Showing Compound Card for N2-Acetylornithine (CDB004955)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesenzymes (1) Show 2 proteinsXML
Record Information
Version1.0
Created at2020-04-17 18:54:14 UTC
Updated at2020-11-18 16:39:06 UTC
CannabisDB IDCDB004955
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameN2-Acetylornithine
DescriptionN2-Acetylornithine, also known as AOR, belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. An N(2)-acyl-L-ornithine where the acyl group is specified to be acetyl. N2-Acetylornithine is a very strong basic compound (based on its pKa). N2-Acetylornithine exists in all living species, ranging from bacteria to humans. Outside of the human body, N2-Acetylornithine has been detected, but not quantified in, several different foods, such as elderberries, nectarines, oil-seed camellia, black radish, and eggplants. This could make N2-acetylornithine a potential biomarker for the consumption of these foods. N2-Acetylornithine is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
N-AcetylornithineChEBI
N2-Acetyl-L-ornithineChEBI
(2S)-2-acetamido-5-AminopentanoateHMDB
(2S)-2-acetamido-5-Aminopentanoic acidHMDB
Acetyl-ornithineHMDB
AORHMDB
N(2)-Acetyl-L-ornithineHMDB
(2S)-5-Amino-2-acetamidopentanoic acidHMDB
N(alpha)-Acetyl-L-ornithineHMDB
N(alpha)-AcetylornithineHMDB
N(α)-Acetyl-L-ornithineHMDB
N(α)-AcetylornithineHMDB
N-Acetyl-L-ornithineHMDB
Nalpha-Acetyl-L-ornithineHMDB
Nalpha-AcetylornithineHMDB
Nα-Acetyl-L-ornithineHMDB
Nα-AcetylornithineHMDB
N2-AcetylornithineHMDB
N-alpha-AcetylornithineHMDB
N-α-AcetylornithineHMDB
Chemical FormulaC7H14N2O3
Average Molecular Weight174.2
Monoisotopic Molecular Weight174.1004
IUPAC Name(2S)-5-amino-2-acetamidopentanoic acid
Traditional NameN(2)-acetyl-L-ornithine
CAS Registry Number6205-08-9
SMILES
CC(=O)N[C@@H](CCCN)C(O)=O
InChI Identifier
InChI=1S/C7H14N2O3/c1-5(10)9-6(7(11)12)3-2-4-8/h6H,2-4,8H2,1H3,(H,9,10)(H,11,12)/t6-/m0/s1
InChI KeyJRLGPAXAGHMNOL-LURJTMIESA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-L-alpha-amino acids
Alternative Parents
Substituents
  • N-acyl-l-alpha-amino acid
  • Fatty acid
  • Acetamide
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Amino acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logP-0.896Not Available
Predicted Properties
PropertyValueSource
logP-2.7ALOGPS
logP-3.6ChemAxon
logS-0.66ALOGPS
pKa (Strongest Acidic)3.82ChemAxon
pKa (Strongest Basic)9.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity42.65 m³·mol⁻¹ChemAxon
Polarizability17.94 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSN2-Acetylornithine, 4 TMS, GC-MS Spectrumsplash10-0fk9-1930000000-28d5f476677a51e2f8ecSpectrum
GC-MSN2-Acetylornithine, 3 TMS, GC-MS Spectrumsplash10-00di-2900000000-092b404eaa0526439b15Spectrum
GC-MSN2-Acetylornithine, non-derivatized, GC-MS Spectrumsplash10-0fk9-0930000000-6914c12040164b5148b0Spectrum
GC-MSN2-Acetylornithine, non-derivatized, GC-MS Spectrumsplash10-00di-0910000000-25d42f7fce94b1cb4b5cSpectrum
GC-MSN2-Acetylornithine, non-derivatized, GC-MS Spectrumsplash10-0fk9-1920000000-e1b66d25c11eafd0e0a9Spectrum
GC-MSN2-Acetylornithine, non-derivatized, GC-MS Spectrumsplash10-00di-1900000000-0f0883367079e716da18Spectrum
GC-MSN2-Acetylornithine, non-derivatized, GC-MS Spectrumsplash10-0fk9-1930000000-28d5f476677a51e2f8ecSpectrum
GC-MSN2-Acetylornithine, non-derivatized, GC-MS Spectrumsplash10-00di-2900000000-092b404eaa0526439b15Spectrum
Predicted GC-MSN2-Acetylornithine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-001l-9100000000-429f70cb44411bb90989Spectrum
Predicted GC-MSN2-Acetylornithine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fkc-9410000000-cee666cdbec55f97a0a0Spectrum
Predicted GC-MSN2-Acetylornithine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSN2-Acetylornithine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-0900000000-52f0d0fb8a9a849e95d62017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-0900000000-d83ff24b1fd0244f8e2e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-2900000000-e708e107e9183bfe0f762017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-053r-9400000000-afb6a5b65f59f01dc7612017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4l-9000000000-4763dc8edae338a7f3362017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-001i-0900000000-d157410f17955c8e02562017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004i-0900000000-52b9626c047fdc01fe7b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-014i-1900000000-c92081162e58f54cd2ec2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-9200000000-476b94e0eacd5c51da0d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-9000000000-e57c224e36a05f66f1b92017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-9000000000-44d1c5e14f69e175989a2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-IT , positivesplash10-03fr-0900000000-5fe61be67a41d8d0facc2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-01b9-4900000000-624c1afbfd5d3b3b76cb2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-01b9-4900000000-624c1afbfd5d3b3b76cb2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-310a7f3b3d4c1bf3af0b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00di-9000000000-d0f88533afec85ff5c622021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-05r0-0900000000-f280065b578a1aa651492021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-01b9-8900000000-cf2ff97fd954fbc2ad672021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0a59-9000000000-ff059f4dd36bc1002fbf2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-056r-1900000000-28d5e48c6fc3a56a49372015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06tr-4900000000-8aa79d29a3d89249bf782015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01vx-9200000000-2f866830ef23136853fc2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-9b37a30ee623b4f18e802015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0c30-4900000000-019d18f26e04ab2b397a2015-09-15View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9100000000-b133fb2ce9e1a5eef7822015-09-15View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
Enzymes
Protein NameGene NameLocusUniprot IDDetails
Aminoacylase-1ACY13p21.1Q03154 details
TransportersNot Available
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Aminoacylase-1ACY13p21.1Q03154 details
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Cannabis CultivarStatusValueReferenceDetails
Alien DawgDetected and Quantified0.022 mg/g dry wt
    • David S. Wishart,...
 details
Sensi StarDetected and Quantified0.012 mg/g dry wt
    • David S. Wishart,...
 details
Tangerine DreamDetected and Quantified0.012 mg/g dry wt
    • David S. Wishart,...
 details
HMDB IDHMDB0003357
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023152
KNApSAcK IDNot Available
Chemspider ID388369
KEGG Compound IDC00437
BioCyc IDN-ALPHA-ACETYLORNITHINE
BiGG ID34982
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439232
PDB IDNot Available
ChEBI ID16543
References
General ReferencesNot Available

Enzymes

Enzyme Details
1. Aminoacylase-1
General function:
Involved in metallopeptidase activity
Specific function:
Involved in the hydrolysis of N-acylated or N-acetylated amino acids (except L-aspartate).
Gene Name:
ACY1
Uniprot ID:
Q03154
Molecular weight:
45884.705