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52665-69-7

52665-69-7 Structure

52665-69-7 Structure
IdentificationBack Directory
[Name]

A23187
[CAS]

52665-69-7
[Synonyms]

A23187
CALCIMYCIN
Calimycin
CALCIMYCIN A23187
IONOPHORE A-23187
ANTIBIOTIC A23187
A 23187, CaliMycin
A23187 (CalciMycin)
CALCIUM IONOPHORE III
A23187, 98%, FREE ACID
CALCIUM IONOPHORE A23187
CALCIMYCIN A23187 FREE ACID
Antibiotic A 23187, Calimycin
Calcimycin [Calcium Ionophore A23187]
A23187, 98%, MIXED CALCIUM-MAGNESIUM SALT
3s*),8-beta(r*),9-beta,11-alpha))-lpha(2s
CALCIUM IONOPHORE (CALCIMYCIN) FREE ACID III
CalciuM Ionophore A23187, froM StreptoMyces chartreusis
Antibiotic A 23187, Calcium Ionophore A23187, Calimycin
5-(methylamino)-2-((3,9,11-trimethyl-8-(1-methyl-4-benzoxazolecarboxylicaci
2-oxo-2-(1h-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl),(6s-(6-a
5-Methylamino-2-[[(2R,3R,6S)-3,9α,11β-trimethyl-8α-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid
5-(Methylamino)-2-[[(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid
4-Benzoxazolecarboxylicacid,5-(methylamino)-2-[[(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(1S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-
5-(Methylamino)-2-[[(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(1S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid
5-(METHYLAMINO)-2-[[[2R,3R,6S,8S,9R,11R]-3,9,11-TRIMETHYL-8-[(1S)-1-METHYL-2-OXO-2-(1H-PYRROL-2-YL)-ETHYL]-1,7-DIOXASPIRO[5.5]UNDEC-2-YL]METHYL]-4-BENZOXAZOLECARBOXYLIC ACID
Bis[5-methylamino-2-[[(6S)-3β,9α,11β-trimethyl-8α-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2β-yl]methyl]-4-benzoxazolecarboxylic acid]calcium salt
4-BENZOXAZOLECARBOXYLIC ACID, 5-(METHYLAMINO)-2-((3,9,11-TRIMETHYL-8-(1-METHYL-2-OXO-2-(1H-PYRROL-2-YL)ETHYL)-1,7-DIOXASPIRO(5.5)UNDEC-2-YL)METHYL)-(6S-(6ALPHA(2S*,3S*),8BETA(R),9BETA,11ALPHA))-
4-Benzoxazolecarboxylic acid, 5-(methylamino)-2-((3,9,11-trimethyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-, (6S-(6alpha(2S*,3S*),8beta(R*),9beta,11alpha))-, A23187 (free acid), Calcimycin, Calcium Ionophore A23187
[EINECS(EC#)]

258-084-1
[Molecular Formula]

C29H37N3O6
[MDL Number]

29419090
[Molecular Weight]

523.62
[MOL File]

52665-69-7.mol
Chemical PropertiesBack Directory
[Appearance]

white to off-white solid
[Melting point ]

187-190 °C
[alpha ]

D25 -56° (c = 1 in chloroform)
[storage temp. ]

2-8°C
[solubility ]

Soluble in DMSO with warming or sonication. Also soluble in ethanol or ethyl acetate
[pka]

pKa1 6.9 in 90% DMSO
[form ]

Solid
[color ]

white to light yellow
[Merck ]

13,1639
Hazard InformationBack Directory
[Chemical Properties]

white to off-white solid
[Uses]

Calcimycin is a potent calcium ionophore isolated from Streptomyces chartreusis in 1974. Calcimycin is a spiroketal substituted by pyrollic and benzoxazolyl groups which afford its high affinity and selectivity for calcium. Calcimycin exhibits broad biological activity against bacteria, fungi and protozoa. It has found wide application as a research tool for calcium-regulated cellular events.
[Uses]

Calcimycin is a potent calcium ionophore isolated from Streptomyces chartreusis in 1974. Calcimycin is a spiroketal substituted by pyrollic and benzoxazolyl groups which afford its high affinity and selectivity for calcium. Calimycin exhibits broad biological activity against bacteria, fungi and protozoa. It has found wide application as a research tool for calcium-regulated cellular events.
[Biological Activity]

Calcium ionophore that induces Ca 2+ -dependent cell death by increasing intracellular calcium concentration. Promotes intracelllular ROS generation and platelet particle formation (fragmentation) in vitro and in vivo .
Safety DataBack Directory
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

36/37/38-20/21/22
[Safety Statements ]

26-36
[WGK Germany ]

3
[RTECS ]

DM4676000
[F ]

8
[HS Code ]

29349990
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