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| SKU | Size | Availability |
Price | Qty |
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P274778-1mg
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1mg |
1
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$1,049.90
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P274778-250μg
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250μg |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$347.90
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Potent apoptotic agent. Antibiotic agent.
| Synonyms | Prodigiosine | 4-Methoxy-5-[(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-2,2'-bi[1H-pyrrole] | DTXSID001018969 | SMR000446746 | Q415663 | SCHEMBL1388956 | SCHEMBL147408 | 4-methoxy-5-[(Z)-(5-methyl-4-pentyl-2H-pyrrol-2-ylidene)methyl]-1H,1'H-2,2'-bipyrr |
|---|---|
| Specifications & Purity | Moligand™, ≥95% |
| Biochemical and Physiological Mechanisms | Potent apoptotic agent. Antibiotic agent. Induces caspase-dependent apoptosis. Inhibits mTORC1 and mTORC2. Reactivates p53. Inhibits iNOS expression. Shows anti-ischemic and antimalarial effects in vivo. |
| Storage Temp | Protected from light,Store at -20°C,Desiccated |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | Moligand™ |
| Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
| Product Description |
Prodigiosin (Prodigiosine) is a red pigment produced by bacteria as a bioactive secondary metabolite. Prodigiosin is a potent inhibitor of the Wnt/β-catenin pathway. Prodigiosin has antibacterial, antifungal, antiprotozoal, antimalarial, immunosuppressive, and anticancer properties.
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Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Pyrroles |
| Subclass | Substituted pyrroles |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Dipyrrins |
| Alternative Parents | Heteroaromatic compounds Ketimines Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Dipyrrin - Heteroaromatic compound - Ketimine - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Imine - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as dipyrrins. These are compounds containing two pyrrole rings fused via a methine (-C=) group. |
| External Descriptors | Not available |
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| Pubchem Sid | 504773342 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504773342 |
| IUPAC Name | (2Z)-3-methoxy-2-[(5-methyl-4-pentyl-1H-pyrrol-2-yl)methylidene]-5-(1H-pyrrol-2-yl)pyrrole |
| INCHI | InChI=1S/C20H25N3O/c1-4-5-6-8-15-11-16(22-14(15)2)12-19-20(24-3)13-18(23-19)17-9-7-10-21-17/h7,9-13,21-22H,4-6,8H2,1-3H3/b19-12- |
| InChIKey | SHUNBVWMKSXXOM-UNOMPAQXSA-N |
| Smiles | CCCCCC1=C(NC(=C1)C=C2C(=CC(=N2)C3=CC=CN3)OC)C |
| Isomeric SMILES | CCCCCC1=C(NC(=C1)/C=C\2/C(=CC(=N2)C3=CC=CN3)OC)C |
| PubChem CID | 135455579 |
| Molecular Weight | 323.43 |
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 09, 2025 | P274778 | |
| Certificate of Analysis | Apr 18, 2025 | P274778 | |
| Certificate of Analysis | Dec 10, 2024 | P274778 | |
| Certificate of Analysis | Dec 10, 2024 | P274778 | |
| Certificate of Analysis | Oct 25, 2024 | P274778 | |
| Certificate of Analysis | May 10, 2024 | P274778 | |
| Certificate of Analysis | May 12, 2023 | P274778 | |
| Certificate of Analysis | Jan 02, 2023 | P274778 | |
| Certificate of Analysis | Jan 02, 2023 | P274778 | |
| Certificate of Analysis | Jan 02, 2023 | P274778 | |
| Certificate of Analysis | Jun 01, 2022 | P274778 |
| Solubility | Soluble in ethanol and in DMSO |
|---|---|
| Sensitivity | light sensitive |
| Molecular Weight | 323.400 g/mol |
| XLogP3 | 4.500 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 7 |
| Exact Mass | 323.2 Da |
| Monoisotopic Mass | 323.2 Da |
| Topological Polar Surface Area | 53.200 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 523.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Song Jian, Ren Tingting, Duan Yanheng, Guo Haitao, Wang Gang, Gan Yu, Bai Mengcai, Dong Xiaotian, Zhao Zheng, An Jiaze. (2023) Near-infrared fluorescence imaging of hepatocellular carcinoma cells regulated by β-catenin signaling pathway. Frontiers in Oncology, 13 |