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Showing NP-Card for 2(5H)-furanone (NP0083712)

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Record Information
Version2.0
Created at2022-04-29 04:39:52 UTC
Updated at2022-04-29 04:39:52 UTC
NP-MRD IDNP0083712
Secondary Accession NumbersNone
Natural Product Identification
Common Name2(5H)-furanone
Description4-Hydroxy-2-butenoic acid gamma-lactone, also known as butenolide or g-hydroxycrotonic acid lactone, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. 4-Hydroxy-2-butenoic acid gamma-lactone is an extremely weak basic (essentially neutral) compound (based on its pKa). 4-Hydroxy-2-butenoic acid gamma-lactone is a buttery tasting compound. 2(5H)-furanone is found in Coffea arabica , Favolaschia tonkinensis and Fusarium culmorum. Outside of the human body,.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0083712 (2(5H)-furanone)


  Mrv0541 05061306282D          

  6  6  0  0  0  0            999 V2000
    0.9803   -0.1553    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
    0.1553   -0.1553    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
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
M  END
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3D MOL for NP0083712 (2(5H)-furanone)

     RDKit          3D

 10 10  0  0  0  0  0  0  0  0999 V2000
    2.4748   -0.8452    0.0533 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2738   -0.4862    0.0237 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7251    0.8584    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5878    0.7924    0.0018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9942   -0.6379   -0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2077   -1.3701   -0.0427 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3121    1.7611    0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2561    1.6398    0.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5576   -0.8866    0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5978   -0.8257   -0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  5  9  1  0
  5 10  1  0
  4  8  1  0
  3  7  1  0
M  END
Download

3D SDF for NP0083712 (2(5H)-furanone)


  Mrv0541 05061306282D          

  6  6  0  0  0  0            999 V2000
    0.9803   -0.1553    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
    0.1553   -0.1553    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
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  1  0  0  0  0
  6  4  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0083712

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1OCC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2

> <INCHI_KEY>
VIHAEDVKXSOUAT-UHFFFAOYSA-N

> <FORMULA>
C4H4O2

> <MOLECULAR_WEIGHT>
84.0734

> <EXACT_MASS>
84.021129372

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
7.476396106679556

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
0.12

> <JCHEM_LOGP>
0.5366155886666665

> <ALOGPS_LOGS>
0.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.366791671417149

> <JCHEM_PKA_STRONGEST_BASIC>
-6.810635355667466

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
21.247400000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.87e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(5H)-furanone

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0083712 (2(5H)-furanone)

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PDB for NP0083712 (2(5H)-furanone)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    6                                                       
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    3    4                                                       
MASTER        0    0    0    0    0    0    0    0    6    0   12    0
END

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3D PDB for NP0083712 (2(5H)-furanone)
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SMILES for NP0083712 (2(5H)-furanone)
O=C1OCC=C1
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INCHI for NP0083712 (2(5H)-furanone)
InChI=1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2
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View in JSmol
Synonyms
ValueSource
2(5H)-FuranoneChEBI
2-Buten-4-olideChEBI
2-ButenolideChEBI
2-oxo-2,5-DihydrofuranChEBI
4-Hydroxy-2-butenoic acid lactoneChEBI
alpha,beta-CrotonolactoneChEBI
ButenolideChEBI
gamma-CrotonolactoneChEBI
gamma-Hydroxycrotonic acid lactoneChEBI
4-Hydroxy-2-butenoate lactoneGenerator
a,b-CrotonolactoneGenerator
Α,β-crotonolactoneGenerator
g-CrotonolactoneGenerator
Γ-crotonolactoneGenerator
g-Hydroxycrotonate lactoneGenerator
g-Hydroxycrotonic acid lactoneGenerator
gamma-Hydroxycrotonate lactoneGenerator
Γ-hydroxycrotonate lactoneGenerator
Γ-hydroxycrotonic acid lactoneGenerator
4-Hydroxy-2-butenoate g-lactoneGenerator
4-Hydroxy-2-butenoate gamma-lactoneGenerator
4-Hydroxy-2-butenoate γ-lactoneGenerator
4-Hydroxy-2-butenoic acid g-lactoneGenerator
4-Hydroxy-2-butenoic acid γ-lactoneGenerator
2(5H)-Furanone (laquo gammaraquo -crotonolactone)HMDB
2-(5H)-FuranoneHMDB
2-Buten-1,4-olideHMDB
2-Butenoic acid gamma-lactoneHMDB
2-Butenoic acid, 4-hydroxy-, gamma-lactoneHMDB
2-Butenoic acid, 4-hydroxy-, laquo gammaraquo -lactoneHMDB
2-Butenoic acid-gamma-lactoneHMDB
2-Butenoic acid-laquo gammaraquo -lactoneHMDB
2-oxo-2,5-Dihydrofuran(2-[5H]-furanone)HMDB
4-Hydroxy-2-butenoic acid laquo gammaraquo -lactoneHMDB
4-Hydroxycrotonic acid gamma-lactoneHMDB
5 H-Furan-2-oneHMDB
5H-Furan-2-oneHMDB
alpha,alpha,beta-ButolideHMDB
Crotonic acid, 4-hydroxy-, gamma-lactone (6ci,7ci)HMDB
Crotonic acid, 4-hydroxy-, laquo gammaraquo -lactoneHMDB
CrotonolactoneHMDB
delta,alpha,beta-ButenolideHMDB
Furan-2(5H)-oneHMDB
gamma-CrotolactoneHMDB
IsocrotonolactoneHMDB
Laquo deltaraquo ,alpha,beta-butenolideHMDB
Laquo gammaraquo -crotolactoneHMDB
Laquo gammaraquo -crotonolactoneHMDB
Laquo gammaraquo -hydroxycrotonic acid lactoneHMDB
2-b4OMeSH
2-FuranoneMeSH
Chemical FormulaC4H4O2
Average Mass84.0734 Da
Monoisotopic Mass84.02113 Da
IUPAC Name2,5-dihydrofuran-2-one
Traditional Name2-(5H)-furanone
CAS Registry NumberNot Available
SMILES
O=C1OCC=C1
InChI Identifier
InChI=1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2
InChI KeyVIHAEDVKXSOUAT-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Coffea arabica L.Plant
Favolaschia tonkinensisLOTUS Database
Fusarium culmorumLOTUS 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
    • 

  • Alpha,beta-unsaturated carboxylic ester
    • 

  • Enoate ester
    • 

  • Lactone
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
logP0.12ALOGPS
logP0.54ChemAxon
logS0.35ALOGPS
pKa (Strongest Acidic)7.37ChemAxon
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity21.25 m³·mol⁻¹ChemAxon
Polarizability7.48 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0032330  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB009600  
KNApSAcK IDNot Available
Chemspider ID9917  
KEGG Compound IDC17601  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10341  
PDB IDNot Available
ChEBI ID38118  
Good Scents IDNot Available
References
General ReferencesNot Available