CHEBI:15429 - hydroxylamine

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ChEBI Name hydroxylamine
ChEBI ID CHEBI:15429
Definition The simplest hydroxylamine, consisting of ammonia bearing a hydroxy substituent. It is an intermediate in the biological nitrification by microbes like bacteria.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43221, CHEBI:5806, CHEBI:14421, CHEBI:10793, CHEBI:24708
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Formula H3NO
Net Charge 0
Average Mass 33.02996
Monoisotopic Mass 33.021
InChI InChI=1S/H3NO/c1-2/h2H,1H2
InChIKey AVXURJPOCDRRFD-UHFFFAOYSA-N
SMILES NO
Metabolite of Species Details
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Roles Classification
Chemical Role(s): nitric oxide donor
An agent, with unique chemical structure and biochemical requirements, which generates nitric oxide.
nucleophilic reagent
A reagent that forms a bond to its reaction partner (the electrophile) by donating both bonding electrons.
Biological Role(s): bacterial xenobiotic metabolite
Any bacterial metabolite produced by metabolism of a xenobiotic compound in bacteria.
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
EC 1.1.3.13 (alcohol oxidase) inhibitor
An EC 1.1.3.* (oxidoreductase acting on donor CH-OH group, oxygen as acceptor) inhibitor that interferes with the action of alcohol oxidase (EC 1.1.3.13).
EC 4.2.1.22 (cystathionine beta-synthase) inhibitor
An EC 4.2.1.* (hydro-lyases) inhibitor that interferes with the action of cystathionine beta-synthase (EC 4.2.1.22).
EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
An EC 4.3.1.* (ammonia-lyase) inhibitor that interferes with the action of serine-sulfate ammonia-lyase (EC 4.3.1.10).
Application(s): nucleophilic reagent
A reagent that forms a bond to its reaction partner (the electrophile) by donating both bonding electrons.
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ChEBI Ontology
Outgoing hydroxylamine (CHEBI:15429) has parent hydride ammonia (CHEBI:16134)
hydroxylamine (CHEBI:15429) has role algal metabolite (CHEBI:84735)
hydroxylamine (CHEBI:15429) has role bacterial xenobiotic metabolite (CHEBI:76976)
hydroxylamine (CHEBI:15429) has role EC 1.1.3.13 (alcohol oxidase) inhibitor (CHEBI:63156)
hydroxylamine (CHEBI:15429) has role EC 4.2.1.22 (cystathionine β-synthase) inhibitor (CHEBI:63157)
hydroxylamine (CHEBI:15429) has role EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor (CHEBI:77090)
hydroxylamine (CHEBI:15429) has role nitric oxide donor (CHEBI:50566)
hydroxylamine (CHEBI:15429) has role nucleophilic reagent (CHEBI:59740)
hydroxylamine (CHEBI:15429) is a hydroxylamines (CHEBI:24709)
hydroxylamine (CHEBI:15429) is conjugate acid of aminooxidanide (CHEBI:29773)
hydroxylamine (CHEBI:15429) is conjugate acid of hydroxyazanide (CHEBI:29772)
Incoming 2-acetamidofluorene N-sulfate (CHEBI:35424) has functional parent hydroxylamine (CHEBI:15429)
5-hydroxyamino-3-methylpyrrolidine-2-carboxylic acid (CHEBI:41101) has functional parent hydroxylamine (CHEBI:15429)
N-acetoxyarylamine (CHEBI:21494) has functional parent hydroxylamine (CHEBI:15429)
N-hydroxy-2-methylpropanamine (CHEBI:131928) has functional parent hydroxylamine (CHEBI:15429)
N-hydroxy-4-aminobiphenyl O-sulfate (CHEBI:32701) has functional parent hydroxylamine (CHEBI:15429)
N-{3-[(E)-(tert-butoxyimino)methyl]-4-chlorophenyl}-2-methylfuran-3-carbothioamide (CHEBI:47715) has functional parent hydroxylamine (CHEBI:15429)
O-phosphonohydroxylamine (CHEBI:28048) has functional parent hydroxylamine (CHEBI:15429)
vorinostat (CHEBI:45716) has functional parent hydroxylamine (CHEBI:15429)
N-hydroxy-MeIQx (CHEBI:133915) is a hydroxylamine (CHEBI:15429)
N-hydroxy-PhIP (CHEBI:133920) is a hydroxylamine (CHEBI:15429)
aminooxidanide (CHEBI:29773) is conjugate base of hydroxylamine (CHEBI:15429)
hydroxyazanide (CHEBI:29772) is conjugate base of hydroxylamine (CHEBI:15429)
aminooxy group (CHEBI:29770) is substituent group from hydroxylamine (CHEBI:15429)
hydroxyamino group (CHEBI:29769) is substituent group from hydroxylamine (CHEBI:15429)
IUPAC Names
dihydridohydroxidonitrogen
hydroxylamine
Synonyms Sources
[NH2OH] IUPAC
H2NHO IUPAC
HYDROXYAMINE PDBeChem
Hydroxylamin ChEBI
Hydroxylamine KEGG COMPOUND
hydroxylamine UniProt
oxyammonia NIST Chemistry WebBook
Database Links Databases
C00192 KEGG COMPOUND
HMDB0003338 HMDB
HOA PDBeChem
Hydroxylamine Wikipedia
HYDROXYLAMINE MetaCyc
View more database links
Registry Numbers Types Sources
3587190 Reaxys Registry Number Reaxys
478 Gmelin Registry Number Gmelin
7803-49-8 CAS Registry Number NIST Chemistry WebBook
7803-49-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11053303 PubMed citation Europe PMC
11160411 PubMed citation Europe PMC
11226629 PubMed citation Europe PMC
11750265 PubMed citation Europe PMC
12962703 PubMed citation Europe PMC
17385063 PubMed citation Europe PMC
18399918 PubMed citation Europe PMC
18515490 PubMed citation Europe PMC
21185448 PubMed citation Europe PMC
Last Modified
20 April 2017