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Cucurbitacin E

Product Name
Cucurbitacin E
CAS No.
18444-66-1
Chemical Name
Cucurbitacin E
Synonyms
25-acetate;A-ELATERIN;Cucurbit E;α-Elaterine;Cucurbitine E;CUCURBITACIN E;ALPHA-ELATERIN;cucurbitacine-e;alpha-elaterine;Cucurbitacin E(P)
CBNumber
CB3372306
Molecular Formula
C32H44O8
Formula Weight
556.69
MOL File
18444-66-1.mol
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Cucurbitacin E Property

Melting point:
228-234°C
alpha 
D -59° (c = 0.7 in chloroform)
Boiling point:
545.56°C (rough estimate)
Density 
1.1059 (rough estimate)
refractive index 
1.4900 (estimate)
storage temp. 
-20°C
solubility 
DMSO: soluble15mg/mL, clear
form 
powder
pka
8.51±0.70(Predicted)
color 
white to beige
optical activity
[α]/D -60 to -75°, c = 0.7 (CDCl3)
InChIKey
NDYMQXYDSVBNLL-MUYMLXPFSA-N
LogP
3.150 (est)
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Safety

Hazard Codes 
Xn
Risk Statements 
25-22
Safety Statements 
1-22-45-24/25
RIDADR 
3172
WGK Germany 
3
RTECS 
RC6305500
HS Code 
29153900
Toxicity
LD50 orally in mice: 340 mg/kg (Albert)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0577
Product name
Cucurbitacin E
Purity
≥95% (HPLC)
Packaging
5mg
Price
$206
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0577
Product name
Cucurbitacin E
Purity
≥95% (HPLC)
Packaging
25mg
Price
$955
Updated
2023/01/07
Cayman Chemical
Product number
14821
Product name
Cucurbitacin E
Purity
≥98%
Packaging
1mg
Price
$41
Updated
2024/03/01
Cayman Chemical
Product number
14821
Product name
Cucurbitacin E
Purity
≥98%
Packaging
5mg
Price
$162
Updated
2024/03/01
Cayman Chemical
Product number
14821
Product name
Cucurbitacin E
Purity
≥98%
Packaging
10mg
Price
$302
Updated
2024/03/01
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Cucurbitacin E Chemical Properties,Usage,Production

Description

Cucurbitacin E is a plant-derived triterpene that has diverse biological activities. At a concentration of 10 pM, it reduces MPP+-induced death of neuronal PC12 cells through inhibition of autophagy in vitro. Cucurbitacin E inhibits growth of T24 bladder, MDA-MB-468 and MCF-7 breast, PC3 prostate, and colorectal cancer cell lines (IC50s = 50-1,000 nM) through induction of G2/M arrest and apoptosis. It increases bilirubin binding to human serum albumin (HSA) in human plasma in a dose-dependent manner. Cucurbitacin E also inhibits depolymerization of actin filaments isolated from rabbit skeletal muscle actin and in HeLa cells.

Chemical Properties

white to beige powder

Uses

Cucurbitacin E has been used as a cofilin inhibitor. It is also used as a F-actin stabilizer to prevent membrane-associated periodic skeleton (MPS) loss and protect from axonal fragmentation.

Uses

Cucurbitacin E is a biochemical compound from the family of Cucurbitacins. Cucurbitacin E is a highly oxidated steroid consisting of a tetracyclic triterpene. Cucurbitacin E is known to possess broad spectrum of potential anti-inflammatory, antitumor andantioxidant effects.

Definition

ChEBI: A cucurbitacin in which a lanostane skeleton is multi-substituted with hydroxy, methyl and oxo substituents, with unsaturation at positions 1, 5 and 23.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG.

Biochem/physiol Actions

Cucurbitacin E is a potent inhibitor of actin depolymerization. Cucurbitacin E is more active than jasplakinolide, and has a different mechanism of action, binding to a different site. Cucurbitacin E binds specifically to filamentous actin (F-actin) forming a covalent bond at residue Cys257, but not to monomeric actin (G-actin), stabilizing F-actin, without affecting actin polymerization or nucleation.

