Showing metabocard for 3-Hydroxyoctanoic acid (MMDBc0000398)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:36:52 UTC
Update Date2024-04-30 19:32:09 UTC
Metabolite IDMMDBc0000398
Metabolite Identification
Common Name3-Hydroxyoctanoic acid
Description3-Hydroxyoctanoic acid (CAS: 14292-27-4) is an organic 3-hydroxy dicarboxylic acid, a metabolite of medium-chain fatty acid oxidation found in human urine. It is believed that urinary 3-hydroxy dicarboxylic acids are derived from the omega-oxidation of 3-hydroxy fatty acids and the subsequent beta-oxidation of longer-chain 3-hydroxy dicarboxylic acids. (PMID:1870421 ). 3-Hydroxyoctanoic acid has been identified in the human placenta (PMID: 32033212 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f91f9f6feb8>


  Mrv1652303062020142D          

 11 10  0  0  0  0            999 V2000
 9997.9637 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2489 9998.4815    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.5339 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8190 9998.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1042 9998.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8190 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2489 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6785 9998.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3942 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1078 9998.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8234 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  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
M  END
Download

3D MOL for #<Metabolite:0x00007f91f9f6feb8>

HMDB0001954
     RDKit          3D
3-Hydroxyoctanoic acid
 27 26  0  0  0  0  0  0  0  0999 V2000
   -3.3415    0.7146    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244   -0.5180   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3828   -0.1453   -1.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571    0.8601   -0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1751    0.3819    0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0093   -0.8526    0.5962 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5611   -1.2297    1.8175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023   -0.7274   -0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    0.3261   -0.1104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0133    1.0605    0.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1489    0.5548   -0.9658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4116    0.4596    0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9976    1.1719    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2409    1.4324   -0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2086   -1.2048   -0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1609   -1.0275    0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8691   -1.0664   -1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8316    0.3396   -2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1044    1.7407   -0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2848    1.2567   -1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7112    1.2216    1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    0.1283    1.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -1.7011    0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904   -1.7567    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6423   -1.7128   -0.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6881   -0.6334   -1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245    0.9267   -0.6315 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  6
  7 24  1  0
  8 25  1  0
  8 26  1  0
 11 27  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f91f9f6feb8>


  Mrv1652303062020142D          

 11 10  0  0  0  0            999 V2000
 9997.9637 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2489 9998.4815    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9996.5339 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8190 9998.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.1042 9998.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.8190 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.2489 9999.3071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6785 9998.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3942 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.1078 9998.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.8234 9998.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  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
M  END
> <DATABASE_ID>
MMDBc0000398

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCC[C@H](O)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-/m0/s1

> <INCHI_KEY>
NDPLAKGOSZHTPH-ZETCQYMHSA-N

> <FORMULA>
C8H16O3

> <MOLECULAR_WEIGHT>
160.2108

> <EXACT_MASS>
160.109944378

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
17.974111503150823

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f91f9f6feb8>

HMDB0001954
     RDKit          3D
3-Hydroxyoctanoic acid
 27 26  0  0  0  0  0  0  0  0999 V2000
   -3.3415    0.7146    0.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244   -0.5180   -0.2146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3828   -0.1453   -1.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571    0.8601   -0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1751    0.3819    0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0093   -0.8526    0.5962 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5611   -1.2297    1.8175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1023   -0.7274   -0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815    0.3261   -0.1104 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0133    1.0605    0.9059 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1489    0.5548   -0.9658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4116    0.4596    0.2651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9976    1.1719    1.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2409    1.4324   -0.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2086   -1.2048   -0.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1609   -1.0275    0.7055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8691   -1.0664   -1.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8316    0.3396   -2.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1044    1.7407   -0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2848    1.2567   -1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7112    1.2216    1.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    0.1283    1.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3574   -1.7011    0.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904   -1.7567    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6423   -1.7128   -0.4220 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6881   -0.6334   -1.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0245    0.9267   -0.6315 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  6
  7 24  1  0
  8 25  1  0
  8 26  1  0
 11 27  1  0
M  END
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PDB for #<Metabolite:0x00007f91f9f6feb8>

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0    8662.8668663.064   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8661.5318663.832   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8660.1978663.064   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8658.8628663.832   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8657.5288663.064   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8658.8628665.373   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8661.5318665.373   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0    8664.2008663.832   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.5368663.064   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8666.8688663.832   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8668.2048663.064   0.000  0.00  0.00           C+0
CONECT    1    2    8                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    2                                                            
CONECT    8    1    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for #<Metabolite:0x00007f91f9f6feb8>

