Cytochalasin B
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MedKoo CAT#: 463834

CAS#: 14930-96-2

Description: Cytochalasin B is a natural inhibitor of actin polymerization and glucose transporter (GLUT).

Chemical Structure

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Cytochalasin B
CAS# 14930-96-2
Instruction

Theoretical Analysis

MedKoo Cat#: 463834
Name: Cytochalasin B
CAS#: 14930-96-2
Chemical Formula: C29H37NO5
Exact Mass: 479.27
Molecular Weight: 479.617
Elemental Analysis: C, 72.62; H, 7.78; N, 2.92; O, 16.68

Price and Availability

Size Price Availability Quantity
5mg USD 350 2 Weeks
10mg USD 650 2 Weeks
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Synonym: Cytochalasin B; Cytochalasin-B;

IUPAC/Chemical Name: (3E,5R,9R,11E,12aS,13S,15S,15aS,16S,18aS)-16-benzyl-5,13-dihydroxy-9,15-dimethyl-14-methylene-6,7,8,9,10,12a,13,14,15,15a,16,17-dodecahydro-2H-[1]oxacyclotetradecino[2,3-d]isoindole-2,18(5H)-dione

InChi Key: GBOGMAARMMDZGR-TYHYBEHESA-N

InChi Code: InChI=1S/C29H37NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1

SMILES Code: O=C(/C=C/[C@H](O)CCC[C@@H](C)C/C=C/[C@@]1([H])[C@H](O)C([C@@H](C)[C@@]2([H])[C@H](CC3=CC=CC=C3)N4)=C)O[C@]12C4=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 479.62 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Bianconi E, Tassinari R, Alessandrini A, Ragazzini G, Cavallini C, Abruzzo PM, Petrocelli G, Pampanella L, Casadei R, Maioli M, Canaider S, Facchin F, Ventura C. Cytochalasin B Modulates Nanomechanical Patterning and Fate in Human Adipose-Derived Stem Cells. Cells. 2022 May 12;11(10):1629. doi: 10.3390/cells11101629. PMID: 35626666; PMCID: PMC9139657.


2: Uezato T, Fujita M. Cytochalasin-B-binding proteins related to glucose transport across the basolateral membrane of the intestinal epithelial cell. J Cell Sci. 1986 Sep;85:177-85. doi: 10.1242/jcs.85.1.177. PMID: 3793791.


3: Kolber MA, Broschat KO, Landa-Gonzalez B. Cytochalasin B induces cellular DNA fragmentation. FASEB J. 1990 Sep;4(12):3021-7. doi: 10.1096/fasebj.4.12.2394319. PMID: 2394319.


4: Li Y, Shi S, Yuan J, Xiao X, Ji D, Pan J, Min Z, Wang H, Sha H, Ji Y. Mitochondrial aggregation caused by cytochalasin B compromises the efficiency and safety of three-parent embryo. Mol Hum Reprod. 2022 Oct 28;28(11):gaac036. doi: 10.1093/molehr/gaac036. PMID: 36264122; PMCID: PMC9648687.


5: Gomzikova M, Kletukhina S, Kurbangaleeva S, Rizvanov A. Evaluation of Cytochalasin B-Induced Membrane Vesicles Fusion Specificity with Target Cells. Biomed Res Int. 2018 Apr 8;2018:7053623. doi: 10.1155/2018/7053623. PMID: 29850552; PMCID: PMC5911325.


6: Gomzikova MO, Zhuravleva MN, Vorobev VV, Salafutdinov II, Laikov AV, Kletukhina SK, Martynova EV, Tazetdinova LG, Ntekim AI, Khaiboullina SF, Rizvanov AA. Angiogenic Activity of Cytochalasin B-Induced Membrane Vesicles of Human Mesenchymal Stem Cells. Cells. 2019 Dec 30;9(1):95. doi: 10.3390/cells9010095. PMID: 31906012; PMCID: PMC7016674.


7: Trendowski M, Yu G, Wong V, Acquafondata C, Christen T, Fondy TP. The real deal: using cytochalasin B in sonodynamic therapy to preferentially damage leukemia cells. Anticancer Res. 2014 May;34(5):2195-202. PMID: 24778021.


