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Showing NP-Card for 4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one (NP0257348)

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Record Information
Version2.0
Created at2022-09-07 22:27:14 UTC
Updated at2022-09-07 22:27:14 UTC
NP-MRD IDNP0257348
Secondary Accession NumbersNone
Natural Product Identification
Common Name4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one
Description4,6-Dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. 4,6-Dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0257348 (4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one)


  Mrv1533004231522222D          

 12 12  0  0  0  0            999 V2000
    2.5875    2.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    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
    0.1842    1.8695    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
    2.1434   -0.4125    0.0000 O   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 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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
Download

3D MOL for NP0257348 (4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one)

     RDKit          3D

 24 24  0  0  0  0  0  0  0  0999 V2000
    0.3024   -1.6453    1.6691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3198   -1.0454    0.7621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7355   -1.3818    0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4903   -0.5252   -0.0973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0076    0.7328   -0.6742 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9393    1.7279   -0.3842 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6777    1.1708   -0.1125 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362   -0.0395   -0.1319 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2083   -0.4962   -1.4675 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6337    0.3853    0.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6639   -0.6788    0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8948   -0.1026    0.3664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1842   -2.2824    0.9653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402   -0.7758   -0.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9463    0.6396   -1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8795    2.0264    0.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7614    1.5273    0.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2559    1.9588   -0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0605   -1.4700   -1.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9215    1.2262   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7015    0.7936    1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7737   -1.0487   -1.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5278   -1.5278    0.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8134    0.8308    0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  1  6
  8  7  1  0
  7  5  1  0
  5  6  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2  8  1  0
 12 24  1  0
 11 22  1  0
 11 23  1  0
 10 20  1  0
 10 21  1  0
  9 19  1  0
  7 17  1  0
  7 18  1  0
  5 15  1  6
  6 16  1  0
  4 14  1  0
  3 13  1  0
M  END
Download

3D SDF for NP0257348 (4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one)


  Mrv1533004231522222D          

 12 12  0  0  0  0            999 V2000
    2.5875    2.3582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572    1.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    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
    0.1842    1.8695    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
    2.1434   -0.4125    0.0000 O   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 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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0257348

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCC1(O)CC(O)C=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H12O4/c9-4-3-8(12)5-6(10)1-2-7(8)11/h1-2,6,9-10,12H,3-5H2

> <INCHI_KEY>
ZNHAIJGMZCDGLQ-UHFFFAOYSA-N

> <FORMULA>
C8H12O4

> <MOLECULAR_WEIGHT>
172.18

> <EXACT_MASS>
172.073558866

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.87028224089697

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one

> <ALOGPS_LOGP>
-1.08

> <JCHEM_LOGP>
-1.2428375809999999

> <ALOGPS_LOGS>
0.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.818357603055734

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.86573312900769

> <JCHEM_PKA_STRONGEST_BASIC>
-2.421333361224222

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
43.4272

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.59e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0257348 (4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one)

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PDB for NP0257348 (4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one)
HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  O   UNK     0       4.830   4.402   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.840   3.222   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.344   3.490   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6   11                                             
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    4   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0257348 (4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one)
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SMILES for NP0257348 (4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one)
OCCC1(O)CC(O)C=CC1=O
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INCHI for NP0257348 (4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one)
InChI=1S/C8H12O4/c9-4-3-8(12)5-6(10)1-2-7(8)11/h1-2,6,9-10,12H,3-5H2
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H12O4
Average Mass172.1800 Da
Monoisotopic Mass172.07356 Da
IUPAC Name4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one
Traditional Name4,6-dihydroxy-6-(2-hydroxyethyl)cyclohex-2-en-1-one
CAS Registry NumberNot Available
SMILES
OCCC1(O)CC(O)C=CC1=O
InChI Identifier
InChI=1S/C8H12O4/c9-4-3-8(12)5-6(10)1-2-7(8)11/h1-2,6,9-10,12H,3-5H2
InChI KeyZNHAIJGMZCDGLQ-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 OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentCyclohexenones  
Alternative Parents
Substituents
  • Cyclohexenone
    • 

  • Acyloin
    • 

  • Tertiary alcohol
    • 

  • Secondary alcohol
    • 

  • 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-1.1ALOGPS
logP-1.2ChemAxon
logS0.18ALOGPS
pKa (Strongest Acidic)12.87ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.43 m³·mol⁻¹ChemAxon
Polarizability16.87 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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85408444  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]