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CUCURBITACIN B

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CUCURBITACIN B Basic information

Product Name:
CUCURBITACIN B
Synonyms:
  • (2beta,9beta,10alpha,16alpha,23e)-thyl
  • 19-nor-9-beta,10-alpha-lanosta-5,23-diene-3,11,22-trione,2-beta,16-alpha,20,25
  • 19-nor-9beta,10alpha-lanosta-5,23-diene-3,11,22-trione,2beta,16alpha,20,25-tet
  • 19-norlanosta-5,23-diene-3,11,22-trione,25-(acetyloxy)-2,16,20-trihydroxy-9-me
  • 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-19-norlanosta-5,23-diene-3,11,22-tr
  • Cucurbitacin B hydrate
  • Cucurbitacin B, 98%, from Cucumis melo L.
  • cucurbitacineb
CAS:
6199-67-3
MF:
C32H46O8
MW:
558.7
Product Categories:
  • Tri-Terpenoids
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
6199-67-3.mol
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CUCURBITACIN B Chemical Properties

Melting point:
184-186°
alpha 
D25 +88° (c = 1.55 in ethanol)
Boiling point:
546.74°C (rough estimate)
Density 
1.0953 (rough estimate)
refractive index 
1.4900 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
DMSO: soluble10mg/mL, clear
form 
powder
pka
12.60±0.29(Predicted)
color 
white to beige
λmax
290nm(EtOH)(lit.)
Merck 
14,2614
Stability:
Hygroscopic
InChIKey
IXQKXEUSCPEQRD-ALLWXVAWSA-N
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Safety Information

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45-24/25
RIDADR 
UN 2811 6.1 / PGI
WGK Germany 
3
RTECS 
RC6190000
HazardClass 
6.1
PackingGroup 
II
HS Code 
29153900
Hazardous Substances Data
6199-67-3(Hazardous Substances Data)
Toxicity
LD10 orally in mice: 5 mg/kg (LeMen)
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CUCURBITACIN B Usage And Synthesis

Description

Cucurbitacin B is a tetracyclic triterpenoid that has been shown to have a strong antitumor activity.

Chemical Properties

White solid

Uses

Cucurbitacin B hydrate has been used:

  • as a signal transducer and activator of transcription 3 (stat3) inhibitor to determine its effect on the expression of human lysosomal acid lipase (hLAL) in myeloid-derived suppressor cells (MDSCs).
  • as an ecdysone receptor (EcR) antagonist injection to lower the levels of 20-hydoxyecdysone (20E) signaling in butterflies.
  • to determine its effect on the cell viability of pancreatic cancer cell lines.

Definition

ChEBI: A cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 5 and 23; a hydroxy function at C-25 is acetylated.

Biochem/physiol Actions

Cucurbitacin B is a triterpenoid constituent of Cucurbitaceae plant species. Cucurbitacin B inhibits proliferation in a wide variety of tumor cell lines (IC50 15-30 nM) by inducing apoptosis and inducing cell cycle arrest at G2/M phase. Although the mechanism of action is unclear, Cucurbitacin B inhibits STAT 3 phosphorylation and expression levels and has been shown to block JAK2 activity. Curcubitacin B also inhibits the transcriptional activity of HIF1a and Nf-KB. Curcubitacin B is structurally similar to the JAK inhibitor Curcubitacin I.

CUCURBITACIN BSupplier

Hubei wei shi reagent group ltd., company Gold
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