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N5-Hydroxy-L-ornithine

HCID 169671
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Basic information

CAS
35187-58-7
Standard SMILES
N[C@@H](CCCNO)C(=O)O
InChIKey
OZMJDTPATROLQC-BYPYZUCNSA-N
Molecular formula
C5H12N2O3
Average molar mass
148.16 g/mol
Monoisotopic mass
148.08479225

Overview

N(5)-hydroxy-L-ornithine is a member of the class of hydroxylamines that is L-ornithine in which one of the N5-amino hydrogens is replaced by a hydroxy group. It is a L-ornithine derivative, a member of hydroxylamines and a non-proteinogenic alpha-amino acid. It is a tautomer of a N(5)-hydroxy-L-ornithine zwitterion.

Names & identifiers

Preferred name
N5-Hydroxy-L-ornithine
IUPAC
(2S)-2-amino-5-(hydroxyamino)pentanoic acid
English name
delta-N-hydroxyornithine
Molecular formula
C5H12N2O3
Molecular weight
148.16

Names & synonyms

35187-58-7N5-hydroxy-L-ornithineN(5)-Hydroxy-L-ornithinedelta-N-HydroxyornithineCHEBI:79095RefChem:927408(2S)-2-amino-5-(hydroxyamino)pentanoic acidomega-N-HydroxyornithineN~5~-Hydroxy-L-Ornithine(S)-2-Amino-5-(hydroxyamino)pentanoic acidn5-hydroxyornithineL-Ornithine, N5-hydroxy-
Show more names
DL-2-Amino-5-hydroxylaminopentanoic acidONHL-N5-OH-ornithineN(5)-hydroxyornithineN~5~-HydroxyornithineSCHEMBL11687971DTXSID00956634AKOS006338892

Database identifiers

CAS
35187-58-7
PubChem CID
169671
DTXSID
DTXSID00956634
ChEBI
CHEBI:79095
Nikkaji
J1.771.524K

Properties

Computed structural properties

XLogP
-4.4
Topological polar surface area
95.6 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
5
Rotatable bonds
5
Heavy atoms
10
Formal charge
0
Complexity
107

Physicochemical properties

Boiling point
369.9 · 369.9±52.0 °C(Predicted)
Density
1.276 · 1.276±0.06 g/cm3(Predicted)
pka
2.46 · 2.46±0.24(Predicted)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H312-H332
Precautionary statements
261 · P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

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

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H312-H332
Precautionary statements
P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationSubstances and drugs that inhibit or block the activity of ORNITHINE DECARBOXYLASE.

Additional notes

DefinitionChEBI: A member of the class of hydroxylamines that is L-ornithine in which one of the N5-amino hydrogens is replaced by a hydroxy group.

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Compound notes

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