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

• ChemBase ID: 153420
• Molecular Formular: C20H32O3
• Molecular Mass: 320.46628
• Monoisotopic Mass: 320.23514488
• SMILES: C[C@]12CCCC([C@@H]1CC[C@@]1([C@@]2(C(=O)C[C@](O1)(C)C=C)O)C)(C)C
• Canonical SMILES: C=C[C@@]1(C)CC(=O)[C@]2([C@@](O1)(C)CC[C@@H]1[C@]2(C)CCCC1(C)C)O
• InChI: InChI=1S/C20H32O3/c1-7-17(4)13-15(21)20(22)18(5)11-8-10-16(2,3)14(18)9-12-19(20,6)23-17/h7,14,22H,1,8-13H2,2-6H3/t14-,17-,18-,19+,20-/m0/s1
• InChIKey: NDROUXDZPPPVIM-UPWFSPPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4aR,6aS,10aS,10bS)-3-ethenyl-10b-hydroxy-3,4a,7,7,10a-pentamethyl-dodecahydro-1H-naphtho[2,1-b]pyran-1-one
• IUPAC Traditional name: (3R,4aR,6aS,10aS,10bS)-3-ethenyl-10b-hydroxy-3,4a,7,7,10a-pentamethyl-hexahydro-2H-naphtho[2,1-b]pyran-1-one
• Synonyms: 9α-Hydroxy-8,13-epoxy-labd-14-en-11-one from Coleus forskohlii

Database IDs

• CAS Number: 72963-78-1
• MDL Number: MFCD00133015
• PubChem SID: 162247559; 24895611
• PubChem CID: 14219437

CALCULATED PROPERTIES

• Acid pKa: 11.737991
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.2176547
• LogD (pH = 7.4): 4.2176347
• Log P: 4.2176547
• Molar Refractivity: 91.1551 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%
• Empirical Formula (Hill Notation): C20H32O3