(3R,4aS,5S,6S,6aS,10aS,10bR)-3-ethenyl-5,6-dihydroxy-3,4a,7,7,10a-pentamethyl-dodecahydro-1H-naphtho[2,1-b]pyran-1-one

• ChemBase ID: 130670
• Molecular Formular: C20H32O4
• Molecular Mass: 336.46568
• Monoisotopic Mass: 336.2300595
• SMILES: C[C@]12CCCC([C@@H]1[C@@H]([C@@H]([C@@]1([C@@H]2C(=O)C[C@](O1)(C)C=C)C)O)O)(C)C
• Canonical SMILES: C=C[C@@]1(C)CC(=O)[C@H]2[C@@](O1)(C)[C@@H](O)[C@H]([C@@H]1[C@]2(C)CCCC1(C)C)O
• InChI: InChI=1S/C20H32O4/c1-7-18(4)11-12(21)14-19(5)10-8-9-17(2,3)15(19)13(22)16(23)20(14,6)24-18/h7,13-16,22-23H,1,8-11H2,2-6H3/t13-,14+,15-,16-,18-,19+,20-/m0/s1
• InChIKey: PNQDGVYRLQBNOL-GPRZKFDUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4aS,5S,6S,6aS,10aS,10bR)-3-ethenyl-5,6-dihydroxy-3,4a,7,7,10a-pentamethyl-dodecahydro-1H-naphtho[2,1-b]pyran-1-one
• IUPAC Traditional name: (3R,4aS,5S,6S,6aS,10aS,10bR)-3-ethenyl-5,6-dihydroxy-3,4a,7,7,10a-pentamethyl-octahydronaphtho[2,1-b]pyran-1-one
• Synonyms: 6β,7β-Dihydroxy-8,13-epoxy-labd-14-en-11-one; 7-Deacetyl-1,9-dideoxyforskolin from Coleus forskohlii

Database IDs

• CAS Number: 64657-19-8
• MDL Number: MFCD00133011
• PubChem SID: 24893798; 162224948
• PubChem CID: 13673340

CALCULATED PROPERTIES

• Acid pKa: 12.974199
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.737319
• LogD (pH = 7.4): 2.7373178
• Log P: 2.737319
• Molar Refractivity: 92.5551 cm^3
• Polarizability: 37.14489 Å^3
• Polar Surface Area: 66.76 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%