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Calcimycin is a pyrrole polyether antibiotic that exhibits antibacterial, antifungal, pro-inflammatory, and pro-allergic activities. Calcimycin is a divalent cation ionophore that increases intracellular Ca2+ levels, uncouples oxidative phosphorylation, and inhibits mitochondrial ATPase activity. Calcimycin is especially active against gram positive bacteria. In mast cells, calcimycin activates IKK2 and NF-κB and induces degranulation and pro-inflammatory cytokine production.
| Cas No. | 52665-69-7 |
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| Purity | ≥98% |
| Formula | C29H37N3O6 |
| Formula Wt. | 523.62 |
| Chemical Name | 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 |
| IUPAC Name | 5-(methylamino)-2-[[(2S,3R,5R,8S,9S)-3,5, 9-trimethyl-2-[1-oxo-1-(1H-pyrrol-2-yl)propan-2-yl]-1, 7-dioxaspiro[5.5]undecan-8-yl]methyl]-1,3-benzoxazole-4-carboxylic acid |
| Synonym | Antibiotic A-23187, A-23187 free acid |
| Melting Point | 181-182°C |
| Solubility | Soluble in ethyl acetate, chloroform, methanol or DMSO. Slightly soluble in water. |
| Appearance | White Powder |
| Store Temp | -20°C |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Hosokawa J, Suzuki K, Nakagomi D, et al. Role of calcium ionophore A23187-induced activation of IkappaB kinase 2 in mast cells. Int Arch Allergy Immunol. 2013;161 Suppl 2:37-43. PMID: 23711852.
Abbott BJ, Fukuda DS, Dorman DE, et al. Microbial transformation of A23187, a divalent cation ionophore antibiotic. Antimicrob Agents Chemother. 1979 Dec;16(6):808-12. PMID: 119484.