Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C29H37N3O6 |
| Molecular Weight | 523.6206 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]1(O[C@@]2(CC[C@@H](C)[C@@H](CC3=NC4=C(O3)C=CC(NC)=C4C(O)=O)O2)[C@H](C)C[C@H]1C)[C@H](C)C(=O)C5=CC=CN5
InChI
InChIKey=HIYAVKIYRIFSCZ-CYEMHPAKSA-N
InChI=1S/C29H37N3O6/c1-15-10-11-29(17(3)13-16(2)27(38-29)18(4)26(33)20-7-6-12-31-20)37-22(15)14-23-32-25-21(36-23)9-8-19(30-5)24(25)28(34)35/h6-9,12,15-18,22,27,30-31H,10-11,13-14H2,1-5H3,(H,34,35)/t15-,16-,17-,18-,22-,27+,29+/m1/s1
DescriptionCurator's Comment: description was created based on several sources, including:
http://www.abcam.com/a23187-calcimycin-ab120287.html
https://www.ncbi.nlm.nih.gov/pubmed/24128762
Curator's Comment: description was created based on several sources, including:
http://www.abcam.com/a23187-calcimycin-ab120287.html
https://www.ncbi.nlm.nih.gov/pubmed/24128762
Calcimycin is an ionophore, polyether antibiotic from Streptomyces chartreusensis. It binds and transports calcium and other divalent cations across membranes and uncouples oxidative phosphorylation while inhibiting ATPase of rat liver mitochondria. The substance is used mostly as a biochemical tool to study the role of divalent cations in various biological systems. Calcimycin has antibiotic properties against gram-positive bacteria and fungi. Inex Pharmaceuticals Corporation (Canada) reported an innovative application of Calcimycin. "Inex" used Calcimycin as a molecular tool in order to make artificial liposomes loaded with anti-cancer drugs such as Topotecan. In in vitro fertilization (IVF) field, Ca Ionophore can be used in case of low fertilization rate after ICSI procedure, particularly with Globozoospermia (Round Head sperm syndrome), Ca Ionophore plays role in oocyte activation after ICSI. Recommended use is 0.5 microgram/ml twice for 10 min interrupted with fresh media with 30 min incubation, followed with regular injected eggs culture for IVF
CNS Activity
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The effect of cyclic AMP on the growth of Toxoplasma gondii in vitro. | 1990 Jun |
|
| Amphotericin B-induced depression in the phagocytic function of the isolated rat liver and its prevention by nifedipine. | 1990 Mar |
|
| Calcium ionophore (A-23187) induced peritoneal eicosanoid biosynthesis: a rapid method to evaluate inhibitors of arachidonic acid metabolism in vivo. | 1993 |
|
| Inhibition of leucocyte adhesion molecule upregulation by tumor necrosis factor alpha: a novel mechanism of action of sulphasalazine. | 1993 Feb |
|
| Enhancement of metallothionein gene expression in male Wistar (WF/NCr) rats by treatment with calmodulin inhibitors: potential role of calcium regulatory pathways in metallothionein induction. | 1994 Mar |
|
| Induction of cyclooxygenase-2 expression by peroxisome proliferators and non-tetradecanoylphorbol 12,13-myristate-type tumor promoters in immortalized mouse liver cells. | 1997 Feb 7 |
|
| Repression of GADD153/CHOP by NF-kappaB: a possible cellular defense against endoplasmic reticulum stress-induced cell death. | 2001 Apr 19 |
|
| Histamine induces exocytosis and IL-6 production from human lung macrophages through interaction with H1 receptors. | 2001 Mar 15 |
|
| Basal and stimulated protein S-nitrosylation in multiple cell types and tissues. | 2002 Mar 22 |
|
| RANTES (CCL5) potentiates calcium ionophore in the production of LTB4 in rat adherent macrophages from granuloma induced by KMnO4: inhibiton by NDGA. | 2008 Jan |
|
| Sophora flavescens Aiton inhibits the production of pro-inflammatory cytokines through inhibition of the NF kappaB/IkappaB signal pathway in human mast cell line (HMC-1). | 2009 Mar |
|
| TCDD-induced cyclooxygenase-2 expression is mediated by the nongenomic pathway in mouse MMDD1 macula densa cells and kidneys. | 2010 Feb 1 |
|
| SIRT1 inhibits NADPH oxidase activation and protects endothelial function in the rat aorta: implications for vascular aging. | 2013 May 1 |
Patents
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Code | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
NCI_THESAURUS |
C258
Created by
admin on Fri Dec 15 15:56:52 GMT 2023 , Edited by admin on Fri Dec 15 15:56:52 GMT 2023
|
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
258-084-1
Created by
admin on Fri Dec 15 15:56:52 GMT 2023 , Edited by admin on Fri Dec 15 15:56:52 GMT 2023
|
PRIMARY | |||
|
52665-69-7
Created by
admin on Fri Dec 15 15:56:52 GMT 2023 , Edited by admin on Fri Dec 15 15:56:52 GMT 2023
|
PRIMARY | |||
|
11957499
Created by
admin on Fri Dec 15 15:56:52 GMT 2023 , Edited by admin on Fri Dec 15 15:56:52 GMT 2023
|
PRIMARY | |||
|
D000001
Created by
admin on Fri Dec 15 15:56:52 GMT 2023 , Edited by admin on Fri Dec 15 15:56:52 GMT 2023
|
PRIMARY | |||
|
C83573
Created by
admin on Fri Dec 15 15:56:52 GMT 2023 , Edited by admin on Fri Dec 15 15:56:52 GMT 2023
|
PRIMARY | |||
|
DTXSID1040405
Created by
admin on Fri Dec 15 15:56:52 GMT 2023 , Edited by admin on Fri Dec 15 15:56:52 GMT 2023
|
PRIMARY | |||
|
Calcimycin
Created by
admin on Fri Dec 15 15:56:52 GMT 2023 , Edited by admin on Fri Dec 15 15:56:52 GMT 2023
|
PRIMARY | |||
|
m2912
Created by
admin on Fri Dec 15 15:56:52 GMT 2023 , Edited by admin on Fri Dec 15 15:56:52 GMT 2023
|
PRIMARY | Merck Index | ||
|
37H9VM9WZL
Created by
admin on Fri Dec 15 15:56:52 GMT 2023 , Edited by admin on Fri Dec 15 15:56:52 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD
