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Details

Stereochemistry ACHIRAL
Molecular Formula C9H12O
Molecular Weight 136.191
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3-PHENYL-1-PROPANOL

SMILES

OCCCC1=CC=CC=C1

InChI

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

HIDE SMILES / InChI

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/15236842 | https://www.ncbi.nlm.nih.gov/pubmed/19957926 | https://www.ncbi.nlm.nih.gov/pubmed/13639974

3-Phenyl-1-propanol is a fragrance ingredient used in many compounds. It may be found in fragrances used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents. It is a colorless slightly oily liquid, possessing a warm and mild, balsamic-floral, sweet odor of moderate tenacity. This material has been reported to occur in nature, with highest quantities observed in Guava and Feyoa. The worldwide volume of use for 3-phenyl-1-propanol is in the region of 100–1000 metric tons per year. 3-Phenyl-1-propanol was used to study the hydrogenation of trans-cinnamaldehyde using water-soluble organometallic complexes. It was used as starting reagent during the enantioselective synthesis of (S)- and (R)-dapoxetine.

Originator

Sources: Compt. rend. (1906), 143, 829-31.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Shifting the biotransformation pathways of L-phenylalanine into benzaldehyde by Trametes suaveolens CBS 334.85 using HP20 resin.
2001 Apr
Prochiral selectivity in H(2)O(2)-promoted oxidation of arylalkanols catalysed by chloroperoxidase. The role of the interactions between the OH group and the amino-acid residues in the enzyme active site.
2001 Feb
ED50 G(Na) block predictions for phenyl substituted and unsubstituted n-alkanols.
2001 Mar 15
Amicoumacin antibiotic production and genetic diversity of Bacillus subtilis strains isolated from different habitats.
2002 Jun
Fragrance contact dermatitis - a worldwide multicenter investigation (Part III).
2002 Mar
S-Substituted cysteine derivatives and thiosulfinate formation in Petiveria alliacea-part II.
2002 Nov
Comparison of the adsorption equilibrium of a few low-molecular mass compounds on a monolithic and a packed column in reversed-phase liquid chromatography.
2002 Nov 29
Volatile components and aroma active compounds in aqueous essence and fresh pink guava fruit puree (Psidium guajava L.) by GC-MS and multidimensional GC/GC-O.
2003 Feb 26
Simple synthesis of beta-D-glycopyranosides using beta-glycosidase from almonds.
2004 Feb
Synthesis and biological evaluation of 14-alkoxymorphinans. 21. Novel 4-alkoxy and 14-phenylpropoxy derivatives of the mu opioid receptor antagonist cyprodime.
2004 Jun 3
Propylphenols are metabolites in the anaerobic biodegradation of propylbenzene under iron-reducing conditions.
2005 Jun
Ultrasound-assisted hydrogenation of cinnamaldehyde.
2005 Mar
Chromatographic separation of phenylpropanol enantiomers on a quinidine carbamate-type chiral stationary phase.
2005 Oct 14
Synthesis and SAR of 1,2-trans-(1-hydroxy-3-phenylprop-1-yl)cyclopentane carboxamide derivatives, a new class of sodium channel blockers.
2006 Mar 1
Absorption, distribution, metabolism, and elimination of the direct renin inhibitor aliskiren in healthy volunteers.
2007 Aug
One-pot regioselective synthesis of chromanyl(phenyl)-lambda(3)-iodanes: tandem oxidative cyclization and lambda(3)-iodanation of 3-phenylpropanols.
2007 May 10
Glucosylation of phenols and phenylalkyl alcohols using cultured plant cells.
2007 Oct
Thermodynamic characterization of separations on alkaline-stable silica-based C18 columns: why basic solutes may have better capacity and peak performance at higher pH.
2007 Sep 7
Overloaded elution band profiles of ionizable compounds in reversed-phase liquid chromatography: influence of the competition between the neutral and the ionic species.
2008 Dec
Predatory mite attraction to herbivore-induced plant odors is not a consequence of attraction to individual herbivore-induced plant volatiles.
2008 Jun
Enzymatic esterification in aqueous miniemulsions.
2009
Synthesis and characterization of monoisomeric 1,8,15,22-substituted (A3B and A2B2) phthalocyanines and phthalocyanine-fullerene dyads.
2010 Aug 6
Development of a novel catalytic membrane reactor for heterogeneous catalysis in supercritical CO₂.
2010 Jan 13
Improvement in the generation of adsorption isotherm data in the elution by characteristic points method--the ECP-slope approach.
2010 Nov 12
Intercalation of 3-phenyl-1-proponal into OTS SAMs on silica nanoasperities to create self-repairing interfaces for MEMS lubrication.
2010 Nov 2
Fractional extraction and structural characterization of opium poppy and cotton stalks hemicelluloses.
2010 Oct
Effects of cinnamaldehyde on the glucose transport activity of GLUT1.
2011 Feb
Patents

Patents

Sample Use Guides

maximum daily exposure on the skin of 0.0204 mg/kg for high end users
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
3-PHENYL-1-PROPANOL
FCC   FHFI  
Systematic Name English
.GAMMA.-PHENYLPROPYL ALCOHOL
Systematic Name English
3-PHENYLPROPAN-1-OL
Systematic Name English
FEMA NO. 2885
Code English
HYDROCINNAMIC ALCOHOL
Common Name English
3-PHENYL-1-PROPANOL [FCC]
Common Name English
HYDROCINNAMYL ALCOHOL
Systematic Name English
3-PHENYL-1-PROPANOL [FHFI]
Common Name English
ALVERINE CITRATE IMPURITY B [EP IMPURITY]
Common Name English
3-PHENYLPROPYL ALCOHOL
Systematic Name English
.GAMMA.-PHENYLPROPANOL
Systematic Name English
PHENYLPROPYL ALCOHOL
Systematic Name English
PHENYLETHYL CARBINOL
Systematic Name English
NSC-16942
Code English
1-PROPANOL, 3-PHENYL-
Systematic Name English
3-PHENYLPROPANOL
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 40511
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
JECFA EVALUATION 3-PHENYL-1-PROPANOL
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
204-587-6
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY
MESH
C016655
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY
FDA UNII
U04IC2765C
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY
NSC
16942
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY
DAILYMED
U04IC2765C
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY
HSDB
8266
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY
EPA CompTox
DTXSID6041638
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY
JECFA MONOGRAPH
171
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY
PUBCHEM
31234
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY
RXCUI
2479688
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY
CAS
122-97-4
Created by admin on Fri Dec 15 17:33:15 GMT 2023 , Edited by admin on Fri Dec 15 17:33:15 GMT 2023
PRIMARY