histidine (CED0000656)

Record Information
Version1.0
Creation Date2016-06-03 11:13:25 UTC
Update Date2026-05-14 16:24:01 UTC
Accession NumberCHEM043741
Identification
Common Namehistidine
ClassSmall Molecule
Description
Histidine is an organic compound with the chemical formula C6H9N3O2 and an average molecular weight of 155.15 g/mol. It is identified as belonging to the amino acids, peptides, and analogues, a subclass of carboxylic acids and derivatives within the organic compounds. The compound is found in or released from 25 recorded sources. Within the category of food, food processing, and cookware, it is associated with fermentation processes for beer, food preservation, the preparation of malt, the preparation of vinegar, food contact materials, and four additional sources. In the realm of electrical and electronic equipment, histidine is linked to electrodes, electric switches, emergency protective devices, electrically stimulated smoking devices, conductors or conductive bodies characterised by the conductive materials, and four other sources. Regarding household cleaning and consumer products, it is found in soap detergents, bleaching agents, perfumes within detergents and soaps, cigar cigarettes, non electric simulated smoking devices, and one more source. Additionally, it is recorded in household items specifically as credit card holders. Exposure to histidine can occur through inhalation, oral intake, and touch.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
(S)-4-(2-Amino-2-carboxyethyl)imidazoleChEBI
(S)-alpha-Amino-1H-imidazole-4-propanoic acidChEBI
(S)-alpha-Amino-1H-imidazole-4-propionic acidChEBI
HChEBI
HisChEBI
HISTIDINEChEBI
L-(-)-HistidineChEBI
L-HistidinChEBI
(S)-a-Amino-1H-imidazole-4-propanoateGenerator
(S)-a-Amino-1H-imidazole-4-propanoic acidGenerator
(S)-alpha-Amino-1H-imidazole-4-propanoateGenerator
(S)-Α-amino-1H-imidazole-4-propanoateGenerator
(S)-Α-amino-1H-imidazole-4-propanoic acidGenerator
(S)-a-Amino-1H-imidazole-4-propionateGenerator
(S)-a-Amino-1H-imidazole-4-propionic acidGenerator
(S)-alpha-Amino-1H-imidazole-4-propionateGenerator
(S)-Α-amino-1H-imidazole-4-propionateGenerator
(S)-Α-amino-1H-imidazole-4-propionic acidGenerator
(S)-1H-Imidazole-4-alanineHMDB
(S)-2-Amino-3-(4-imidazolyl)propionsaeureHMDB
(S)-HistidineHMDB
(S)1H-Imidazole-4-alanineHMDB
3-(1H-Imidazol-4-yl)-L-alanineHMDB
Amino-1H-imidazole-4-propanoateHMDB
Amino-1H-imidazole-4-propanoic acidHMDB
Amino-4-imidazoleproprionateHMDB
Amino-4-imidazoleproprionic acidHMDB
Glyoxaline-5-alanineHMDB
Histidine, L isomerHMDB
Histidine, L-isomerHMDB
L-Isomer histidineHMDB
L-HistidineKEGG
Chemical FormulaC6H9N3O2
Average Molecular Mass155.155 g/mol
Monoisotopic Mass155.069 g/mol
CAS Registry Number4998-57-6
IUPAC Name(2S)-2-amino-3-(1H-imidazol-5-yl)propanoic acid
Traditional NameL-histidine
SMILESNC(CC1=CN=CN1)C(O)=O
InChI IdentifierInChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)
InChI KeyHNDVDQJCIGZPNO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentHistidine and derivatives
Alternative Parents
Substituents
  • Histidine or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Imidazolyl carboxylic acid derivative
  • Aralkylamine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Amino acid
  • Carboxylic acid
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Primary amine
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility71.3 g/LALOGPS
logP-2.7ALOGPS
logP-3.6ChemAxon
logS-0.34ALOGPS
pKa (Strongest Acidic)1.85ChemAxon
pKa (Strongest Basic)9.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity38.06 m³·mol⁻¹ChemAxon
Polarizability14.67 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-001i-9400000000-5e6963983298535b27d8Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-053r-9000000000-1478106116309658faddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-9200000000-c7bde7fc68c95b650666Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0bt9-0900000000-5ae6a574e7140a379bbdNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-4900000000-1236c6813216a3650cccNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-3900000000-7eed8a793aebb339a1a1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-053r-9000000000-2dd5486f7b3241685315Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0gw0-0900000000-a0cbbe99d0c71d0ff5c7Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0udi-0900000000-39864028be32b684b6b8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0900000000-c792e4d6040e598120d3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-08g0-0900000000-9089f7d82f3446b94c4fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-7900000000-717ec4c802609a81cf53Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f89-9000000000-03526fc1a092a64548b9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-1900000000-b23127c1801c4cf851edNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ul9-8900000000-c5317c32047bfd386daeNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-007o-9000000000-e9c8ee81851c24c3bc0dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-08fr-0900000000-2c5b01f968746b87ab67Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03dl-6900000000-ab46f486b2b76d433d32Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-053u-9000000000-e3d5332f624d684d2d2aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udr-1900000000-4ca598739f604c4fdd39Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9300000000-4ce447c349d8c431928bNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00kf-9000000000-cafb1c651f51cab7cf44Not AvailableView Spectrum
