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Showing NP-Card for 1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide (NP0138406)

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Record Information
Version1.0
Created at2022-05-31 17:58:01 UTC
Updated at2022-05-31 17:58:01 UTC
NP-MRD IDNP0138406
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide
Description55604-88-1 Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. 55604-88-1 Is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0138406 (1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide)


  Mrv1533004171514592D          

 12 13  0  0  0  0            999 V2000
    0.5549   -1.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   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  2  0  0  0  0
  4  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 12  1  0  0  0  0
M  END
Download

3D MOL for NP0138406 (1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide)

     RDKit          3D

 20 21  0  0  0  0  0  0  0  0999 V2000
    3.1425    0.3413   -1.2381 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1038    0.1147   -0.5737 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8733    0.8799    0.6424 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6002    1.0600    1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4164    0.4705    0.1429 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5403    1.1298   -1.0687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7510    0.2029    0.7998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2516   -0.9028   -0.0549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4367   -1.2783   -0.1641 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828   -1.4717   -0.7313 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0164   -0.9719   -0.1463 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1822   -0.9304   -1.0899 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6860    1.2906    1.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3324    1.6114    1.8881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2717    1.7999   -0.9722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5109   -0.1749    1.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4067    1.0772    0.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2044   -1.5400    0.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7269   -1.9105   -0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9002   -0.7977   -2.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  6
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
 11  5  1  0
  4  5  1  0
  6 15  1  0
  7 16  1  0
  7 17  1  0
 11 18  1  1
 12 19  1  0
 12 20  1  0
  3 13  1  0
  4 14  1  0
M  END
Download

3D SDF for NP0138406 (1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide)


  Mrv1533004171514592D          

 12 13  0  0  0  0            999 V2000
    0.5549   -1.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   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  2  0  0  0  0
  4  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
  2 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138406

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC12CC(=O)OC1CC(=O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O4/c9-5-1-2-8(11)4-7(10)12-6(8)3-5/h1-2,6,11H,3-4H2

> <INCHI_KEY>
USTIRZSUTZHBAK-UHFFFAOYSA-N

> <FORMULA>
C8H8O4

> <MOLECULAR_WEIGHT>
168.148

> <EXACT_MASS>
168.042258738

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
15.125404910715623

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3a-hydroxy-2,3,3a,6,7,7a-hexahydro-1-benzofuran-2,6-dione

> <ALOGPS_LOGP>
-0.55

> <JCHEM_LOGP>
-0.36055357666666665

> <ALOGPS_LOGS>
0.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.53124409389613

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.085480173098585

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6357622085691172

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
39.245099999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3a-hydroxy-7,7a-dihydro-3H-1-benzofuran-2,6-dione

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0138406 (1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide)

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PDB for NP0138406 (1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide)
HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0       1.036  -3.604   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.713  -1.303   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -0.268  -0.057   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.198   0.237   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7   12                                             
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    2                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

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3D PDB for NP0138406 (1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide)
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SMILES for NP0138406 (1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide)
OC12CC(=O)OC1CC(=O)C=C2
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INCHI for NP0138406 (1-Oxo-4-hydroxy-2-en-4-ethylcyclohexa-5,8-olide)
InChI=1S/C8H8O4/c9-5-1-2-8(11)4-7(10)12-6(8)3-5/h1-2,6,11H,3-4H2
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H8O4
Average Mass168.1480 Da
Monoisotopic Mass168.04226 Da
IUPAC Name3a-hydroxy-2,3,3a,6,7,7a-hexahydro-1-benzofuran-2,6-dione
Traditional Name3a-hydroxy-7,7a-dihydro-3H-1-benzofuran-2,6-dione
CAS Registry Number55604-88-1
SMILES
OC12CC(=O)OC1CC(=O)C=C2
InChI Identifier
InChI=1S/C8H8O4/c9-5-1-2-8(11)4-7(10)12-6(8)3-5/h1-2,6,11H,3-4H2
InChI KeyUSTIRZSUTZHBAK-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 benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzofurans  
Sub ClassNot Available
Direct ParentBenzofurans  
Alternative Parents
Substituents
  • Benzofuran
    • 

  • Cyclohexenone
    • 

  • Gamma butyrolactone
    • 

  • Tetrahydrofuran
    • 

  • Tertiary alcohol
    • 

  • Carboxylic acid ester
    • 

  • Ketone
    • 

  • Cyclic ketone
    • 

  • Lactone
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic 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-0.55ALOGPS
logP-0.36ChemAxon
logS0.12ALOGPS
pKa (Strongest Acidic)13.09ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity39.25 m³·mol⁻¹ChemAxon
Polarizability15.13 ųChemAxon
Number of Rings2ChemAxon
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 Compound85844078  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available