Np mrd loader

Showing NP-Card for 2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one (NP0162965)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-02 21:28:55 UTC
Updated at2022-09-02 21:28:55 UTC
NP-MRD IDNP0162965
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one
Description2-Hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups. 2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one is found in Digitalis purpurea. Based on a literature review very few articles have been published on 2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0162965 (2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one)


  Mrv1652309022223282D          

 11 11  0  0  0  0            999 V2000
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    1.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136    2.7232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  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 NP0162965 (2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one)

     RDKit          3D

 25 25  0  0  0  0  0  0  0  0999 V2000
   -0.2736   -2.0553   -1.2996 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7143   -1.1340   -0.6253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1466   -0.8219   -0.7518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6198    0.2468    0.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6304    1.2894    0.5247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2276    0.9339    0.6781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2216   -0.4214    0.2496 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4439   -1.2737    1.3612 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -0.3721   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6432    0.1821    0.4543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8544    0.2102   -0.2327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4094   -0.6028   -1.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7079   -1.7621   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0410   -0.2163    1.0989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5076    0.7132   -0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9952    1.7629    1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7466    2.1348   -0.2146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214    1.0356    1.7522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4298    1.6777    0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361   -0.7415    2.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8589   -1.3988   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4404    0.3101   -1.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7152   -0.4292    1.3796 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4222    1.2139    0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4699   -0.4815    0.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  1
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2  7  1  0
 11 25  1  0
 10 23  1  0
 10 24  1  0
  9 21  1  0
  9 22  1  0
  8 20  1  0
  6 18  1  0
  6 19  1  0
  5 16  1  0
  5 17  1  0
  4 14  1  0
  4 15  1  0
  3 12  1  0
  3 13  1  0
M  END
Download

3D SDF for NP0162965 (2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one)


  Mrv1652309022223282D          

 11 11  0  0  0  0            999 V2000
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    1.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3136    2.7232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0162965

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCC1(O)CCCCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O3/c9-6-5-8(11)4-2-1-3-7(8)10/h9,11H,1-6H2

> <INCHI_KEY>
NFXUOWKJPHPQKG-UHFFFAOYSA-N

> <FORMULA>
C8H14O3

> <MOLECULAR_WEIGHT>
158.197

> <EXACT_MASS>
158.094294311

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
16.602273413347437

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
0.0629440023333332

> <ALOGPS_LOGS>
0.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.96299428404268

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.971597444212119

> <JCHEM_PKA_STRONGEST_BASIC>
-2.420977554749932

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
40.861999999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.12e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0162965 (2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one)

Download
PDB for NP0162965 (2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one)
HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.611   3.670   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.057   3.670   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.596   3.723   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.319   5.083   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2    8    9                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

Download
3D PDB for NP0162965 (2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one)
Download
SMILES for NP0162965 (2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one)
OCCC1(O)CCCCC1=O
Download
INCHI for NP0162965 (2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one)
InChI=1S/C8H14O3/c9-6-5-8(11)4-2-1-3-7(8)10/h9,11H,1-6H2
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC8H14O3
Average Mass158.1970 Da
Monoisotopic Mass158.09429 Da
IUPAC Name2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one
Traditional Name2-hydroxy-2-(2-hydroxyethyl)cyclohexan-1-one
CAS Registry NumberNot Available
SMILES
OCCC1(O)CCCCC1=O
InChI Identifier
InChI=1S/C8H14O3/c9-6-5-8(11)4-2-1-3-7(8)10/h9,11H,1-6H2
InChI KeyNFXUOWKJPHPQKG-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
Digitalis purpureaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acyloins. These are organic compounds containing an alpha hydroxy ketone. Acyloins are formally derived from reductive coupling of carboxylic acyl groups.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentAcyloins  
Alternative Parents
Substituents
  • Acyloin
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Cyclic ketone
    • 

  • Ketone
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Alcohol
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic 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
logP-0.4ALOGPS
logP0.063ChemAxon
logS0.13ALOGPS
pKa (Strongest Acidic)12.97ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.86 m³·mol⁻¹ChemAxon
Polarizability16.6 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID60689860  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound130038286  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]