MSMS Spectrumsplash10-001i-9100000000-ae0a0b81669663b3b4a5Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
8673.0Log mg/kg[4900:15000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
233BrushesPersonal care & cosmeticsNot Available
490Personal care & cosmeticsNot Available
494Food contact materialsFood, food processing & cookwareNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
533Sparking PlugsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
552Processing MeatsFood, food processing & cookwareNot Available
553Treatment Of HopsFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
572Credit Card HoldersHousehold itemsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
619Manicure PedicurePersonal care & cosmeticsNot Available
630ToysRecreation & sports surfacesNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureMetabotropic glutamate receptor 4P31423Rattus norvegicusPredicted (SEA)18.8395
Click to view 3D structureGlutamate receptor ionotropic, kainate 2P42260Rattus norvegicusPredicted (SEA)2.95827
Click to view 3D structureHistidine decarboxylaseP16453Rattus norvegicusPredicted (SEA)6.69503
Glutamate receptor 2 structureClick to view 3D structureGlutamate receptor 2P42262HumansPredicted (SEA)1.32344
Click to view 3D structureGlutamate receptor 2P19491Rattus norvegicusPredicted (SEA)0.700643
Glutamate receptor 1 structureClick to view 3D structureGlutamate receptor 1P42261HumansPredicted (SEA)3.50322
Glutamate receptor ionotropic, kainate 1 structureClick to view 3D structureGlutamate receptor ionotropic, kainate 1P39086HumansPredicted (SEA)1.86838
Click to view 3D structureGlutamate receptor 3P19492Rattus norvegicusPredicted (SEA)0.778492
Click to view 3D structureGlutamate receptor 1P19490Rattus norvegicusPredicted (SEA)3.89246
Click to view 3D structureGlutamate receptor ionotropic, kainate 1P22756Rattus norvegicusPredicted (SEA)2.64687
Click to view 3D structureTyrosine 3-monooxygenaseP04177Rattus norvegicusPredicted (SEA)0.856341
Click to view 3D structureGlutamate receptor 3P42263HumansPredicted (SEA)0.467095
Histidine--tRNA ligase, cytoplasmic structureClick to view 3D structureHistidine--tRNA ligase, cytoplasmicP12081HumansPredicted (SEA)9.03051
Click to view 3D structureAsc-type amino acid transporter 1P63116RatPredicted (SEA)1.86838
Click to view 3D structureGlutamate receptor 4P48058HumansPredicted (SEA)1.47914
Click to view 3D structureGlutamate receptor 4P19493Rattus norvegicusPredicted (SEA)0.700643
Click to view 3D structureGlutamate receptor 1P23818Mus musculusPredicted (SEA)0.155698
Click to view 3D structureGlutamate receptor ionotropic, kainate 5Q16478HumansPredicted (SEA)1.55698
Click to view 3D structureGlutamate receptor ionotropic, kainate 3P42264Rattus norvegicusPredicted (SEA)4.35956
Click to view 3D structureMetabotropic glutamate receptor 8P47743Mus musculusPredicted (SEA)2.88042
Click to view 3D structureGlutamate receptor ionotropic kainate 2B9V8S1Xenopus laevisPredicted (SEA)0.155698
Click to view 3D structureMetabotropic glutamate receptor 6P35349Rattus norvegicusPredicted (SEA)3.34752
Click to view 3D structureMetabotropic glutamate receptor 6O15303HumansPredicted (SEA)6.07224
Histidinol dehydrogenase structureClick to view 3D structureHistidinol dehydrogenaseP06988Escherichia coli (strain K12)Predicted (SEA)5.60514
Metabotropic glutamate receptor 4 structureClick to view 3D structureMetabotropic glutamate receptor 4Q14833HumansPredicted (SEA)30.5947
Concentrations
Not Available
External Links
DrugBank IDDB00117
HMDB IDHMDB0000177
FooDB IDFDB011856
Phenol Explorer IDNot Available
KNApSAcK IDC00001363
BiGG ID33985
BioCyc IDHIS
METLIN ID21
PDB IDNot Available
Wikipedia LinkL-histidine
Chemspider ID6038
ChEBI ID15971
PubChem Compound ID6274
Kegg Compound IDC00135
YMDB IDYMDB00369
ECMDB IDECMDB00177
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
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3. Mung D, Li L: Applying quantitative metabolomics based on chemical isotope labeling LC-MS for detecting potential milk adulterant in human milk. Anal Chim Acta. 2018 Feb 25;1001:78-85. doi: 10.1016/j.aca.2017.11.019. Epub 2017 Nov 14.
4. Kurt J. Boudonck, Matthew W. Mitchell, Jacob Wulff and John A. Ryals. Characterization of the biochemical variability of bovine milk using metabolomics. Metabolomics (2009) 5:375?386
5. A. Foroutan et al. The Chemical Composition of Commercial Cow's Milk (in preparation)
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29. Feng RN, Niu YC, Sun XW, Li Q, Zhao C, Wang C, Guo FC, Sun CH, Li Y: Histidine supplementation improves insulin resistance through suppressed inflammation in obese women with the metabolic syndrome: a randomised controlled trial. Diabetologia. 2013 May;56(5):985-94. doi: 10.1007/s00125-013-2839-7. Epub 2013 Jan 30.
30. Watanabe M, Suliman ME, Qureshi AR, Garcia-Lopez E, Barany P, Heimburger O, Stenvinkel P, Lindholm B: Consequences of low plasma histidine in chronic kidney disease patients: associations with inflammation, oxidative stress, and mortality. Am J Clin Nutr. 2008 Jun;87(6):1860-6.
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