(4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-one

• ChemBase ID: 119651
• Molecular Formular: C15H22O
• Molecular Mass: 218.33458
• Monoisotopic Mass: 218.16706532
• SMILES: [C@@]12(C(=CC(=O)C[C@H]2C)CC[C@H](C1)C(=C)C)C
• Canonical SMILES: O=C1C[C@@H](C)[C@]2(C(=C1)CC[C@H](C2)C(=C)C)C
• InChI: InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1
• InChIKey: WTOYNNBCKUYIKC-JMSVASOKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-2,3,4,4a,5,6,7,8-octahydronaphthalen-2-one
• IUPAC Traditional name: nootkatone
• Synonyms: (+)-Nootkatone; (4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one; (+)-nootkatone; Nootkatone; Nootkatone; (+)-香柏酮

Database IDs

• CAS Number: 4674-50-4
• EC Number: 225-124-4
• MDL Number: MFCD04974578
• Beilstein Number: 4676969
• PubChem SID: 162103198; 24889927; 24886481
• PubChem CID: 1268142
• CHEMBL: 446299
• Chemspider ID: 1064812
• KEGG ID: C17914
• Wikipedia Title: Nootkatone

CALCULATED PROPERTIES

• Acid pKa: 18.911701
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.6998367
• LogD (pH = 7.4): 3.6998367
• Log P: 3.6998367
• Molar Refractivity: 68.0705 cm^3
• Polarizability: 26.51552 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil; Viscous yellow in its liquid form
• Melting Point: 35-39 °C; 36°C
• Boiling Point: 170°C
• Flash Point: 100 °C; 100°C (212°F) ~; 212 °F
• Density: 0.968 g/mL
• Refractive Index: n20/D 1.52
• Optical Rotation: [α]20/D +181±3°, c = 1% in ethanol

Safety Information

• German water hazard class: 2
• Safety Statements: S23 S24 S25
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥85% (GC); ≥99.0% (GC); 90.0
• Grade: technical
• Empirical Formula (Hill Notation): C15H22O
• Classification: Rare Genuine Natural Compounds

DETAILS

Sigma Aldrich - 74437

Packaging
2.5 g in glass bottle