DEGUELIN
- Product Name
- DEGUELIN
- CAS No.
- 522-17-8
- Chemical Name
- DEGUELIN
- Synonyms
- DEGUELIN;Ccris 8104;()-Deguelin;(-)-DEGUELIN;(7as-cis)-oxy-;Deguelin (6CI);(-)-cis-Deguelin;(-)-cis-Deguelin;12a-DEOXYTEPHROSIN;(-)-DEGUELIN;(-)-CIS-DEGUELIN
- CBNumber
- CB9431676
- Molecular Formula
- C23H22O6
- Formula Weight
- 394.42
- MOL File
- 522-17-8.mol
DEGUELIN Property
- Melting point:
- 85-87 °C(lit.)
- alpha
- D27 -97.2° (c = 0.2 in benzene)
- Boiling point:
- 560.1±50.0 °C(Predicted)
- Density
- 1?+-.0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMSO: >10 mg/mL
- form
- solid
- color
- white to yellow
- optical activity
- [α]/D -70 to -80°, c = 0.2 in methanol
- Stability:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
- RTECS
- DX1500000
- HS Code
- 29329990
N-Bromosuccinimide Price
- Product number
- D0817
- Product name
- (?)-Deguelin
- Purity
- >98% (HPLC), powder
- Packaging
- 5mg
- Price
- $257
- Updated
- 2024/03/01
- Product number
- 10010706
- Product name
- (?)-Deguelin
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $55
- Updated
- 2024/03/01
- Product number
- 10010706
- Product name
- (?)-Deguelin
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $105
- Updated
- 2024/03/01
- Product number
- 10010706
- Product name
- (?)-Deguelin
- Purity
- ≥98%
- Packaging
- 25mg
- Price
- $248
- Updated
- 2024/03/01
- Product number
- 10010706
- Product name
- (?)-Deguelin
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $440
- Updated
- 2024/03/01
DEGUELIN Chemical Properties,Usage,Production
Description
Rotenoids, deriving from the flavonoid family of compounds, act as chemopreventive agents that inhibit NADH:ubiquinone oxidoreductase activity and suppress phorbol ester-
Uses
antineoplastic, antiviral, insecticide, ornithine decarboxylate inhibitor
Uses
(?)-Deguelin has been used as:
- a nicotinamide adenine dinucleotide hydrogen (NADH) dehydrogenase (Complex I) inhibitor to study its effects on mitochondrial respiratory inhibition in human hepatocarcinoma cells (HepG2) and human renal proximal tubule epithelial cells (RPTECs)
- an antiviral compound to study inhibitory effects on human cytomegalovirus (HCMV)-infected human foreskin fibroblast (HFF) cells
- an analytical standard in high-performance liquid chromatography (HPLC)
Uses
Deguelin exhibits potent apoptotic and antiangiogenic activities in a variety of transformed cells and cancer cells. Deguelin also exhibits potent tumor suppressive effects in xenograft tumor models for many human cancers.
Definition
ChEBI: Deguelin is a rotenone that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted by methoxy groups at positions 9 and 10, and by two methyl groups at position 3 (the 7aS,13aS-stereoisomer). It exists in abundant quantities in the bark, roots, and leaves of the Leguminosae family of plants and reported to exert anti-tumour effects in various cancers. It has a role as an apoptosis inducer, an antineoplastic agent, a plant metabolite, an angiogenesis inhibitor, an antiviral agent, a mitochondrial NADH:ubiquinone reductase inhibitor, an anti-inflammatory agent and an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor. It is a member of rotenones, an aromatic ether, an organic heteropentacyclic compound and a diether.
Biological Activity
Anticancer and antiviral agent; chemopreventive and pro-apoptotic. Inhibits phorbol ester-induced ornithine decarboxylase and NADH:ubiquinone oxidoreductase activities (IC 50 values are 11 and 6.9 nM respectively). Inhibits PI 3-kinase and reduces pAkt levels in pre-malignant and malignant human bronchial epithelial cells. Active in vivo .
Biochem/physiol Actions
Deguelin is a natural rotenoid compound present abundantly in barks, leaves, seeds, and roots of the plants belonging to the Leguminosae family. Deguelin has been studied as a therapeutic agent against the skin, lung cancer, and mammary tumorigenesis.
target
FAK | ROS | Caspase | Akt | ERK | PARP | EGFR | p53 | p21 | MMP(e.g.TIMP) | PKC | PI3K | MEK | NOS | COX | JNK | p38MAPK | ROCK | NF-kB | p65 | VEGFR
References
1) Chun et al. (2003), Effects of deguelin on the phosphatidylinositol 3- kinase/Akt pathway and apoptosis in premalignant human bronchial epithelial cells; J. Natl. Cancer Inst., 95 291 2) Kang et al. (2012), Deguelin, an AKT Inhibitor, Down-Regulates NFκB Signaling and Induces Apoptosis in Colon Cancer Cells and Inhibits Tumor Growth in Mice; Dig. Dis. Sci.,?57 2873 3) Lee et al. (2004), Molecular mechanisms of deguelin-induced apoptosis in transformed human bronchial epithelial cells; Biochem. Pharmacol., 68 1119 4) Ito et al. (2004), Cancer chemopreventive activity of rotenoids from Derris trifoliata; Planta Med., 70 8
DEGUELIN Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from DEGUELIN manufacturers
- Product
- Deguelin 522-17-8
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 1ton
- Release date
- 2020-01-10