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Showing metabocard for 2-Methylfuran (HMDB0013749)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-05-18 14:35:49 UTC
Update Date2023-02-21 17:18:02 UTC
HMDB IDHMDB0013749
Secondary Accession Numbers
  • HMDB13749
Metabolite Identification
Common Name2-Methylfuran
Description2-Methylfuran, also known as alpha-methylfuran or 2-MF, belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 2-Methylfuran is an acetone, chocolate, and ethereal tasting compound. 2-Methylfuran is found, on average, in the highest concentration within milk (cow). 2-Methylfuran has also been detected, but not quantified in, several different foods, such as blackberries (Rubus), cauliflowers (Brassica oleracea var. botrytis), evergreen blackberries (Rubus laciniatus), and tamarinds (Tamarindus indica). This could make 2-methylfuran a potential biomarker for the consumption of these foods. 2-Methylfuran is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 2-Methylfuran.
Structure
Data?1676999882
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0013749 (2-Methylfuran)

  Mrv1652303102016532D          

  6  6  0  0  0  0            999 V2000
   -0.2471    0.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471   -0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
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3D MOL for HMDB0013749 (2-Methylfuran)

HMDB0013749
     RDKit          3D
2-Methylfuran
 12 12  0  0  0  0  0  0  0  0999 V2000
   -1.8767   -0.2856   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4019   -0.1766   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3397    0.9699    0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6553    0.5815    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6604   -0.7900    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257   -1.1794   -0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -0.7070   -1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2896   -0.9394    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3384    0.7291   -0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0308    2.0062    0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195    1.2368    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5460   -1.4454    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  2  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
M  END
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3D SDF for HMDB0013749 (2-Methylfuran)

  Mrv1652303102016532D          

  6  6  0  0  0  0            999 V2000
   -0.2471    0.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471   -0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013749

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3

> <INCHI_KEY>
VQKFNUFAXTZWDK-UHFFFAOYSA-N

> <FORMULA>
C5H6O

> <MOLECULAR_WEIGHT>
82.1005

> <EXACT_MASS>
82.041864814

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
8.847867297264314

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylfuran

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.3130526593333336

> <ALOGPS_LOGS>
-0.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7978732909896054

> <JCHEM_POLAR_SURFACE_AREA>
13.14

> <JCHEM_REFRACTIVITY>
23.7211

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
silvan

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0013749 (2-Methylfuran)

HMDB0013749
     RDKit          3D
2-Methylfuran
 12 12  0  0  0  0  0  0  0  0999 V2000
   -1.8767   -0.2856   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4019   -0.1766   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3397    0.9699    0.0797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6553    0.5815    0.1565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6604   -0.7900    0.0758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257   -1.1794   -0.0408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2093   -0.7070   -1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2896   -0.9394    0.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3384    0.7291   -0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0308    2.0062    0.1128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5195    1.2368    0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5460   -1.4454    0.1042 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  2  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  3 10  1  0
  4 11  1  0
  5 12  1  0
M  END
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PDB for HMDB0013749 (2-Methylfuran)

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  O   UNK     0      -0.461   1.232   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.001   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.001  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.461  -1.232   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.461   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.001   0.000   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    1    4    6                                                  
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   12    0
END
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3D PDB for HMDB0013749 (2-Methylfuran)

COMPND    HMDB0013749
HETATM    1  C1  UNL     1      -1.877  -0.286  -0.163  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.402  -0.177  -0.044  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.340   0.970   0.080  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.655   0.582   0.156  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.660  -0.790   0.076  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.426  -1.179  -0.041  1.00  0.00           O  
HETATM    7  H1  UNL     1      -2.209  -0.707  -1.118  1.00  0.00           H  
HETATM    8  H2  UNL     1      -2.290  -0.939   0.649  1.00  0.00           H  
HETATM    9  H3  UNL     1      -2.338   0.729  -0.072  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.031   2.006   0.113  1.00  0.00           H  
HETATM   11  H5  UNL     1       2.520   1.237   0.261  1.00  0.00           H  
HETATM   12  H6  UNL     1       2.546  -1.445   0.104  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    3    6
CONECT    3    4   10
CONECT    4    5    5   11
CONECT    5    6   12
END
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SMILES for HMDB0013749 (2-Methylfuran)

CC1=CC=CO1
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INCHI for HMDB0013749 (2-Methylfuran)

InChI=1S/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-Methyl furanChEBI
2-Methyl-furanChEBI
2-MethylfuraneChEBI
2-MFChEBI
5-MethylfuranChEBI
alpha-MethylfuranChEBI
SilvanChEBI
SylvanChEBI
a-MethylfuranGenerator
Α-methylfuranGenerator
2-Methylfuran (acd/name 4.0)HMDB
alpha -MethylfuranHMDB
MethylfuranHMDB
Methylfuran (dot)HMDB
Chemical FormulaC5H6O
Average Molecular Weight82.1005
Monoisotopic Molecular Weight82.041864814
IUPAC Name2-methylfuran
Traditional Namesilvan
CAS Registry Number534-22-5
SMILES
CC1=CC=CO1
InChI Identifier
InChI=1S/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3
InChI KeyVQKFNUFAXTZWDK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassHeteroaromatic compounds
Sub ClassNot Available
Direct ParentHeteroaromatic compounds
Alternative Parents
Substituents
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-87.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility3 mg/mL at 20 °CNot Available
LogP1.85Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Breath
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Nonalcoholic fatty liver disease (NAFLD)		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Female
Nonalcoholic fatty liver disease		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBreast cancer details
Associated Disorders and Diseases
Disease References
Nonalcoholic fatty liver disease
  1. Raman M, Ahmed I, Gillevet PM, Probert CS, Ratcliffe NM, Smith S, Greenwood R, Sikaroodi M, Lam V, Crotty P, Bailey J, Myers RP, Rioux KP: Fecal microbiome and volatile organic compound metabolome in obese humans with nonalcoholic fatty liver disease. Clin Gastroenterol Hepatol. 2013 Jul;11(7):868-75.e1-3. doi: 10.1016/j.cgh.2013.02.015. Epub 2013 Feb 27. [PubMed:23454028 ]
Perillyl alcohol administration for cancer treatment
  1. Silva CL, Passos M, Camara JS: Solid phase microextraction, mass spectrometry and metabolomic approaches for detection of potential urinary cancer biomarkers--a powerful strategy for breast cancer diagnosis. Talanta. 2012 Jan 30;89:360-8. doi: 10.1016/j.talanta.2011.12.041. Epub 2011 Dec 22. [PubMed:22284503 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012718
KNApSAcK IDC00048276
Chemspider ID10340
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Methylfuran
METLIN IDNot Available
PubChem Compound10797
PDB IDNot Available
ChEBI ID88912
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