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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:50 UTC

Update Date

2023-02-21 17:22:50 UTC

HMDB ID

HMDB0032945

Secondary Accession Numbers

HMDB32945

Metabolite Identification

Common Name

1-Phenyl-2,4-pentadiyn-1-one

Description

1-Phenyl-2,4-pentadiyn-1-one belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). 1-Phenyl-2,4-pentadiyn-1-one has been detected, but not quantified in, herbs and spices. This could make 1-phenyl-2,4-pentadiyn-1-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-Phenyl-2,4-pentadiyn-1-one.

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      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    9                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6   10                                                       
CONECT    9    3   11                                                       
CONECT   10    7    8   11                                                  
CONECT   11    9   10   12                                                  
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Benzoylbutadiyne	HMDB
Demethylcapillone	HMDB
Desmethylcapillone	HMDB

Chemical Formula

C₁₁H₆O

Average Molecular Weight

154.1647

Monoisotopic Molecular Weight

154.041864814

IUPAC Name

1-phenylpenta-2,4-diyn-1-one

Traditional Name

1-phenylpenta-2,4-diyn-1-one

CAS Registry Number

29743-36-0

SMILES

O=C(C#CC#C)C1=CC=CC=C1

InChI Identifier

InChI=1S/C11H6O/c1-2-3-9-11(12)10-7-5-4-6-8-10/h1,4-8H

InChI Key

ZKQQJUBGJLUJNT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoyl derivatives

Direct Parent

Benzoyl derivatives

Alternative Parents

Substituents

Aryl ketone
Benzoyl
Alpha,beta-unsaturated ketone
Ketone
Acetylide
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032945)
Cytoplasm (HMDB: HMDB0032945)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032945)

Source

Exogenous

Food

Food (HMDB: HMDB0032945)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0032945)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032945)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	106 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	974.4 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	2.36	ALOGPS
logP	2.41	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	-8.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	48.16 m³·mol⁻¹	ChemAxon
Polarizability	16.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	137.534	31661259
DarkChem	[M-H]-	134.7	31661259
DeepCCS	[M+H]+	131.091	30932474
DeepCCS	[M-H]-	128.247	30932474
DeepCCS	[M-2H]-	164.529	30932474
DeepCCS	[M+Na]+	139.926	30932474
AllCCS	[M+H]+	129.1	32859911
AllCCS	[M+H-H2O]+	124.4	32859911
AllCCS	[M+NH4]+	133.4	32859911
AllCCS	[M+Na]+	134.7	32859911
AllCCS	[M-H]-	127.1	32859911
AllCCS	[M+Na-2H]-	127.7	32859911
AllCCS	[M+HCOO]-	128.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Phenyl-2,4-pentadiyn-1-one	O=C(C#CC#C)C1=CC=CC=C1	2488.2	Standard polar	33892256
1-Phenyl-2,4-pentadiyn-1-one	O=C(C#CC#C)C1=CC=CC=C1	1418.2	Standard non polar	33892256
1-Phenyl-2,4-pentadiyn-1-one	O=C(C#CC#C)C1=CC=CC=C1	1346.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pdi-5900000000-d5a5b921922b3f2fc73e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 10V, Positive-QTOF	splash10-0a4i-0900000000-27647d5c08466ea8a2ea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 20V, Positive-QTOF	splash10-0a4i-0900000000-30d5796eb7404c67f9cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 40V, Positive-QTOF	splash10-0pb9-5900000000-a2a45e3c8fa57928eefc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 10V, Negative-QTOF	splash10-0udi-0900000000-7512764e9b3d94792f99	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 20V, Negative-QTOF	splash10-0udi-2900000000-edec1659598b4b261b6c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 40V, Negative-QTOF	splash10-0udj-5900000000-482068f4562f55014812	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 10V, Positive-QTOF	splash10-0a4i-1900000000-0bb8d3ae352026cdf17c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 20V, Positive-QTOF	splash10-0a4i-4900000000-4dcec3d4810615a21c41	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 40V, Positive-QTOF	splash10-0zi1-9300000000-64eda0f7d27a454185d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 10V, Negative-QTOF	splash10-0udi-0900000000-00af740f7e074a23e9fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 20V, Negative-QTOF	splash10-0udi-0900000000-00af740f7e074a23e9fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Phenyl-2,4-pentadiyn-1-one 40V, Negative-QTOF	splash10-0udi-3900000000-c869e8807aa1ce241e80	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010930

KNApSAcK ID

C00054205

Chemspider ID

515451

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

592950

PDB ID

Not Available

ChEBI ID

173417

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1832591

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 1-Phenyl-2,4-pentadiyn-1-one (HMDB0032945)

MOL for HMDB0032945 (1-Phenyl-2,4-pentadiyn-1-one)

3D MOL for HMDB0032945 (1-Phenyl-2,4-pentadiyn-1-one)

3D SDF for HMDB0032945 (1-Phenyl-2,4-pentadiyn-1-one)

3D-SDF for HMDB0032945 (1-Phenyl-2,4-pentadiyn-1-one)

PDB for HMDB0032945 (1-Phenyl-2,4-pentadiyn-1-one)

3D PDB for HMDB0032945 (1-Phenyl-2,4-pentadiyn-1-one)

SMILES for HMDB0032945 (1-Phenyl-2,4-pentadiyn-1-one)

INCHI for HMDB0032945 (1-Phenyl-2,4-pentadiyn-1-one)

Structure for HMDB0032945 (1-Phenyl-2,4-pentadiyn-1-one)

3D Structure for HMDB0032945 (1-Phenyl-2,4-pentadiyn-1-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra