MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 461959 | Name: Tolytoxin

Description:

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

Tolytoxin is a cytostatic, antifungal macrolide produced by blue-green algae of the genus Scytonema, is a potent, reversible inhibitor of cytokinesis in cultured mammalian cells

Chemical Structure

Tolytoxin
CAS#127999-44-4

Theoretical Analysis

MedKoo Cat#: 461959

Name: Tolytoxin

CAS#: 127999-44-4

Chemical Formula: C46H75NO13

Exact Mass: 849.5238

Molecular Weight: 850.10

Elemental Analysis: C, 64.99; H, 8.89; N, 1.65; O, 24.47

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Tolytoxin; 6-Hydroxy-7-O-methylscytophycin B
IUPAC/Chemical Name
N-[(E,3R,4R,5R,9S,10S,11S)-10-hydroxy-11-[(1S,3S,4S,5S,7R,8S,9R,12E,14E,16S,17R,19R)-16-hydroxy-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxospiro[10,23-dioxabicyclo[17.3.1]tricosa-12,14,20-triene-4,2'-oxirane]-9-yl]-4-methoxy-3,5,9-trimethyl-6-oxododec-1-enyl]-N-methylformamide
InChi Key
FTGOWEQDZZMPNJ-GUMZKTDUSA-N
InChi Code
InChI=1S/C46H75NO13/c1-28-16-19-42(51)60-45(33(6)43(52)29(2)17-18-36(49)31(4)44(57-12)30(3)20-21-47(7)27-48)32(5)38(53-8)25-41(56-11)46(26-58-46)40(55-10)24-35-15-13-14-34(59-35)23-39(54-9)37(50)22-28/h13-14,16,19-22,27,29-35,37-41,43-45,50,52H,15,17-18,23-26H2,1-12H3/b19-16+,21-20+,28-22+/t29-,30+,31-,32-,33-,34-,35-,37-,38+,39+,40-,41-,43-,44+,45-,46-/m0/s1
SMILES Code
O=CN(/C=C/[C@@H](C)[C@@H](OC)[C@@H](C)C(CC[C@H](C)[C@H](O)[C@@H]([C@@H](O1)[C@@H](C)[C@H](OC)C[C@H](OC)[C@@]2(OC2)[C@@H](OC)C[C@](O3)([H])CC=C[C@@]3([H])C[C@@H](OC)[C@@H](O)/C=C(C)/C=C/C1=O)C)=O)C
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 850.10 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
1: Dilsizoglu Senol A, Pepe A, Grudina C, Sassoon N, Reiko U, Bousset L, Melki R, Piel J, Gugger M, Zurzolo C. Effect of tolytoxin on tunneling nanotube formation and function. Sci Rep. 2019 Apr 5;9(1):5741. doi: 10.1038/s41598-019-42161-6. PubMed PMID: 30952909; PubMed Central PMCID: PMC6450976. 2: Crnkovic CM, May DS, Orjala J. The impact of culture conditions on growth and metabolomic profiles of freshwater cyanobacteria. J Appl Phycol. 2018 Feb;30(1):375-384. doi: 10.1007/s10811-017-1275-3. Epub 2017 Sep 14. PubMed PMID: 30294068; PubMed Central PMCID: PMC6171529. 3: Swain SS, Paidesetty SK, Padhy RN. Antibacterial, antifungal and antimycobacterial compounds from cyanobacteria. Biomed Pharmacother. 2017 Jun;90:760-776. doi: 10.1016/j.biopha.2017.04.030. Epub 2017 Apr 15. Review. PubMed PMID: 28419973. 4: Ueoka R, Uria AR, Reiter S, Mori T, Karbaum P, Peters EE, Helfrich EJ, Morinaka BI, Gugger M, Takeyama H, Matsunaga S, Piel J. Metabolic and evolutionary origin of actin-binding polyketides from diverse organisms. Nat Chem Biol. 2015 Sep;11(9):705-12. doi: 10.1038/nchembio.1870. Epub 2015 Aug 3. PubMed PMID: 26236936. 5: Chlipala GE, Mo S, Orjala J. Chemodiversity in freshwater and terrestrial cyanobacteria - a source for drug discovery. Curr Drug Targets. 2011 Oct;12(11):1654-73. Review. PubMed PMID: 21561419; PubMed Central PMCID: PMC3244969. 6: Kubanek J, Jensen PR, Keifer PA, Sullards MC, Collins DO, Fenical W. Seaweed resistance to microbial attack: a targeted chemical defense against marine fungi. Proc Natl Acad Sci U S A. 2003 Jun 10;100(12):6916-21. Epub 2003 May 19. PubMed PMID: 12756301; PubMed Central PMCID: PMC165804. 7: Belmont LD, Patterson GM, Drubin DG. New actin mutants allow further characterization of the nucleotide binding cleft and drug binding sites. J Cell Sci. 1999 May;112 ( Pt 9):1325-36. PubMed PMID: 10194411. 8: Zhang X, Minale L, Zampella A, Smith CD. Microfilament depletion and circumvention of multiple drug resistance by sphinxolides. Cancer Res. 1997 Sep 1;57(17):3751-8. PubMed PMID: 9288783. 9: Patterson GM, Bolis CM. Scytophycin production by axenic cultures of the cyanobacterium Scytonema ocellatum. Nat Toxins. 1994;2(5):280-5. PubMed PMID: 7866663. 10: Smith CD, Carmeli S, Moore RE, Patterson GM. Scytophycins, novel microfilament-depolymerizing agents which circumvent P-glycoprotein-mediated multidrug resistance. Cancer Res. 1993 Mar 15;53(6):1343-7. PubMed PMID: 8095179. 11: Patterson GM, Smith CD, Kimura LH, Britton BA, Carmeli S. Action of tolytoxin on cell morphology, cytoskeletal organization, and actin polymerization. Cell Motil Cytoskeleton. 1993;24(1):39-48. PubMed PMID: 8319266. 12: Patterson GM, Carmeli S. Biological effects of tolytoxin (6-hydroxy-7-O-methyl-scytophycin b), a potent bioactive metabolite from cyanobacteria. Arch Microbiol. 1992;157(5):406-10. PubMed PMID: 1510566. 13: Carmeli S, Moore RE, Patterson GM. Tolytoxin and new scytophycins from three species of Scytonema. J Nat Prod. 1990 Nov-Dec;53(6):1533-42. PubMed PMID: 2128517.

View History

Benzyl-PEG2-alcohol

Benzyl-PEG2-alcohol

Featured