80651-76-9

Basic information

• Product Name: Sanggenon C
• Synonyms: Sanggenon C;(5aR,10aS)-2-[6β-(2,4-Dihydroxybenzoyl)-5α-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexene-1β-yl]-5a,10a-dihydro-1,3,8,10a-tetrahydroxy-5a-(3-methyl-2-butenyl)-11H-benzofuro[3,2-b][1]benzopyran-11-one;2-[(1S)-6β-(2,4-Dihydroxybenzoyl)-5α-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexene-1β-yl]-5a,10a-dihydro-1,3,8,10aβ-tetrahydroxy-5aβ-(3-methyl-2-butenyl)-11H-benzofuro[3,2-b][1]benzopyran-11-one;Sanggenone C;(5aR,10aS)-2-[(1S,5S,6R)-6-(2,4-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-5a,10a-dihydro-1,3,8,10a-tetrahydroxy-5a-(3-methyl-2-buten-1-yl)-11H-benzofuro[3,2-b][1]benzopyran-11-one;sanggenone
• CAS NO: 80651-76-9
• Molecular Formula: C₄₀H₃₆O₁₂
• Molecular Weight: 708.712
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;reagent;standard substance
• Mol File: 80651-76-9.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 995.5 °C at 760 mmHg
• Flash Point: 311.5 °C
• Appearance: /
• Density: 1.512
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.726
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Acetone (Slightly), Methanol (Slightly)
• PKA: 6.61±0.60(Predicted)
• CAS DataBase Reference: Sanggenon C(CAS DataBase Reference)
• NIST Chemistry Reference: Sanggenon C(80651-76-9)
• EPA Substance Registry System: Sanggenon C(80651-76-9)

Safety Data

• Hazardous Substances Data: 80651-76-9(Hazardous Substances Data)

Usage

Description

Sanggenone C is a flavonoid that has been found in mulberry bark and has diverse biological activities. It inhibits TNF-α- or IL-1β-induced polymorphonuclear leukocyte (PMN) adhesion to human synovial cells (HSCs; IC50s = 27.29 and 54.43 nM, respectively), as well as inhibits NF-κB activation in HSCs. Sanggenone C induces apoptosis and production of reactive oxygen species (ROS) in HT-29 cells when used at concentrations ranging from 10 to 40 μM. It decreases cell viability of HT-29 cells in vitro and reduces tumor growth in an HT-29 mouse xenograft model when administered at a dose of 10 mg/kg. Sanggenone C increases vertebrate column bone mineralization in a zebrafish model of prednisone-induced osteoporosis. It also attenuates cardiac hypertrophy and fibrosis and reduces activation of nuclear factor of activated T cells 2 (NFAT2) in a mouse model of pressure overload-induced cardiac hypertrophy.

Uses

Sanggenone C is a flavanone isolated from Morus plant that showed cytotoxicity against human oral tumor cell lines (HSC-2 and HSG). Sanggenone C is also an inhibitor of protein tyrosine phosphatase 1B.

InChI:InChI=1/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26+,33-,39?,40?/m1/s1