Compound: GEOSMIN
SMILES: O[C@]12[C@@](CCC[C@@H]1C)(CCCC2)C
InChIKey: JLPUXFOGCDVKGO-TUAOUCFPSA-N
Synonyms: GEOSMIN, 19700-21-1, (-)-geosmin, MYW912WXJ4, Octahydro-4alpha,8abeta-dimethyl-4aalpha(2H)-naphthol, trans-1,10-Dimethyl-trans-9-decalol, (4S,4aS,8aR)-4,8a-dimethyloctahydronaphthalen-4a(2H)-ol, (4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol, FEMA NO. 4682, CHEBI:46702, DTXSID801024112, RefChem:142945, CHEBI:46703, DTXCID001508382, 243-239-8, trans-1,10-dimethyl-trans-decalol, (4S-(4alpha,4aalpha,8abeta))-Octahydro-4,8a-dimethyl-4a(2H)-naphthol, (4S,4aS,8aR)-4,8a-dimethyl-decahydronaphthalen-4a-ol, 4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-, [4S-(4.alpha.,4a.alpha.,8a.beta.)]-, 4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-,(4.alpha.,4a.alpha.,8a.beta.)-, 1,10-Dimethyl-9-decalol, EINECS 243-239-8, UNII-MYW912WXJ4, rac Geosmin, 4,8a-Dimethyloctahydro-4a(2H)-naphthalenol #, 4,8alpha-dimethyl-octahydro-naphthalen-4alpha-ol, GEOSMIN [MI], 39 - Geosmin and MIB, SCHEMBL50009, 4a-.alpha.-(2H)-Naphthol, octahydro-4-.alpha.,8a-.beta.-dimethyl-, CHEMBL2374043, (4S,4aS,8aR)-Octahydro-4,8a-dimethyl-4a(2H)-naphthalenol, 4a-alpha-(2H)-Naphthol, octahydro-4-alpha,8a-beta-dimethyl-, MSK005063-100M, 4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-, (4S-(4-alpha,4a-alpha,8a-beta))-, Geosmin Solution in Methanol, 100ug/mL, MSK005063-1000M, NCGC00165950-01, (+/-)-Geosmin 10 microg/mL in Methanol, Geosmin Solution in Methanol, 1000ug/mL, (+/-)-Geosmin 100 microg/mL in Methanol, NS00122563, Q420233
Theoretical properties:
molecular_formula: C12H22O
molecular_weight: 182.30 g/mol
exact_mass: 182.167065321 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 13
topological_polar_surface_area: 20.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (-)-geosmin is the ()-stereoisomer of geosmin, having 4S,4aS,8aR configuration. It is an enantiomer of a (+)-geosmin.
chebi: The (−)-stereoisomer of geosmin, having 4<i>S</i>,4a<i>S</i>,8a<i>R</i> configuration.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Geosmin ( jee-OZ-min) is an irregular sesquiterpenoid with a distinct earthy or musty odor, which most people can easily smell. The geosmin odor detection threshold in humans is very low, ranging from 0.006 to 0.01 micrograms per liter in water. Geosmin, along with 2-methylisoborneol, are the major biological causes of taste and odor outbreaks in drinking water worldwide and in farmed fish. Geosmin is also responsible for the earthy taste of beetroots and a contributor to the strong scent, known as petrichor, that occurs when rain falls after a spell of dry weather or when soil is disturbed. 
Geosmin is a bicyclic alcohol with formula C12H22O, a derivative of decalin. It is produced from the universal sesquiterpene precursor farnesyl pyrophosphate (also known as farnesyl diphosphate), in a two-step Mg2+-dependent reaction. Its name is derived from the Ancient Greek words geō- (γεω-), meaning "earth", and osmḗ (ὀσμή), meaning "smell". The word was coined in 1965 by the American biochemist Nancy N. Gerber (1929–1985) and the French-American biologist Hubert A. Lechevalier (1926–2015).