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

12 Citations
  • ≥98%
Item Number
C102396
Grouped product items
SKUSizeAvailabilityPrice Qty
C102396-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$299.90
C102396-5mg
5mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$1,029.90
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Potent actin polymerization inhibitor

Basic Description

SynonymsLygosporin 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 MechanismsPotent 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 TempProtected from light,Store at -20°C,Argon charged
Shipped InIce chest + Ice pads
NoteWherever 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.

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ramos (1218 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Jurkat (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SW-620 (52400 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TLR2 Tchem Toll-like receptor 1/2 (401 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

H4 (48 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Balamuthia mandrillaris (26 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABC1 ATP binding cassette transporter Abc1p (50 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

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
InChi Key SDZRWUKZFQQKKV-JHADDHBZSA-N
Canonical 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
PubChem CID 5458428
UN Number 3172
Packing Group I
Molecular Weight 507.62
Beilstein 1632828

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

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

6 results found

Lot NumberCertificate TypeDateItem
E2430043Certificate of AnalysisJun 05, 2024 C102396
F2122089Certificate of AnalysisApr 03, 2024 C102396
J2029136Certificate of AnalysisAug 07, 2023 C102396
K2205172Certificate of AnalysisOct 11, 2022 C102396
C1908026Certificate of AnalysisJan 21, 2022 C102396
L2320019Certificate of AnalysisMar 20, 2021 C102396

Chemical and Physical Properties

SolubilityDMSO, Ethanol, Methanol
SensitivityMoisture sensitive;Light sensitive

Safety and Hazards(GHS)

Pictogram(s) GHS06,   GHS08
Signal Danger
Hazard Statements

H300:Fatal if swallowed

H361:Suspected of damaging fertility or the unborn child

Precautionary Statements

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P270:Do not eat, drink or smoke when using this product.

P330:Rinse mouth.

P203:Obtain, read and follow all safety instructions before use.

P301+P316:IF SWALLOWED: Get emergency medical help immediately.

P318:if exposed or concerned, get medical advice.

WGK Germany 3
RTECS GZ4850000
Class 6.1

Related Documents

 SDS

 Specification Sheet

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  5. 19,20-Epoxycytochalasin D
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Citations of This Product

1. Xiaowei Wang, Mengyan Wang, Meilian Cai, Rongguang Shao, Guimin Xia, Wuli Zhao.  (2023)  Miriplatin-loaded liposome, as a novel mitophagy inducer, suppresses pancreatic cancer proliferation through blocking POLG and TFAM-mediated mtDNA replication.  Acta Pharmaceutica Sinica B,      [PMID:37969736]
2. Zheng Dong, Juan Ma, Jiahuang Qiu, Quanzhong Ren, Qing’e Shan, Xuefeng Duan, Guangle Li, Yi Y. Zuo, Yu Qi, Yajun Liu, Guoliang Liu, Iseult Lynch, Min Fang, Sijin Liu.  (2023)  Airborne fine particles drive H1N1 viruses deep into the lower respiratory tract and distant organs.  Science Advances,  9  (23):   [PMID:37294770]
3. Liqun Huang, Ge Sun, Wenli Xu, Shufang Li, Xiujun Qin, Quan An, Zhongwen Wang, Jianguo Li.  (2023)  Uranium uptake is mediated markedly by clathrin-mediated endocytosis and induce dose-dependent toxicity in HK-2 cells.  ENVIRONMENTAL TOXICOLOGY AND PHARMACOLOGY,  101  (104171).  [PMID:37295740]
4. Fa Dai, Ming Guo, Yina Shao, Chenghua Li.  (2023)  Novel secreted STPKLRR from Vibrio splendidus AJ01 promotes pathogen internalization via mediating tropomodulin phosphorylation dependent cytoskeleton rearrangement.  PLoS Pathogens,  19  (5): (e1011419).  [PMID:37216400]
5. Shengnan Ma, Lei Song, Yueyue Bai, Shihao Wang, Jiao Wang, Haohao Zhang, Fazhan Wang, Yiyan He, Chuntao Tian, Guijun Qin.  (2023)  Improved intracellular delivery of exosomes by surface modification with fluorinated peptide dendrimers for promoting angiogenesis and migration of HUVECs.  RSC Advances,  13  (17): (11269-11277).  [PMID:37057265]
6. Wu Wenting, Ding Quan, Zhou Zhiwei, Kuang Wenliang, Jiang Lipeng, Liu Peng, Ai Weiping, Zhu Weifeng.  (2023)  Transcellular Transport Behavior of the Intact Polymeric Mixed Micelles with Different Polymeric Ratios.  AAPS PHARMSCITECH,  24  (2): (1-16).  [PMID:36792796]
7. Enqi He, Wei Quan, Jie Luo, Chuxin Liu, Wanting Zheng, Qingwu Shen.  (2023)  Absorption and Transport Mechanism of Red Meat-Derived N-glycolylneuraminic Acid and Its Damage to Intestinal Barrier Function through the NF-κB Signaling Pathway.  Toxins,  15  (2): (132).  [PMID:36828446]
8. Liqun Huang, Shufang Li, Wenhua Zhou, Jie Gao, Jingjing Yin, Zhongwen Wang, Jianguo Li.  (2022)  Cellular transport of uranium and its cytotoxicity effects on CHO-k1 cells.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,  246  (114166).  [PMID:36228352]
9. Zhuxian Wang, Yaqi Xue, Quanfu Zeng, Zhaoming Zhu, Yuan Wang, Yufan Wu, Chunyan Shen, Hongxia Zhu, Cuiping Jiang, Li Liu, Qiang Liu.  (2022)  Glycyrrhiza acid-Licochalcone A complexes for enhanced bioavailability and anti-melanogenic effect of Licochalcone A: cellular uptake and in vitro experiments.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,  68  (103037).  [PMID:]
10. Kaiyu Chen, Siyuan Zhang, Yina Shao, Ming Guo, Weiwei Zhang, Chenghua Li.  (2021)  A unique NLRC4 receptor from echinoderms mediates Vibrio phagocytosis via rearrangement of the cytoskeleton and polymerization of F-actin.  PLoS Pathogens,  17  (12): (e1010145).  [PMID:34898657]
11. Tan Yanjie, Jin Yi, Zhao Pengxiang, Wu Jian, Ren Zhuqing.  (2021)  Lipid droplets contribute myogenic differentiation in C2C12 by promoting the remodeling of the acstin-filament.  Cell Death & Disease,  12  (12): (1-13).  [PMID:34815388]
12. Zipeng Zhang,Tianqi Wang,Rui Yang,Shunli Fu,Li Guan,Teng Hou,Weiwei Mu,Xiuping Pang,Shuang Liang,Yongjun Liu,Na Zhang.  (2020-08-19)  Small Morph Nanoparticles for Deep Tumor Penetration via Caveolae-Mediated Transcytosis..  ACS applied materials & interfaces,  12  ((34)): (38499-38511).  [PMID:32805954]

