<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 02:19:44 UTC</creation_date>
  <update_date>2026-08-18 20:41:38 UTC</update_date>
  <accession/>
  <common_name>OCTAHYDRO-4,8A-DIMETHYL-4A(2H)-NAPHTHOL</common_name>
  <class>SmallMolecule</class>
  <description>OCTAHYDRO-4,8A-DIMETHYL-4A(2H)-NAPHTHOL is an organic compound with the formula C12H22O and an average molecular weight of 182.30 g/mol. OCTAHYDRO-4,8A-DIMETHYL-4A(2H)-NAPHTHOL belongs to the alcohols and polyols, a subclass of organooxygen compounds within the organic compounds.

In industrial applications, this compound is utilized as a fragrance, as well as a flavouring and nutrient. It is found in or released from nine recorded sources across several categories. Within food, food processing and cookware, it is associated with the preparation of wine or sparkling wine, the preparation of vinegar, fermentation processes for beer, food preservation, molasses, and the treatment of molasses. Additionally, it is found in household cleaning and consumer products, specifically within perfumes used in soaps and detergents. The compound is also released from electrical and electronic equipment, including television systems and electric switches.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>Geosmin</synonym>
  </synonyms>
  <chemical_formula>C12H22O</chemical_formula>
  <average_molecular_weight>182.3025</average_molecular_weight>
  <monisotopic_moleculate_weight>182.167065326</monisotopic_moleculate_weight>
  <iupac_name>4,8a-dimethyl-decahydronaphthalen-4a-ol</iupac_name>
  <traditional_iupac>geosmin</traditional_iupac>
  <cas_registry_number>23333-91-7</cas_registry_number>
  <smiles>CC1CCCC2(C)CCCCC12O</smiles>
  <inchi>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>
  <inchikey>JLPUXFOGCDVKGO-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Alcohols and polyols</sub_class>
    <direct_parent>Tertiary alcohols</direct_parent>
    <alternate_parents>
      <alternative_parent>Cyclic alcohols and derivatives</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aliphatic homopolycyclic compound</substituent>
      <substituent>Cyclic alcohol</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Tertiary alcohol</substituent>
    </substituents>
    <molecular_framework>Aliphatic homopolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>a sesquiterpenoid derivative</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>3.3</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.66</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.55</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>5.12e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>3.17</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-0.0047</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>4,8a-dimethyl-decahydronaphthalen-4a-ol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>182.3025</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>182.167065326</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC1CCCC2(C)CCCCC12O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C12H22O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C12H22O/c1-10-6-5-8-11(2)7-3-4-9-12(10,11)13/h10,13H,3-9H2,1-2H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>JLPUXFOGCDVKGO-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>20.23</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>54.58</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>22.19</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7222cf7948&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>1213</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>1176</chemspider_id>
  <kegg_id/>
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  <chebi_id/>
  <biocyc_id/>
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  <wikipidia/>
  <general_references/>
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</compound>
