Determine the necessary mass, volume, or concentration for preparing a solution.
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≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 13 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
A23187 is an ionophore, highly selective for Ca2+, that allows for divalent cations to move across the membranes which are usually impermeable to them. The compound was originally isolated from Streptomyces chartreusensis for use as an antibiotic but has been shown to have weak in vitro antimicrobial activity against fungi and gram positive bacteria. Because of its ability to increase intracellular calcium levels of intact cells, it is used in studies of intracellular Ca2+ mediated events. A23187 has been observed to induce cell activation, differentiation or proliferation. In vitro experimentation has shown A23187 to boost ROS generation and platelet fragmentation
Ionophore highly selective for Ca2+. Potentiates responses to NMDA but not quisqualate. In cell culture, stimulates nitric oxide production by calmodulin-dependent constitutive nitric oxide synthase
| Pubchem Sid | 504766822 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504766822 |
| Canonical Smiles | CC1CCC2(C(CC(C(O2)C(C)C(=O)C3=CC=CN3)C)C)OC1CC4=NC5=C(O4)C=CC(=C5C(=O)O)NC |
| IUPAC Name | 5-(methylamino)-2-[[(2S,3R,5R,6S,8R,9R)-3,5,9-trimethyl-2-[(2S)-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 |
| InChIKey | HIYAVKIYRIFSCZ-CYEMHPAKSA-N |
| 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 |
| Isomeric SMILES | C[C@@H]1CC[C@]2([C@@H](C[C@H]([C@H](O2)[C@H](C)C(=O)C3=CC=CN3)C)C)O[C@@H]1CC4=NC5=C(O4)C=CC(=C5C(=O)O)NC |
| Molecular Weight | 523.62 |
| Reaxy-Rn | 1096801 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1096801&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Benzoxazoles |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzoxazoles |
| Alternative Parents | Aryl alkyl ketones Secondary alkylarylamines Ketals Substituted pyrroles Oxanes Benzenoids Vinylogous amides Oxazoles Heteroaromatic compounds Amino acids Oxacyclic compounds Azacyclic compounds Carboxylic acids Monocarboxylic acids and derivatives Organopnictogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Benzoxazole - Aryl alkyl ketone - Aryl ketone - Ketal - Secondary aliphatic/aromatic amine - Oxane - Substituted pyrrole - Benzenoid - Azole - Oxazole - Pyrrole - Heteroaromatic compound - Vinylogous amide - Amino acid or derivatives - Ketone - Amino acid - Acetal - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Secondary amine - Oxacycle - Azacycle - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Amine - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzoxazoles. These are organic compounds containing a benzene fused to an oxazole ring Oxazole is five-membered aromatic ring with a nitrogen and an oxygen atoms at the 1- and 3-position, respectively. |
| External Descriptors | Not available |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Oct 28, 2025 | C137844 | |
| Certificate of Analysis | Oct 28, 2025 | C137844 | |
| Certificate of Analysis | Oct 28, 2025 | C137844 | |
| Certificate of Analysis | Oct 28, 2025 | C137844 | |
| Certificate of Analysis | Jun 10, 2025 | C137844 | |
| Certificate of Analysis | Jun 10, 2025 | C137844 | |
| Certificate of Analysis | Jun 10, 2025 | C137844 | |
| Certificate of Analysis | Apr 29, 2025 | C137844 | |
| Certificate of Analysis | Apr 29, 2025 | C137844 | |
| Certificate of Analysis | Apr 29, 2025 | C137844 | |
| Certificate of Analysis | Jan 07, 2025 | C137844 | |
| Certificate of Analysis | Jan 07, 2025 | C137844 | |
| Certificate of Analysis | Jan 07, 2025 | C137844 | |
| Certificate of Analysis | May 15, 2024 | C137844 | |
| Certificate of Analysis | Mar 09, 2024 | C137844 | |
| Certificate of Analysis | Aug 17, 2023 | C137844 | |
| Certificate of Analysis | Aug 17, 2023 | C137844 | |
| Certificate of Analysis | Oct 13, 2022 | C137844 | |
| Certificate of Analysis | Jul 19, 2022 | C137844 | |
| Certificate of Analysis | Jul 19, 2022 | C137844 | |
| Certificate of Analysis | Jun 17, 2022 | C137844 |
| Solubility | Soluble in water (Partly miscible), DMSO (1 mg/ml), and DMF (10 mg/ml). |
|---|---|
| Sensitivity | Light sensitive |
| Molecular Weight | 523.600 g/mol |
| XLogP3 | 5.900 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 7 |
