(4S,4aS,8aS)-8a-(2H3)methyl-4-methyl-decahydronaphthalen-4a-ol

• ChemBase ID: 169618
• Molecular Formular: C12H22O
• Molecular Mass: 182.30248
• Monoisotopic Mass: 182.16706532
• SMILES: C1CC[C@]2([C@@](C1)(CCC[C@@H]2C)C)O
• Canonical SMILES: C[C@H]1CCC[C@]2([C@]1(O)CCCC2)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
• InChIKey: JLPUXFOGCDVKGO-SRVKXCTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,4aS,8aS)-8a-(^2H₃)methyl-4-methyl-decahydronaphthalen-4a-ol
• IUPAC Traditional name: (4S,4aS,8aS)-8a-(^2H₃)methyl-4-methyl-octahydronaphthalen-4a-ol
• Synonyms: (4R,4aR,8aS)-rel-Octahydro-4,8a-dimethyl-4a(2H)-naphthalenol-d3; (4α,4aα,8aβ)-(+/-)-Octahydro-4,8a-dimethyl-4a(2H)-naphthalenol-d3; (+/-)-Geosmin-d3; DL-Geosmin-d3; rac Geosmin-d3

Database IDs

• CAS Number: 135441-88-2
• PubChem SID: 162263750
• PubChem CID: 71317063

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.1725807
• LogD (pH = 7.4): 3.1725817
• Log P: 3.1725817
• Molar Refractivity: 54.5778 cm^3
• Polarizability: 22.001043 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Clorless Oil
• Boiling Point: 270°C

DETAILS

Toronto Research Chemicals - G364502

Labelled Geosmin. Major volatile component of beet essence, also determined to be the potent earthy odor contaminant of fish, beans, water.

REFERENCES

• Gerber, N.N., et al.: Biotechnol. Bioeng., 9, 321 (1967)
• Buttery, R.G., et al.: J. Agric. Food Chem., 24, 419 (1967)