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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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C102396-1mg
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1mg |
3
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$299.90
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C102396-5mg
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5mg |
2
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$1,029.90
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Potent actin polymerization inhibitor
| Synonyms | Lygosporin A | MFCD00077706 | SY9F0FZ3TO | NSC209835 | Zygosporin A | (7S,13E,16S,18R,19E,21R)-21-(Acetyloxy)- 7,18-dihydroxy-16,18-dimethyl-10-phenyl[11]cytochalasa-6(12),13,19-triene-1,17-dione |
|---|---|
| Specifications & Purity | ≥98% |
| Biochemical and Physiological Mechanisms | Potent actin polymerization inhibitor. Binds to G- and F-actin. Stimulates actin depolymerization. Induces cell cycle arrest at G1-S. Activates p53-dependent pathways. Cell permeable. |
| Storage Temp | Protected from light,Store at -20°C,Argon charged |
| 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 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 |
Cytochalasin D is a cell permeable mycotoxin, which causes both the association and dissociation of actin subunits. Cytochalasin D disrupts actin filaments and inhibits actin polymerization. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Alkaloids and derivatives |
| Class | Cytochalasans |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Cytochalasans |
| Alternative Parents | Isoindolones Isoindoles Acyloins Benzene and substituted derivatives Pyrrolidine-2-ones Tertiary alcohols Secondary carboxylic acid amides Secondary alcohols Carboxylic acid esters Cyclic alcohols and derivatives Cyclic ketones Lactams Azacyclic compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives Organopnictogen compounds Organonitrogen compounds Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Carbocyclic cytochalasan skeleton - Cytochalasan - Isoindolone - Isoindoline - Isoindole - Isoindole or derivatives - Acyloin - Monocyclic benzene moiety - Benzenoid - Pyrrolidone - 2-pyrrolidone - Cyclic alcohol - Pyrrolidine - Tertiary alcohol - Secondary alcohol - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid ester - Cyclic ketone - Ketone - Lactam - Organoheterocyclic compound - Azacycle - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Alcohol - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as cytochalasans. These are fungal metabolites structurally characterized by the presence of an isoindolone nucleus fused to a macrocyclic ring, which can either a lactone, as in cytochalasin B, a carbonate, as in cytochalasin E, or a carbocycle, as in cytochalasin D, H, and K. |
| 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 | [(1R,2R,3E,5R,7S,9E,11R,12S,14S,15R,16S)-16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate |
|---|---|
| INCHI | InChI=1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23-,24+,25-,26+,29+,30+/m0/s1 |
| InChIKey | SDZRWUKZFQQKKV-JHADDHBZSA-N |
| Smiles | CC1CC=CC2C(C(=C)C(C3C2(C(C=CC(C1=O)(C)O)OC(=O)C)C(=O)NC3CC4=CC=CC=C4)C)O |
| Isomeric SMILES | C[C@H]1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2([C@@H](/C=C/[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)O |
| WGK Germany | 3 |
| RTECS | GZ4850000 |
| UN Number | 3172 |
| Packing Group | I |
| Molecular Weight | 507.62 |
| Beilstein | 1632828 |
| Reaxy-Rn | 25133796 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25133796&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 | Jun 17, 2025 | C102396 | |
| Certificate of Analysis | Jul 11, 2024 | C102396 | |
| Certificate of Analysis | Jul 11, 2024 | C102396 | |
| Certificate of Analysis | Jun 05, 2024 | C102396 | |
| Certificate of Analysis | Apr 03, 2024 | C102396 | |
| Certificate of Analysis | Aug 07, 2023 | C102396 | |
| Certificate of Analysis | Oct 11, 2022 | C102396 | |
| Certificate of Analysis | Mar 20, 2021 | C102396 |
| Solubility | DMSO, Ethanol, Methanol |
|---|---|
| Sensitivity | Moisture sensitive;Light sensitive |
| Molecular Weight | 507.600 g/mol |
| XLogP3 | 2.700 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 4 |
| Exact Mass | 507.262 Da |
| Monoisotopic Mass | 507.262 Da |
| Topological Polar Surface Area | 113.000 Ų |
| Heavy Atom Count | 37 |
| Formal Charge | 0 |
| Complexity | 996.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 9 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 2 |
| Covalently-Bonded Unit Count | 1 |
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