Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98%, from Streptomyces caespitosus for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C Ships Ice chest + Ice pads,FedEx DG Service 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 17 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Mitomycin C is a systemic chemotherapy compound and an antibiotic obtained fromStreptomyces caespitosus. It is the first bioreductive alkylating agent to be identified and is a derivative of 3-amino-5-hydroxybenzoic acid (AHBA), D-glucosamine, L-methionine and carbamoyl phosphate.Chemical structure: AziridineMitomycin C fromStreptomyces caespitosushas been used for the treatment of feeder layers such as, PMEF (primary mouse embryonic fibroblasts) and CD1 mouse embryonic fibroblasts (MEFs) for the culture of hESCs (human embryonic stem cells). It has also been used for the treatment of BLC (basal-like cancer) cell line.
λmax;216, 359 nm
| ALogP | -0.4 |
|---|
| Pubchem Sid | 504750932 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504750932 |
| Canonical Smiles | CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N |
| IUPAC Name | [(4S,6S,7R,8S)-11-amino-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate |
| InChIKey | NWIBSHFKIJFRCO-WUDYKRTCSA-N |
| INCHI | 1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1 |
| Isomeric SMILES | CC1=C(C(=O)C2=C(C1=O)N3C[C@H]4[C@@H]([C@@]3([C@@H]2COC(=O)N)OC)N4)N |
| WGK Germany | 3 |
| Alternate CAS | 1404-00-8 |
| UN Number | 2811 |
| Packing Group | I |
| Molecular Weight | 334.33 |
| Beilstein | 7231816 |
| Reaxy-Rn | 630306 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=630306&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 | Indoles and derivatives |
| Subclass | Indolequinones |
| Intermediate Tree Nodes | Mitomycins, mitosane and mitosene derivatives |
| Direct Parent | Mitomycins |
| Alternative Parents | Indoles Quinones Pyrrolizines Piperazines Vinylogous amides Pyrrolines Pyrrolidines Azacyclic compounds Aziridines Carboximidic acids and derivatives Dialkylamines Enamines Hydrocarbon derivatives Imines Organopnictogen compounds Monoalkylamines Organic oxides |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Mitomycin - Indole - Quinone - Pyrrolizine - 1,4-diazinane - Piperazine - Pyrrolidine - Vinylogous amide - Pyrroline - Ketone - Aziridine - Carboximidic acid derivative - Secondary aliphatic amine - Enamine - Azacycle - Secondary amine - Primary aliphatic amine - Organic oxide - Organopnictogen compound - Organic oxygen compound - Imine - Carbonyl group - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Primary amine - Amine - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as mitomycins. These are polycyclic compounds with a structure based on an aziridine ring linked to a 7-amino-6-methyl-cyclohexa[b]pyrrolizine-5,8-dione. |
| External Descriptors | Quinones |
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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 | May 26, 2026 | M476633 | |
| Certificate of Analysis | May 26, 2026 | M476633 | |
| Certificate of Analysis | May 26, 2026 | M476633 | |
| Certificate of Analysis | May 26, 2026 | M476633 | |
| Certificate of Analysis | Feb 05, 2026 | M476633 | |
| Certificate of Analysis | Feb 05, 2026 | M476633 | |
| Certificate of Analysis | Feb 05, 2026 | M476633 | |
| Certificate of Analysis | Feb 05, 2026 | M476633 | |
| Certificate of Analysis | Jul 05, 2025 | M476633 | |
| Certificate of Analysis | Jul 05, 2025 | M476633 | |
| Certificate of Analysis | Jul 05, 2025 | M476633 | |
| Certificate of Analysis | Jul 05, 2025 | M476633 | |
| Certificate of Analysis | Jul 05, 2025 | M476633 | |
| Certificate of Analysis | Apr 15, 2025 | M476633 | |
| Certificate of Analysis | Apr 15, 2025 | M476633 | |
| Certificate of Analysis | Apr 15, 2025 | M476633 | |
| Certificate of Analysis | Apr 15, 2025 | M476633 | |
| Certificate of Analysis | Nov 28, 2024 | M476633 | |
| Certificate of Analysis | Nov 28, 2024 | M476633 | |
| Certificate of Analysis | Nov 28, 2024 | M476633 | |
| Certificate of Analysis | Nov 28, 2024 | M476633 | |
| Certificate of Analysis | Sep 13, 2024 | M476633 | |
| Certificate of Analysis | Sep 13, 2024 | M476633 | |
| Certificate of Analysis | Sep 13, 2024 | M476633 | |
| Certificate of Analysis | Sep 13, 2024 | M476633 | |
| Certificate of Analysis | Mar 14, 2024 | M476633 | |
| Certificate of Analysis | Mar 14, 2024 | M476633 | |
| Certificate of Analysis | Mar 14, 2024 | M476633 | |
