(3R,4aR,6R,6aS,10aS,10bR)-3-ethenyl-6-hydroxy-3,4a,7,7,10a-pentamethyl-dodecahydro-1H-naphtho[2,1-b]pyran-1-one

• ChemBase ID: 131386
• Molecular Formular: C20H32O3
• Molecular Mass: 320.46628
• Monoisotopic Mass: 320.23514488
• SMILES: C[C@]12CCCC([C@@H]1[C@@H](C[C@@]1([C@@H]2C(=O)C[C@](O1)(C)C=C)C)O)(C)C
• Canonical SMILES: C=C[C@@]1(C)CC(=O)[C@H]2[C@@](O1)(C)C[C@H]([C@@H]1[C@]2(C)CCCC1(C)C)O
• InChI: InChI=1S/C20H32O3/c1-7-18(4)11-13(21)16-19(5)10-8-9-17(2,3)15(19)14(22)12-20(16,6)23-18/h7,14-16,22H,1,8-12H2,2-6H3/t14-,15+,16-,18+,19+,20-/m1/s1
• InChIKey: QSBSWAUSLLQUDV-FCZHJMSUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4aR,6R,6aS,10aS,10bR)-3-ethenyl-6-hydroxy-3,4a,7,7,10a-pentamethyl-dodecahydro-1H-naphtho[2,1-b]pyran-1-one
• IUPAC Traditional name: (3R,4aR,6R,6aS,10aS,10bR)-3-ethenyl-6-hydroxy-3,4a,7,7,10a-pentamethyl-octahydronaphtho[2,1-b]pyran-1-one
• Synonyms: 6β-Hydroxy-4-deoxycoleol; 6β-Hydroxy-8,13-epoxy-labd-14-en-11-one from Coleus forskohlii

Database IDs

• CAS Number: 121817-29-6
• MDL Number: MFCD00133004
• PubChem SID: 24895463; 162225664
• PubChem CID: 14219443

CALCULATED PROPERTIES

• Acid pKa: 14.821516
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.4276135
• LogD (pH = 7.4): 3.4276135
• Log P: 3.4276135
• Molar Refractivity: 91.458 cm^3
• Polarizability: 36.52017 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (TLC)