Np mrd loader

Showing NP-Card for 8-hydroxyoctanoic acid (NP0202028)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-04 21:10:09 UTC
Updated at2022-09-04 21:10:09 UTC
NP-MRD IDNP0202028
Secondary Accession NumbersNone
Natural Product Identification
Common Name8-hydroxyoctanoic acid
Description8-Hydroxyoctanoate, also known as 8-hydroxycaprylate, 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. 8-Hydroxyoctanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 8-hydroxyoctanoic acid is found in Stellaria dichotoma. An omega-hydroxy fatty acid that is caprylic acid in which one of the hydrogens of the terminal methyl group is replaced by a hydroxy group.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0202028 (8-hydroxyoctanoic acid)


  Mrv1652305171804262D          

 11 10  0  0  0  0            999 V2000
    2.2836    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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  2  0  0  0  0
 11  9  1  0  0  0  0
M  END
Download

3D MOL for NP0202028 (8-hydroxyoctanoic acid)

     RDKit          3D

 27 26  0  0  0  0  0  0  0  0999 V2000
    3.3381   -1.8931    0.6112 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2401   -0.6568    0.7267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0160    0.0059    1.6503 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3035    0.1085   -0.1129 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5304   -0.7381   -1.0657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6157    0.1254   -1.8903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3759    0.8931   -1.0755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2388   -0.0585   -0.2844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2348    0.7592    0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1075   -0.2128    1.3238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7710   -1.0511    0.4405 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9777    0.2932    1.4960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8611    0.8634   -0.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5532    0.5903    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1913   -1.3072   -1.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9201   -1.5177   -0.5339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0585   -0.4873   -2.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1773    0.8668   -2.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0291    1.5082   -1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1521    1.5842   -0.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6196   -0.6278    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7988   -0.7506   -0.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6520    1.3483    1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8546    1.4154   -0.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4410   -0.7767    2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8505    0.3421    1.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9614   -0.6263   -0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 11 27  1  0
 10 25  1  0
 10 26  1  0
  9 23  1  0
  9 24  1  0
  8 21  1  0
  8 22  1  0
  7 19  1  0
  7 20  1  0
  6 17  1  0
  6 18  1  0
  5 15  1  0
  5 16  1  0
  4 13  1  0
  4 14  1  0
  3 12  1  0
M  END
Download

3D SDF for NP0202028 (8-hydroxyoctanoic acid)


  Mrv1652305171804262D          

 11 10  0  0  0  0            999 V2000
    2.2836    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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  2  0  0  0  0
 11  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0202028

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16O3/c9-7-5-3-1-2-4-6-8(10)11/h9H,1-7H2,(H,10,11)

> <INCHI_KEY>
KDMSVYIHKLZKET-UHFFFAOYSA-N

> <FORMULA>
C8H16O3

> <MOLECULAR_WEIGHT>
160.213

> <EXACT_MASS>
160.109944375

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.418531124396445

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-hydroxyoctanoic acid

> <ALOGPS_LOGP>
1.45

> <JCHEM_LOGP>
1.263354841

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.84394282182701

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.874653960447146

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922594796066542

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
42.2043

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.79e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-hydroxy caprylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0202028 (8-hydroxyoctanoic acid)

Download
PDB for NP0202028 (8-hydroxyoctanoic acid)
HEADER    PROTEIN                                 17-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-18         0                                  
HETATM    1  O   UNK     0       4.263   4.001   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
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   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

Download
3D PDB for NP0202028 (8-hydroxyoctanoic acid)
Download
SMILES for NP0202028 (8-hydroxyoctanoic acid)
OCCCCCCCC(O)=O
Download
INCHI for NP0202028 (8-hydroxyoctanoic acid)
InChI=1S/C8H16O3/c9-7-5-3-1-2-4-6-8(10)11/h9H,1-7H2,(H,10,11)
Download
View in JSmol
Synonyms
ValueSource
8-Hydroxycaprylic acidChEBI
Omega-hydroxycaprylic acidChEBI
Omega-hydroxyoctanoic acidChEBI
8-HydroxycaprylateGenerator
Omega-hydroxycaprylateGenerator
Omega-hydroxyoctanoateGenerator
8-Hydroxyoctanoic acidGenerator
8-Hydroxy caprylateHMDB
8-HydroxyoctanoateGenerator
Chemical FormulaC8H16O3
Average Mass160.2130 Da
Monoisotopic Mass160.10994 Da
IUPAC Name8-hydroxyoctanoic acid
Traditional Name8-hydroxy caprylic acid
CAS Registry NumberNot Available
SMILES
OCCCCCCCC(O)=O
InChI Identifier
InChI=1S/C8H16O3/c9-7-5-3-1-2-4-6-8(10)11/h9H,1-7H2,(H,10,11)
InChI KeyKDMSVYIHKLZKET-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Stellaria dichotomaLOTUS Database
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
    • 

  • Hydroxy fatty acid
    • 

  • Straight chain fatty acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Primary alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
logP1.45ALOGPS
logP1.26ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)4.87ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity42.2 m³·mol⁻¹ChemAxon
Polarizability18.42 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0061914  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound69820  
PDB IDNot Available
ChEBI ID79162  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]