Cucurbitacin E Preparation Products And Raw materials

Raw materials

Preparation Products

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Cucurbitacin E Suppliers

Canada 1 China 177 France 2 Germany 2 United Kingdom 4 United States 22 Global 208
Carl Roth offre
Tel
--
Fax
--
Email
r.eckert@rothsochiel.fr
Country
France
ProdList
2361
Advantage
58
Extrasynthese
Tel
--
Fax
--
Email
info@extrasynthese.com
Country
France
ProdList
1333
Advantage
64
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View Lastest Price from Cucurbitacin E manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Cucurbitacin E 18444-66-1
Price
US $0.00/mg
Min. Order
20mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-03-12
NanJing Spring & Autumn Biological Engineering CO., LTD.
Product
Cucurbitacin E 18444-66-1 18444-66-1
Price
US $255.00/mg
Min. Order
20mg
Purity
≥98%
Supply Ability
1000.00 kgs
Release date
2019-07-11
Baoji Guokang Healthchem co.,ltd
Product
Cucurbitacin E 18444-66-1
Price
US $285.00/mg
Min. Order
20mg
Purity
99%
Supply Ability
10kg
Release date
2021-06-08

18444-66-1, Cucurbitacin ERelated Search:

Cucurbitacin,CUCURBITACIN B(RG),CUCURBITACIN B Cucurbitacin C CUCURBITACIN D,CUCURBITACIN D WITH HPLC 1,2-Cyclohexanedione 2,6-Dimethyl-5-heptenal ADOXAL Calebassine FITONE CUCURBITACIN D(SH) Cucurbitacin IIb CUCURBITACIN IIA CUCURBITACIN I hplc,CUCURBITACIN I WITH HPLC,Cucurbitacin I hydrate,CUCURBITACIN I(SH),CUCURBITACIN I Cucurbitacin Ia,Cucurbitacin F-25-acetate Cucurbitacin A Cucurbitacin L Cucurbitacin F dihydrocucurbitacin F Cucurbitacin H,24-epi-Cucurbitacin G,Cucurbitacin G

  • A-ELATERIN
  • ALPHA-ELATERIN
  • CUCURBITACIN E
  • CUCURBITACIN E(SH)
  • 19-nor-9-beta,10-alpha-lanosta-1,5,23-triene-3,11,22-trione,2,16-alpha,20,25-t
  • 25-acetate
  • alpha-elaterine
  • cucurbitacine-e
  • 2,16alpha,20,25-tetrahydroxy-9beta-methyl-10alpha,-19-norlanosta-1,5,23(E)-triene-3,11,22-trione 25-acetate
  • CUCURBITACIN E WITH HPLC
  • [(E,6R)-6-[(8S,9R,10R,13R,14S,16R,17R)-2,16-Dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-8,10,12,15,16,17-hexahydro-7H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl] acetate
  • (10α,23E)-25-(Acetyloxy)-2,16α,20-trihydroxy-9β-methyl-19-norlanosta-1,5,23-triene-3,11,22-trione
  • CUCURBITACIN E hplc
  • (9β,10α,23E)-25-(Acetyloxy)-2,16α,20-trihydroxy-9-methyl-19-norlanosta-1,5,23-triene-3,11,22-trione
  • (9β,10α,23E)-25-Acetyloxy-2,16α,20-trihydroxy-9-methyl-19-norlanosta-1,5,23-triene-3,11,22-trione
  • α-Elaterine
  • Cucurbitacin E, 98%, from Cucumis melo L.
  • Cucurbit E
  • Cucurbitacin E 18444-66-1
  • Cucurbitacin E, >99%
  • Cucurbitacin E (α-Elaterin
  • 2,16α,20,25-tetrahydroxy-9β-methyl-10α,-19-norlanosta-1,5,23(E)-triene-3,11,22-trione 25-acetate
  • 19-Norlanosta-1,5,23-triene-3,11,22-trione, 25-(acetyloxy)-2,16,20-trihydroxy-9-methyl-, (9β,10α,16α,23E)-
  • Cucurbitacin E USP/EP/BP
  • 2,16α,20,25-tetrahydroxy-9β-methyl-10α,-19-norlanosta-1,5...
  • 2,16α,20,25-tetrahydroxy-9β-methyl-10α,-19-norlanosta-1,5,23(E)-triene-3,11,22-trione 25-acetate
  • (R,E)-6-((8S,9R,10R,13R,14S,16R,17R)-2,16-Dihydroxy-4,4,9,13,14-pentamethyl-3,11-dioxo-4,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-6-hydroxy-2-methyl-5-oxohept-3-en-2-yl acetate
  • Cucurbitine E
  • Cucurbitacin E(P)
  • Cucurbitacin E-RM
  • 18444-66-1
  • C32H44O8
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Tri-Terpenoids