Geosmin

Details

• Internal ID: ada8a964-86b7-4dc5-9260-e1f0e06d7f41
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
• SMILES (Canonical): CC1CCCC2(C1(CCCC2)O)C
• SMILES (Isomeric): C[C@H]1CCC[C@@]2([C@@]1(CCCC2)O)C
• 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/t10-,11+,12-/m0/s1
• InChI Key: JLPUXFOGCDVKGO-TUAOUCFPSA-N
• Popularity: 1,101 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₂O
• Molecular Weight: 182.30 g/mol
• Exact Mass: 182.167065321 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 3.30

Synonyms

• 19700-21-1
• (-)-geosmin
• Octahydro-4alpha,8abeta-dimethyl-4aalpha(2H)-naphthol
• MYW912WXJ4
• CHEBI:46702
• trans-1,10-dimethyl-trans-decalol
• (4S-(4alpha,4aalpha,8abeta))-Octahydro-4,8a-dimethyl-4a(2H)-naphthol
• (4S,4aS,8aR)-4,8a-dimethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-4a-ol
• trans-1,10-Dimethyl-trans-9-decalol
• (4S,4aS,8aR)-4,8a-dimethyloctahydronaphthalen-4a(2H)-ol
• 4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-, [4S-(4.alpha.,4a.alpha.,8a.beta.)]-
• (4S,4aS,8aR)-4,8a-dimethyl-decahydronaphthalen-4a-ol
• 4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-,(4.alpha.,4a.alpha.,8a.beta.)-
• 1,10-Dimethyl-9-decalol
• EINECS 243-239-8
• UNII-MYW912WXJ4
• 4,8a-Dimethyloctahydro-4a(2H)-naphthalenol #
• 4,8alpha-dimethyl-octahydro-naphthalen-4alpha-ol
• GEOSMIN [MI]
• 4,8A-DIMETHYLOCTAHYDRONAPHTHALEN-4A(2H)-OL
• 39 - Geosmin and MIB
• SCHEMBL50009
• 4a-.alpha.-(2H)-Naphthol, octahydro-4-.alpha.,8a-.beta.-dimethyl-
• CHEMBL2374043
• FEMA NO. 4682
• JLPUXFOGCDVKGO-TUAOUCFPSA-N
• (4S,4aS,8aR)-Octahydro-4,8a-dimethyl-4a(2H)-naphthalenol
• 4a-alpha-(2H)-Naphthol, octahydro-4-alpha,8a-beta-dimethyl-
• DTXSID801024112
• 4a(2H)-Naphthalenol, octahydro-4,8a-dimethyl-, (4S-(4-alpha,4a-alpha,8a-beta))-
• NCGC00165950-01
• (+/-)-Geosmin 10 microg/mL in Methanol
• (+/-)-Geosmin 100 microg/mL in Methanol
• Q420233

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.46%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	93.74%	83.82%
CHEMBL206	P03372	Estrogen receptor alpha	90.06%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.81%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.26%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.11%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.67%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.60%	97.09%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	82.09%	98.99%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.56%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.52%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.86%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.72%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	80.16%	97.05%
CHEMBL238	Q01959	Dopamine transporter	80.09%	95.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.00%	92.94%

Plants that contains it

• Basella alba
• Beta vulgaris
• Coffea arabica
• Phaseolus vulgaris
• Symphyogyna brongniartii
• Zea mays

Cross-Links

• PubChem: 29746
• LOTUS: LTS0091389
• wikiData: Q420233