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

• ChemBase ID: 105271
• Molecular Formular: C22H34O5
• Molecular Mass: 378.50236
• Monoisotopic Mass: 378.24062419
• SMILES: C=C[C@@]1(C)CC(=O)[C@@H]2[C@@]3(C)CCCC(C)(C)[C@@H]3[C@@H]([C@@H]([C@@]2(C)O1)OC(=O)C)O
• Canonical SMILES: C=C[C@@]1(C)CC(=O)[C@H]2[C@@](O1)(C)[C@@H](OC(=O)C)[C@H]([C@@H]1[C@]2(C)CCCC1(C)C)O
• InChI: InChI=1S/C22H34O5/c1-8-20(5)12-14(24)16-21(6)11-9-10-19(3,4)17(21)15(25)18(26-13(2)23)22(16,7)27-20/h8,15-18,25H,1,9-12H2,2-7H3/t15-,16+,17-,18-,20-,21+,22-/m0/s1
• InChIKey: ZKZMDXUDDJYAIB-SUCLLAFCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4aS,5S,6S,6aS,10aS,10bR)-3-ethenyl-6-hydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-dodecahydro-1H-naphtho[2,1-b]pyran-5-yl acetate
• IUPAC Traditional name: 1,9-dideoxyforskolin
• Synonyms: FORSKOLIN, 1,9-DIDEOXY

Database IDs

• CAS Number: 64657-18-7
• PubChem SID: 162092804
• PubChem CID: 107948

CALCULATED PROPERTIES

• Acid pKa: 13.803038
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.1784444
• LogD (pH = 7.4): 3.1784441
• Log P: 3.1784444
• Molar Refractivity: 101.7066 cm^3
• Polarizability: 40.983833 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 170-176°C

Safety Information

• Storage Condition: 0°C

DETAILS

MP Biomedicals - 02159597

Natural derivative of forskolin, but inactive. May be used as negative control.