MiMeDB: Showing metabocard for 2-Hexanoylfuran (MMDBc0047642)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:35:35 UTC

Update Date

2024-04-30 20:28:23 UTC

Metabolite ID

MMDBc0047642

Metabolite Identification

Common Name

2-Hexanoylfuran

Description

2-Hexanoylfuran, or pentyl 2-furyl ketone is used as a food additive [EAFUS] ('EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]'). Pentyl 2-furyl ketone belongs to the family of Furans. These are compounds containing a furan ring, which is a five-member aromatic ring with one oxygen atom, four carbon atoms.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

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       7.196   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.530   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.863   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.197   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.636   2.149   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.531   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.605   3.294   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.866   0.816   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.864   3.437   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.198   2.667   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.864   4.977   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      15.359   1.136   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   10                                                       
CONECT    8    5   12                                                       
CONECT    9    6   10   11                                                  
CONECT   10    7    9   12                                                  
CONECT   11    9                                                            
CONECT   12    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

Synonyms

Value	Source
1-(2-Furanyl)-1-hexanone	HMDB
1-(2-Furyl)-1-hexanone	HMDB
1-(2-Furyl)hexanone	HMDB
2-Furyl N-pentyl ketone	HMDB
2-Furyl pentyl ketone	HMDB
2-Hexanoylfuran	HMDB
Furan, 2-hexanoyl	HMDB
N-Tosyl-L-phenylalanyl chloromethyl ketone	HMDB
Tos-phe-CH2CL	HMDB
TPCK	HMDB

Molecular Formula

C₁₀H₁₄O₂

Average Mass

166.217

Monoisotopic Mass

166.099379692

IUPAC Name

1-(furan-2-yl)hexan-1-one

Traditional Name

1-(furan-2-yl)hexan-1-one

CAS Registry Number

Not Available

SMILES

CCCCCC(=O)C1=CC=CO1

InChI Identifier

InChI=1S/C10H14O2/c1-2-3-4-6-9(11)10-7-5-8-12-10/h5,7-8H,2-4,6H2,1H3

InChI Key

YUAYWSBSIJVIBS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	2.97	ALOGPS
logP	2.63	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	15.42	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	30.21 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	47.28 m³·mol⁻¹	ChemAxon
Polarizability	18.9 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03dj-9500000000-e7a6b6f1f89c163e9cee	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03dj-9800000000-220b2d3e9bdc24ed11a1	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03dj-9500000000-e7a6b6f1f89c163e9cee	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03dj-9800000000-220b2d3e9bdc24ed11a1	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9000000000-1cf32fa9bc1d070a499c	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-1900000000-08c4578220db9ec364a6	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-06di-9500000000-58b766fcdd973cf9a0d4	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05mo-9000000000-992035b231e71ef04a39	2016-08-02	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-b3c420bac4e4fe655551	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-4900000000-87bab165344e4f214167	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-015c-9300000000-b7dd301daa3e9a1a8f4d	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-5900000000-b6ff1b2c2f51f63ac3f1	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-016r-9000000000-f01450be7b93b18b6e01	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014m-9000000000-4cbd65a102ca4551b732	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00ry-9100000000-5a537e5725e336287303	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-007p-9000000000-efad93ffbd9ab70c7994	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gbd-9000000000-099a8dcb01193c08e154	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0032462

