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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:01 UTC

Update Date

2023-02-21 17:21:38 UTC

HMDB ID

HMDB0032128

Secondary Accession Numbers

HMDB32128

Metabolite Identification

Common Name

1-(2,4-Dihydroxyphenyl)-1-butanone

Description

1-(2,4-Dihydroxyphenyl)-1-butanone, also known as 2',4'-dihydroxybutyrophenone or 4-butyrylresorcinol, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review very few articles have been published on 1-(2,4-Dihydroxyphenyl)-1-butanone.

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      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    9                                                       
CONECT    4    5    7                                                       
CONECT    5    4    8                                                       
CONECT    6    7   10                                                       
CONECT    7    4    6   11                                                  
CONECT    8    5    9   10                                                  
CONECT    9    3    8   12                                                  
CONECT   10    6    8   13                                                  
CONECT   11    7                                                            
CONECT   12    9                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',4'-Dihydroxybutyrophenone	HMDB
2,4-Dihydroxybutyrophenone	HMDB
4-Butyrylresorcinol	HMDB
Resobutyrophenone	HMDB

Chemical Formula

C₁₀H₁₂O₃

Average Molecular Weight

180.2005

Monoisotopic Molecular Weight

180.07864425

IUPAC Name

1-(2,4-dihydroxyphenyl)butan-1-one

Traditional Name

1-(2,4-dihydroxyphenyl)butan-1-one

CAS Registry Number

4390-92-5

SMILES

CCCC(=O)C1=C(O)C=C(O)C=C1

InChI Identifier

InChI=1S/C10H12O3/c1-2-3-9(12)8-5-4-7(11)6-10(8)13/h4-6,11,13H,2-3H2,1H3

InChI Key

IWADIQGGJLCBRK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Aryl alkyl ketone
Resorcinol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032128)
Cytoplasm (HMDB: HMDB0032128)

Source

Endogenous

Endogenous (HMDB: HMDB0032128)

Exogenous

Food

Food (HMDB: HMDB0032128)

Exogenous (HMDB: HMDB0032128)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	73 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.7 g/L	ALOGPS
logP	2.02	ALOGPS
logP	2.72	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	7.89	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	49.65 m³·mol⁻¹	ChemAxon
Polarizability	18.87 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	142.02	31661259
DarkChem	[M-H]-	140.01	31661259
DeepCCS	[M+H]+	142.895	30932474
DeepCCS	[M-H]-	139.883	30932474
DeepCCS	[M-2H]-	176.246	30932474
DeepCCS	[M+Na]+	151.785	30932474
AllCCS	[M+H]+	139.8	32859911
AllCCS	[M+H-H2O]+	135.5	32859911
AllCCS	[M+NH4]+	143.8	32859911
AllCCS	[M+Na]+	144.9	32859911
AllCCS	[M-H]-	140.4	32859911
AllCCS	[M+Na-2H]-	141.2	32859911
AllCCS	[M+HCOO]-	142.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-(2,4-Dihydroxyphenyl)-1-butanone	CCCC(=O)C1=C(O)C=C(O)C=C1	2365.1	Standard polar	33892256
1-(2,4-Dihydroxyphenyl)-1-butanone	CCCC(=O)C1=C(O)C=C(O)C=C1	1663.5	Standard non polar	33892256
1-(2,4-Dihydroxyphenyl)-1-butanone	CCCC(=O)C1=C(O)C=C(O)C=C1	1750.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-(2,4-Dihydroxyphenyl)-1-butanone,1TMS,isomer #1	CCCC(=O)C1=CC=C(O)C=C1O[Si](C)(C)C	1752.9	Semi standard non polar	33892256
1-(2,4-Dihydroxyphenyl)-1-butanone,1TMS,isomer #2	CCCC(=O)C1=CC=C(O[Si](C)(C)C)C=C1O	1713.1	Semi standard non polar	33892256
1-(2,4-Dihydroxyphenyl)-1-butanone,2TMS,isomer #1	CCCC(=O)C1=CC=C(O[Si](C)(C)C)C=C1O[Si](C)(C)C	1790.2	Semi standard non polar	33892256
1-(2,4-Dihydroxyphenyl)-1-butanone,1TBDMS,isomer #1	CCCC(=O)C1=CC=C(O)C=C1O[Si](C)(C)C(C)(C)C	2008.3	Semi standard non polar	33892256
1-(2,4-Dihydroxyphenyl)-1-butanone,1TBDMS,isomer #2	CCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O	1967.1	Semi standard non polar	33892256
1-(2,4-Dihydroxyphenyl)-1-butanone,2TBDMS,isomer #1	CCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1O[Si](C)(C)C(C)(C)C	2237.5	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-(2,4-Dihydroxyphenyl)-1-butanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-2900000000-11e4a623f9ca6e03e132	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone GC-MS (2 TMS) - 70eV, Positive	splash10-0ab9-7393000000-211ae748bdbfa7863390	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 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-(2,4-Dihydroxyphenyl)-1-butanone 10V, Positive-QTOF	splash10-001i-1900000000-eb6ec11a316f36cfc7a8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 20V, Positive-QTOF	splash10-000i-3900000000-6209cd2808640c162b9a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 40V, Positive-QTOF	splash10-0gbl-9400000000-04c724196c2653c57cc6	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 10V, Negative-QTOF	splash10-004i-0900000000-92816b0e495115780f2d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 20V, Negative-QTOF	splash10-004i-1900000000-38d05c11cdb1618020a9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 40V, Negative-QTOF	splash10-0a4l-8900000000-560315a57bca13902b96	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 10V, Negative-QTOF	splash10-004i-0900000000-c1c4023d2f929444f70e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 20V, Negative-QTOF	splash10-004r-1900000000-5d9ef151bf8464270353	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 40V, Negative-QTOF	splash10-0006-9100000000-8472f97cb3888bc7bf9b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 10V, Positive-QTOF	splash10-001i-0900000000-c9e0afbda5ad9f86b978	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 20V, Positive-QTOF	splash10-0080-2900000000-3bad7ecb19b0393bf00f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-(2,4-Dihydroxyphenyl)-1-butanone 40V, Positive-QTOF	splash10-001d-9600000000-b674e83a9934ef5d256d	2021-09-24	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+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

FDB008851

KNApSAcK ID

Not Available

Chemspider ID

70480

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78103

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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-(2,4-Dihydroxyphenyl)-1-butanone (HMDB0032128)

MOL for HMDB0032128 (1-(2,4-Dihydroxyphenyl)-1-butanone)

3D MOL for HMDB0032128 (1-(2,4-Dihydroxyphenyl)-1-butanone)

3D SDF for HMDB0032128 (1-(2,4-Dihydroxyphenyl)-1-butanone)

3D-SDF for HMDB0032128 (1-(2,4-Dihydroxyphenyl)-1-butanone)

PDB for HMDB0032128 (1-(2,4-Dihydroxyphenyl)-1-butanone)

3D PDB for HMDB0032128 (1-(2,4-Dihydroxyphenyl)-1-butanone)

SMILES for HMDB0032128 (1-(2,4-Dihydroxyphenyl)-1-butanone)

INCHI for HMDB0032128 (1-(2,4-Dihydroxyphenyl)-1-butanone)

Structure for HMDB0032128 (1-(2,4-Dihydroxyphenyl)-1-butanone)

3D Structure for HMDB0032128 (1-(2,4-Dihydroxyphenyl)-1-butanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra