NP-MRD: Showing NP-Card for 6-n-Pentyl-2H-pyran-2-one (NP0074613)

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Record Information

Version

2.0

Created at

2022-04-28 19:54:38 UTC

Updated at

2022-04-28 19:54:38 UTC

NP-MRD ID

NP0074613

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-n-Pentyl-2H-pyran-2-one

Description

6-Pentyl-2H-pyran-2-one, also known as 6-amyl-alpha -pyrone or 2,4-decadien-5-olide, belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone. 6-Pentyl-2H-pyran-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa). 6-Pentyl-2H-pyran-2-one is an almond, coconut, and creamy tasting compound. Outside of the human body, 6-Pentyl-2H-pyran-2-one has been detected, but not quantified in, fruits. 6-n-Pentyl-2H-pyran-2-one is found in Fusarium solani, Myrothecium sp., Prunus persica , Trichoderma koningii and Trichoderma viride. This could make 6-pentyl-2H-pyran-2-one a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF 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       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      10.669  -3.080   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   12                                                  
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12    9   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol

Synonyms

Value	Source
2,4-Decadien-5-olide	HMDB
2-Pyrone, 6-pentyl	HMDB
5-Hydroxy-2,4-decadienoic acid D-lactone	HMDB
5-Hydroxy-2,4-decadienoic acid delta-lactone	HMDB
5-Hydroxy-2,4-decadienoic acid gamma-lactone	HMDB
6-Amyl-alpha -pyrone	HMDB
6-Amyl-alpha-pyrone	HMDB
6-N-Amyl alpha -pyrone	HMDB
6-N-Pentyl-2H-pyran-2-one	HMDB
6-N-Pentyl-alpha-pyrone	HMDB
6-Pentyl-2-pyrone	HMDB
6-Pentyl-a-pyrone	HMDB
6-Pentyl-alpha -pyrone	HMDB
6-Pentyl-alpha-pyrone	HMDB
6-Pentyl-pyran-2-one	HMDB
alpha -Pyrone, 6-pentyl	HMDB
FEMA 3696	HMDB
6-Pentylpyrone	HMDB

Chemical Formula

C₁₀H₁₄O₂

Average Mass

166.2170 Da

Monoisotopic Mass

166.09938 Da

IUPAC Name

6-pentyl-2H-pyran-2-one

Traditional Name

6-pentylpyran-2-one

CAS Registry Number

Not Available

SMILES

CCCCCC1=CC=CC(=O)O1

InChI Identifier

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

InChI Key

MAUFTTLGOUBZNA-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Fusarium solani	LOTUS Database	35616633
Myrothecium sp.	Fungi	KNApSAcK
Prunus persica	Plant	KNApSAcK
Trichoderma koningii	LOTUS Database	35616633
Trichoderma viride	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyranones and derivatives. Pyranones and derivatives are compounds containing a pyran ring which bears a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrans

Sub Class

Pyranones and derivatives

Direct Parent

Pyranones and derivatives

Alternative Parents

Substituents

Pyranone
Heteroaromatic compound
Lactone
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyranone (CHEBI:66729 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.44	ALOGPS
logP	2.8	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	50.24 m³·mol⁻¹	ChemAxon
Polarizability	18.93 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

External Links

HMDB ID

HMDB0031085

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB003090

KNApSAcK ID

C00035961

Chemspider ID

31302

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

33960

PDB ID

Not Available

ChEBI ID

66729

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 6-n-Pentyl-2H-pyran-2-one (NP0074613)

MOL for NP0074613 (6-n-Pentyl-2H-pyran-2-one)

3D MOL for NP0074613 (6-n-Pentyl-2H-pyran-2-one)

3D SDF for NP0074613 (6-n-Pentyl-2H-pyran-2-one)

3D-SDF for NP0074613 (6-n-Pentyl-2H-pyran-2-one)

PDB for NP0074613 (6-n-Pentyl-2H-pyran-2-one)

3D PDB for NP0074613 (6-n-Pentyl-2H-pyran-2-one)

SMILES for NP0074613 (6-n-Pentyl-2H-pyran-2-one)

INCHI for NP0074613 (6-n-Pentyl-2H-pyran-2-one)

Structure for NP0074613 (6-n-Pentyl-2H-pyran-2-one)

3D Structure for NP0074613 (6-n-Pentyl-2H-pyran-2-one)