27-DEOXYACTEIN
- Product Name
- 27-DEOXYACTEIN
- CAS No.
- 264624-38-6
- Chemical Name
- 27-DEOXYACTEIN
- Synonyms
- Deoxycosimatin;27-DEOXYACTEIN;26-DEOXYACTEIN;DEOXYACTEIN, 27-;23-EPI-26-DEOXYACTEIN;26-Deoxyactein, 10 mM in DMSO;23-EPI-26-Deoxyactein (20 mg);DEOXYACTEIN, 27-(23-EPI-26-DEOXYACTEIN)(P);Inhibitor,26Deoxyactein,26-Deoxyactein,inhibit,26 Deoxyactein;β-D-Xylopyranoside, (3β,12β,16β,23S,24R,25R)-12-(acetyloxy)-16,23:23,26:24,25-triepoxy-9,19-cyclolanostan-3-yl
- CBNumber
- CB5365803
- Molecular Formula
- C37H56O10
- Formula Weight
- 660.83
- MOL File
- 264624-38-6.mol
27-DEOXYACTEIN Property
- Melting point:
- 253～254℃
- Density
- 1.32±0.1 g/cm3(Predicted)
- storage temp.
- Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly), Methanol (Very Slightly), Pyridine (Slightly)
- form
- Solid
- pka
- 13.03±0.70(Predicted)
- color
- White to Off-White
- Stability:
- Hygroscopic
- Major Application
- pharmaceutical (small molecule)
- InChIKey
- GCMGJWLOGKSUGX-RBKCHLQLSA-N
Safety
- WGK Germany
- WGK 3
- Storage Class
- 11 - Combustible Solids
N-Bromosuccinimide Price
- Product number
- 25126
- Product name
- 23-epi-26-Deoxyactein
- Purity
- ≥95%
- Packaging
- 500μg
- Price
- $37
- Updated
- 2024/03/01
- Product number
- 25126
- Product name
- 23-epi-26-Deoxyactein
- Purity
- ≥95%
- Packaging
- 1mg
- Price
- $68
- Updated
- 2024/03/01
- Product number
- 25126
- Product name
- 23-epi-26-Deoxyactein
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $231
- Updated
- 2024/03/01
- Product number
- D231635
- Product name
- 27-Deoxyactein
- Packaging
- 1mg
- Price
- $305
- Updated
- 2021/12/16
- Product number
- CS-0032801
- Product name
- 27-Deoxyactein
- Packaging
- 5mg
- Price
- $403
- Updated
- 2021/12/16
27-DEOXYACTEIN Chemical Properties,Usage,Production
Description
23-epi-26-Deoxyactein is a triterpene glycoside and a major constituent of black cohosh (C. racemosa). It reduces intracellular calcium concentrations, collapse of the mitochondrial membrane potential, production of reactive oxygen species (ROS), and cardiolipin peroxidation and inhibits autophagy and apoptosis in osteoblastic MC3T3-E1 cells induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD). 23-epi-26-Deoxyactein (0.01-10 μM) reduces production of ROS and IL-1β and cell death induced by methylglyoxal in RIN-m5F β-cells.
Uses
27-Deoxyactein has shown stimulation of osteoblast function and inhibits bone resorbing mediators in the treatment of osteoporosis. It is a derivative of Actein (A191800), a gamma secretase modulators derived from botanicals.
Definition
ChEBI: 26-Deoxyactein is a triterpenoid. It has a role as a metabolite.
Synthesis
Compounds (20R, 24R)-24,25-16,23-23,27-trioxo-12-acetoxy-9. 19-cyclolanostane-3-O--D-xylopyranoside was prepared by taking the dried rhizome of Asclepiadaceae Cimicifuga foetida L., pulverized After extracted with 80% methanol aqueous solution at 90 reflux 3 times, the extract to remove most of the methanol, respectively, with petroleum ether, chloroform, n-butanol extraction; recovery of solvents, petroleum ether part, chloroform part, n-butanol part; chloroform part of the mixing of silica gel samples, silica gel chromatography; chloroform: methanol gradient eluted with 1: 0, 40:1, 20: 1, 10: 1, the same portion of the TLC combined to obtain four fractions of Fr. A-D; Fr.B was separated by chromatography at atmospheric pressure on a silica gel column with a 40:1 chloroform:methanol gradient elution, and the compounds (20R, 24R)-24, 25-16, 23-, 23-27-trioxirane were obtained by repeated elution with 40:1 chloroform:methanol. 23,27-trioxo-12-acetoxy-9,19-cyclolanostane-3-O- -D-Xylopyranoside. C37H56O10, colorless needle crystal, mp 253-254C, []D = -61.2 (c = 0.255, CHCl3-CH3OH (1:1)).
References
[1] KWANG SIK SUH. 27-Deoxyactein prevents 2,3,7,8-tetrachlorodibenzo-p-dioxin-induced cellular damage in MC3T3-E1 osteoblastic cells.[J]. Journal of Environmental Science and Health Part A-toxic\/hazardous Substances & Environmental Engineering, 2018, 53 6: 561-570. DOI: 10.1080/10934529.2018.1428275
[2] KWANG SIK SUH. Deoxyactein protects pancreatic β-cells against methylglyoxal-induced oxidative cell damage by the upregulation of mitochondrial biogenesis.[J]. International journal of molecular medicine, 2017, 40 2: 539-548. DOI: 10.3892/ijmm.2017.3018
27-DEOXYACTEIN Preparation Products And Raw materials
Raw materials
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