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CAS 52665-69-7

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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
  • See more synonyms
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