63590-19-2

Basic information

• Product Name: BALANOL
• Synonyms: BALANOL;Ophiocordin;4-[2-[[[Hexahydro-4-[(4-hydroxybenzoyl)oxy]-1H-azepin-3-yl]amino]carbonyl]-6-hydroxybenzoyl]-3,5-dihydroxybenzoic acid;(3R-trans)-Balanol;4-(2-Carboxy-6-hydroxybenzoyl)-3,5-dihydroxybenzoic Acid (3R,4R)-Hexahydro-3-[(4-hydroxybenzoyl)aMino]-1H-azepin-4-yl Ester
• CAS NO: 63590-19-2
• Molecular Formula: C28H26N2O10
• Molecular Weight: 550.51
• Product Categories: Aromatics;Chiral Reagents;Heterocycles;Inhibitor;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 63590-19-2.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 935.9 °C at 760 mmHg
• Flash Point: 519.8 °C
• Appearance: /
• Density: 1.62 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.746
• CAS DataBase Reference: BALANOL(CAS DataBase Reference)
• NIST Chemistry Reference: BALANOL(63590-19-2)
• EPA Substance Registry System: BALANOL(63590-19-2)

Safety Data

• Hazardous Substances Data: 63590-19-2(Hazardous Substances Data)

Usage

Uses

Balanol, a fungal metabolite, is a potent ATP-competitive inhibitor of Protein Kinase C (PKC) and Protein Kinase A (PKA), important targets in oncology.

InChI:InChI=1/C28H26N2O10/c31-15-8-6-14(7-9-15)25(36)30-18-13-29-10-2-4-17(18)28(27(39)40)11-20(33)23(21(34)12-28)24(35)22-16(26(37)38)3-1-5-19(22)32/h1-3,5-11,17-18,29,31-33,35H,4,12-13H2,(H,30,36)(H,37,38)(H,39,40)/b24-23-/t17-,18-,28?/m0/s1

Synthetic route

Ophiocordin (63590-19-2) → 3-Aminohexahydro-4-azepinol (150989-57-4) + 4-Hydroxybenzoesaeure-(3-aminohexahydro-4-azepinylester) (74944-81-3) + 3,3',5'-Trihydroxy-2,4'-carbonylbis (74944-82-4)

Conditions	Yield
With hydrogenchloride at 100℃; for 0.5h;	A 1 mg B 5.7 mg C 6 mg

Downstream Products

• 150989-57-4 3-Aminohexahydro-4-azepinol 
• 74944-81-3 4-Hydroxybenzoesaeure-(3-aminohexahydro-4-azepinylester) 
• 74944-82-4 3,3',5'-Trihydroxy-2,4'-carbonylbis