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DEGUELIN

DEGUELIN Structure
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
Molecular Weight:
394.42
MOL File:
522-17-8.mol
Modify Date:
2023/5/18 11:31:15

DEGUELIN Properties

Melting point 85-87 °C(lit.)
Boiling point 560.1±50.0 °C(Predicted)
alpha D27 -97.2° (c = 0.2 in benzene)
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

Risk and Safety Statements

Safety Statements  22-24/25
WGK Germany  3
RTECS  DX1500000
HS Code  29329990

DEGUELIN price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D0817 (−)-Deguelin >98% (HPLC), powder 522-17-8 5MG ₹23436.13 2022-06-14 Buy
Product number Packaging Price Buy
D0817 5MG ₹23436.13 Buy

DEGUELIN Chemical Properties,Uses,Production

Description

Rotenoids, deriving from the flavonoid family of compounds, act as chemopreventive agents that inhibit NADH:ubiquinone oxidoreductase activity and suppress phorbol ester-induced ornithine decarboxylase (ODC) activity. The rotenoid compound deguelin, originally isolated from the bark of M. sericea (Leguminosae) to be used as an insecticide and fish poison, has chemopreventive and chemosensitizing effects in models of skin, mammary, colon, and lung carcinogenesis. Deguelin inhibits cell growth (IC50 = <10-8 M), blocks PI3K/Akt activation, suppresses COX-2 expression, and induces apoptosis in premalignant and squamous human bronchial epithelial (HBE) cells without affecting normal HBE cells. At 6 mg/kg, deguelin induces Parkinson’s disease-like symptoms in rats after six days of subcutaneous infusion and therefore may also serve as a useful model for Parkinson’s disease research.

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.

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 .

DEGUELIN Preparation Products And Raw materials

Raw materials

Preparation Products

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(7as-cis)-oxy- 3h-bis(1)benzopyrano(3,4-b:6’,5’-e)pyran-7(7ah)-one,13,13a-dihydro-9,10-dimeth (7AS,13AS)-13,13A-DIHYDRO-9,10-DIMETHOXY-3,3-DIMETHYL-3H-BIS[1]BENZOPYRANO[3,4-B:6',5'-E]PYRAN-7(7AH)-ONE (-)-DEGUELIN DEGUELIN (7aS,13aS)-13,13a-Dihydro-9,10-dimethoxy-3,3-dimethyl-(3H)-bis[1]benzopyrano[3.4-b.6'.5'-e]pyran-7(7aH)-one (7aS)-3,3-Dimethyl-9,10-dimethoxy-7,7aα,13,13aα-tetrahydro-3H-bis[1]benzopyrano[3,4-b:6',5'-e]pyran-7-one 3,3-Dimethyl-9,10-dimethoxy-7,7aα,13,13aα-tetrahydro-3H-bis[1]benzopyrano[3,4-b:6',5'-e]pyran-7-one 3H-Bis(1)benzopyrano(3,4-B:6',5'-E)pyran-7(7ah)-one, 13,13A-dihydro-9,10-dimethoxy-3,3-dimethyl-, (7as,13as)- 3H-Bis(1)benzopyrano(3,4-B:6',5'-E)pyran-7(7ah)-one, 13,13A-dihydro-9,10-dimethoxy-3,3-dimethyl-, (7as-cis)- Ccris 8104 (-)-cis-Deguelin Deguelin (6CI) 12a-DEOXYTEPHROSIN (-)-DEGUELIN;(-)-CIS-DEGUELIN ()-Deguelin (7aS,13aS)-9,10-Dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-pyrano[2,3-c:6,5-f']dichromen-7(7aH)-one (7aS,13aS)-9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-chr... (-)-cis-Deguelin (7aS,13aS)-9,10-Dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-pyrano[2,3-c:6,5-f']dichromen-7(7aH)-one 522-17-8 BioChemical Cell Biology Cell Signaling and Neuroscience Kinase/Phosphatase Biology Serine/Threonine Kinase Inhibitors Protein Kinase B (Akt/PKB) Miscellaneous Natural Products Antitumour