1.4240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7731   -0.5124    1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9786   -2.1825    1.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8511   -2.0231   -0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5322   -2.3200   -0.7192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0772   -0.7510   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7535    0.4487    0.5253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342   -1.4525    2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8837    0.2640   -1.5669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6763   -1.2872   -1.0538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4631    2.2903   -0.3844 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
  6  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  2 16  1  0
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  1
  7 24  1  0
  8 25  1  0
  8 26  1  0
 11 27  1  0
M  END
Download

PDB for #<Metabolite:0x00007f923378bc80>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      23.093 -14.182   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      23.093 -12.654   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      24.427 -14.952   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      15.110 -14.182   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.444 -14.952   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.778 -14.182   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.101 -14.952   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.425 -14.182   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.759 -14.952   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.776 -14.952   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      19.328 -12.941   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0      21.405 -12.974   0.000  0.00  0.00           H+0
CONECT    1    2    3    9                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    5   10                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11   12                                             
CONECT    9    8    1                                                       
CONECT   10    4                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for #<Metabolite:0x00007f923378bc80>

COMPND    HMDB0010722
HETATM    1  C1  UNL     1      -2.816   1.897  -0.093  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.154   0.610  -0.526  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.803  -0.225   0.703  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.140  -1.509   0.280  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.129  -1.295  -0.491  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.188  -0.553   0.252  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.620  -1.133   1.410  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.332  -0.283  -0.702  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.437   0.448  -0.079  1.00  0.00           C  
HETATM   10  O2  UNL     1       4.284  -0.147   0.622  1.00  0.00           O  
HETATM   11  O3  UNL     1       3.572   1.820  -0.250  1.00  0.00           O  
HETATM   12  H1  UNL     1      -3.313   2.333  -0.992  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.016   2.585   0.292  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.555   1.650   0.685  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.836   0.078  -1.194  1.00  0.00           H  
HETATM   16  H5  UNL     1      -1.248   0.887  -1.105  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.246   0.362   1.424  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.773  -0.512   1.168  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.979  -2.183   1.133  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.851  -2.023  -0.404  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.532  -2.320  -0.719  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.077  -0.751  -1.435  1.00  0.00           H  
HETATM   23  H12 UNL     1       0.754   0.449   0.525  1.00  0.00           H  
HETATM   24  H13 UNL     1       0.934  -1.452   2.010  1.00  0.00           H  
HETATM   25  H14 UNL     1       1.884   0.264  -1.567  1.00  0.00           H  
HETATM   26  H15 UNL     1       2.676  -1.287  -1.054  1.00  0.00           H  
HETATM   27  H16 UNL     1       4.463   2.290  -0.384  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4   17   18
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7    8   23
CONECT    7   24
CONECT    8    9   25   26
CONECT    9   10   10   11
CONECT   11   27
END
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SMILES for #<Metabolite:0x00007f923378bc80>

[H][C@@](O)(CCCCC)CC(O)=O
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INCHI for #<Metabolite:0x00007f923378bc80>

InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1
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Synonyms
ValueSource
(3R)-3-Hydroxy-octanoic acidChEBI
(R)-3-Hydroxycaprylic acidChEBI
(R)-3-OH Octanoic acidChEBI
(R)-3-OH-Caprylic acidChEBI
(R)-beta-Hydroxycaprylic acidChEBI
(R)-beta-Hydroxyoctanoic acidChEBI
(R)-beta-OH-Caprylic acidChEBI
(R)-beta-OH-Octanoic acidChEBI
(3R)-3-Hydroxy-octanoateGenerator
(R)-3-HydroxycaprylateGenerator
(R)-3-OH OctanoateGenerator
(R)-3-OH-CaprylateGenerator
(R)-b-HydroxycaprylateGenerator
(R)-b-Hydroxycaprylic acidGenerator
(R)-beta-HydroxycaprylateGenerator
(R)-Β-hydroxycaprylateGenerator
(R)-Β-hydroxycaprylic acidGenerator
(R)-b-HydroxyoctanoateGenerator
(R)-b-Hydroxyoctanoic acidGenerator
(R)-beta-HydroxyoctanoateGenerator
(R)-Β-hydroxyoctanoateGenerator
(R)-Β-hydroxyoctanoic acidGenerator
(R)-b-OH-CaprylateGenerator
(R)-b-OH-Caprylic acidGenerator
(R)-beta-OH-CaprylateGenerator
(R)-Β-OH-caprylateGenerator
(R)-Β-OH-caprylic acidGenerator
(R)-b-OH-OctanoateGenerator
(R)-b-OH-Octanoic acidGenerator
(R)-beta-OH-OctanoateGenerator
(R)-Β-OH-octanoateGenerator
(R)-Β-OH-octanoic acidGenerator
(R)-3-HydroxyoctanoateGenerator
Molecular FormulaC8H16O3
Average Mass160.2108
Monoisotopic Mass160.109944378
IUPAC Name(3R)-3-hydroxyoctanoic acid
Traditional Name(R)-3-hydroxyoctanoic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](O)(CCCCC)CC(O)=O
InChI Identifier
InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1
InChI KeyNDPLAKGOSZHTPH-SSDOTTSWSA-N