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Cytochalasin D - 98%, high purity , CAS No.22144-77-0

    Grade & Purity:
  • ≥98%
In stock
Item Number
C102396
Grouped product items
SKU Size
Availability
Price Qty
C102396-1mg
1mg
3
$299.90
C102396-5mg
5mg
2
$1,029.90

Potent actin polymerization inhibitor

Basic Description

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.
Cytochalasins are used as tools in cytological research, and in the field of actin polymerization. Cytochalasin D is 10 times more effective than cytochalasin B and does not inhibit glucose transport across cell membranes.

Taxonomic Classification

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

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Ramos (1218 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Jurkat (10389 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SW-620 (52400 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TLR2 Tchem Toll-like receptor 1/2 (401 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

H4 (48 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Balamuthia mandrillaris (26 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ABC1 ATP binding cassette transporter Abc1p (50 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

8 results found

Lot Number Certificate Type Date Item
C1908026 Certificate of Analysis Jun 17, 2025 C102396
K2429629 Certificate of Analysis Jul 11, 2024 C102396
K2429630 Certificate of Analysis Jul 11, 2024 C102396
E2430043 Certificate of Analysis Jun 05, 2024 C102396
F2122089 Certificate of Analysis Apr 03, 2024 C102396
J2029136 Certificate of Analysis Aug 07, 2023 C102396
K2205172 Certificate of Analysis Oct 11, 2022 C102396
L2320019 Certificate of Analysis Mar 20, 2021 C102396

Chemical and Physical Properties

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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