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Showing metabocard for Furanone A (HMDB0094691)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2017-08-01 02:18:24 UTC
Update Date2023-02-21 17:31:14 UTC
HMDB IDHMDB0094691
Secondary Accession Numbers
  • HMDB94691
Metabolite Identification
Common NameFuranone A
DescriptionFuranone a, also known as alpha-Crotonolactone or 2-Furanone, is classified as a member of the butenolides. Butenolides are dihydrofurans with a carbonyl group at the C2 carbon atom. Furanone a is considered to be a soluble (in water) and an extremely weak acidic compound. Furanone a can be found in feces.
Structure
Data?1677000674
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0094691 (Furanone A)


  Mrv1652308011704182D          

  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  1  0  0  0  0
  3  1  2  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 HMDB0094691 (Furanone A)

HMDB0094691
     RDKit          3D
Furanone A
 10 10  0  0  0  0  0  0  0  0999 V2000
   -2.2141    1.2157   -0.1087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.7980    0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6307   -0.6089   -0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8171   -0.6035    0.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2189    0.6128    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    1.4715    0.3327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1845   -1.3130    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139   -0.9251   -1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4482   -1.4990   -0.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605    0.8517    0.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  2  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  5 10  1  0
M  END
Download

3D SDF for HMDB0094691 (Furanone A)


  Mrv1652308011704182D          

  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  1  0  0  0  0
  3  1  2  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>
HMDB0094691

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1CC=CO1

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

> <INCHI_KEY>
RHDGNLCLDBVESU-UHFFFAOYSA-N

> <FORMULA>
C4H4O2

> <MOLECULAR_WEIGHT>
84.074

> <EXACT_MASS>
84.021129369

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
7.470043215857094

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dihydrofuran-2-one

> <ALOGPS_LOGP>
0.30

> <JCHEM_LOGP>
0.16153035066666652

> <ALOGPS_LOGS>
0.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.223055968374975

> <JCHEM_PKA_STRONGEST_BASIC>
-7.203481195888237

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
20.401200000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2(3H)-furanone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0094691 (Furanone A)

HMDB0094691
     RDKit          3D
Furanone A
 10 10  0  0  0  0  0  0  0  0999 V2000
   -2.2141    1.2157   -0.1087 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.7980    0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6307   -0.6089   -0.2250 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8171   -0.6035    0.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2189    0.6128    0.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    1.4715    0.3327 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1845   -1.3130    0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139   -0.9251   -1.2744 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4482   -1.4990   -0.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2605    0.8517    0.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  2  1  0
  3  7  1  0
  3  8  1  0
  4  9  1  0
  5 10  1  0
M  END
Download

PDB for HMDB0094691 (Furanone A)

HEADER    PROTEIN                                 01-AUG-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-AUG-17         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 HMDB0094691 (Furanone A)

COMPND    HMDB0094691
HETATM    1  O1  UNL     1      -2.214   1.216  -0.109  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.031   0.798   0.001  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.631  -0.609  -0.225  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.817  -0.604   0.016  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.219   0.613   0.335  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.130   1.471   0.333  1.00  0.00           O  
HETATM    7  H1  UNL     1      -1.184  -1.313   0.432  1.00  0.00           H  
HETATM    8  H2  UNL     1      -0.814  -0.925  -1.274  1.00  0.00           H  
HETATM    9  H3  UNL     1       1.448  -1.499  -0.065  1.00  0.00           H  
HETATM   10  H4  UNL     1       2.260   0.852   0.557  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    6
CONECT    3    4    7    8
CONECT    4    5    5    9
CONECT    5    6   10
END
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SMILES for HMDB0094691 (Furanone A)

O=C1CC=CO1
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INCHI for HMDB0094691 (Furanone A)

InChI=1S/C4H4O2/c5-4-2-1-3-6-4/h1,3H,2H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2(3H)-FuranoneChEBI
2-FuranoneChEBI
2-oxo-2,3-DihydrofuranChEBI
4-Hydroxy-3-butenoic acid gamma-lactoneChEBI
alpha-CrotonolactoneChEBI
alpha-FuranoneChEBI
beta,gamma-CrotonolactoneChEBI
4-Hydroxy-3-butenoate g-lactoneGenerator
4-Hydroxy-3-butenoate gamma-lactoneGenerator
4-Hydroxy-3-butenoate γ-lactoneGenerator
4-Hydroxy-3-butenoic acid g-lactoneGenerator
4-Hydroxy-3-butenoic acid γ-lactoneGenerator
a-CrotonolactoneGenerator
Α-crotonolactoneGenerator
a-FuranoneGenerator
Α-furanoneGenerator
b,g-CrotonolactoneGenerator
Β,γ-crotonolactoneGenerator
ButenolideHMDB
CrotonolactoneHMDB
2-Buten-4-olideHMDB
2-b4OHMDB
Chemical FormulaC4H4O2
Average Molecular Weight84.074
Monoisotopic Molecular Weight84.021129369
IUPAC Name2,3-dihydrofuran-2-one
Traditional Name2(3H)-furanone
CAS Registry NumberNot Available
SMILES
O=C1CC=CO1
InChI Identifier
InChI=1S/C4H4O2/c5-4-2-1-3-6-4/h1,3H,2H2
InChI KeyRHDGNLCLDBVESU-UHFFFAOYSA-N
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
  • 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
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.3ALOGPS
logP0.16ChemAxon
logS0.32ALOGPS
pKa (Strongest Acidic)16.22ChemAxon
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity20.4 m³·mol⁻¹ChemAxon
Polarizability7.47 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+115.36831661259
DarkChem[M-H]-109.09231661259
DeepCCS[M+H]+122.49730932474
DeepCCS[M-H]-120.59930932474
DeepCCS[M-2H]-155.99230932474
DeepCCS[M+Na]+130.19930932474
AllCCS[M+H]+117.432859911
AllCCS[M+H-H2O]+112.132859911
AllCCS[M+NH4]+122.332859911
AllCCS[M+Na]+123.732859911
AllCCS[M-H]-115.932859911
AllCCS[M+Na-2H]-119.632859911
AllCCS[M+HCOO]-123.732859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.43 minutes32390414
Predicted by Siyang on May 30, 202211.1224 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.74 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1397.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid421.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid165.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid317.8 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid173.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid338.3 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid491.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)254.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid853.0 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid314.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid965.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid291.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid378.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate740.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA351.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water178.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Furanone AO=C1CC=CO11712.6Standard polar33892256
Furanone AO=C1CC=CO1806.2Standard non polar33892256
Furanone AO=C1CC=CO1851.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Furanone A GC-MS (Non-derivatized) - 70eV, Positivesplash10-005c-9000000000-f5674d8b10d5e8ea61582017-09-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Furanone A GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 10V, Negative-QTOFsplash10-001i-9000000000-083498504dacb61cf9592017-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 20V, Negative-QTOFsplash10-001r-9000000000-fdf1fa8ab6a4b73237ae2017-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 40V, Negative-QTOFsplash10-000i-9000000000-7ffb9126231373a91e782017-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 10V, Positive-QTOFsplash10-000i-9000000000-16cc9bb3cab42c4a1e752017-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 20V, Positive-QTOFsplash10-000i-9000000000-12d42ab1ceff9063fdf62017-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 40V, Positive-QTOFsplash10-000l-9000000000-34722620a751fd5dd4c12017-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 10V, Positive-QTOFsplash10-000i-9000000000-40b2e9b2e964160e62152021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 20V, Positive-QTOFsplash10-000f-9000000000-9b7c6cec0dfcb073db132021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 40V, Positive-QTOFsplash10-000i-9000000000-3cdfd349b8674792b9382021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 10V, Negative-QTOFsplash10-001i-9000000000-20efff8e2312efd512a42021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 20V, Negative-QTOFsplash10-001i-9000000000-e4260bccb159c13d7a9f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Furanone A 40V, Negative-QTOFsplash10-014r-9000000000-6cbafe3627ca8d4c6b7e2021-09-23Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothAutism details
FecesDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothPervasive Developmental Disorder Not Otherwise Specified details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothImmunoglobulin A nephropathy (IgAN) non progressor details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothImmunoglobulin A nephropathy (IgAN) progressor details
Associated Disorders and Diseases
Disease References
Autism
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Pervasive developmental disorder not otherwise specified
  1. De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDC00033091
Chemspider ID124157
KEGG Compound IDC17602
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound140765
PDB IDNot Available
ChEBI ID38120
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available