The geosmin products listed by Sigma-Aldrich (CAS Registry number [16423-19-1]) are synthetic, and would be exactly a 50:50 mixture of the (+) and (-) isomers. Specifically, the natural (-) isomer is (4S,4aS,8aR)-4,8a-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol. Therefore, the unnatural (+) isomer (the mirror image) is (4R,4aR,8aS)-4,8a-Dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol.This information has not been confirmed by a specific rotation measurement or chiral analysis, but is known based on the method of preparation.
UC18
(±)-Geosmin
≥97% (GC), liquid (oil)
Synonym(s):
2β,6α-Dimethylbicyclo[4.4.0]decan-1β-ol
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5 MG
$716.00
10 MG
$949.00
About This Item
Empirical Formula (Hill Notation):
C12H22O
CAS Number:
Molecular Weight:
182.30
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77
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Product Name
(±)-Geosmin, ≥97% (GC)
Quality Level
Assay
≥97% (GC)
form
liquid (oil)
color
colorless
storage temp.
2-8°C
SMILES string
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
InChI key
JLPUXFOGCDVKGO-UHFFFAOYSA-N
Application
Biochem/physiol Actions
(±)-Geosmin is produced by Streptomyces coelicolor and cyanobacteria.[3]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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