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Sigma-Aldrich

(±)-Geosmin

≥97% (GC), liquid (oil)

Synonyme(s) :

2β,6α-Dimethylbicyclo[4.4.0]decan-1β-ol

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About This Item

Formule empirique (notation de Hill):
C12H22O
Numéro CAS:
16423-19-1
Poids moléculaire :
182.30
Numéro MDL:
MFCD00055578
Code UNSPSC :
12161501
ID de substance PubChem :
24724647
Nomenclature NACRES :
NA.77

product name

(±)-Geosmin, ≥97% (GC)

Pureté

≥97% (GC)

Forme

liquid (oil)

Couleur

colorless

Température de stockage

2-8°C

Chaîne SMILES 

CC1CCCC2(C)CCCCC12O

InChI

1S/C12H22O/c1-10-6-5-8-11(2)7-3-4-9-12(10,11)13/h10,13H,3-9H2,1-2H3

Clé InChI

JLPUXFOGCDVKGO-UHFFFAOYSA-N

Application

(±)-Geosmin has been used as a standard for GC-MS based analytical techniques. Geosmin has also been used to study its adsorption on activated carbon.

Actions biochimiques/physiologiques

(±)-Geosmin is produced by Streptomyces coelicolor and cyanobacteria.
Geosmin is a naturally occurring biomolecule that contributes to the earthy or musty flavor and odor in water supplies. This water contaminant can be detected by humans at ng/l (parts per trillion) concentrations.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H319

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Journal of agricultural and food chemistry, 47(1), 164-169 (1999-11-24)
The semivolatile cyclic alcohols 2-methylisoborneol (MIB) and geosmin (GSM) impart muddy or musty flavors to water and food products. A rapid quantitative analytical technique has been developed whereby microwave distillation is used to remove the volatile organic compounds from a
Bertolt Gust et al.
Proceedings of the National Academy of Sciences of the United States of America, 100(4), 1541-1546 (2003-02-04)
Streptomycetes are high G+C Gram-positive, antibiotic-producing, mycelial soil bacteria. The 8.7-Mb Streptomyces coelicolor genome was previously sequenced by using an ordered library of Supercos-1 clones. Here, we describe an efficient procedure for creating precise gene replacements in the cosmid clones
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