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Showing NP-Card for 3-Hydroxyisoheptanoic acid (NP0086909)

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Record Information
Version2.0
Created at2022-05-11 16:34:24 UTC
Updated at2022-05-11 16:34:24 UTC
NP-MRD IDNP0086909
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Hydroxyisoheptanoic acid
Description3-Hydroxyisoheptanoic acid, also known as 3-hydroxy-5-methylhexanoate, 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. 3-Hydroxyisoheptanoic acid was first documented in 1981 (PMID: 7237839). 3-Hydroxyisoheptanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0086909 (3-Hydroxyisoheptanoic acid)


  Mrv0541 02231219252D          

 10  9  0  0  0  0            999 V2000
   26.1343   -5.1301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2778   -3.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5632   -5.1301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1343   -4.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7053   -4.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4199   -3.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8488   -3.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9908   -3.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7053   -5.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5632   -4.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2 10  1  0  0  0  0
  3 10  2  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  7 10  1  0  0  0  0
M  END
Download

3D MOL for NP0086909 (3-Hydroxyisoheptanoic acid)

     RDKit          3D

 24 23  0  0  0  0  0  0  0  0999 V2000
   -2.3788   -0.4215   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4590    0.4847    0.4850 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9818    1.5681   -0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4282   -0.3098    1.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4964   -1.1161    0.3967 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1358   -2.0864   -0.3978 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5055   -0.4064   -0.4345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4453    0.4484    0.2937 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3932    0.5530    1.5276 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4065    1.1522   -0.3892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2531    0.2403   -0.6086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8884   -0.7932   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7674   -1.1899    0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1433    0.9284    1.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232    1.9742   -0.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6759    2.4319   -0.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0423    1.3018   -1.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9989   -1.0269    1.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1123    0.3380    1.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0974   -1.7393    1.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1723   -2.0377   -1.3429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0376    0.1360   -1.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1501   -1.1762   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3130    0.7465   -0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8 10  1  0
  8  9  2  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  1
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  1
  6 21  1  0
  7 22  1  0
  7 23  1  0
 10 24  1  0
M  END
Download

3D SDF for NP0086909 (3-Hydroxyisoheptanoic acid)


  Mrv0541 02231219252D          

 10  9  0  0  0  0            999 V2000
   26.1343   -5.1301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2778   -3.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5632   -5.1301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1343   -4.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7053   -4.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4199   -3.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8488   -3.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9908   -3.8926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7053   -5.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5632   -4.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2 10  1  0  0  0  0
  3 10  2  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  1  0  0  0  0
  7 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086909

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H14O3/c1-5(2)3-6(8)4-7(9)10/h5-6,8H,3-4H2,1-2H3,(H,9,10)

> <INCHI_KEY>
SCAWECGFPWPHAR-UHFFFAOYSA-N

> <FORMULA>
C7H14O3

> <MOLECULAR_WEIGHT>
146.1843

> <EXACT_MASS>
146.094294314

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
15.821835404208088

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-5-methylhexanoic acid

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
0.8671041569999995

> <ALOGPS_LOGS>
-0.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.280442797222399

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.765313027492492

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8021102433447043

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
37.1377

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.90e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxyisoheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0086909 (3-Hydroxyisoheptanoic acid)

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PDB for NP0086909 (3-Hydroxyisoheptanoic acid)
HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      48.784  -9.576   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      52.785  -7.266   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      51.451  -9.576   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      48.784  -8.036   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      46.117  -8.036   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      47.450  -7.266   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      50.118  -7.266   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      44.783  -7.266   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      46.117  -9.576   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      51.451  -8.036   0.000  0.00  0.00           C+0
CONECT    1    4                                                            
CONECT    2   10                                                            
CONECT    3   10                                                            
CONECT    4    1    6    7                                                  
CONECT    5    6    8    9                                                  
CONECT    6    4    5                                                       
CONECT    7    4   10                                                       
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    2    3    7                                                  
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0086909 (3-Hydroxyisoheptanoic acid)
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SMILES for NP0086909 (3-Hydroxyisoheptanoic acid)
CC(C)CC(O)CC(O)=O
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INCHI for NP0086909 (3-Hydroxyisoheptanoic acid)
InChI=1S/C7H14O3/c1-5(2)3-6(8)4-7(9)10/h5-6,8H,3-4H2,1-2H3,(H,9,10)
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View in JSmol
Synonyms
ValueSource
3-HydroxyisoheptanoateGenerator
3-Hydroxy-5-methylhexanoateHMDB
3-Hydroxy-5-methylhexanoic acidHMDB
3-Hydroxyisoheptanoic acidMeSH
Chemical FormulaC7H14O3
Average Mass146.1843 Da
Monoisotopic Mass146.09429 Da
IUPAC Name3-hydroxy-5-methylhexanoic acid
Traditional Name3-hydroxyisoheptanoic acid
CAS Registry NumberNot Available
SMILES
CC(C)CC(O)CC(O)=O
InChI Identifier
InChI=1S/C7H14O3/c1-5(2)3-6(8)4-7(9)10/h5-6,8H,3-4H2,1-2H3,(H,9,10)
InChI KeySCAWECGFPWPHAR-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description 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.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassHydroxy acids and derivatives  
Sub ClassMedium-chain hydroxy acids and derivatives  
Direct ParentMedium-chain hydroxy acids and derivatives  
Alternative Parents
Substituents
  • Medium-chain hydroxy acid
    • 

  • Medium-chain fatty acid
    • 

  • Beta-hydroxy acid
    • 

  • Branched fatty acid
    • 

  • Hydroxy fatty acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.92ALOGPS
logP0.87ChemAxon
logS-0.47ALOGPS
pKa (Strongest Acidic)4.77ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity37.14 m³·mol⁻¹ChemAxon
Polarizability15.82 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0002207  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022907  
KNApSAcK IDNot Available
Chemspider ID168187  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6547  
PubChem Compound193804  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Lehnert W: 3-Hydroxyisoheptanoic acid: a new metabolite in isovaleric acidemia. Clin Chim Acta. 1981 Jun 2;113(1):101-3. doi: 10.1016/0009-8981(81)90445-9. [PubMed:7237839  ]