| Common Name |
Phenylmethanethiol
| Description |
Phenylmethanethiol is a flavouring agent. Phenylmethanethiol belongs to the family of Aromatic Homomonocyclic Compounds. These are aromatic compounds containig only one ring, which is homocyclic.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29633 (Phenylmethanethiol)
| Synonyms |
| Value |
Source |
(Mercaptomethyl)benzeneHMDB
(Mercaptomethyl)polystyreneHMDB
(Thiomethyl)benzeneHMDB
a-Toluenethiol, 8ciHMDB
alpha -MercaptotolueneHMDB
alpha -ToluenethiolHMDB
alpha -ToluolthiolHMDB
alpha -Tolyl mercaptanHMDB
alpha-mercapto-TolueneHMDB
alpha-MercaptotolueneHMDB
alpha-ToluenethiolHMDB
alpha-ToluolthiolHMDB
alpha-Tolyl mercaptanHMDB
BenzenemethanethiolHMDB
Benzenemethanethiol, 9ciHMDB
Benzyl hydroslifideHMDB
Benzyl mercaptanHMDB
Benzyl thiolHMDB
BenzylhydroslifideHMDB
BenzylthiolHMDB
Dodeoyl benzyl mercaptanHMDB
FEMA 2147HMDB
Mercaptomethyl, polymer-boundHMDB
Phenyl-methanethiolHMDB
Phenylmethyl mercaptanHMDB
Thiobenzyl alcoholHMDB
Thiol, polymer-boundHMDB
Toluene-alpha-thiolHMDB
| Chemical Formlia |
C7H8S
| Average Molecliar Weight |
124.203
| Monoisotopic Molecliar Weight |
124.034670946
| IUPAC Name |
phenylmethanethiol
| Traditional Name |
benzyl mercaptan
| CAS Registry Number |
100-53-8
| SMILES |
SCC1=CC=CC=C1
| InChI Identifier |
InChI=1S/C7H8S/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2
| InChI Key |
UENWRTRMUIOCKN-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Benzenoids
| Sub Class |
Benzene and substituted derivatives
| Direct Parent |
Benzene and substituted derivatives
| Alternative Parents |
Alkylthiols
Hydrocarbon derivatives
| Substituents |
Monocyclic benzene moiety
Alkylthiol
Hydrocarbon derivative
Organoslifur compound
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Flavoring Agent
| Cellliar locations |
Cytoplasm
Extracellliar
| Physical Properties |
| State |
Liquid
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point-30 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility0.35 mg/mLALOGPS
logP2.33ALOGPS
logP2.46ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)9.93ChemAxon
pKa (Strongest Basic)-9.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area0 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity38.9 m3·mol-1ChemAxon
Polarizability13.79 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| 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
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000803
| KNApSAcK ID |
Not Available
| Chemspider ID |
13851383
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29633
| Metagene Link |
HMDB29633
| METLIN ID |
Not Available
| PubChem Compound |
7509
| PDB ID |
Not Available
| ChEBI ID |
791015
Product: Tubercidin
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Henderson AP, Bleasdale C, Delaney K, Lindstrom AB, Rappaport SM, Waidyanatha S, Watson WP, Golding BT: Evidence for the formation of Michael adducts from reactions of (E,E)-muconaldehyde with glutathione and other thiols. Bioorg Chem. 2005 Oct;33(5):363-73. Epub 2005 Jul 11. [PubMed:16005934 ]
- Muglali MI, Liu J, Bashir A, Borissov D, Xu M, Wang Y, Woll C, Rohwerder M: On the complexation kinetics for metallization of organic layers: palladium onto a pyridine-terminated araliphatic thiol film. Phys Chem Chem Phys. 2012 Apr 14;14(14):4703-12. doi: 10.1039/c2cp40072c. Epub 2012 Feb 29. [PubMed:22377589 ]
- Wood WF, Sollers BG, Dragoo GA, Dragoo JW: Volatile components in defensive spray of the hooded skunk, Mephitis macroura. J Chem Ecol. 2002 Sep;28(9):1865-70. [PubMed:12449512 ]
- Labarbe B, Cheynier V, Brossaud F, Souquet JM, Moutounet M: Quantitative fractionation of grape proanthocyanidins according to their degree of polymerization. J Agric Food Chem. 1999 Jul;47(7):2719-23. [PubMed:10552552 ]
- Pelyvas I, Hasegawa A, Whistler RL: Synthesis of N-trifluoroacetyl-L-acosamine, N-trifluoroacetyl-L-daunosamine, and their 1-thio analogs. Carbohydr Res. 1986 Feb 1;146(2):193-203. [PubMed:3955573 ]
- Hasegawa JY, Hamada M, Miyamoto T, Nishide K, Kajimoto T, Uenishi J, Node M: The application of phenylmethanethiol and benzenethiol derivatives as odorless organosulfur reagents in the synthesis of thiosugars and thioglycosides. Carbohydr Res. 2005 Oct 31;340(15):2360-8. [PubMed:16143318 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
|
PMID: 19596849