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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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M476633-25mg
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25mg |
6
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$73.90
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|
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M476633-100mg
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100mg |
5
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$204.90
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M476633-250mg
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250mg |
2
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$357.90
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M476633-1g
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1g |
1
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$999.90
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| Synonyms | KBioGR_000607 | Mytozytrex | KBio2_003175 | Mitomycin (TN) | NSC 26980 | UGN-102 | [(1aS,8S,8aR,8bS)-6-amino-8a-methoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate | 50-07-7 (non-salt) | Aziri |
|---|---|
| Specifications & Purity | ≥98%, from Streptomyces caespitosus |
| Biochemical and Physiological Mechanisms | Mitomycin C causes the cross-linking of double-stranded DNA, which results in mutagenesis, inhibition of DNA synthesis, initiation of DNA repair events, and activation of apoptosis. The capability to inhibit DNA synthesis is attributable to the aminoquino |
| Storage Temp | Protected from light,Store at -20°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
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 |
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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| ALogP | -0.4 |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Pubchem Sid | 504750932 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504750932 |
| 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 |
| INCHI | 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 |
| InChIKey | NWIBSHFKIJFRCO-WUDYKRTCSA-N |
| Smiles | CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N |
| 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= |
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 | 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 | |
| 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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