2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-decahydronaphthalen-2-yl]propan-2-ol

• ChemBase ID: 153663
• Molecular Formular: C15H26O
• Molecular Mass: 222.36634
• Monoisotopic Mass: 222.19836545
• SMILES: C[C@]12CCCC(=C)[C@@H]1C[C@@H](CC2)C(C)(C)O
• Canonical SMILES: C=C1CCC[C@]2([C@H]1C[C@@H](CC2)C(O)(C)C)C
• InChI: InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12-13,16H,1,5-10H2,2-4H3/t12-,13+,15-/m1/s1
• InChIKey: BOPIMTNSYWYZOC-VNHYZAJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2R,4aR,8aS)-4a-methyl-8-methylidene-decahydronaphthalen-2-yl]propan-2-ol
• IUPAC Traditional name: β-eudesmol
• Synonyms: (2R,4aR,8aS)-Decahydro-8-methylene-α,α,4a-trimethyl-2-naphthylmethanol; β-Eudesmol

Database IDs

• CAS Number: 473-15-4
• MDL Number: MFCD00210502
• Beilstein Number: 5735560
• PubChem SID: 162247802; 24850699
• PubChem CID: 91457

CALCULATED PROPERTIES

• Acid pKa: 19.317402
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.5317278
• LogD (pH = 7.4): 3.531728
• Log P: 3.531728
• Molar Refractivity: 68.3615 cm^3
• Polarizability: 27.301434 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 72-74 °C(lit.)

Safety Information

• RTECS: QJ9698500
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C15H26O

DETAILS

Sigma Aldrich - 17790

Application
β-Eudesmol can be used to study biochemicals found in plants. β-Eudesmol has been used in a study to investigate the chemical composition, antioxidant, antimicrobial and anti-wood-decay fungal activities of the essential oil isolated from the twigs of Taiwania cryptomerioides from Taiwan. β-Eudesmol has also been used in a study that contributed towards the discovery of new antifungal agents, by investigating the properties of the heartwood essential oils of two trees growing in New Caledonia, Callitris neocaledonica and C. sulcata (Cupressaceae).