References

1. Xing B et al..  (2019)  GLP-1 signaling suppresses menin's transcriptional block by phosphorylation in ß cells..  J Cell Biol,  218  (3): (855-870).  [PMID:30792230]
2. Isner JC et al..  (2017)  Actin filament reorganisation controlled by the SCAR/WAVE complex mediates stomatal response to darkness..  New Phytol,  215  (3): (1059-1067).  [PMID:28636198]
3. Zheng X et al..  (2019)  Actin filaments are dispensable for bulk autophagy in plants..  Autophagy,  15  (12): (2126-2141).  [PMID:30907219]
4. Zhang Y et al..  (2017)  Arp2/3 complex controls T cell homeostasis by maintaining surface TCR levels via regulating TCR+endosome trafficking..  Sci Rep,  7  (8952).  [PMID:28827576]
5. Wu F et al..  (2017)  Chimeric antibody targeting SRPK-1 in the treatment of non-small cell lung cancer by inhibiting growth, migration and invasion..  Mol Med Rep,  16  (2): (2121-2127).  [PMID:28656224]
6. Lamri L et al..  (2019)  Ciliogenesis-coupled accumulation of IFT-B proteins in a novel cytoplasmic compartment..  Genes Cells,  24  (11): (731-745).  [PMID:31554018]
7. Yang Q et al..  (2021)  Cell fate coordinates mechano-osmotic forces in intestinal crypt formation..  Nat Cell Biol,  23  (7): (733-744).  [PMID:34155381]
8. Starostina I et al..  (2021)  Distinct calcium regulation of TRPM7 mechanosensitive channels at plasma membrane microdomains visualized by FRET-based single cell imaging..  Sci Rep,  11  (17893).  [PMID:34504177]
9. Kim HS et al..  (2022)  Förster Resonance Energy Transfer-Based Single-Cell Imaging Reveals Piezo1-Induced Ca2+ Flux Mediates Membrane Ruffling and Cell Survival..  Front Cell Dev Biol,  10  (865056).  [PMID:35646889]
10. Wang G et al..  (2020)  NMMHC IIA triggers neuronal autophagic cell death by promoting F-actin-dependent ATG9A trafficking in cerebral ischemia/reperfusion..  Cell Death Dis,  11  (6): (428).  [PMID:32513915]
11. Du C et al..  (2018)  Phagocytosis Assay for a-Synuclein Fibril Uptake by Mouse Primary Microglia..  Bio Protoc,  8  (17): (e2986).  [PMID:34395786]
12. Sun L et al..  (2020)  Salmonella Effector SpvB Disrupts Intestinal Epithelial Barrier Integrity for Bacterial Translocation..  Front Cell Infect Microbiol,  10  (606541).  [PMID:33392110]
13. Ran J et al..  (2022)  Targeting the HDAC6-Cilium Axis Ameliorates the Pathological Changes Associated with Retinopathy of Prematurity..  Adv Sci (Weinh),  9  (21): (e2105365).  [PMID:35619548]
14. Xiaowei Wang, Mengyan Wang, Meilian Cai, Rongguang Shao, Guimin Xia, Wuli Zhao.  (2023)  Miriplatin-loaded liposome, as a novel mitophagy inducer, suppresses pancreatic cancer proliferation through blocking POLG and TFAM-mediated mtDNA replication.  Acta Pharmaceutica Sinica B,      [PMID:37969736]
15. Zheng Dong, Juan Ma, Jiahuang Qiu, Quanzhong Ren, Qing’e Shan, Xuefeng Duan, Guangle Li, Yi Y. Zuo, Yu Qi, Yajun Liu, Guoliang Liu, Iseult Lynch, Min Fang, Sijin Liu.  (2023)  Airborne fine particles drive H1N1 viruses deep into the lower respiratory tract and distant organs.  Science Advances,  9  (23):   [PMID:37294770]
