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XESTOSPONGIN C

Product Name
XESTOSPONGIN C
CAS No.
88903-69-9
Chemical Name
XESTOSPONGIN C
Synonyms
XEC;XESTOSPONGIN;ARGUSPONGINE E;XESTOSPONGIN C;(-)-Xestospongin C;PQYOPBRFUUEHRC-HCKQMYSWSA-N;Xestospongin C((-)-Xestospongin C);Xestospongin C, IP3 receptor antagonist;Xestospongin C 4-((1H-Indol-7-yl)carbamoyl)phenyl diethylcarbamate;(1R,4aR,11R,12aS,13S,16aS,23R,24aS)-Eicosahydro-5H,17H-1,23:11,13-diethano-2H,14H-[1,11]dioxacycloeicosino[2,3-b:12,13-b']dipyridine
CBNumber
CB0479020
Molecular Formula
C28H50N2O2
Formula Weight
446.71
MOL File
88903-69-9.mol
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XESTOSPONGIN C Property

Melting point:
146-147 °C(Solv: acetone (67-64-1))
Boiling point:
564.7±35.0 °C(Predicted)
Density 
1.05±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: soluble
form 
film
pka
7.73±0.20(Predicted)
color 
off-white
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
X2628
Product name
Xestospongin C
Purity
film
Packaging
10μg
Price
$463
Updated
2024/03/01
Sigma-Aldrich
Product number
X2628
Product name
Xestospongin C
Purity
film
Packaging
50μg
Price
$1670
Updated
2024/03/01
Cayman Chemical
Product number
64950
Product name
Xestospongin C
Purity
≥90%
Packaging
10μg
Price
$86
Updated
2024/03/01
Cayman Chemical
Product number
64950
Product name
Xestospongin C
Purity
≥90%
Packaging
50μg
Price
$353
Updated
2024/03/01
Cayman Chemical
Product number
64950
Product name
Xestospongin C
Purity
≥90%
Packaging
100μg
Price
$629
Updated
2024/03/01
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XESTOSPONGIN C Chemical Properties,Usage,Production

Description

Xestospongin C (88903-69-9) is a potent and reversible inhibitor of IP3-mediated Ca2+?release, IC50?= 358 nM.1?Experiments with guinea-pig ileum permeabilized with alpha toxin revealed that Xestospongin C inhibits the IP3 receptor but not the ryanodine receptor in SR membranes. In intact smooth muscle cells it inhibits voltage-dependent Ca2+?and K+?currents at a concentration range similar to that at which it inhibits the IP3 receptor. Xestospongin C is a useful tool for probing the involvement of IP3 receptors in cellular signaling.3?Cell permeable.

Uses

Xestospongin C is a marine natural product which was first isolated from Pacific basin sponges, and noted to have vasodilatory properties. Xestospongin C antagonizes the calcium-releasing action of inositol-1,4,5-trisphosphate (IP3) at the receptor level. Inositol phosphates are important signal transduction messengers acting via IP3 receptors to promote the mobilization of Ca2+ from intracellular stores. Xestospongin C blocks the increase in intracellular calcium in vascular smooth muscle cells completely at a concentration of 25 μM. Xestospongin C also inhibits the sarcoplasmic reticulum Ca2+ ATPase pump at concentrations of 700 nM.

Uses

Xestospongin C is a potent, membrane-permeable IP3 receptor blocker.

Definition

ChEBI: An organic heteropentacyclic compound that is isolated from the marine sponge Xestospongia exigua.

General Description

Synthetic form of the macrocyclic bis-1-oxaquinolizidine isolated from the Okanowan marine sponge.

Biochem/physiol Actions

Xestospongin C is a selective, reversible and membrane-permeable inhibitor of IP3 receptor. Reversibly blocks bradykinin- and carbamylcholine- Ca2+ efflux from the endoplasmic reticulum stores.

storage

Store at -20°C

References

1) Wilcox?et al. (1998),?New developments in the molecular pharmacology of the myo-inositol 1,4,5-trisphosphate receptor;? Trends Pharmacol. Sci.,?19?467 2) Ozaki?et al. (2002),?Inhibitory mechanism of xestospongin-C on contraction and ion channels in the intestinal smooth muscle;? Br. J. Pharmacol.,?137?1207 3) Kandasamy?et al. (2013),?Lipopolysaccharide induces endoplasmic store Ca2+-dependent inflammatory responses in lung microvessels;? PLoS One,?8?e63465

XESTOSPONGIN C Preparation Products And Raw materials

Raw materials

Preparation Products

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XESTOSPONGIN C Suppliers

3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
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Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
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EMMX Biotechnology LLC
Tel
888-539-0666
Fax
888-539-0666
Email
info@emmx.com
Country
United States
ProdList
8447
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Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9806
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58
Heze Development Zone chuangli Chemical Co., Ltd.
Tel
+86-530-529 6766,+86-15666160102 15666160102
Fax
0530-529 6766
Email
info@chuangli-chem.com
Country
China
ProdList
899
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Jinan Yaoyan Pharmaceutical Co., Ltd.
Tel
Fax
-
Email
jnyaoyan@163.com
Country
China
ProdList
3069
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58
Nanjing Meihao Pharmaceutical Technology Co., Ltd.
Tel
meitaochem@126.com
Email
meitaochem@126.com
Country
China
ProdList
19103
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58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
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58
MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8140
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58

88903-69-9, XESTOSPONGIN CRelated Search:


  • ARGUSPONGINE E
  • [1R-(1R*,4AR*,11R*,12AS*,13S*,16AS*,23R*,24AS*)]-EICOSAHYDRO-5H,17H-1,23:11,13-DIETHANO-2H,14H-[1,11]DIOXACYCLOEICOSINO[2,3-B:12,13-B']DIPYRIDINE
  • XESTOSPONGIN C
  • XEC
  • XESTOSPONGIN
  • (1R,4aR,11R,12aS,13S,16aS,23R,24aS)-Eicosahydro-5H,17H-1,23:11,13-diethano-2H,14H-[1,11]dioxacycloeicosino[2,3-b:12,13-b']dipyridine
  • PQYOPBRFUUEHRC-HCKQMYSWSA-N
  • 5H,17H-1,23:11,13-Diethano-2H,14H-[1,11]dioxacycloeicosino[2,3-b:12,13-b']dipyridine, eicosahydro-, (1R,4aR,11R,12aS,13S,16aS,23R,24aS)-
  • (-)-Xestospongin C
  • Xestospongin C 4-((1H-Indol-7-yl)carbamoyl)phenyl diethylcarbamate
  • Xestospongin C((-)-Xestospongin C)
  • Xestospongin C, IP3 receptor antagonist
  • 88903-69-9
  • C28H50N2O2
  • Cell Signaling and Neuroscience
  • Cell Biology
  • BioChemical
  • Intracellular Calcium Signaling
  • Intracellular Calcium Regulators