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Merck
CN

04088

Sigma-Aldrich

(2S,3S)-trans-3-Phenyl-2-oxiranylmethyl 4-nitrophenyl carbonate

≥98.0% (NMR)

Synonym(s):

(2S,3S)-2,3-Epoxy-3-phenylpropyl 4-nitrophenyl carbonate, (S)-NEPC, 4-Nitrophenyl (2S,3S)-2,3-epoxy-3-phenylpropyl carbonate

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About This Item

Empirical Formula (Hill Notation):
C16H13NO6
CAS Number:
147349-28-8
Molecular Weight:
315.28
MDL number:
MFCD06858332
UNSPSC Code:
12352204
PubChem Substance ID:
329747877
NACRES:
NA.83

Key Documents

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Assay

≥98.0% (NMR)

form

powder

optical activity

[α]20/D −60±3°, c = 1% in methylene chloride

mp

69-72 °C

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1ccc(OC(=O)OC[C@@H]2O[C@H]2c3ccccc3)cc1

InChI

1S/C16H13NO6/c18-16(22-13-8-6-12(7-9-13)17(19)20)21-10-14-15(23-14)11-4-2-1-3-5-11/h1-9,14-15H,10H2/t14-,15-/m0/s1

InChI key

NIEXHSMFFPOGRX-GJZGRUSLSA-N

Application

suitable as substrate for epoxide hydrolase

Other Notes

Substrate for cytosolic epoxide hydrolase

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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E C Dietze et al.
Analytical biochemistry, 216(1), 176-187 (1994-01-01)
In this study, we demonstrate the utility of a broad class of spectrophotometric substrates for the assay of cytosolic epoxide hydrolase purified from murine liver. These substrates, epoxy esters or carbonates, cyclize spontaneously upon or during hydrolysis of the epoxide

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