WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 571087

CAS#: 52665-69-7

Description: Calcimycin is an ionophorous, polyether carboxylic antibiotic from Streptomyces chartreusensis. It binds and transports calcium and other divalent cations across membranes and uncouples oxidative phosphorylation while inhibiting ATPase of rat liver mitochondria. The substance is used mostly as a biochemical tool to study the role of divalent cations in various biological systems. Calcimycin was identified as a transcriptional inhibitor of a target gene in colon cancer pathways. In addition, it is used in human fertility treatments.

Price and Availability




Calcimycin is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to to inquire quote.

Chemical Structure


Theoretical Analysis

MedKoo Cat#: 571087
Name: Calcimycin
CAS#: 52665-69-7
Chemical Formula: C29H37N3O6
Exact Mass: 523.2682
Molecular Weight: 523.63
Elemental Analysis: C, 66.52; H, 7.12; N, 8.02; O, 18.33

Synonym: Calcimycin; A23187; A 23187; A-23187; Ionophore A23187; Antibiotic 23187

IUPAC/Chemical Name: 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))-


InChi Code: 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

SMILES Code: O=C(C1=C2N=C(C[C@H]3O[C@]4(O[C@@H]([C@@H](C)C(C5=CC=CN5)=O)[C@@H](C)C[C@@H]4C)CC[C@H]3C)OC2=CC=C1NC)O

Technical Data

Solid powder

>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:


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2: Gou L, Wu Q, Lin S, Li X, Liang J, Zhou X, An D, Deng Z, Wang Z. Mutasynthesis of pyrrole spiroketal compound using calcimycin 3-hydroxy anthranilic acid biosynthetic mutant. Appl Microbiol Biotechnol. 2013 Sep;97(18):8183-91. doi: 10.1007/s00253-013-4882-1. Epub 2013 May 12. PubMed PMID: 23666477.

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5: Li WC, Kuszak JR, Wang GM, Wu ZQ, Spector A. Calcimycin-induced lens epithelial cell apoptosis contributes to cataract formation. Exp Eye Res. 1995 Jul;61(1):91-8. PubMed PMID: 7556474.

6: Wu Q, Liang J, Lin S, Zhou X, Bai L, Deng Z, Wang Z. 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. doi: 10.1128/AAC.01130-10. Epub 2010 Dec 20. PubMed PMID: 21173184; PubMed Central PMCID: PMC3067094.

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9: Nguyen DB, Ly TB, Wesseling MC, Hittinger M, Torge A, Devitt A, Perrie Y, Bernhardt I. Characterization of Microvesicles Released from Human Red Blood Cells. Cell Physiol Biochem. 2016;38(3):1085-99. doi: 10.1159/000443059. Epub 2016 Mar 4. PubMed PMID: 26938586.

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13: Tang Y, Abe N, Yoshimoto M, Zhu B, Murata Y, Nakamura Y. Benzyl isothiocyanate inhibits IL-13 expression in human basophilic KU812 cells. Biosci Biotechnol Biochem. 2015;79(1):159-63. doi: 10.1080/09168451.2014.963503. Epub 2014 Sep 25. PubMed PMID: 25253661.

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15: Meiniel R, Didier R, Meiniel A, Jeminet G, Prudhomme M. A radioautographic study of [3H]-A 23187 (calcimycin) in components of the brain. Distribution in different cell types of the diencephalo-mesencephalic roof. Biol Cell. 1992;74(2):239-41. PubMed PMID: 1596644.

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17: Prudhomme M, Dauphin G, Jeminet G. Semi-synthesis of A23187 (calcimycin) analogs. III. Modification of benzoxazole ring substituents, ionophorous properties in an organic phase. J Antibiot (Tokyo). 1986 Jul;39(7):922-33. PubMed PMID: 3093431.

18: Prudhomme M, Dauphin G, Guyot J, Jeminet G. Semisynthesis of A23187 (calcimycin) analogs. II. Introduction of a methyl group on the benzoxazole ring. J Antibiot (Tokyo). 1984 Jun;37(6):627-34. PubMed PMID: 6430853.

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