(1R,2R,7R,10R,11R,14S,15R)-14-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.02,7.011,15]heptadecan-5-one

• ChemBase ID: 147412
• Molecular Formular: C30H50O2
• Molecular Mass: 442.7168
• Monoisotopic Mass: 442.38108084
• SMILES: CC(=CCCC(C)([C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@]2(CC[C@@H]2[C@@]1(CCC(=O)C2(C)C)C)C)C)O)C
• Canonical SMILES: CC(=CCCC([C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)(O)C)C
• InChI: InChI=1S/C30H50O2/c1-20(2)10-9-16-30(8,32)22-13-18-28(6)21(22)11-12-24-27(5)17-15-25(31)26(3,4)23(27)14-19-29(24,28)7/h10,21-24,32H,9,11-19H2,1-8H3/t21-,22+,23+,24-,27+,28-,29-,30+/m1/s1
• InChIKey: NJICGAVMYWKCMW-GWJXCKMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,7R,10R,11R,14S,15R)-14-[(2S)-2-hydroxy-6-methylhept-5-en-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one
• IUPAC Traditional name: dipterocarpol
• Synonyms: Dipterocarpol; 龙脑香醇酮

Database IDs

• CAS Number: 471-69-2
• Beilstein Number: 2339738
• PubChem SID: 162241600; 24862553
• PubChem CID: 441676

CALCULATED PROPERTIES

• Acid pKa: 19.96217
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 7.40423
• LogD (pH = 7.4): 7.40423
• Log P: 7.40423
• Molar Refractivity: 134.8211 cm^3
• Polarizability: 53.550934 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 133-135 °C(lit.)
• Optical Rotation: [α]20/D +67°, c = 1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C30H50O2

DETAILS

Sigma Aldrich - 365653

Packaging
1 g in glass bottle