CAS 52665-69-7

Calcimycin

Description:

Calcimycin, also known as A23187, is a polyether ionophore antibiotic that is primarily derived from the fermentation of the bacterium *Streptomyces chartreusis*. It is characterized by its ability to transport calcium ions across biological membranes, which can significantly influence cellular processes. Calcimycin exhibits a high affinity for divalent cations, particularly calcium, and can also bind to other metal ions such as magnesium and barium. This ionophore's mechanism of action involves the formation of a complex with calcium ions, facilitating their passage through lipid membranes, which can lead to alterations in cellular signaling and homeostasis. In research and clinical settings, Calcimycin has been studied for its potential applications in various fields, including cancer therapy and immunology, due to its ability to modulate calcium-dependent processes. However, its use is often limited by its toxicity and the potential for adverse effects. Overall, Calcimycin is a significant compound in the study of ion transport and cellular regulation.

Formula: C₂₉H₃₇N₃O₆

InChI: 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

InChI key: InChIKey=HIYAVKIYRIFSCZ-CYEMHPAKSA-N

SMILES: C[C@H]1[C@]2(O[C@]([C@@H](C(=O)C3=CC=CN3)C)([C@H](C)C1)[H])O[C@H](CC4=NC=5C(O4)=CC=C(NC)C5C(O)=O)[C@H](C)CC2

Synonyms:

• 1,7-Dioxaspiro[5.5]undecane, 4-benzoxazolecarboxylic acid deriv.
• 4-Benzoxazolcarbonsaure, 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-[6α(2S*,3S*),8β(R*),9β,11α]]-
• 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, 5-(methylamino)-2-[[(2R,3R,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
• A 23187
• Antibiotic A 23187
• Calcimycin
• Calcium ionophore A 23187
• Calcium ionophore III
• Calimycin
• Ionophore A 23187
• [6S-[6α(2S*,3S*),8β(R*),9β,11α]]-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]-4-benzoxazolecarboxylic acid
• acide benzoxazolecarboxylique-4, (methylamino)-5 [[trimethyl-3,9,11 [methyl-1 oxo-2 (1H-pyrrolyl-2)2 ethyl]-8 dioxa-1,7 spiro[5.5]undecyl-2]methyl]-2, [6S-[6α(2S*,3S*),8β(R*),9β,11α]]-
• acido 4-benzoxazolcarboxilico, 5-(metilamino)-2-[[3,9,11-trimetil-8-[1-metil-2-oxo-2-(1H-pirrol-2-il)etil]-1,7-dioxaespiro[5.5]undec-2-il]metil]-, [6S-[6α(2S*,3S*),8β(R*),9β,11α]]-

Antibiotic A23187, 98%

CAS: 52665-69-7

An antibiotic and calcium ionophore

Formula: C₂₉H₃₇N₃O₆

Purity: 98%

Molecular weight: 523.62

Ref: 02-J63020

A23187

CAS: 52665-69-7

Formula: C₂₉H₃₇N₃O₆

Purity: 97%

Color and Shape: Solid

Molecular weight: 523.6206

Ref: IN-DA00D7WY

Calcium Ionophore A23187

CAS: 52665-69-7

Formula: C₂₉H₃₇N₃O₆

Purity: ≥ 98%

Color and Shape: White powder

Molecular weight: 523.62

Ref: 7W-GE5436

Calcimycin A23187

CAS: 52665-69-7

Calcimycin A23187

Formula: C₂₉H₃₇N₃O₆

Purity: By hplc: 98.90% (Typical Value in Batch COA)

Color and Shape: white powder

Molecular weight: 523.62g/mol

Ref: 54-BIC1006

Calcimycin

CAS: 52665-69-7

Calcimycin (A-23187) is a polyether antibiotic that transports Ca²⁺, uncouples phosphorylation, and inhibits ATPase in mitochondria.

Formula: C₂₉H₃₇N₃O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 523.62

Ref: TM-T10662L

A23187

Controlled Product

CAS: 52665-69-7

Applications A23187 is calcium channel modulator; Highly selective Ca2+ ionophore.
References Khin, P. P., et al.: Pharmacol., 99, 216-225 (2017); Han, N., et al.: Chin. Exp. Pharmacol. Physiol., 44, 257-265 (2017)

Formula: C₂₉H₃₇N₃O₆

Color and Shape: Neat

Molecular weight: 523.62

Ref: TR-A965310