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Showing NP-Card for (2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde (NP0205261)

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Record Information
Version2.0
Created at2022-09-05 01:07:46 UTC
Updated at2022-09-05 01:07:46 UTC
NP-MRD IDNP0205261
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde
Description(2E)-2-(2-hydroxyethylidene)-5-oxo-2,5-dihydrofuran-3-carbaldehyde belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. (2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde is found in Aspergillus giganteus and Penicillium solitum. Based on a literature review very few articles have been published on (2E)-2-(2-hydroxyethylidene)-5-oxo-2,5-dihydrofuran-3-carbaldehyde.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0205261 ((2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde)


  Mrv1652309052203072D          

 11 11  0  0  0  0            999 V2000
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8405    1.9462    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
Download

3D MOL for NP0205261 ((2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde)

     RDKit          3D

 17 17  0  0  0  0  0  0  0  0999 V2000
   -1.5302    1.8209    2.0402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6218    1.2438    1.3391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9844    0.1773    0.4294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2743   -0.2420    0.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3370   -1.2829   -0.7408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3824   -1.8610   -1.1162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0563   -1.5208   -1.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1994   -0.6207   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0886   -0.5658   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0052    0.3216    0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7070    1.2141   -0.7503 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3295    1.6238    1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1247    0.1534    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5044   -1.2664   -1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8941   -0.4724    0.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8319    0.6378    1.0578 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497    0.6395   -1.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  3  8  1  0
 11 17  1  0
 10 15  1  0
 10 16  1  0
  9 14  1  0
  4 13  1  0
  2 12  1  0
M  END
Download

3D SDF for NP0205261 ((2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde)


  Mrv1652309052203072D          

 11 11  0  0  0  0            999 V2000
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8405    1.9462    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0205261

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC\C=C1\OC(=O)C=C1C=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O4/c8-2-1-6-5(4-9)3-7(10)11-6/h1,3-4,8H,2H2/b6-1+

> <INCHI_KEY>
OHUSAELEYQKLFV-LZCJLJQNSA-N

> <FORMULA>
C7H6O4

> <MOLECULAR_WEIGHT>
154.121

> <EXACT_MASS>
154.026608673

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.939682865785056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-2-(2-hydroxyethylidene)-5-oxo-2,5-dihydrofuran-3-carbaldehyde

> <JCHEM_LOGP>
-0.860877133

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.50145279141346

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5794645490357526

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
38.53210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0205261 ((2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde)

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PDB for NP0205261 ((2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde)
HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.971   3.157   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -3.436   3.633   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

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3D PDB for NP0205261 ((2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde)
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SMILES for NP0205261 ((2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde)
OC\C=C1\OC(=O)C=C1C=O
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INCHI for NP0205261 ((2e)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde)
InChI=1S/C7H6O4/c8-2-1-6-5(4-9)3-7(10)11-6/h1,3-4,8H,2H2/b6-1+
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View in JSmol
SynonymsNot Available
Chemical FormulaC7H6O4
Average Mass154.1210 Da
Monoisotopic Mass154.02661 Da
IUPAC Name(2E)-2-(2-hydroxyethylidene)-5-oxo-2,5-dihydrofuran-3-carbaldehyde
Traditional Name(2E)-2-(2-hydroxyethylidene)-5-oxofuran-3-carbaldehyde
CAS Registry NumberNot Available
SMILES
OC\C=C1\OC(=O)C=C1C=O
InChI Identifier
InChI=1S/C7H6O4/c8-2-1-6-5(4-9)3-7(10)11-6/h1,3-4,8H,2H2/b6-1+
InChI KeyOHUSAELEYQKLFV-LZCJLJQNSA-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
Aspergillus giganteusLOTUS Database
Penicillium solitumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassDihydrofurans  
Sub ClassFuranones  
Direct ParentButenolides  
Alternative Parents
Substituents
  • 2-furanone
    • 

  • Enol ester
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Carboxylic acid ester
    • 

  • Lactone
    • 

  • Carboxylic acid derivative
    • 

  • Oxacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Aldehyde
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Primary alcohol
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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-0.86ChemAxon
pKa (Strongest Acidic)15.5ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity38.53 m³·mol⁻¹ChemAxon
Polarizability13.94 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 ID75137299  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]