Showing metabocard for N(omega)-Hydroxyarginine (MMDBc0047945)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-23 23:17:57 UTC
Update Date2024-10-15 18:21:01 UTC
Metabolite IDMMDBc0047945
Metabolite Identification
Common NameN(omega)-Hydroxyarginine
DescriptionN(omega)-Hydroxyarginine is a product of the arginine-nitric oxide pathway, and is the first intermediate in the process catalyzed by nitric oxide synthase (NOS) (EC 1.14.13.99). NOS is a heme protein that catalyzes the oxygenation of L-arginine in the presence of NADPH to form nitric oxide and citrulline. N(omega)-Hydroxyarginine appears to interfere with cell proliferation/cell growth by inhibiting arginase, a binuclear Mn(2+) metalloenzyme that catalyzes the hydrolysis of L-arginine to L-ornithine and urea (EC 3.5.3.1). Arginase has 6R-tetrahydrobiopterin (H4B) as an enzyme-bound cofactor (PMID: 11259671 , 11258880 , 14504282 , 9735327 ).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f46dc532918>

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3D MOL for #<Metabolite:0x00007f46dc532918>
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3D SDF for #<Metabolite:0x00007f46dc532918>
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3D-SDF for #<Metabolite:0x00007f46dc532918>
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PDB for #<Metabolite:0x00007f46dc532918>
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3D PDB for #<Metabolite:0x00007f46dc532918>
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SMILES for #<Metabolite:0x00007f46dc532918>
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INCHI for #<Metabolite:0x00007f46dc532918>
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Synonyms
ValueSource
N-OMEGA-hydroxy-L-arginineChEBI
N(Omega)-hydroxy-L-arginineKegg
N(Ω)-hydroxy-L-arginineHMDB
N(Ω)-hydroxyarginineHMDB
6-NOHAHMDB
N(g)-Hydroxy-L-arginineHMDB
N5-[(Hydroxyamino)iminomethyl]-L-ornithineHMDB
NG-Hydroxy-L-arginineHMDB
Nω-hydroxy-L-arginineHMDB
N(Omega)-hydroxyarginineMeSH
Molecular FormulaC6H14N4O3
Average Mass190.2004
Monoisotopic Mass190.106590334
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number53054-07-2
SMILESNot Available
InChI Identifier
InChI=1S/C6H14N4O3/c7-4(5(11)12)2-1-3-9-6(8)10-13/h4,13H,1-3,7H2,(H,11,12)(H3,8,9,10)/t4-/m0/s1
InChI KeyFQWRAVYMZULPNK-BYPYZUCNSA-N