Deacetylcytochalasin H | 53760-20-6

MedKoo Cat#: 581575 | Name: Deacetylcytochalasin H

Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Deacetylcytochalasin H also known as Cytochalasin J, is a cell-permeable fungal toxin used in actin polymerization studies and cytological research.

Chemical Structure

Deacetylcytochalasin H

CAS#53760-20-6

Theoretical Analysis

MedKoo Cat#: 581575

Name: Deacetylcytochalasin H

CAS#: 53760-20-6

Chemical Formula: C28H37NO4

Exact Mass: 451.2723

Molecular Weight: 451.61

Elemental Analysis: C, 74.47; H, 8.26; N, 3.10; O, 14.17

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 685.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Deacetylcytochalasin H; Deacetylcytochalasin-H; DeacetylcytochalasinH; Cytochalasin J; Kodocytochalasin 2; Paspalin P II

IUPAC/Chemical Name

(3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)-2,3,3a,4,5,6,6a,9,10,11,12,15-Dodecahydro-6,12,15-trihydroxy-4,10,12-trimethyl-5-methylene-3-(phenylmethyl)-1H-cycloundec[d]isoindol-1-one

InChi Key

UKQNIEMKORIOQM-RPSWBRMKSA-N

InChi Code

InChI=1S/C28H37NO4/c1-17-9-8-12-21-25(31)19(3)18(2)24-22(15-20-10-6-5-7-11-20)29-26(32)28(21,24)23(30)13-14-27(4,33)16-17/h5-8,10-14,17-18,21-25,30-31,33H,3,9,15-16H2,1-2,4H3,(H,29,32)/b12-8+,14-13+/t17-,18+,21-,22-,23+,24-,25+,27-,28+/m0/s1

SMILES Code

O=C1N[C@H]([C@]([H])([C@@H](C2=C)C)[C@@]13[C@@H](/C=C/[C@](O)(C[C@H](C/C=C/[C@]3([C@@H]2O)[H])C)C)O)CC4=CC=CC=C4

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

>3 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

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 451.61 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.

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

1: Shen L, Luo Q, Shen ZP, Li LY, Zhang XJ, Wei ZQ, Fu Y, Song YC, Tan RX. A new cytochalasin from endophytic Phomopsis sp. IFB-E060. Chin J Nat Med. 2014 Jul;12(7):512-6. doi: 10.1016/S1875-5364(14)60080-7. PubMed PMID: 25053550. 2: Chapla VM, Zeraik ML, Ximenes VF, Zanardi LM, Lopes MN, Cavalheiro AJ, Silva DH, Young MC, Fonseca LM, Bolzani VS, Araújo AR. Bioactive secondary metabolites from Phomopsis sp., an endophytic fungus from Senna spectabilis. Molecules. 2014 May 22;19(5):6597-608. doi: 10.3390/molecules19056597. PubMed PMID: 24858094. 3: Hazalin NA, Ramasamy K, Lim SM, Cole AL, Majeed AB. Induction of apoptosis against cancer cell lines by four ascomycetes (endophytes) from Malaysian rainforest. Phytomedicine. 2012 May 15;19(7):609-17. doi: 10.1016/j.phymed.2012.01.007. Epub 2012 Mar 6. PubMed PMID: 22397996. 4: Snyder JA, Ha Y, Olsofka C, Wahdan R. Both actin and myosin inhibitors affect spindle architecture in PtK1 cells: does an actomyosin system contribute to mitotic spindle forces by regulating attachment and movements of chromosomes in mammalian cells? Protoplasma. 2010 Apr;240(1-4):57-68. doi: 10.1007/s00709-009-0089-9. Epub 2009 Nov 29. PubMed PMID: 20091066. 5: Xu S, Ge HM, Song YC, Shen Y, Ding H, Tan RX. Cytotoxic cytochalasin metabolites of endophytic Endothia gyrosa. Chem Biodivers. 2009 May;6(5):739-45. doi: 10.1002/cbdv.200800034. PubMed PMID: 19479839. 6: Robinson RW, Snyder JA. Colocalization studies of Arp1 and p150Glued to spindle microtubules during mitosis: the effect of cytochalasin on the organization of microtubules and motor proteins in PtK1 cells. Cell Biol Int. 2006 Jul;30(7):631-9. Epub 2006 Apr 25. PubMed PMID: 16731011. 7: Robinson RW, Snyder JA. Localization of myosin II to chromosome arms and spindle fibers in PtK1 cells: a possible role for an actomyosin system in mitosis. Protoplasma. 2005 Apr;225(1-2):113-22. Epub 2005 May 4. PubMed PMID: 15868218. 8: Choi BH, Park JA, Kim KR, Lee GI, Lee YT, Choe H, Ko SH, Kim MH, Seo YH, Kwak YG. Direct block of cloned hKv1.5 channel by cytochalasins, actin-disrupting agents. Am J Physiol Cell Physiol. 2005 Aug;289(2):C425-36. Epub 2005 Mar 30. PubMed PMID: 15800051. 9: Robinson RW, Snyder JA. Redistribution of motor proteins by Cytochalasin J treatment. Cell Biol Int. 2003;27(8):665-73. PubMed PMID: 12867158. 10: Wrench GA, Snyder JA. The effect of cytochalasin J on kinetochore structure in PtK1 cells is mitotic cycle dependent. Cell Biol Int. 2001;25(8):815-20. PubMed PMID: 11482906. 11: Wrench GA, Snyder JA. Cytochalasin J treatment significantly alters mitotic spindle microtubule organization and kinetochore structure in PtK1 cells. Cell Motil Cytoskeleton. 1997;36(2):112-24. PubMed PMID: 9015200. 12: Snyder JA, Cohen L. Cytochalasin J affects chromosome congression and spindle microtubule organization in PtK1 cells. Cell Motil Cytoskeleton. 1995;32(4):245-57. PubMed PMID: 8608604. 13: Cole RJ, Wells JM, Cox RH, Cutler HG. Isolation and biological properties of deacetylcytochalasin H from Phomopsis sp. J Agric Food Chem. 1981 Jan-Feb;29(1):205-6. PubMed PMID: 7204756.