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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 18:44:12 UTC
Update Date2022-03-07 02:53:55 UTC
HMDB IDHMDB0033962
Secondary Accession Numbers
  • HMDB33962
Metabolite Identification
Common Name3-Phenyl-1-propanol
Description3-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
Data?1563862488
Synonyms
ValueSource
(3-Hydroxypropyl)benzeneHMDB
1-Hydroxy-3-phenylpropaneHMDB
3- Phenylprophyl alcoholHMDB
3-BenzenepropanolHMDB
3-Phenyl-N-propanolHMDB
3-PHENYL-propan-(1)-olHMDB
3-Phenylpropan-1-olHMDB
3-PhenylpropanolHMDB
3-Phenylpropanol-1HMDB, MeSH
3-Phenylpropyl alcoholHMDB
BenzenepropanolHMDB
Benzenepropanol, 9ciHMDB
Benzylethyl alcoholHMDB
Dihydrocinnamal alcoholHMDB
FEMA 2885HMDB
gamma-PhenylpropanolHMDB
Hydrocinnamic alcoholHMDB
Hydrocinnamyl alcoholHMDB
laquo gammaraquo -PhenylpropanolHMDB
laquo gammaraquo -Phenylpropyl alcoholHMDB
Phenyl-propanolHMDB
PhenylpropanolHMDB
Phenylpropyl alcoholHMDB
Phenylpropylic alcoholHMDB
3-Phenyl-1-propanolMeSH
Chemical FormulaC9H12O
Average Molecular Weight136.191
Monoisotopic Molecular Weight136.088815006
IUPAC Name3-phenylpropan-1-ol
Traditional Namephenylpropanol
CAS Registry Number122-97-4
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 KeyVAJVDSVGBWFCLW-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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point< -18 °CNot Available
Boiling Point235.00 to 236.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility5.68 mg/mL at 25 °CNot Available
LogP1.88Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.97 g/LALOGPS
logP2ALOGPS
logP1.94ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)15.96ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity42.23 m³·mol⁻¹ChemAxon
Polarizability15.96 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+127.99731661259
DarkChem[M-H]-124.87331661259
DeepCCS[M+H]+128.65530932474
DeepCCS[M-H]-125.56330932474
DeepCCS[M-2H]-162.50930932474
DeepCCS[M+Na]+137.44230932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Phenyl-1-propanolOCCCC1=CC=CC=C11976.2Standard polar33892256
3-Phenyl-1-propanolOCCCC1=CC=CC=C11207.3Standard non polar33892256
3-Phenyl-1-propanolOCCCC1=CC=CC=C11237.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Phenyl-1-propanol,1TMS,isomer #1C[Si](C)(C)OCCCC1=CC=CC=C11343.9Semi standard non polar33892256
3-Phenyl-1-propanol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCCC1=CC=CC=C11583.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)splash10-014l-5900000000-c47a97802ac7bbbfd8a82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)splash10-014l-9600000000-cd72498d79a581fa88182017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenyl-1-propanol CI-B (Non-derivatized)splash10-014i-4900000000-1e8aea0aa908c36770d92017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)splash10-00kf-9500000000-cc463a7ff1b75d911f862017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)splash10-014l-9600000000-224fcad0fa4e8d6a51682017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)splash10-014l-5900000000-c47a97802ac7bbbfd8a82018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)splash10-014l-9600000000-cd72498d79a581fa88182018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenyl-1-propanol CI-B (Non-derivatized)splash10-014i-4900000000-1e8aea0aa908c36770d92018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)splash10-00kf-9500000000-cc463a7ff1b75d911f862018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 3-Phenyl-1-propanol EI-B (Non-derivatized)splash10-014l-9600000000-224fcad0fa4e8d6a51682018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenyl-1-propanol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9300000000-aa99e0d472a35097e9102016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenyl-1-propanol GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-9400000000-96720bbb4a1f40b361b82017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Phenyl-1-propanol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 10V, Positive-QTOFsplash10-014r-0900000000-c87f2f1bb44086eb604d2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 20V, Positive-QTOFsplash10-014i-2900000000-a18d31e4f141d46156a52015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 40V, Positive-QTOFsplash10-00kf-9400000000-db2aa869c184661275ce2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 10V, Negative-QTOFsplash10-000i-0900000000-7bf2752cd96ad3905eff2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 20V, Negative-QTOFsplash10-000i-0900000000-89e1e2771dc423ea99002015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 40V, Negative-QTOFsplash10-00kf-9700000000-71838519e5aa1ac425d42015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 10V, Negative-QTOFsplash10-052r-0900000000-673e7f58e236d70f048b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 20V, Negative-QTOFsplash10-0670-1900000000-acbf41cf01852b66be4d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 40V, Negative-QTOFsplash10-004l-9000000000-e456bb169f0d9d4a9dc52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 10V, Positive-QTOFsplash10-00kf-9800000000-a9a5dae2b862582b44f82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 20V, Positive-QTOFsplash10-0006-9400000000-7e7b5c119c60ca0e2a792021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Phenyl-1-propanol 40V, Positive-QTOFsplash10-0006-9000000000-8626a2c4ada2686bfb9f2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected and Quantified2.448 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal
details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
FecesDetected and Quantified7.343 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal
details
FecesDetected and Quantified9.79 nmol/g wet fecesAdult (>18 years old)Not Specified
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012188
KNApSAcK IDC00035115
Chemspider ID13871718
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound31234
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1010172
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]
  2. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

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 aciddetails
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 aciddetails