Hmdb loader

Showing metabocard for 2-Pentylfuran (HMDB0013824)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-05-18 15:59:06 UTC
Update Date2023-02-21 17:18:05 UTC
HMDB IDHMDB0013824
Secondary Accession Numbers
  • HMDB0031084
  • HMDB13824
  • HMDB31084
Metabolite Identification
Common Name2-Pentylfuran
Description2-pentylfuran is a colourless to light yellow liquid that is not known to be produced by mammalian metabolism. It is present in many foods including alcoholic beverages, coffee, potatoes, tomatoes, roasted filberts, and soybean oil, and it is also a component of the aroma of these foods. 2-pentylfuran is a flavouring ingredient. 2-pentylfuran belongs to the furan family which is characterized by a furan ring (a five-member aromatic ring with one oxygen atom and four carbon atoms). A study showed that 2-pentylfuran is found in the breath of patients with Aspergillus fumigatus infections (PMID:19301177 ).
Structure
Data?1676999885
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0013824 (2-Pentylfuran)

  Mrv1652303202019022D          

 10 10  0  0  0  0            999 V2000
    1.9031    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3320    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7812    0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2291    1.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687   -0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4755    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5617   -0.1060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
M  END
Download

3D MOL for HMDB0013824 (2-Pentylfuran)

HMDB0013824
     RDKit          3D
2-Pentylfuran
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.2359   -0.8442   -0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3037   -0.6532    0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1413    0.2184    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1892    0.4315    1.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    1.2555    1.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8688    0.6386    0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8855   -0.6406   -0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035   -0.6965   -1.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787    0.5462   -1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461    1.2907   -0.5234 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012   -1.2598   -0.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4061    0.1055   -0.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -1.5636   -1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8783   -1.6485    1.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8133   -0.1973    1.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6021    1.2322    0.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6295   -0.2062   -0.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7810    0.9900    2.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590   -0.5654    1.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471    2.2349    0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588    1.5083    2.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2153   -1.4668   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2058   -1.5379   -1.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3328    0.8283   -2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
M  END
Download

3D SDF for HMDB0013824 (2-Pentylfuran)

  Mrv1652303202019022D          

 10 10  0  0  0  0            999 V2000
    1.9031    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6176    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3320    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0465    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7812    0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7610    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2291    1.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687   -0.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4755    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5617   -0.1060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013824

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC1=CC=CO1

> <INCHI_IDENTIFIER>
InChI=1S/C9H14O/c1-2-3-4-6-9-7-5-8-10-9/h5,7-8H,2-4,6H2,1H3

> <INCHI_KEY>
YVBAUDVGOFCUSG-UHFFFAOYSA-N

> <FORMULA>
C9H14O

> <MOLECULAR_WEIGHT>
138.2069

> <EXACT_MASS>
138.10446507

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.983616851953457

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-pentylfuran

> <ALOGPS_LOGP>
4.06

> <JCHEM_LOGP>
3.1692810493333328

> <ALOGPS_LOGS>
-3.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8084076466183223

> <JCHEM_POLAR_SURFACE_AREA>
13.14

> <JCHEM_REFRACTIVITY>
42.0481

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
furan, 2-pentyl-

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0013824 (2-Pentylfuran)

HMDB0013824
     RDKit          3D
2-Pentylfuran
 24 24  0  0  0  0  0  0  0  0999 V2000
    3.2359   -0.8442   -0.4090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3037   -0.6532    0.7632 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1413    0.2184    0.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1892    0.4315    1.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9835    1.2555    1.1010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8688    0.6386    0.0847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8855   -0.6406   -0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9035   -0.6965   -1.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4787    0.5462   -1.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8461    1.2907   -0.5234 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012   -1.2598   -0.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4061    0.1055   -0.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8033   -1.5636   -1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8783   -1.6485    1.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8133   -0.1973    1.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6021    1.2322    0.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6295   -0.2062   -0.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7810    0.9900    2.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0590   -0.5654    1.8733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6471    2.2349    0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5588    1.5083    2.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2153   -1.4668   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2058   -1.5379   -1.9442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3328    0.8283   -2.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
  9 24  1  0
M  END
Download

PDB for HMDB0013824 (2-Pentylfuran)

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       3.552   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.886   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.220   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.553   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.658   0.816   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.887   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.628   1.960   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.888  -0.518   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.221   1.334   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      10.382  -0.198   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    6                                                       
CONECT    5    7    8                                                       
CONECT    6    4    9                                                       
CONECT    7    5    9                                                       
CONECT    8    5   10                                                       
CONECT    9    6    7   10                                                  
CONECT   10    8    9                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
Download

3D PDB for HMDB0013824 (2-Pentylfuran)

