Synonym
XR-334; XR 334; XR334.
IUPAC/Chemical Name
2,5-Piperazinedione, 3-((4-methoxyphenyl)methylene)-6-(phenylmethylene)-, (Z,Z)-
InChi Key
QMUALMJMQXNBIA-LSQIQBGYSA-N
InChi Code
InChI=1S/C19H16N2O3/c1-24-15-9-7-14(8-10-15)12-17-19(23)20-16(18(22)21-17)11-13-5-3-2-4-6-13/h2-12H,1H3,(H,20,23)(H,21,22)/b16-11-,17-12-
SMILES Code
O=C(/C(NC/1=O)=C/C2=CC=C(OC)C=C2)NC1=C/C3=CC=CC=C3
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
>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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
320.35
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: Ochoa JL, Bray WM, Lokey RS, Linington RG. Phenotype-Guided Natural Products Discovery Using Cytological Profiling. J Nat Prod. 2015 Sep 25;78(9):2242-8. doi: 10.1021/acs.jnatprod.5b00455. Epub 2015 Aug 21. PubMed PMID: 26292657.
2: Giessen TW, von Tesmar AM, Marahiel MA. Insights into the generation of structural diversity in a tRNA-dependent pathway for highly modified bioactive cyclic dipeptides. Chem Biol. 2013 Jun 20;20(6):828-38. doi: 10.1016/j.chembiol.2013.04.017. PubMed PMID: 23790493.
3: Bryans J, Charlton P, Chicarelli-Robinson I, Collins M, Faint R, Latham C, Shaw I, Trew S. Inhibition of plasminogen activator inhibitor-1 activity by two diketopiperazines, XR330 and XR334 produced by Streptomyces sp. J Antibiot (Tokyo). 1996 Oct;49(10):1014-21. PubMed PMID: 8968395.
4: Charlton PA, Faint RW, Bent F, Bryans J, Chicarelli-Robinson I, Mackie I, Machin S, Bevan P. Evaluation of a low molecular weight modulator of human plasminogen activator inhibitor-1 activity. Thromb Haemost. 1996 May;75(5):808-15. PubMed PMID: 8725728.