MedKoo Cat#: 407310 | Name: Mirin
Featured New

Description:

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

Mirin is a Mre11-Rad50-Nbs1 (MRN)-ATM pathway inhibitor.

Chemical Structure

Mirin
Mirin
CAS#1198097-97-0

Theoretical Analysis

MedKoo Cat#: 407310

Name: Mirin

CAS#: 1198097-97-0

Chemical Formula: C10H8N2O2

Exact Mass: 220.0306

Molecular Weight: 220.25

Elemental Analysis: C, 54.53; H, 3.66; N, 12.72; O, 14.53; S, 14.56

Price and Availability

Size Price Availability Quantity
10mg USD 90.00 Ready to ship
25mg USD 180.00 Ready to ship
50mg USD 300.00 Ready to ship
100mg USD 500.00 Ready to ship
200mg USD 750.00 Ready to ship
500mg USD 1,550.00 Ready to ship
1g USD 2,650.00 Ready to ship
2g USD 3,850.00 Ready to ship
5g USD 6,250.00 2 weeks
Show More
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Mirin
IUPAC/Chemical Name
Z-5-(4-Hydroxybenzylidene)-2-imino-1,3-thiazolidin-4-one
InChi Key
YBHQCJILTOVLHD-YVMONPNESA-N
InChi Code
InChI=1S/C10H8N2O2S/c11-10-12-9(14)8(15-10)5-6-1-3-7(13)4-2-6/h1-5,13H,(H2,11,12,14)/b8-5-
SMILES Code
O=C1NC(S/C1=C\C2=CC=C(O)C=C2)=N
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, 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
Biological target:
Mirin is a small-molecule inhibitor of MRN (Mre11, Rad50, and Nbs1) complex.
In vitro activity:
Consistently, mirin induced accumulation of 53BP1 nuclear bodies, a known marker of replication-associated DNA damage, and DNA DSBs, in MNA but not MNSC cells (Fig. 3a, b). Furthermore, it induced H2AX and p53 phosphorylation in all MNA but not in MNSC cells (Fig. 3c), indicating the activation of a DDR. Early accumulation of DNA damage and DDR ended up in apoptotic cell death in MNA but not MNSC cells, as indicated by the trypan blue exclusion assay, expression of the cleaved forms of PARP1 and Caspase-3 and TUNEL staining (Fig. 3c, d). Reference: Cell Death Dis. 2018 Sep; 9(9): 895. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6117286/
In vivo activity:
As an alternative approach the study used the small molecule inhibitor mirin, which inhibits nuclease activity of MRE11 and prevents MRN-dependent signal amplification in somatic cells. Treatment of prophase I arrested GV-stage mouse oocytes with 100 µM mirin for 1 h did not affect the number of γH2AX/MDC1 foci (Fig. 4C-D), whereas when DNA damage was induced by NCS (neocarzinostatin) in the presence of mirin the number of γH2AX/MDC1 foci was significantly reduced compared to NCS only (Fig. 4C-E). Inhibition of MRE11 during meiotic maturation by mirin substantially decreased the amount of chromatin-associated phosphorylated H2AX and MDC1 binding in MI oocytes (Fig. 4C-F), followed by the increase in γH2AX foci number on metaphase II chromosomes (Fig. 4C-D). The number of MII eggs with at least one γH2AX focus was highly increased after mirin treatment during meiotic maturation (Fig. 4G). Reference: Cell Cycle. 2016; 15(4): 546–558. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5056612/
Solvent mg/mL mM comments
Solubility
DMSO 31.8 144.18
DMF 30.0 136.21
Ethanol 0.3 1.14
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 220.25 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
Formulation protocol:
1. Jividen K, Kedzierska KZ, Yang CS, Szlachta K, Ratan A, Paschal BM. Genomic analysis of DNA repair genes and androgen signaling in prostate cancer. BMC Cancer. 2018 Oct 10;18(1):960. doi: 10.1186/s12885-018-4848-x. PMID: 30305041; PMCID: PMC6180441. 2. Petroni M, Sardina F, Infante P, Bartolazzi A, Locatelli E, Fabretti F, Di Giulio S, Capalbo C, Cardinali B, Coppa A, Tessitore A, Colicchia V, Sahùn Roncero M, Belardinilli F, Di Marcotullio L, Soddu S, Comes Franchini M, Petricci E, Gulino A, Giannini G. MRE11 inhibition highlights a replication stress-dependent vulnerability of MYCN-driven tumors. Cell Death Dis. 2018 Aug 30;9(9):895. doi: 10.1038/s41419-018-0924-z. PMID: 30166519; PMCID: PMC6117286. 3. Mayer A, Baran V, Sakakibara Y, Brzakova A, Ferencova I, Motlik J, Kitajima TS, Schultz RM, Solc P. DNA damage response during mouse oocyte maturation. Cell Cycle. 2016;15(4):546-58. doi: 10.1080/15384101.2015.1128592. Epub 2016 Jan 8. PMID: 26745237; PMCID: PMC5056612. 4. Rozier L, Guo Y, Peterson S, Sato M, Baer R, Gautier J, Mao Y. The MRN-CtIP pathway is required for metaphase chromosome alignment. Mol Cell. 2013 Mar 28;49(6):1097-107. doi: 10.1016/j.molcel.2013.01.023. Epub 2013 Feb 21. PMID: 23434370; PMCID: PMC3615147.
In vitro protocol:
1. Jividen K, Kedzierska KZ, Yang CS, Szlachta K, Ratan A, Paschal BM. Genomic analysis of DNA repair genes and androgen signaling in prostate cancer. BMC Cancer. 2018 Oct 10;18(1):960. doi: 10.1186/s12885-018-4848-x. PMID: 30305041; PMCID: PMC6180441. 2. Petroni M, Sardina F, Infante P, Bartolazzi A, Locatelli E, Fabretti F, Di Giulio S, Capalbo C, Cardinali B, Coppa A, Tessitore A, Colicchia V, Sahùn Roncero M, Belardinilli F, Di Marcotullio L, Soddu S, Comes Franchini M, Petricci E, Gulino A, Giannini G. MRE11 inhibition highlights a replication stress-dependent vulnerability of MYCN-driven tumors. Cell Death Dis. 2018 Aug 30;9(9):895. doi: 10.1038/s41419-018-0924-z. PMID: 30166519; PMCID: PMC6117286.
In vivo protocol:
1. Mayer A, Baran V, Sakakibara Y, Brzakova A, Ferencova I, Motlik J, Kitajima TS, Schultz RM, Solc P. DNA damage response during mouse oocyte maturation. Cell Cycle. 2016;15(4):546-58. doi: 10.1080/15384101.2015.1128592. Epub 2016 Jan 8. PMID: 26745237; PMCID: PMC5056612. 2. Rozier L, Guo Y, Peterson S, Sato M, Baer R, Gautier J, Mao Y. The MRN-CtIP pathway is required for metaphase chromosome alignment. Mol Cell. 2013 Mar 28;49(6):1097-107. doi: 10.1016/j.molcel.2013.01.023. Epub 2013 Feb 21. PMID: 23434370; PMCID: PMC3615147.
1: Garner KM, Pletnev AA, Eastman A. Corrected structure of mirin, a small-molecule inhibitor of the Mre11-Rad50-Nbs1 complex. Nat Chem Biol. 2009 Mar;5(3):129-30; author reply 130. doi: 10.1038/nchembio0309-129. PubMed PMID: 19219009; PubMed Central PMCID: PMC3881006.