COMPND    HMDB0001954
HETATM    1  C1  UNL     1      -3.342   0.715   0.134  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.524  -0.518  -0.215  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.383  -0.145  -1.135  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.457   0.860  -0.499  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.175   0.382   0.764  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.009  -0.853   0.596  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.561  -1.230   1.817  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.102  -0.727  -0.408  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.082   0.326  -0.110  1.00  0.00           C  
HETATM   10  O2  UNL     1       3.013   1.060   0.906  1.00  0.00           O  
HETATM   11  O3  UNL     1       4.149   0.555  -0.966  1.00  0.00           O  
HETATM   12  H1  UNL     1      -4.412   0.460   0.265  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.998   1.172   1.087  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.241   1.432  -0.705  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.209  -1.205  -0.750  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.161  -1.027   0.705  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.869  -1.066  -1.455  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.832   0.340  -2.027  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.104   1.741  -0.221  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.285   1.257  -1.208  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.711   1.222   1.227  1.00  0.00           H  
HETATM   22  H11 UNL     1      -0.660   0.128   1.473  1.00  0.00           H  
HETATM   23  H12 UNL     1       0.357  -1.701   0.270  1.00  0.00           H  
HETATM   24  H13 UNL     1       2.390  -1.757   1.716  1.00  0.00           H  
HETATM   25  H14 UNL     1       2.642  -1.713  -0.422  1.00  0.00           H  
HETATM   26  H15 UNL     1       1.688  -0.633  -1.451  1.00  0.00           H  
HETATM   27  H16 UNL     1       5.024   0.927  -0.632  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:0x00007f91f9f6feb8>

CCCCC[C@H](O)CC(O)=O
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INCHI for #<Metabolite:0x00007f91f9f6feb8>

InChI=1S/C8H16O3/c1-2-3-4-5-7(9)6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m0/s1
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Synonyms
ValueSource
(3S)-3-Hydroxy-octanoic acidChEBI
(S)-3-Hydroxycaprylic acidChEBI
(S)-3-OH Octanoic acidChEBI
(S)-3-OH-Caprylic acidChEBI
(S)-beta-Hydroxycaprylic acidChEBI
(S)-beta-Hydroxyoctanoic acidChEBI
(S)-beta-OH-Caprylic acidChEBI
(S)-beta-OH-Octanoic acidChEBI
(3S)-3-Hydroxy-octanoateGenerator
(S)-3-HydroxycaprylateGenerator
(S)-3-OH OctanoateGenerator
(S)-3-OH-CaprylateGenerator
(S)-b-HydroxycaprylateGenerator
(S)-b-Hydroxycaprylic acidGenerator
(S)-beta-HydroxycaprylateGenerator
(S)-Β-hydroxycaprylateGenerator
(S)-Β-hydroxycaprylic acidGenerator
(S)-b-HydroxyoctanoateGenerator
(S)-b-Hydroxyoctanoic acidGenerator
(S)-beta-HydroxyoctanoateGenerator
(S)-Β-hydroxyoctanoateGenerator
(S)-Β-hydroxyoctanoic acidGenerator
(S)-b-OH-CaprylateGenerator
(S)-b-OH-Caprylic acidGenerator
(S)-beta-OH-CaprylateGenerator
(S)-Β-OH-caprylateGenerator
(S)-Β-OH-caprylic acidGenerator
(S)-b-OH-OctanoateGenerator
(S)-b-OH-Octanoic acidGenerator
(S)-beta-OH-OctanoateGenerator
(S)-Β-OH-octanoateGenerator
(S)-Β-OH-octanoic acidGenerator
3-HydroxyoctanoateGenerator
(S)-3-HydroxyoctanoateHMDB
3-Hydroxyoctanoic acid, (S)-isomerHMDB
(3S)-3-HydroxyoctanoateHMDB
(3S)-3-Hydroxyoctanoic acidHMDB
(±)-3-hydroxyoctanoateHMDB
(±)-3-hydroxyoctanoic acidHMDB
3-HydroxycaprylateHMDB
3-Hydroxycaprylic acidHMDB
FA(8:0(3-OH))HMDB
FA(8:0(3S-OH))HMDB
S-3-HydroxyoctanoateHMDB
S-3-Hydroxyoctanoic acidHMDB
beta-HydroxycaprylateHMDB
beta-Hydroxycaprylic acidHMDB
beta-HydroxyoctanoateHMDB
beta-Hydroxyoctanoic acidHMDB
Β-hydroxycaprylateHMDB
Β-hydroxycaprylic acidHMDB
Β-hydroxyoctanoateHMDB
Β-hydroxyoctanoic acidHMDB
3-Hydroxyoctanoic acidMeSH
Molecular FormulaC8H16O3
Average Mass160.2108
Monoisotopic Mass160.109944378
IUPAC Name(3S)-3-hydroxyoctanoic acid
Traditional Name(S)-3-hydroxyoctanoic acid
CAS Registry NumberNot Available
SMILES
CCCCC[C@H](O)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-/m0/s1
InChI KeyNDPLAKGOSZHTPH-ZETCQYMHSA-N