KRIBB3 | CAS#129414-88-6 | microtubule inhibitor

MedKoo Cat#: 406512 | Name: KRIBB3

Description:

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

KRIBB3 is novel and potent microtubule inhibitor with potential anticancer activity. KRIBB3 has anti-migratory and anti-invasive activities in MDA-MB-231 cells. KRIBB3 inhibits tumor cell migration and invasion by blocking protein kinase C-dependent phosphorylation of Hsp27 through its direct binding to Hsp27.

Chemical Structure

KRIBB3

CAS#129414-88-6

Theoretical Analysis

MedKoo Cat#: 406512

Name: KRIBB3

CAS#: 129414-88-6

Chemical Formula: C19H19NO4

Exact Mass: 325.1314

Molecular Weight: 325.36

Elemental Analysis: C, 70.14; H, 5.89; N, 4.31; O, 19.67

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

KRIBB3; KRIBB-3; KRIBB 3.

IUPAC/Chemical Name

4-ethyl-5-methoxy-2-(4-(4-methoxyphenyl)isoxazol-5-yl)phenol

InChi Key

BNBHIGLOMVMJDB-UHFFFAOYSA-N

InChi Code

InChI=1S/C19H19NO4/c1-4-12-9-15(17(21)10-18(12)23-3)19-16(11-20-24-19)13-5-7-14(22-2)8-6-13/h5-11,21H,4H2,1-3H3

SMILES Code

OC1=CC(OC)=C(CC)C=C1C2=C(C3=CC=C(OC)C=C3)C=NO2

Appearance

white 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, not in water

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 325.36 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: Qi S, Xin Y, Qi Z, Xu Y, Diao Y, Lan L, Luo L, Yin Z. HSP27 phosphorylation modulates TRAIL-induced activation of Src-Akt/ERK signaling through interaction with β-arrestin2. Cell Signal. 2014 Mar;26(3):594-602. doi: 10.1016/j.cellsig.2013.11.033. Epub 2013 Dec 2. PubMed PMID: 24308965. 2: Kaigorodova EV, Ryazantseva NV, Novitskii VV, Maroshkina AN, Belkina MV. Effects of HSP27 chaperone on THP-1 tumor cell apoptosis. Bull Exp Biol Med. 2012 Nov;154(1):77-9. PubMed PMID: 23330095. 3: Li J, Hu W, Lan Q. The apoptosis-resistance in t-AUCB-treated glioblastoma cells depends on activation of Hsp27. J Neurooncol. 2012 Nov;110(2):187-94. doi: 10.1007/s11060-012-0963-8. Epub 2012 Aug 18. PubMed PMID: 22903412. 4: Lee S, Kim JN, Lee HK, Yoon KS, Shin KD, Kwon BM, Han DC. Biological evaluation of KRIBB3 analogs as a microtubule polymerization inhibitor. Bioorg Med Chem Lett. 2011 Feb 1;21(3):977-9. doi: 10.1016/j.bmcl.2010.12.044. Epub 2010 Dec 13. PubMed PMID: 21215627. 5: Shin KD, Yoon YJ, Kang YR, Son KH, Kim HM, Kwon BM, Han DC. KRIBB3, a novel microtubule inhibitor, induces mitotic arrest and apoptosis in human cancer cells. Biochem Pharmacol. 2008 Jan 15;75(2):383-94. Epub 2007 Aug 30. PubMed PMID: 17915194. 6: Shin KD, Lee MY, Shin DS, Lee S, Son KH, Koh S, Paik YK, Kwon BM, Han DC. Blocking tumor cell migration and invasion with biphenyl isoxazole derivative KRIBB3, a synthetic molecule that inhibits Hsp27 phosphorylation. J Biol Chem. 2005 Dec 16;280(50):41439-48. Epub 2005 Oct 18. PubMed PMID: 16234246.