(4bS,8aS)-4b,8,8-trimethyl-1-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-ol

• ChemBase ID: 129950
• Molecular Formular: C20H30O
• Molecular Mass: 286.4516
• Monoisotopic Mass: 286.22966558
• SMILES: CC(C)c1c(ccc2c1CC[C@@H]1[C@@]2(CCCC1(C)C)C)O
• Canonical SMILES: CC(c1c(O)ccc2c1CC[C@@H]1[C@]2(C)CCCC1(C)C)C
• InChI: InChI=1S/C20H30O/c1-13(2)18-14-7-10-17-19(3,4)11-6-12-20(17,5)15(14)8-9-16(18)21/h8-9,13,17,21H,6-7,10-12H2,1-5H3/t17-,20+/m0/s1
• InChIKey: ZRVDANDJSTYELM-FXAWDEMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4bS,8aS)-4b,8,8-trimethyl-1-(propan-2-yl)-4b,5,6,7,8,8a,9,10-octahydrophenanthren-2-ol
• IUPAC Traditional name: totarol
• Synonyms: Totarol; (4bS)-trans-8,8-Trimethyl-4b,5,6,7,8,8a,9,10-octahydro-1-isopropylphenanthren-2-ol; Totarol; Totarol; (4bS)-trans-8,8-Trimethyl-4b,5,6,7,8,8a,9,10-octahydro-1-isopropylphenanthren-2-ol; 桃柁酚; (4bS)-反式-8,8-三甲基-4b,5,6,7,8,8a,9,10-八氢-1-异丙基菲-2-醇

Database IDs

• CAS Number: 511-15-9
• MDL Number: MFCD02094185
• PubChem SID: 162224236; 24877903
• PubChem CID: 92783
• CHEMBL: 487602
• Wikipedia Title: Totarol

CALCULATED PROPERTIES

• Acid pKa: 10.767815
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 6.2535043
• LogD (pH = 7.4): 6.2533216
• Log P: 6.2535067
• Molar Refractivity: 89.7077 cm^3
• Polarizability: 35.061684 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: 128-132 °C; 128-132 °C(lit.)
• Optical Rotation: [α]20/D +41°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26-36; S26 S36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97.0; 98%
• Empirical Formula (Hill Notation): C20H30O

DETAILS

Sigma Aldrich - 532657

Packaging
100 mg in glass bottle