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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H22O
Molecular Weight 182.3025
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GEOSMIN

SMILES

C[C@H]1CCC[C@@]2(C)CCCC[C@]12O

InChI

InChIKey=JLPUXFOGCDVKGO-TUAOUCFPSA-N
InChI=1S/C12H22O/c1-10-6-5-8-11(2)7-3-4-9-12(10,11)13/h10,13H,3-9H2,1-2H3/t10-,11+,12-/m0/s1

HIDE SMILES / InChI

Molecular Formula C12H22O
Molecular Weight 182.3025
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Geosmin is a germacranoid sesquiterpene or a trans-1,10-dimethyl-trans-9-decalol. Geosmin, an earthy-smelling substance, has been isolated from several actinomycetes. 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. Geosmin is used to confer an earthy scent to perfumes.

CNS Activity

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
The cytotoxicity of musty odor-emitting substances, geosmin (GM) and 2-methylisoborneol, at a concentration of 10 ng/L - 300 mg/L was investigated using cultured mammalian cells. These two compounds exhibited no cytotoxicity in either the colony-formation of human KB cells or WST-1 assays of human-, monkey-, and dog-derived cells. These results suggest that the maximum concentration (700 ng/L) of GM found in the water of Lake Shinji is not toxic.
Substance Class Chemical
Record UNII
MYW912WXJ4
Record Status Validated (UNII)
Record Version