| Exact Mass | 523.268 Da |
| Monoisotopic Mass | 523.268 Da |
| Topological Polar Surface Area | 127.000 Ų |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Complexity | 873.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 7 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Wang Bingxiang, Zhao Ningning, Sun Lingyu, Tan Qianqian, Xiao Qianqian, Chen Junpeng, Li Jinxuan, Zhang Xiao, Zhao Xiaomin. (2023) A candidate virulence factor of Eimeria tenella (EtROP30) predicted by virulence enhancement of transgenic Toxoplasma gondii. PARASITOLOGY RESEARCH, 123 (1): (1-6). [PMID:38095706] [10.1007/s00436-023-08079-9] |
| 2. Xiangyang Li, Linru Chen, Xiaoyue Zeng, Kaixin Wu, Jiayu Huang, Mengmeng Liao, Yue Xi, Guohui Zhu, Xiuying Zeng, Xuewen Hou, Zhisheng Zhang, Xinxiang Peng. (2023) Wounding induces a peroxisomal H2O2 decrease via glycolate oxidase-catalase switch dependent on glutamate receptor-like channel-supported Ca2+ signaling in plants. PLANT JOURNAL, [PMID:37596913] [10.1111/tpj.16427] |
| 3. Feng Yuqing, Lu Jinfang, Peng Xujun, Ge Yanni, Zhang Ran, Li Huiling. (2023) Long noncoding RNA uc007nnj.1 mediates neuronal death induced by retinal ischemia/reperfusion in mice via the miR-155-5p/Tle4 axis. MOLECULAR MEDICINE, 29 (1): (1-17). [PMID:36653745] [10.1186/s10020-022-00591-5] |
| 4. Zhifen Wu, Jian Pan, Jurong Yang, Dongshan Zhang. (2022) LncRNA136131 suppresses apoptosis of renal tubular epithelial cells in acute kidney injury by targeting the miR-378a-3p/Rab10 axis. Aging-US, [PMID:35482482] [10.18632/aging.204036] |
| 5. Lixiao Zhou, Ziying Yu, Yinyin Xia, Shuqun Cheng, Jieying Gao, Wei Sun, Xuejun Jiang, Jun Zhang, Lejiao Mao, Xia Qin, Zhen Zou, Jingfu Qiu, Chengzhi Chen. (2022) Repression of autophagy leads to acrosome biogenesis disruption caused by a sub-chronic oral administration of polystyrene nanoparticles. ENVIRONMENT INTERNATIONAL, [PMID:35381522] [10.1016/j.envint.2022.107220] |
| 6. Wu Binxin, Gao Furong, Lin Jianhua, Lu Lixia, Xu Huiming, Xu Guo-Tong. (2021) Conditioned Medium of Human Amniotic Epithelial Cells Alleviates Experimental Allergic Conjunctivitis Mainly by IL-1ra and IL-10. Frontiers in Immunology, [PMID:34880869] [10.3389/fimmu.2021.774601] |
| 7. Yan Lin, Meng Zhang, Tianxing Lin, Luying Wang, Guanggao Wang, Tianbao Chen, Songkun Su. (2021) Royal jelly from different floral sources possesses distinct wound-healing mechanisms and ingredient profiles. Food & Function, 12 (23): (12059-12076). [PMID:34783324] [10.1039/D1FO00586C] |
| 8. Xuke Yang, Jichao Yang, Mengyu Lyu, Yaqiong Li, Anqi Liu, Bang Shen. (2024) The α subunit of AMP-activated protein kinase is critical for the metabolic success and tachyzoite proliferation of Toxoplasma gondii. Microbial Biotechnology, 17 (4): (e14455). [PMID:38635138] [10.1111/1751-7915.14455] |
| 9. Geng Xiao-Ling, Li Jing-Yu, Xu Huan-Yu, Wu Jiang-Ping, Tao De-Liang, Chen Jin-Ming, Fan Ying-Ying, Yang Xin, Song Jun-Ke, Zhao Guang-Hui. (2025) Proline dehydrogenase, a rate-limiting catabolic enzyme, affecting the growth and pathogenicity of Toxoplasma gondii tachyzoites by regulating the proline metabolism and mitochondrial function of the parasite. Parasites & Vectors, 18 (1): (1-15). [PMID:40731026] [10.1186/s13071-025-06966-x] |
| 10. Wang Zengbao, Li Taifeng, Jiang Yingying, Wang Xue, Li Hongmei, Zhao Xiaomin, Zhang Xiao, Zhao Ningning. (2025) EtSERPIN1 binding with chicken ANXA2 is essential for Eimeria tenella attachment and invasion process. VETERINARY RESEARCH, 56 (1): (1-13). [PMID:40640951] [10.1186/s13567-025-01532-w] |
| 11. Yanping Dai, Xiaoqin Gao. (2025) AKT2/mTOR/VEGF Signaling Attenuates Aging-Related Male Infertility by Suppressing Epididymal Autophagy and Apoptosis via Extracellular Vesicle-Mediated Sperm Rescue. FASEB JOURNAL, 39 (16): (e70901). [PMID:40810376] [10.1096/fj.202500818R] |
| 12. Yanni Ge, Ran Zhang, Yuqing Feng, Huiling Li. (2020) Mbd2 Mediates Retinal Cell Apoptosis by Targeting the lncRNA Mbd2-AL1/miR-188-3p/Traf3 Axis in Ischemia/Reperfusion Injury. Molecular Therapy-Nucleic Acids, [PMID:32074940] [10.1016/j.omtn.2020.01.011] |
| 13. Zhen Peng, Yimin Cheng. (2026) Hexavalent Chromium Inhibits Human Sperm Motility by Targeting Lysine Glutarylation and Mitochondrial Function. JOURNAL OF APPLIED TOXICOLOGY, [PMID:41500245] [10.1002/jat.70043] |