16. Liqun Huang, Ge Sun, Wenli Xu, Shufang Li, Xiujun Qin, Quan An, Zhongwen Wang, Jianguo Li.  (2023)  Uranium uptake is mediated markedly by clathrin-mediated endocytosis and induce dose-dependent toxicity in HK-2 cells.  ENVIRONMENTAL TOXICOLOGY AND PHARMACOLOGY,  101  (104171).  [PMID:37295740]
17. Fa Dai, Ming Guo, Yina Shao, Chenghua Li.  (2023)  Novel secreted STPKLRR from Vibrio splendidus AJ01 promotes pathogen internalization via mediating tropomodulin phosphorylation dependent cytoskeleton rearrangement.  PLoS Pathogens,  19  (5): (e1011419).  [PMID:37216400]
18. Shengnan Ma, Lei Song, Yueyue Bai, Shihao Wang, Jiao Wang, Haohao Zhang, Fazhan Wang, Yiyan He, Chuntao Tian, Guijun Qin.  (2023)  Improved intracellular delivery of exosomes by surface modification with fluorinated peptide dendrimers for promoting angiogenesis and migration of HUVECs.  RSC Advances,  13  (17): (11269-11277).  [PMID:37057265]
19. Wu Wenting, Ding Quan, Zhou Zhiwei, Kuang Wenliang, Jiang Lipeng, Liu Peng, Ai Weiping, Zhu Weifeng.  (2023)  Transcellular Transport Behavior of the Intact Polymeric Mixed Micelles with Different Polymeric Ratios.  AAPS PHARMSCITECH,  24  (2): (1-16).  [PMID:36792796]
20. Enqi He, Wei Quan, Jie Luo, Chuxin Liu, Wanting Zheng, Qingwu Shen.  (2023)  Absorption and Transport Mechanism of Red Meat-Derived N-glycolylneuraminic Acid and Its Damage to Intestinal Barrier Function through the NF-κB Signaling Pathway.  Toxins,  15  (2): (132).  [PMID:36828446]
21. Liqun Huang, Shufang Li, Wenhua Zhou, Jie Gao, Jingjing Yin, Zhongwen Wang, Jianguo Li.  (2022)  Cellular transport of uranium and its cytotoxicity effects on CHO-k1 cells.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,  246  (114166).  [PMID:36228352]
22. Zhuxian Wang, Yaqi Xue, Quanfu Zeng, Zhaoming Zhu, Yuan Wang, Yufan Wu, Chunyan Shen, Hongxia Zhu, Cuiping Jiang, Li Liu, Qiang Liu.  (2022)  Glycyrrhiza acid-Licochalcone A complexes for enhanced bioavailability and anti-melanogenic effect of Licochalcone A: cellular uptake and in vitro experiments.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,  68  (103037).  [PMID:]
23. Kaiyu Chen, Siyuan Zhang, Yina Shao, Ming Guo, Weiwei Zhang, Chenghua Li.  (2021)  A unique NLRC4 receptor from echinoderms mediates Vibrio phagocytosis via rearrangement of the cytoskeleton and polymerization of F-actin.  PLoS Pathogens,  17  (12): (e1010145).  [PMID:34898657]
24. Tan Yanjie, Jin Yi, Zhao Pengxiang, Wu Jian, Ren Zhuqing.  (2021)  Lipid droplets contribute myogenic differentiation in C2C12 by promoting the remodeling of the acstin-filament.  Cell Death & Disease,  12  (12): (1-13).  [PMID:34815388]
25. Zipeng Zhang,Tianqi Wang,Rui Yang,Shunli Fu,Li Guan,Teng Hou,Weiwei Mu,Xiuping Pang,Shuang Liang,Yongjun Liu,Na Zhang.  (2020-08-19)  Small Morph Nanoparticles for Deep Tumor Penetration via Caveolae-Mediated Transcytosis..  ACS applied materials & interfaces,  12  ((34)): (38499-38511).  [PMID:32805954]

Solution Calculators

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