Basic information
- CAS
88321-09-9- Standard SMILES
CCOC(=O)[C@H]1O[C@@H]1C(=O)NC(CC(C)C)C(=O)NCCC(C)C- InChIKey
SRVFFFJZQVENJC-TTZKSVMKSA-N- Molecular formula
- C17H30N2O5
- Average molar mass
- 342.4 g/mol
- Monoisotopic mass
- 342.21547206
Overview
See also: Aloxistatin (annotation moved to).
Names & identifiers
- Preferred name
- Ethyl(2s,3s)-3-[[1-(isopentylcarbamoyl)-3-methyl-butyl]carbamoyl]oxirane-2-carboxylate
- IUPAC
- ethyl (2S,3S)-3-[[4-methyl-1-(3-methylbutylamino)-1-oxopentan-2-yl]carbamoyl]oxirane-2-carboxylate
- English name
- EST
- Molecular formula
- C17H30N2O5
- Molecular weight
- 342.43
Names & synonyms
(2S,3S)-trans-Epoxysuccinyl-L-leucylamido-3-methylbutane ethyl esterNSC694281ESTethyl(2s,3s)-3-[[1-(isopentylcarbamoyl)-3-methyl-butyl]carbamoyl]oxirane-2-carboxylateethyl (2S,3S)-3-[[4-methyl-1-(3-methylbutylamino)-1-oxopentan-2-yl]carbamoyl]oxirane-2-carboxylateSCHEMBL254426CHEMBL1978255NCI60_033765aloxistatinE-64Dep453Estate
Show more names
CS-1622oxistatinE64d,E-64dLOXASTATIN
Database identifiers
- CAS
88321-09-9- PubChem CID
- 393035
- ChEMBL
CHEMBL1978255
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 97 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 11
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 450
Physicochemical properties
- Melting point
- 126.2 °C · 126.2°C
- Boiling point
- 477.88 °C · 477.88°C (rough estimate)
- Density
- 1.0657 · 1.0657 (rough estimate)
- refractive index
- 1.58 · 1.5800 (estimate)
- storage temp.
- -20 °C · -20°C
- solubility
- Soluble in DMSO, DMF or ethanol
- form
- White solid
- pka
- 13.32 · 13.32±0.40(Predicted)
- color
- Fine needles from EtOH
- biological source
- synthetic (organic)
- Stability
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
- InChI
- 1S/C17H30N2O5/c1-6-23-17(22)14-13(24-14)16(21)19-12(9-11(4)5)15(20)18-8-7-10(2)3/h10-14H,6-9H2,1-5H3,(H,18,20)(H,19,21)/t12-,13-,14-/m0/s1
- InChIKey
- SRVFFFJZQVENJC-IHRRRGAJSA-N
- SMILES
- N([C@@H](CC(C)C)C(=O)NCCC(C)C)C(=O)[C@H]1O[C@@H]1C(=O)OCC
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 2
- rtecs
- RR0404300
- ridadr
- 3077
- hs_code
- 29242990
- Toxicity
- cyt-ham:lng 200 mg/L IYKEDH 17,815,86
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
DescriptionE-64d is an irreversible, membrane-permeable inhibitor of lysosomal and cytosolic cysteine proteases and has diverse biological activities. It is a synthetic analog of E-64 and prodrug form of E-64c that inhibits calpain and the cysteine proteases cathepsins F, -K, -B, -H, and -L. E-64d (20-200 μM) induces cell cycle arrest at the G2/M phase in A431 human epidermoid carcinoma cells. It inhibits protease-resistant prion protein accumulation in scrapie-infected neuroblastoma cells with an IC50 value of 0.5 μM. E-46d also inhibits entry of vesicular stomatitis virus (VSV) particles pseudotyped with severe acute respiratory syndrome coronavirus (SARS-CoV) or SARS-CoV-2 spike glycoprotein into Vero cells, an effect that is reduced by expression of the serine protease TMPRSS2.
UsesE-64d is an inhibitor of cathepsins B and L as well as a potential inhibitor of calpain. E-64d has been shown to inhibit lysosomal proteases. E-64d has been used in combination with Prepstatin A to interfere with autolysosomal digestion. E-64d displays neurovascular and neuronal protective effects after focal cerebral ischemia in rats.
UsesE-64d has been used as a lysosomal inhibitor in human acute promyelocytic leukemia NB4 cells and Huh-7cells. It has also been used as a protease inhibitor in free calcium physiological tyrode solution for perfusion into the isolated heart samples.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…