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61738

PDB ID

Not Available

ChEBI ID

9642

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Kordel W, Schneider F: Chemical modification of two tryptophan residues abolishes the catalytic activity of aminoacylase. Hoppe Seylers Z Physiol Chem. 1976 Aug;357(8):1109-15. doi: 10.1515/bchm2.1976.357.2.1109. [PubMed:10243 ]
Kruze D, Salgam P, Cohen G, Fehr K, Boni A: Purification and some properties of collagenase proenzyme activator from rheumatoid synovial fluid. Z Rheumatol. 1978 Nov-Dec;37(11-12):355-65. [PubMed:216183 ]
Steven FS, Podrazky V: Evidence for the inhibition of trypsin by thiols. The mechanism of enzyme-inhibitor complex formation. Eur J Biochem. 1978 Feb 1;83(1):155-61. doi: 10.1111/j.1432-1033.1978.tb12079.x. [PubMed:627206 ]
Conseiller EC, Lederer F: Inhibition of NADPH oxidase by aminoacyl chloromethane protease inhibitors in phorbol-ester-stimulated human neutrophils: a reinvestigation. Are proteases really involved in the activation process? Eur J Biochem. 1989 Jul 15;183(1):107-14. doi: 10.1111/j.1432-1033.1989.tb14902.x. [PubMed:2546767 ]
Cox SW, Eley BM: Identification of a tryptase-like enzyme in extracts of inflamed human gingiva by effector and gel-filtration studies. Arch Oral Biol. 1989;34(3):219-21. doi: 10.1016/0003-9969(89)90011-3. [PubMed:2684110 ]
Kester JE, Gasiewicz TA: Influence of proteinase inhibitors and substrates on 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD)-binding capacity of the rat hepatic Ah receptor. Biochim Biophys Acta. 1987 Aug 13;925(2):109-16. doi: 10.1016/0304-4165(87)90099-7. [PubMed:3040108 ]
Lilova A, Kleinschmidt T, Nedkov P: Reductive alkylation of lysine residues in subtilisin DY. Biol Chem Hoppe Seyler. 1987 Nov;368(11):1479-87. doi: 10.1515/bchm3.1987.368.2.1479. [PubMed:3124865 ]
Peaucellier G: Purification and characterization of proteases from the polychaete annelid Sabellaria alveolata (L.). Eur J Biochem. 1983 Nov 15;136(3):435-45. doi: 10.1111/j.1432-1033.1983.tb07761.x. [PubMed:6357792 ]
Yamada Y, Matsui T, Aketa K: Purification and characterization of a chymotrypsin-like enzyme from sperm of the sea urchin, Hemicentrotus pulcherrimus. Eur J Biochem. 1982 Feb;122(1):57-62. doi: 10.1111/j.1432-1033.1982.tb05847.x. [PubMed:7199460 ]
Chollet-Przednowed E, Lederer F: Aminoacyl chloromethanes as tools to study the requirements of NADPH oxidase activation in human neutrophils. Eur J Biochem. 1993 Nov 15;218(1):89-93. doi: 10.1111/j.1432-1033.1993.tb18354.x. [PubMed:8243479 ]
Brtko J, Knopp J, Baker ME: Inhibition of 3,5,3'-triiodothyronine binding to its receptor in rat liver by protease inhibitors and substrates. Mol Cell Endocrinol. 1993 May;93(1):81-6. doi: 10.1016/0303-7207(93)90142-7. [PubMed:8319835 ]
Nawrot B, Hillenbrand R, Limmer S, Grillenbeck N, Sprinzl M: Interaction of N-tosyl-L-phenylalanylchloromethane with Thermus thermophilus elongation factor Tu. Eur J Biochem. 1997 Jul 1;247(1):59-65. doi: 10.1111/j.1432-1033.1997.t01-1-00059.x. [PubMed:9249009 ]
EAFUS: Everything Added to Food in the United States. [Link]

Showing metabocard for 2-Hexanoylfuran (MMDBc0047642)

MOL for #<Metabolite:0x00007fed15977408>

3D MOL for #<Metabolite:0x00007fed15977408>

3D SDF for #<Metabolite:0x00007fed15977408>

3D-SDF for #<Metabolite:0x00007fed15977408>

PDB for #<Metabolite:0x00007fed15977408>

3D PDB for #<Metabolite:0x00007fed15977408>

SMILES for #<Metabolite:0x00007fed15977408>

INCHI for #<Metabolite:0x00007fed15977408>

Structure for #<Metabolite:0x00007fed15977408>

3D Structure for #<Metabolite:0x00007fed15977408>