8: Feitosa AO, Dias AC, Ramos GD, Bitencourt HR, Siqueira JE, Marinho PS, Barison A, Ocampos FM, Marinho AM. Lethality of cytochalasin B and other compounds isolated from fungus Aspergillus sp. (Trichocomaceae) endophyte of Bauhinia guianensis (Fabaceae). Rev Argent Microbiol. 2016 Jul- Sep;48(3):259-263. doi: 10.1016/j.ram.2016.04.002. Epub 2016 Aug 24. PMID: 27567521.


9: Czech MP, Lynn DG, Lynn WS. Cytochalasin B-sensitive 2-deoxy-D-glucose transport in adipose cell ghosts. J Biol Chem. 1973 May 25;248(10):3636-41. PMID: 4735712.


10: Selden SC 3rd, Schwartz SM. Cytochalasin B inhibition of endothelial proliferation at wound edges in vitro. J Cell Biol. 1979 May;81(2):348-54. doi: 10.1083/jcb.81.2.348. PMID: 468908; PMCID: PMC2110320.


11: Horii T, Kobayashi R, Kimura M, Morita S, Hatada I. Calcium-Free and Cytochalasin B Treatment Inhibits Blastomere Fusion in 2-Cell Stage Embryos for the Generation of Floxed Mice via Sequential Electroporation. Cells. 2020 Apr 28;9(5):1088. doi: 10.3390/cells9051088. PMID: 32354036; PMCID: PMC7290713.


12: Weihing RR. Cytochalasin B inhibits actin-related gelation of HeLa cell extracts. J Cell Biol. 1976 Oct;71(1):303-7. doi: 10.1083/jcb.71.1.303. PMID: 977652; PMCID: PMC2109735.


13: Trendowski M, Mitchell JM, Corsette CM, Acquafondata C, Fondy TP. Chemotherapy with cytochalasin congeners in vitro and in vivo against murine models. Invest New Drugs. 2015 Apr;33(2):290-9. doi: 10.1007/s10637-014-0203-5. Epub 2015 Jan 7. PMID: 25563824; PMCID: PMC4387261.


14: Hoffmann EK, Rasmussen L, Zeuthen E. Cytochalasin B: aspects of phagocytosis in nutrient uptake in Tetrahymena. J Cell Sci. 1974 Jul;15(2):403-6. doi: 10.1242/jcs.15.2.403. PMID: 4368556.


15: Partridge T, Jones GE, Gillett R. Cytochalasin B inhibits stabilisation of adhesions in fast-aggregating cell systems. Nature. 1975 Feb 20;253(5493):632-4. doi: 10.1038/253632a0. PMID: 1113855.


16: Elferink JG, de Koster BM, Boonen GJ. Cytochalasin B-induced superoxide production in polycation-treated neutrophils. Inflammation. 1991 Dec;15(6):413-25. doi: 10.1007/BF00923339. PMID: 1661706.


17: Mayhew E, Poste G, Cowden M, Tolson N, Maslow D. Cellular binding of 3H-cytochalasin B. J Cell Physiol. 1974 Dec;84(3):373-82. doi: 10.1002/jcp.1040840306. PMID: 4373486.


18: Hu LL, Shen XH, Zheng Z, Wang ZD, Liu ZH, Jin LH, Lei L. Cytochalasin B treatment of mouse oocytes during intracytoplasmic sperm injection (ICSI) increases embryo survival without impairment of development. Zygote. 2012 Nov;20(4):361-9. doi: 10.1017/S0967199411000438. Epub 2011 Aug 15. PMID: 21838963.


19: Poste G, Lyon NC. Enucleation of cultured animal cells by cytochalasin B. Front Biol. 1978;46:161-89. PMID: 352740.


20: Stock C, Launay JF, Vasseur M, Grenier JF. Microfilaments et cytochalasine B [Microfilaments and cytochalasin B (author's transl)]. Gastroenterol Clin Biol. 1978;2(6-7):635-51. French. PMID: 355041.