| Certificate of Analysis | Mar 14, 2024 | M476633 | |
| Certificate of Analysis | Mar 14, 2024 | M476633 | |
| Certificate of Analysis | Sep 19, 2023 | M476633 | |
| Certificate of Analysis | Sep 19, 2023 | M476633 | |
| Certificate of Analysis | Sep 19, 2023 | M476633 | |
| Certificate of Analysis | Sep 19, 2023 | M476633 | |
| Certificate of Analysis | Sep 19, 2023 | M476633 | |
| Certificate of Analysis | Sep 19, 2023 | M476633 | |
| Certificate of Analysis | Mar 24, 2023 | M476633 | |
| Certificate of Analysis | Mar 24, 2023 | M476633 | |
| Certificate of Analysis | Mar 24, 2023 | M476633 | |
| Certificate of Analysis | Mar 24, 2023 | M476633 | |
| Certificate of Analysis | Mar 24, 2023 | M476633 | |
| Certificate of Analysis | Mar 24, 2023 | M476633 |
| Solubility | Slightly soluble in water, methanol, or ethanol, almost insoluble in ether, solubility in H2O:<0.1 mg/mL (insoluble) |
|---|---|
| Sensitivity | Light sensitive;Heat sensitive;Moisture sensitive |
| Refractive Index | 1.68 (Predicted) |
| Boil Point(°C) | 581.8° C at 760 mmHg (Predicted) |
| Melt Point(°C) | 64℃ |
| Molecular Weight | 334.330 g/mol |
| XLogP3 | -0.400 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 4 |
| Exact Mass | 334.128 Da |
| Monoisotopic Mass | 334.128 Da |
| Topological Polar Surface Area | 147.000 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 757.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| 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 |
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| 6. Wang Wen-Wen, Yang Li-Jie, Guo Jun-Feng. (2023) Evaluation of the therapeutic effect of mitomycin-loaded hydrogel in inhibiting tumor-cell proliferation and invasion in pancreatic cancer. Materials Express, 13 (1): (81-84). [PMID:] [10.1166/mex.2023.2318] |
| 7. Xiaohua Xie, Xiaofeng Wu, Dongsheng Zhao, Ying Liu, Qiyue Du, Yitian Li, Yaping Xu, Yuhang Li, Yan Qiu, Yungang Yang. (2022) Fluvoxamine alleviates bleomycin-induced lung fibrosis via regulating the cGAS-STING pathway. PHARMACOLOGICAL RESEARCH, [PMID:36435270] [10.1016/j.phrs.2022.106577] |
| 8. Jixiang Zhu, Fanwen Yang, Fupo He, Xiumei Tian, Shuo Tang, Xiaoming Chen. (2015) A tubular gelatin scaffold capable of the time-dependent controlled release of epidermal growth factor and mitomycin C. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:26277717] [10.1016/j.colsurfb.2015.06.049] |
| 9. Jianyong Li, Xiaojun Kong, Xiwang Li, Yajun Yang, Jiyu Zhang. (2013) Genotoxic evaluation of aspirin eugenol ester using the Ames test and the mouse bone marrow micronucleus assay. FOOD AND CHEMICAL TOXICOLOGY, [PMID:24140966] [10.1016/j.fct.2013.10.010] |
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| 11. Zhu Xiao-Yu, Li Pi-Song, Qu Hui, Ai Xing, Zhao Zi-Ting, He Jia-Bei. (2025) Replication factor C4, which is regulated by insulin-like growth factor 2 mRNA binding protein 2, enhances the radioresistance of breast cancer by promoting the stemness of tumor cells. Human Cell, 38 (3): (1-14). [PMID:40053279] [10.1007/s13577-025-01197-9] |
| 12. Yunkai Sun, Xiaoxia Wu, Pei Zuo, Zhao Liu, Xuepei Miao, Jian Liu, Hairuo Wen. (2024) Synthesis and mutagenic risk of avanafil's potential genotoxic impurities. RSC Advances, 14 (30): (21432-21438). [PMID:38979469] [10.1039/D4RA02345E] |
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| 14. Tianxia Xiao, Yuxin Luo, Yang Yu. (2025) Protocol to quantify protein phosphorylation in mouse extended pluripotent stem cell-derived blastoids. STAR Protocols, [PMID:41191480] [10.1016/j.xpro.2025.104166] |
| 15. Jin Chengkang, Xu Xiaoling, Yao Ning, Zhang Hairui, Chen Changjiang, Zeng Lingyao, Liu Zhiyun, Lei Lanjie, Cui Shumao, Wen Chengping, Shi Liyun. (2025) Prodrug nanoplatform for triggering ferroptosis to eliminate senescent cells in age-associated pathologies. Nature Communications, [PMID:41390693] [10.1038/s41467-025-67364-6] |
| 16. Jiajun Li, Changjiang Xu, Bingbo Shi, Yawen Lyu, Zejie Lin, Wei Shi, Jiachen Xu, Xinle Zou, Xiaomin Wang, Hanqing Zhao, Chengchen Zhao, Duanqing Pei. (2026) In vitro mimicking of humanized cardiogenesis under porcine condition. Cell and Bioscience, [PMID:41606701] [10.1186/s13578-025-01521-8] |
| 17. Liping Zhang, Yanyan Wang, Wenxin Qiu, Shuangling Liu, Shengxuan Xu, Hongwei Wang, Lin Yuan. (2026) Dual-loaded exosomes with fibroblast growth factor 2 and retinoic acid enhance directed neural differentiation of embryonic stem cells. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:41691875] [10.1016/j.colsurfb.2026.115554] |