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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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E275307-1mg
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1mg |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
|
$355.90
|
|
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E275307-5mg
|
5mg |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
|
$1,602.90
|
|
Potent, reversible cell-permeable HIF-1α inhibitor
| Synonyms | C 6388 | GNF-PF-1958 | echinomycin (undefined stereochemistry) | N,N'-(11,24-diisopropyl-2,4,12,15,17,25-hexamethyl-27-(methylthio)-3,6,10,13,16,19,23,26-octaoxo-9,22-dioxa-28-thia-2,5,12,15,18,25-hexaazabicyclo[12.12.3]nonacosane-7,20-diyl)bis(quinoxalin |
|---|---|
| Specifications & Purity | ≥98% |
| Biochemical and Physiological Mechanisms | Potent, reversible cell-permeable HIF-1α inhibitor (EC 50 = 1.2 nM, hypoxia-induced HIF-1 transcription activity in U215 cells). Specifically intercalates into DNA. Antibacterial, antiviral, antiangiogenic and antitumor effects in vivo. |
| Storage Temp | Store at -20°C,Argon charged,Desiccated |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| 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 week. 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 |
Product Describtion: Antibiotic;Antitumor compound;Powerful, selective inhibitor of nucleic acid synthesis in vitro;Potent hypoxia-inducible factor 1 (HIF-1) DNA binding activity inhibitor;Apoptosis inducer;Antibacterial, antifungal and antiviral;Shown to inhibit the type I IFN−MHC class I pathway in muscle precursor cells (myoblasts). |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Peptidomimetics |
| Subclass | Depsipeptides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Cyclic depsipeptides |
| Alternative Parents | Macrolide lactams Alpha amino acid esters N-acyl-alpha amino acids and derivatives Macrolactams Quinoxalines Pyrazinecarboxamides 2-heteroaryl carboxamides Benzenoids Dicarboxylic acids and derivatives Tertiary carboxylic acid amides Dithioacetals Heteroaromatic compounds Secondary carboxylic acid amides Carboxylic acid esters Lactones Lactams Sulfenyl compounds Oxacyclic compounds Azacyclic compounds Dialkylthioethers Carbonyl compounds Organonitrogen compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Cyclic depsipeptide - Macrolide lactam - Alpha-amino acid ester - Macrolactam - N-acyl-alpha amino acid or derivatives - Diazanaphthalene - Alpha-amino acid or derivatives - Quinoxaline - Pyrazine carboxylic acid or derivatives - Pyrazinecarboxamide - 2-heteroaryl carboxamide - Dicarboxylic acid or derivatives - Pyrazine - Benzenoid - Thioacetal - Heteroaromatic compound - Tertiary carboxylic acid amide - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid ester - Lactam - Lactone - Thioether - Sulfenyl compound - Dialkylthioether - Carboxylic acid derivative - Organoheterocyclic compound - Azacycle - Oxacycle - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Carbonyl group - Organosulfur compound - Hydrocarbon derivative - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. |
| External Descriptors | Not available |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| IUPAC Name | N-[2,4,12,15,17,25-hexamethyl-27-methylsulfanyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-20-(quinoxaline-2-carbonylamino)-9,22-dioxa-28-thia-2,5,12,15,18,25-hexazabicyclo[12.12.3]nonacosan-7-yl]quinoxaline-2-carboxamide |
|---|---|
| INCHI | InChI=1S/C51H64N12O12S2/c1-25(2)38-49(72)74-22-36(59-42(65)34-21-53-30-17-13-15-19-32(30)57-34)44(67)55-28(6)46(69)63(10)40-48(71)62(9)39(26(3)4)50(73)75-23-35(58-41(64)33-20-52-29-16-12-14-18-31(29)56-33)43(66)54-27(5)45(68)60(7)37(47(70)61(38)8)24-77-51(40)76-11/h12-21,25-28,35-40,51H,22-24H2,1-11H3,(H,54,66)(H,55,67)(H,58,64)(H,59,65) |
| InChIKey | AUJXLBOHYWTPFV-UHFFFAOYSA-N |
| Smiles | CC1C(=O)N(C2CSC(C(C(=O)N(C(C(=O)OCC(C(=O)N1)NC(=O)C3=NC4=CC=CC=C4N=C3)C(C)C)C)N(C(=O)C(NC(=O)C(COC(=O)C(N(C2=O)C)C(C)C)NC(=O)C5=NC6=CC=CC=C6N=C5)C)C)SC)C |
| Isomeric SMILES | CC1C(=O)N(C2CSC(C(C(=O)N(C(C(=O)OCC(C(=O)N1)NC(=O)C3=NC4=CC=CC=C4N=C3)C(C)C)C)N(C(=O)C(NC(=O)C(COC(=O)C(N(C2=O)C)C(C)C)NC(=O)C5=NC6=CC=CC=C6N=C5)C)C)SC)C |
| Molecular Weight | 1101.26 |
| Reaxy-Rn | 1071158 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1071158&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 | May 06, 2024 | E275307 | |
| Certificate of Analysis | May 06, 2024 | E275307 | |
| Certificate of Analysis | Jul 28, 2023 | E275307 |
| Solubility | Soluble in DMSO to 5 mM |
|---|---|
| Sensitivity | Moisture and light sensitive |
| Molecular Weight | 1101.300 g/mol |
| XLogP3 | 2.700 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 18 |
| Rotatable Bond Count | 7 |
| Exact Mass | 1100.42 Da |
| Monoisotopic Mass | 1100.42 Da |
| Topological Polar Surface Area | 352.000 Ų |
| Heavy Atom Count | 77 |
| Formal Charge | 0 |
| Complexity | 2200.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 9 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |