WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 406512
Description: 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.
MedKoo Cat#: 406512
Chemical Formula: C19H19NO4
Exact Mass: 325.13141
Molecular Weight: 325.36
Elemental Analysis: C, 70.14; H, 5.89; N, 4.31; O, 19.67
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
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.