Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR0015)
Drug Name
Nitrophenyl acetate
Synonyms
Aceticacid,P-Nitrophenylester; 4-Nitrophenyl acetate; P-NITROPHENYL ACETATE; QAUUDNIGJSLPSX-UHFFFAOYSA-N; p-Acetoxynitrobenzene; p-Nitrobenzene acetate; p-Nitrophenol acetate; p-Nitrophenyl acetate (VAN); para-nitrophenyl acetate; (4-nitrophenyl) acetate; 4-Nitrophenyl acetate, 97%; 830-03-5; AI3-00496; Acetic acid 4-nitrophenyl ester; Acetic acid p-nitrophenyl ester; Acetic acid, 4-nitrophenyl ester; Acetic acid, p-nitrophenyl ester; BRN 0515874; CHEBI:82635; EINECS 212-593-5; I902J0QH9S; MFCD00007326; NSC 2633; UNII-I902J0QH9S
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 181.15 Topological Polar Surface Area 72.1
Heavy Atom Count 13 Rotatable Bond Count 2
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
13243
ChEBI ID
CHEBI:82635
CAS Number
830-03-5
Formula
C8H7NO4
Canonical SMILES
CC(=O)OC1=CC=C(C=C1)[N+](=O)[O-]
InChI
1S/C8H7NO4/c1-6(10)13-8-4-2-7(3-5-8)9(11)12/h2-5H,1H3
InChIKey
QAUUDNIGJSLPSX-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Acetaldehyde DM003092
177
Unclear 1 [3]
Nitrophenyl acetate Metabolite B1 DM004002 N. A. Oxidation - Hydrolyzationn 1 [1]
Nitrophenyl acetate Metabolite B2 DM004003 N. A. Unclear 1 [6]
Nitrophenyl acetate Metabolite B3 DM004004 N. A. Unclear 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004376 Nitrophenyl acetate Nitrophenyl acetate Metabolite B1 Oxidation - Hydrolyzationn CA3 [1]
MR004377 Nitrophenyl acetate Acetaldehyde Unclear ALDH1A1 [3]
MR004378 Nitrophenyl acetate Nitrophenyl acetate Metabolite B2 Unclear Est8 [6]
MR004379 Nitrophenyl acetate Nitrophenyl acetate Metabolite B3 Unclear BaAXE [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Acetyl xylan esterases (BaAXE) DMEN194 . Not Available Not Available [2]
Aldehyde dehydrogenase 1 (ALDH1) DME0286 Homo sapiens
AL1A1_HUMAN
1.2.1.36
[3]
Carbonic anhydrase 3 (CA3) DMEN192 Bos taurus
CAH3_BOVIN
4.2.1.1
[1]
Carbonic anhydrase II (CA2) DME0409 Homo sapiens
CAH2_HUMAN
4.2.1.1
[4]
Carboxylesterase 1 (CES1) DME0054 Homo sapiens
EST1_HUMAN
3.1.1.1
[5]
Unclear metabolic mechanism (Est8) DMEN193 Bacteroides fragilis Not Available Not Available [6]
⏷ Show the Full List of 6  DME(s)
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Carboxylesterase 1 (CES1) DME0054 Km = 0.0031 microM
EST1_HUMAN
[5]
References
1 Hydrolysis of 4-nitrophenyl acetate catalyzed by carbonic anhydrase III from bovine skeletal muscle. J Biol Chem. 1986 Aug 5;261(22):10100-3.
2 Characterisation of a Novel Acetyl Xylan Esterase (BaAXE) Screened from the Gut Microbiota of the Common Black Slug (Arion ater)
3 Aldehyde dehydrogenase catalyses acetaldehyde formation from 4-nitrophenyl acetate and NADH
4 Inhibition profiling of human carbonic anhydrase II by high-throughput screening of structurally diverse, biologically active compounds. J Biomol Screen. 2006 Oct;11(7):782-91.
5 Characterization of pyrethroid hydrolysis by the human liver carboxylesterases hCE-1 and hCE-2. Arch Biochem Biophys. 2006 Jan 1;445(1):115-23.
6 From a metagenomic source to a high-resolution structure of a novel alkaline esterase

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