Identification

Nameprenyl mercaptan
IUPAC3-methylbut-2-ene-1-thiol
CAS Number5287-45-6
FDA UNIIFDG262156U
Molecular FormulaC5 H10 S
Molecular Weight102.19970000
MDL NumberMFCD00068639
Nikkaji NumberJ534.118C
CoE Number11511

Regulatory

JECFA Food Flavoring522 prenylthiol
DG SANTE Food Flavourings12.170 3-methylbut-2-ene-1-thiol
FEMA Number3896
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)5287-45-6 ; PRENYLTHIOL

Physical Properties

Appearance colorless clear liquid (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.88400 to 0.88500 @ 25.00 °C.
Pounds per Gallon - (est). 7.356 to 7.364
Refractive Index 1.48300 to 1.49300 @ 20.00 °C.
Boiling Point 128.00 to 135.00 °C. @ 760.00 mm Hg
Vapor Pressure 14.359000 mmHg @ 25.00 °C. (est)
Flash Point 100.00 °F. TCC ( 37.78 °C. )
logP (o/w) 2.528 (est)
Soluble in alcohol
Insoluble in water
Similar Items note

Organoleptic Properties

Odor Description
at 0.10 % in propylene glycol.
Intense leek, onion-like, skunky

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for prenyl mercaptan usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)ND (μg/capita/day)
Structure ClassI
baked goods0.05000
beverages(nonalcoholic)0.00100
beverages(alcoholic)0.00500
breakfast cereal0.01000
cheese-
chewing gum0.05000
condiments / relishes-
confectionery froastings0.01000
egg products-
fats / oils-
fish products-
frozen dairy0.10000
fruit ices-
gelatins / puddings-
granulated sugar-
gravies0.10000
hard candy0.01000
imitation dairy-
instant coffee / tea0.00100
jams / jellies-
meat products0.01000
milk products0.00500
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors0.20000
snack foods-
soft candy0.10000
soups0.10000
sugar substitutes-
sweet sauces0.10000

Axxence Aromatic GmbH

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Endeavour Specialty Chemicals Ltd

Expertise in high impact aroma chemicals

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FRUTAROM USA INC,

Flavor & Specialty Ingredients

Your preferred partner for flavour and fragrance success.

View All Website +44 (0) 1429 863 222 Sales.IFFIngredients@iff.com

M&U International LLC

Steady supply & demand

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Penta International Corporation

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Robinson Brothers Limited

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Taytonn ASCC Pte Ltd

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TCI AMERICA

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R C Treatt and Co Ltd

Innovative ingredient solutions

World-leading innovative ingredient solutions provider for the flavour, fragrance and FMCG industries.

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WholeChem, LLC

Connecting Innovators To the Building Blocks Of the Universe

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Potential Uses

FL coffee dark roast coffee FL fish FL garlic roasted garlic FL meat FL meat grilled meat

Natural Occurrence

beer PMC coffee PMC hop oil

Synonyms

but-2-ene-1-thiol, 3-methyl- 2- butene-1-thiol, 3-methyl- 3- methyl but-2-ene-1-thiol methyl butene thiol 3- methyl-2-buten-1-thiol 3- methyl-2-butene-1-thiol 3- methyl-2-butenyl mercaptan 3- methylbut-2-ene-1-thiol prenyl mercaptan 1% in triacetin prenyl mercaptan natural 1% in triacetin prenyl thiol prenylthiol PubMed: Comparison of aroma-active volatiles and their sensory characteristics of mangosteen wines prepared by Saccharomyces cerevisiae with GC-olfactometry and principal component analysis. PubMed: Comparison of aroma active and sulfur volatiles in three fragrant rice cultivars using GC-olfactometry and GC-PFPD. PubMed: Dual lipidation of the brain-specific Cdc42 isoform regulates its functional properties. PubMed: Identification of a novel prenyl and palmitoyl modification at the CaaX motif of Cdc42 that regulates RhoGDI binding. PubMed: 3-Methyl-2-butene-1-thiol: identification, analysis, occurrence and sensory role of an uncommon thiol in wine. PubMed: Lipid and sulfur substituted prenylcysteine analogs as human Icmt inhibitors. PubMed: Construction and evaluation of self-cloning bottom-fermenting yeast with high SSU1 expression. PubMed: Structures of RabGGTase-substrate/product complexes provide insights into the evolution of protein prenylation. PubMed: Dechalcogenative allylic selenosulfide and disulfide rearrangements: complementary methods for the formation of allylic sulfides in the absence of electrophiles. Scope, limitations, and application to the functionalization of unprotected peptides in aqueous media. PubMed: Combinatorial synthesis and screening of novel odorants such as polyfunctional thiols. PubMed: Spectrophotometric method for exploring 3-methyl-2-butene-1-thiol (MBT) formation in lager. PubMed: Identification of the volatile component(s) causing the characteristic foxy odor in various cultivars of Fritillaria imperialis L. (Liliaceae). PubMed: Individual palmitoyl residues serve distinct roles in H-ras trafficking, microlocalization, and signaling. PubMed: Photoreceptor cGMP phosphodiesterase delta subunit (PDEdelta) functions as a prenyl-binding protein. PubMed: Protein farnesyltransferase inhibitors. PubMed: Intein-mediated synthesis of geranylgeranylated Rab7 protein in vitro. PubMed: Characterization of hydrophobic prenyl groups of isoprenylated proteins in human cancer cells. PubMed: Model studies on the influence of coffee melanoidins on flavor volatiles of coffee beverages. PubMed: Binding of the delta subunit to rod phosphodiesterase catalytic subunits requires methylated, prenylated C-termini of the catalytic subunits. PubMed: Evidence for the carboxyl methylation of nuclear lamin-B in the pancreatic beta cell. PubMed: Stringent structural requirements for anti-Ras activity of S-prenyl analogues. PubMed: Isolation and characterization of a prenylcysteine lyase from bovine brain. PubMed: Lipoconjugates: structure-activity studies for pheromone analogues of Ustilago maydis with varied lipophilicity. PubMed: A mechanism for posttranslational modifications of proteins by yeast protein farnesyltransferase. PubMed: Oxidative activation of the propolis hapten isoprenyl caffeate. PubMed: Synthetic prenylated peptides: studying prenyl protein-specific endoprotease and other aspects of protein prenylation. PubMed: Development of hydrophobicity parameters for prenylated proteins. PubMed: Isopentenoid synthesis in embryonic Drosophila cells: prenylated protein profile and prenyl group usage. PubMed: Quantitation of prenylcysteines by a selective cleavage reaction. PubMed: Significance of C-terminal cysteine modifications to the biological activity of the Saccharomyces cerevisiae a-factor mating pheromone. PubMed: Mass spectrometric signature of S-prenylated cysteine peptides. PubMed: Brain G protein gamma subunits contain an all-trans-geranylgeranylcysteine methyl ester at their carboxyl termini. PubMed: Prenylated proteins: demonstration of a thioether linkage to cysteine of proteins.