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MedKoo Cat#: 564873 | Name: UTKO1

Description:

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

UTKO1 is a synthetic analog of a natural tumor cell migration inhibitor,moverastin, isolated from microbial extracts of Aspergillus sp. 7720. UTKO1 acts as a selective inhibitor of notochord tubulogenesis, a process involved in the development of the notochord, a structure that plays a role in early embryonic development. UTKO1 prevents the interaction between 14-3-3εa and ezrin/radixin/moesin (ERM), which are proteins involved in cell adhesion and migration. UTKO1 inhibits tumor cell migration by a mechanism other than the inhibition of FTase. UTKO1 is a mixture of the stereoisomers. All four synthetic stereoisomers of UTKO1 exhibited comparable tumor cell migration inhibitory activity.

Chemical Structure

UTKO1
UTKO1
CAS#868136-01-0

Theoretical Analysis

MedKoo Cat#: 564873

Name: UTKO1

CAS#: 868136-01-0

Chemical Formula: C23H34O4

Exact Mass: 374.2457

Molecular Weight: 374.52

Elemental Analysis: C, 73.76; H, 9.15; O, 17.09

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.
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Related CAS #
No Data
Synonym
UTKO-1; UTKO 1; UTKO1
IUPAC/Chemical Name
2,4-Dihydroxy-3-(2-hydroxy-3-methylene-5-(cis-2,2,6-trimethylcyclohexyl)pentyl)-6-methylbenzaldehyde
InChi Key
YOVCMWYBBMXELB-ROUURWLGSA-N
InChi Code
InChI=1S/C23H34O4/c1-14-7-6-10-23(4,5)19(14)9-8-15(2)20(25)12-17-21(26)11-16(3)18(13-24)22(17)27/h11,13-14,19-20,25-27H,2,6-10,12H2,1,3-5H3/t14-,19-,20?/m1/s1
SMILES Code
O=CC1=C(C)C=C(O)C(CC(O)C(CC[C@H]2C(C)(C)CCC[C@H]2C)=C)=C1O
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 374.52 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: Ogura Y, Kobayashi H, Imoto M, Watanabe H, Takikawa H. Unified synthesis and assessment of tumor cell migration inhibitory activity of optically active UTKO1, originally designed moverastin analog. Biosci Biotechnol Biochem. 2021 Jan 7;85(1):160-167. doi: 10.1093/bbb/zbaa062. PMID: 33577660. 2: Mizotani Y, Suzuki M, Hotta K, Watanabe H, Shiba K, Inaba K, Tashiro E, Oka K, Imoto M. 14-3-3εa directs the pulsatile transport of basal factors toward the apical domain for lumen growth in tubulogenesis. Proc Natl Acad Sci U S A. 2018 Sep 18;115(38):E8873-E8881. doi: 10.1073/pnas.1808756115. Epub 2018 Aug 29. PMID: 30158171; PMCID: PMC6156656. 3: Tashiro E, Imoto M. Chemistry and biology of the compounds that modulate cell migration. J Ind Microbiol Biotechnol. 2016 Mar;43(2-3):213-9. doi: 10.1007/s10295-015-1654-1. Epub 2015 Jul 15. PMID: 26173498. 4: Kobayashi H, Ogura Y, Sawada M, Nakayama R, Takano K, Minato Y, Takemoto Y, Tashiro E, Watanabe H, Imoto M. Involvement of 14-3-3 proteins in the second epidermal growth factor-induced wave of Rac1 activation in the process of cell migration. J Biol Chem. 2011 Nov 11;286(45):39259-68. doi: 10.1074/jbc.M111.255489. Epub 2011 Aug 25. PMID: 21868386; PMCID: PMC3234750. 5: Sawada M, Kubo S, Matsumura K, Takemoto Y, Kobayashi H, Tashiro E, Kitahara T, Watanabe H, Imoto M. Synthesis and anti-migrative evaluation of moverastin derivatives. Bioorg Med Chem Lett. 2011 Mar 1;21(5):1385-9. doi: 10.1016/j.bmcl.2011.01.028. Epub 2011 Jan 11. PMID: 21306898.