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A23187 structure, CAS 52665-69-7

A23187

CAS Number52665-69-7

SynonymsEthacrynic acid-d5; MFCD00151202; CALCIUM PHOSPHINATE; Lime hypophosphite; CALCIUMHYPOPHOSPHITE,PURIFIED; CALCIUM HYPOPHOSPHITE TECHNICAL; CALCIUM HYPOPHOSPHITE EXTRA PURE,DAC; ANTIBIOTIC A 23187; Phosphinicacid,calciumsalt; Calcium bisphosphinate; Calcium hydrophosphite; EINECS 258-084-1; Calcimycin; A23187,free acid

Molecular FormulaC29H37N3O6

Molecular Weight523.62

Purity≥98 (TLC)%

Density1.3±0.1 g/cm3

Boiling Point710.3±55.0 °C at 760 mmHg

Melting Point187-190 °C

Flash Point

Appearancepowder

EINECS258-084-1

MSDSChineseEnglish

Symboltransportation

Signal WordWarning

Cat. No.: 2A-1177743 Purity: ≥98 (TLC)%
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Quality Control of [ 52665-69-7 ] Purity: ≥98 (TLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number52665-69-7
Catalog No.2A-1177743
Chinese Name钙离子载体 III
SynonymsEthacrynic acid-d5; MFCD00151202; CALCIUM PHOSPHINATE; Lime hypophosphite; CALCIUMHYPOPHOSPHITE,PURIFIED; CALCIUM HYPOPHOSPHITE TECHNICAL; CALCIUM HYPOPHOSPHITE EXTRA PURE,DAC; ANTIBIOTIC A 23187; Phosphinicacid,calciumsalt; Calcium bisphosphinate; Calcium hydrophosphite; EINECS 258-084-1; Calcimycin; A23187,free acid
Molecular FormulaC29H37N3O6
Molecular Weight523.62
Purity≥98 (TLC)
Density1.3±0.1 g/cm3
Boiling Point710.3±55.0 °C at 760 mmHg
Melting Point187-190 °C
Appearancepowder
Storage ConditionSealed, store at 2 ºC -8 ºC
ApplicationCalcimycin is an antibiotic and unique ionophore of divalent cations (such as calcium and magnesium). Calcimycin induces Ca2+-dependent cell death by increasing intracellular calcium concentration. Ca
EINECS258-084-1
HTC29349990
PubChem ID24277964
MDL NumberMFCD00151202
SMILES[H][C@@]1(O[C@@]2(CC[C@@H](C)[C@@H](Cc3nc4c(C(O)=O)c(NC)ccc4o3)O2)[C@H](C)C[C@H]1C)[C@H](C)C(=O)c5ccc[nH]5
InChI1S/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
InChI KeyHIYAVKIYRIFSCZ-CYEMHPAKSA-N
Beilstein/REAXYS1096801
NACRES CodeNA.32
UNSPSC12352200
Hazard Symbolstransportation
MSDSmsds/178329_2_52665_69_7.pdf
BioactivityCalcimycin (A23187) is an antibiotic and a unique divalent cation ionophore (like calcium and magnesium). It induces Ca2+-dependent cell death by increasing intracellular calcium concentration. Calcimycin inhibits the growth of Gram-positive bacteria and some fungi. Calcimycin also inhibits the activity of ATPase and uncouples oxidative phosphorylation of mammalian cells. It induces apoptosis[1][2][3][4]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Infection Signaling Pathways >> Autophagy >> Autophagy References [1]. Wu Q, et al. Characterization of the biosynthesis gene cluster for the pyrrole polyether antibiotic calcimycin(A23187) in Streptomyces chartreusis NRRL 3882. Antimicrob Agents Chemother. 2011 Mar;55(3):974-82. [2]. Elliott JI, et al. IKCa1 activity is required for cell shrinkage, phosphatidylserine translocation and death in Tlymphocyte apoptosis. EMBO Rep. 2003 Feb;4(2):189-94. [3]. Engedal N, et al. Modulation of intracellular calcium homeostasis blocks autophagosome formation. Autophagy. 2013 Oct;9(10):1475-90. [4]. Mawatwal S, et al. Calcimycin mediates mycobacterial killing by inducing intracellular calcium-regulated autophagy in a P2RX7 dependent manner. Biochim Biophys Acta Gen Subj. 2017 Dec;1861(12):3190-3200. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 710.3±55.0 °C at 760 mmHg Melting Point 187-190 °C Molecular Formula C29H37N3O6 Molecular Weight 523.621 Flash Point 383.4±31.5 °C Exact Mass 523.268250 PSA 126.68000 LogP 5.66 Vapour Pressure 0.0±2.4 mmHg at 25°C Index of Refraction 1.611 InChIKey HIYAVKIYRIFSCZ-CYEMHPAKSA-N SMILES CNc1ccc2oc(CC3OC4(CCC3C)OC(C(C)C(=O)c3ccc[nH]3)C(C)CC4C)nc2c1C(=O)O Storage condition 2-8°C
Use ofCalcimycin (A23187) is an antibiotic and a unique divalent cation ionophore (like calcium and magnesium). It induces Ca2+-dependent cell death by increasing intracellular calcium concentration. Calcimycin inhibits the growth of Gram-positive bacteria and some fungi. Calcimycin also inhibits the activity of ATPase and uncouples oxidative phosphorylation of mammalian cells. It induces apoptosis[1][2][3][4]. Properties Articles113 Name ionophore A23187 Synonym More Synonyms Calcimycin Biological Activity Description Calcimycin (A23187) is an antibiotic and a unique divalent cation ionophore (like calcium and magnesium). It induces Ca2+-dependent cell death by increasing intracellular calcium concentration. Calcimycin inhibits the growth of Gram-positive bacteria and some fungi. Calcimycin also inhibits the activity of ATPase and uncouples oxidative phosphorylation of mammalian cells. It induces apoptosis[1][2][3][4]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Research Areas >> Infection Signaling Pathways >> Autophagy >> Autophagy References [1]. Wu Q, et al. Characterization of the biosynthesis gene cluster for the pyrrole polyether antibiotic calcimycin(A23187) in Streptomyces chartreusis NRRL 3882. Antimicrob Agents Chemother. 2011 Mar;55(3):974-82. [2]. Elliott JI, et al. IKCa1 activity is required for cell shrinkage, phosphatidylserine translocation and death in Tlymphocyte apoptosis. EMBO Rep. 2003 Feb;4(2):189-94. [3]. Engedal N, et al. Modulation of intracellular calcium homeostasis blocks autophagosome formation. Autophagy. 2013 Oct;9(10):1475-90. [4]. Mawatwal S, et al. Calcimycin mediates mycobacterial killing by inducing intracellular calcium-regulated autophagy in a P2RX7 dependent manner. Biochim Biophys Acta Gen Subj. 2017 Dec;1861(12):3190-3200. Chemical & Physical Properties Molecular Formula C29H37N3O6 Exact Mass 523.268250 PSA 126.68000 Index of Refraction 1.611 InChIKey HIYAVKIYRIFSCZ-CYEMHPAKSA-N
Transport InfoProduct name: Purity: 97.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special precautions for users No data available
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