COMPND    HMDB0013824
HETATM    1  C1  UNL     1       3.236  -0.844  -0.409  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.304  -0.653   0.763  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.141   0.218   0.317  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.189   0.432   1.459  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.983   1.255   1.101  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.869   0.639   0.085  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.885  -0.641  -0.428  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.904  -0.696  -1.349  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.479   0.546  -1.372  1.00  0.00           C  
HETATM   10  O1  UNL     1      -2.846   1.291  -0.523  1.00  0.00           O  
HETATM   11  H1  UNL     1       4.201  -1.260  -0.038  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.406   0.106  -0.951  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.803  -1.564  -1.108  1.00  0.00           H  
HETATM   14  H4  UNL     1       1.878  -1.649   1.037  1.00  0.00           H  
HETATM   15  H5  UNL     1       2.813  -0.197   1.630  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.602   1.232   0.066  1.00  0.00           H  
HETATM   17  H7  UNL     1       0.630  -0.206  -0.528  1.00  0.00           H  
HETATM   18  H8  UNL     1       0.781   0.990   2.242  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.059  -0.565   1.873  1.00  0.00           H  
HETATM   20  H10 UNL     1      -0.647   2.235   0.686  1.00  0.00           H  
HETATM   21  H11 UNL     1      -1.559   1.508   2.032  1.00  0.00           H  
HETATM   22  H12 UNL     1      -1.215  -1.467  -0.134  1.00  0.00           H  
HETATM   23  H13 UNL     1      -3.206  -1.538  -1.944  1.00  0.00           H  
HETATM   24  H14 UNL     1      -4.333   0.828  -2.016  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7    7   10
CONECT    7    8   22
CONECT    8    9    9   23
CONECT    9   10   24
END
Download

SMILES for HMDB0013824 (2-Pentylfuran)

CCCCCC1=CC=CO1
Download

INCHI for HMDB0013824 (2-Pentylfuran)

InChI=1S/C9H14O/c1-2-3-4-6-9-7-5-8-10-9/h5,7-8H,2-4,6H2,1H3
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
2-AmylfuranChEBI
2-N-PentylfuranChEBI
2-Pentyl-furanChEBI
2-PentylfuraneChEBI
FEMA 3317ChEBI
Amyl furan (2-pentyl furan)HMDB
Furane, 2-pentylHMDB
PentylfuranHMDB
Chemical FormulaC9H14O
Average Molecular Weight138.2069
Monoisotopic Molecular Weight138.10446507
IUPAC Name2-pentylfuran
Traditional Namefuran, 2-pentyl-
CAS Registry Number3777-69-3
SMILES
CCCCCC1=CC=CO1
InChI Identifier
InChI=1S/C9H14O/c1-2-3-4-6-9-7-5-8-10-9/h5,7-8H,2-4,6H2,1H3
InChI KeyYVBAUDVGOFCUSG-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
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point64.00 to 66.00 °C. @ 23.00 mm HgThe Good Scents Company Information System
Water Solubility0 slightlyThe Good Scents Company Information System
LogP3.829 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Feces
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Abnormal Concentrations
Associated Disorders and Diseases
Disease References
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
  2. De Preter V, Machiels K, Joossens M, Arijs I, Matthys C, Vermeire S, Rutgeerts P, Verbeke K: Faecal metabolite profiling identifies medium-chain fatty acids as discriminating compounds in IBD. Gut. 2015 Mar;64(3):447-58. doi: 10.1136/gutjnl-2013-306423. Epub 2014 May 8. [PubMed:24811995 ]
  3. Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
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 ]
Crohn's disease
  1. De Preter V, Machiels K, Joossens M, Arijs I, Matthys C, Vermeire S, Rutgeerts P, Verbeke K: Faecal metabolite profiling identifies medium-chain fatty acids as discriminating compounds in IBD. Gut. 2015 Mar;64(3):447-58. doi: 10.1136/gutjnl-2013-306423. Epub 2014 May 8. [PubMed:24811995 ]
  2. Ahmed I, Greenwood R, Costello B, Ratcliffe N, Probert CS: Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease. Aliment Pharmacol Ther. 2016 Mar;43(5):596-611. doi: 10.1111/apt.13522. Epub 2016 Jan 25. [PubMed:26806034 ]
Celiac disease
  1. Francavilla R, Ercolini D, Piccolo M, Vannini L, Siragusa S, De Filippis F, De Pasquale I, Di Cagno R, Di Toma M, Gozzi G, Serrazanetti DI, De Angelis M, Gobbetti M: Salivary microbiota and metabolome associated with celiac disease. Appl Environ Microbiol. 2014 Jun;80(11):3416-25. doi: 10.1128/AEM.00362-14. Epub 2014 Mar 21. [PubMed:24657864 ]
  2. Di Cagno R, De Angelis M, De Pasquale I, Ndagijimana M, Vernocchi P, Ricciuti P, Gagliardi F, Laghi L, Crecchio C, Guerzoni ME, Gobbetti M, Francavilla R: Duodenal and faecal microbiota of celiac children: molecular, phenotype and metabolome characterization. BMC Microbiol. 2011 Oct 4;11:219. doi: 10.1186/1471-2180-11-219. [PubMed:21970810 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB006023
KNApSAcK IDC00034763
Chemspider ID18465
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound19602
PDB IDNot Available
ChEBI ID89197
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1028621
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Chambers ST, Syhre M, Murdoch DR, McCartin F, Epton MJ: Detection of 2-pentylfuran in the breath of patients with Aspergillus fumigatus. Med Mycol. 2009;47(5):468-76. doi: 10.1080/13693780802475212. [PubMed:19301177 ]