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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-09-11 18:44:12 UTC

Update Date

2023-02-21 17:23:48 UTC

HMDB ID

HMDB0033962

Secondary Accession Numbers

HMDB33962

Metabolite Identification

Common Name

3-Phenyl-1-propanol

Description

3-Phenyl-1-propanol belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 3-Phenyl-1-propanol is a sweet, anise, and balsam tasting compound. 3-Phenyl-1-propanol is found, on average, in the highest concentration within bilberries (Vaccinium myrtillus). 3-Phenyl-1-propanol has also been detected, but not quantified in, several different foods, such as blackberries (Rubus), alcoholic beverages, oyster mushrooms (Pleurotus ostreatus), evergreen blackberries (Rubus laciniatus), and highbush blueberries (Vaccinium corymbosum). This could make 3-phenyl-1-propanol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 3-Phenyl-1-propanol.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(3-Hydroxypropyl)benzene	HMDB
1-Hydroxy-3-phenylpropane	HMDB
3- Phenylprophyl alcohol	HMDB
3-Benzenepropanol	HMDB
3-Phenyl-N-propanol	HMDB
3-PHENYL-propan-(1)-ol	HMDB
3-Phenylpropan-1-ol	HMDB
3-Phenylpropanol	HMDB
3-Phenylpropanol-1	HMDB, MeSH
3-Phenylpropyl alcohol	HMDB
Benzenepropanol	HMDB
Benzenepropanol, 9ci	HMDB
Benzylethyl alcohol	HMDB
Dihydrocinnamal alcohol	HMDB
FEMA 2885	HMDB
gamma-Phenylpropanol	HMDB
Hydrocinnamic alcohol	HMDB
Hydrocinnamyl alcohol	HMDB
laquo gammaraquo -Phenylpropanol	HMDB
laquo gammaraquo -Phenylpropyl alcohol	HMDB
Phenyl-propanol	HMDB
Phenylpropanol	HMDB
Phenylpropyl alcohol	HMDB
Phenylpropylic alcohol	HMDB
3-Phenyl-1-propanol	MeSH

Chemical Formula

C₉H₁₂O

Average Molecular Weight

136.191

Monoisotopic Molecular Weight

136.088815006

IUPAC Name

3-phenylpropan-1-ol

Traditional Name

phenylpropanol

CAS Registry Number

122-97-4

SMILES

OCCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C9H12O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,10H,4,7-8H2

InChI Key

VAJVDSVGBWFCLW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033962)
Cytoplasm (HMDB: HMDB0033962)

Excreta

Biofluid or Excreta

Feces (HMDB: HMDB0033962)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033962)

Source

Exogenous

Food

Food (HMDB: HMDB0033962)

Fruit

Berry

Pome

Pomes (FooDB: FOOD00856)

Fruits (FooDB: FOOD00871)

Alcoholic beverages (FooDB: FOOD00854)

Endogenous

Plant

Plant (HMDB: HMDB0033962)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033962)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0033962)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< -18 °C	Not Available
Boiling Point	235.00 to 236.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	5.68 mg/mL at 25 °C	Not Available
LogP	1.88	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.97 g/L	ALOGPS
logP	2	ALOGPS
logP	1.94	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	15.96	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	42.23 m³·mol⁻¹	ChemAxon
Polarizability	15.96 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]+	127.997	31661259
DarkChem	[M-H]-	124.873	31661259
DeepCCS	[M+H]+	128.655	30932474
DeepCCS	[M-H]-	125.563	30932474
DeepCCS	[M-2H]-	162.509	30932474
DeepCCS	[M+Na]+	137.442	30932474
AllCCS	[M+H]+	129.3	32859911
AllCCS	[M+H-H2O]+	124.7	32859911
AllCCS	[M+NH4]+	133.7	32859911
AllCCS	[M+Na]+	134.9	32859911
AllCCS	[M-H]-	131.4	32859911
AllCCS	[M+Na-2H]-	133.1	32859911
AllCCS	[M+HCOO]-	135.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Phenyl-1-propanol	OCCCC1=CC=CC=C1	1976.2	Standard polar	33892256
3-Phenyl-1-propanol	OCCCC1=CC=CC=C1	1207.3	Standard non polar	33892256
3-Phenyl-1-propanol	OCCCC1=CC=CC=C1	1237.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Phenyl-1-propanol,1TMS,isomer #1	C[Si](C)(C)OCCCC1=CC=CC=C1	1343.9	Semi standard non polar	33892256
3-Phenyl-1-propanol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCC1=CC=CC=C1	1583.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)	splash10-014l-5900000000-c47a97802ac7bbbfd8a8	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)	splash10-014l-9600000000-cd72498d79a581fa8818	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Phenyl-1-propanol CI-B (Non-derivatized)	splash10-014i-4900000000-1e8aea0aa908c36770d9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)	splash10-00kf-9500000000-cc463a7ff1b75d911f86	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)	splash10-014l-9600000000-224fcad0fa4e8d6a5168	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)	splash10-014l-5900000000-c47a97802ac7bbbfd8a8	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)	splash10-014l-9600000000-cd72498d79a581fa8818	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Phenyl-1-propanol CI-B (Non-derivatized)	splash10-014i-4900000000-1e8aea0aa908c36770d9	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)	splash10-00kf-9500000000-cc463a7ff1b75d911f86	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)	splash10-014l-9600000000-224fcad0fa4e8d6a5168	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenyl-1-propanol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9300000000-aa99e0d472a35097e910	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenyl-1-propanol GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-9400000000-96720bbb4a1f40b361b8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Phenyl-1-propanol 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-Phenyl-1-propanol 10V, Positive-QTOF	splash10-014r-0900000000-c87f2f1bb44086eb604d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 20V, Positive-QTOF	splash10-014i-2900000000-a18d31e4f141d46156a5	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 40V, Positive-QTOF	splash10-00kf-9400000000-db2aa869c184661275ce	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 10V, Negative-QTOF	splash10-000i-0900000000-7bf2752cd96ad3905eff	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 20V, Negative-QTOF	splash10-000i-0900000000-89e1e2771dc423ea9900	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 40V, Negative-QTOF	splash10-00kf-9700000000-71838519e5aa1ac425d4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 10V, Negative-QTOF	splash10-052r-0900000000-673e7f58e236d70f048b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 20V, Negative-QTOF	splash10-0670-1900000000-acbf41cf01852b66be4d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 40V, Negative-QTOF	splash10-004l-9000000000-e456bb169f0d9d4a9dc5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 10V, Positive-QTOF	splash10-00kf-9800000000-a9a5dae2b862582b44f8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 20V, Positive-QTOF	splash10-0006-9400000000-7e7b5c119c60ca0e2a79	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 40V, Positive-QTOF	splash10-0006-9000000000-8626a2c4ada2686bfb9f	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected and Quantified	2.448 nmol/g wet feces	Adult (>18 years old)	Not Specified	Normal	26416813	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	17314143	details
Feces	Detected and Quantified	7.343 nmol/g wet feces	Adult (>18 years old)	Not Specified	Normal	26416813	details
Feces	Detected and Quantified	9.79 nmol/g wet feces	Adult (>18 years old)	Not Specified	Normal	26416813	details

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

FDB012188

KNApSAcK ID

C00035115

Chemspider ID

13871718

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

31234

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1010172

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Marcheschi RJ, Li H, Zhang K, Noey EL, Kim S, Chaubey A, Houk KN, Liao JC: A synthetic recursive "+1" pathway for carbon chain elongation. ACS Chem Biol. 2012 Apr 20;7(4):689-97. doi: 10.1021/cb200313e. Epub 2012 Feb 3. [PubMed:22242720 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

3-Phenyl-1-propanol → (3-phenylpropoxy)sulfonic acid	details

Enzyme Details

2. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

3-Phenyl-1-propanol → 3,4,5-trihydroxy-6-(3-phenylpropoxy)oxane-2-carboxylic acid	details

Showing metabocard for 3-Phenyl-1-propanol (HMDB0033962)

MOL for HMDB0033962 (3-Phenyl-1-propanol)

3D MOL for HMDB0033962 (3-Phenyl-1-propanol)

3D SDF for HMDB0033962 (3-Phenyl-1-propanol)

3D-SDF for HMDB0033962 (3-Phenyl-1-propanol)

PDB for HMDB0033962 (3-Phenyl-1-propanol)

3D PDB for HMDB0033962 (3-Phenyl-1-propanol)

SMILES for HMDB0033962 (3-Phenyl-1-propanol)

INCHI for HMDB0033962 (3-Phenyl-1-propanol)

Structure for HMDB0033962 (3-Phenyl-1-propanol)

3D Structure for HMDB0033962 (3-Phenyl-1-propanol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes

Reactions

Reactions