(3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol

• ChemBase ID: 137111
• Molecular Formular: C20H34O
• Molecular Mass: 290.48336
• Monoisotopic Mass: 290.26096571
• SMILES: C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2CCC(C)(C=C)O)(C)C
• Canonical SMILES: C=CC(CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCCC2(C)C)(O)C
• InChI: InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19-,20+/m0/s1
• InChIKey: CECREIRZLPLYDM-QGZVKYPTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-decahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol
• IUPAC Traditional name: (3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]-3-methylpent-1-en-3-ol
• Synonyms: Manool; (4aR)-trans-5-(1,5,5,8aS-Tetramethyl-2-methylenedecahydro-1-naphthalenyl)-(3R)-methyl-1-penten-3-ol; 泪杉醇; (4aR)-反式-5-(1,5,5,8aS-四甲基-2-亚甲基十氢-1-萘基)-(3R)-甲基-1-戊烯-3-醇

Database IDs

• CAS Number: 596-85-0
• MDL Number: MFCD01310996
• PubChem SID: 162231376; 24877904
• PubChem CID: 3034394

CALCULATED PROPERTIES

• Acid pKa: 18.32763
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 5.3044195
• LogD (pH = 7.4): 5.3044195
• Log P: 5.3044195
• Molar Refractivity: 91.0783 cm^3
• Polarizability: 36.29899 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 49-52 °C(lit.)
• Optical Rotation: [α]20/D +27°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335-H400
• GHS Precautionary statements: P261-P273-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C20H34O