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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:12:26 UTC

Update Date

2023-02-21 17:28:26 UTC

HMDB ID

HMDB0040645

Secondary Accession Numbers

HMDB40645

Metabolite Identification

Common Name

3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone

Description

3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 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. 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone has been detected, but not quantified in, fruits. This could make 3-hydroxy-1-(4-hydroxyphenyl)-1-propanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone.

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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -4.620   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  -2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    3    7                                                       
CONECT    2    4    7                                                       
CONECT    3    1    8                                                       
CONECT    4    2    8                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    1    2    9                                                  
CONECT    8    3    4   11                                                  
CONECT    9    5    7   12                                                  
CONECT   10    6                                                            
CONECT   11    8                                                            
CONECT   12    9                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-(Hydroxyethyl) 4-hydroxyphenyl ketone	HMDB
2-(P-Hydroxybenzoyl)ethanol	HMDB
3,4'-Dihydroxypropiophenone	HMDB
4-(3-Hydroxypropionyl)phenol	HMDB

Chemical Formula

C₉H₁₀O₃

Average Molecular Weight

166.1739

Monoisotopic Molecular Weight

166.062994186

IUPAC Name

3-hydroxy-1-(4-hydroxyphenyl)propan-1-one

Traditional Name

3-hydroxy-1-(4-hydroxyphenyl)propan-1-one

CAS Registry Number

53170-93-7

SMILES

OCCC(=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C9H10O3/c10-6-5-9(12)7-1-3-8(11)4-2-7/h1-4,10-11H,5-6H2

InChI Key

LTEPZFZSPZASKJ-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
Aryl alkyl ketone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Beta-hydroxy ketone
Monocyclic benzene moiety
Organic oxide
Hydrocarbon derivative
Primary alcohol
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040645)
Cytoplasm (HMDB: HMDB0040645)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040645)

Source

Exogenous

Food

Food (HMDB: HMDB0040645)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040645)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040645)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	142 - 143 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	511900 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	4.77 g/L	ALOGPS
logP	0.74	ALOGPS
logP	0.65	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	7.77	ChemAxon
pKa (Strongest Basic)	-2.4	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	44.84 m³·mol⁻¹	ChemAxon
Polarizability	16.93 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]+	137.317	31661259
DarkChem	[M-H]-	134.456	31661259
DeepCCS	[M+H]+	135.924	30932474
DeepCCS	[M-H]-	132.271	30932474
DeepCCS	[M-2H]-	169.826	30932474
DeepCCS	[M+Na]+	145.364	30932474
AllCCS	[M+H]+	135.8	32859911
AllCCS	[M+H-H2O]+	131.4	32859911
AllCCS	[M+NH4]+	139.9	32859911
AllCCS	[M+Na]+	141.0	32859911
AllCCS	[M-H]-	135.4	32859911
AllCCS	[M+Na-2H]-	136.4	32859911
AllCCS	[M+HCOO]-	137.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone	OCCC(=O)C1=CC=C(O)C=C1	2805.4	Standard polar	33892256
3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone	OCCC(=O)C1=CC=C(O)C=C1	1688.1	Standard non polar	33892256
3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone	OCCC(=O)C1=CC=C(O)C=C1	1804.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone,1TMS,isomer #1	C[Si](C)(C)OCCC(=O)C1=CC=C(O)C=C1	1814.9	Semi standard non polar	33892256
3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C(=O)CCO)C=C1	1805.7	Semi standard non polar	33892256
3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone,2TMS,isomer #1	C[Si](C)(C)OCCC(=O)C1=CC=C(O[Si](C)(C)C)C=C1	1881.8	Semi standard non polar	33892256
3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCC(=O)C1=CC=C(O)C=C1	2065.4	Semi standard non polar	33892256
3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)CCO)C=C1	2047.4	Semi standard non polar	33892256
3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2357.3	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 - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1900000000-96e440669bc92c4a6f51	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone GC-MS (2 TMS) - 70eV, Positive	splash10-0006-6940000000-75aff25a7886b5e02d57	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 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 - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 10V, Positive-QTOF	splash10-00kb-0900000000-73a165b611591a044ae8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 20V, Positive-QTOF	splash10-006t-1900000000-7f5ff902fbc4cbc0891c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 40V, Positive-QTOF	splash10-0adl-9600000000-6cfdfa8f42ef63d0b653	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 10V, Negative-QTOF	splash10-014i-0900000000-b340123c4cd5b7ee2ede	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 20V, Negative-QTOF	splash10-00ks-1900000000-4e8c77a9b30252e653e2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 40V, Negative-QTOF	splash10-0006-9600000000-6c19d2a0f74caaa655f2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 10V, Negative-QTOF	splash10-014u-2900000000-e3e300890068db32670c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 20V, Negative-QTOF	splash10-000f-9800000000-4d36bf327f1d01a78531	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 40V, Negative-QTOF	splash10-0006-9300000000-9fa9d7efe67e9aa51ab7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 10V, Positive-QTOF	splash10-014i-0900000000-e0d20245f2f0351868aa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 20V, Positive-QTOF	splash10-00dj-3900000000-9165516aeb55597fe771	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone 40V, Positive-QTOF	splash10-05fr-8900000000-4d03c79c880c117e4c37	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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

FDB020438

KNApSAcK ID

C00029478

Chemspider ID

554240

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

638759

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1885031

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 3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone (HMDB0040645)

MOL for HMDB0040645 (3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone)

3D MOL for HMDB0040645 (3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone)

3D SDF for HMDB0040645 (3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone)

3D-SDF for HMDB0040645 (3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone)

PDB for HMDB0040645 (3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone)

3D PDB for HMDB0040645 (3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone)

SMILES for HMDB0040645 (3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone)

INCHI for HMDB0040645 (3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone)

Structure for HMDB0040645 (3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone)

3D Structure for HMDB0040645 (3-Hydroxy-1-(4-hydroxyphenyl)-1-propanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra