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

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-11 18:44:12 UTC
Update Date2019-07-23 06:14:48 UTC
HMDB IDHMDB0033962
Secondary Accession Numbers
  • HMDB33962
Metabolite Identification
Common Name3-Phenyl-1-propanol
Description3-Phenyl-1-propanol, also known as 3-benzenepropanol or 3-phenylpropyl alcohol, 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 an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Phenyl-1-propanol is a sweet, anise, and balsam tasting compound. Outside of the human body, 3-Phenyl-1-propanol is found, on average, in the highest concentration within bilberries. 3-Phenyl-1-propanol has also been detected, but not quantified in, several different foods, such as mushrooms, alcoholic beverages, evergreen blackberries, highbush blueberries, and fruits. This could make 3-phenyl-1-propanol a potential biomarker for the consumption of these foods.
Structure
Data?1563862488
MOLSDFPDBSMILESInChI
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
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

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point< -18 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility5.68 mg/mL at 25 °CNot Available
LogP1.88Not Available
Predicted 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
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-5900000000-c47a97802ac7bbbfd8a8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9600000000-cd72498d79a581fa8818Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-014i-4900000000-1e8aea0aa908c36770d9Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00kf-9500000000-cc463a7ff1b75d911f86Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9600000000-224fcad0fa4e8d6a5168Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-5900000000-c47a97802ac7bbbfd8a8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9600000000-cd72498d79a581fa8818Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-014i-4900000000-1e8aea0aa908c36770d9Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00kf-9500000000-cc463a7ff1b75d911f86Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-014l-9600000000-224fcad0fa4e8d6a5168Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9300000000-aa99e0d472a35097e910Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00dl-9400000000-96720bbb4a1f40b361b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0900000000-c87f2f1bb44086eb604dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-2900000000-a18d31e4f141d46156a5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9400000000-db2aa869c184661275ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0900000000-7bf2752cd96ad3905effSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0900000000-89e1e2771dc423ea9900Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9700000000-71838519e5aa1ac425d4Spectrum
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 Quantified Adult (>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
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

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 aciddetails
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 aciddetails