CHEBI:15971 - L-histidine

ChEBI IDCHEBI:15971
ChEBI NameL-histidine
Stars
ASCII NameL-histidine
DefinitionThe L-enantiomer of the amino acid histidine.
Secondary ChEBI IDsCHEBI:6240, CHEBI:13117, CHEBI:21324, CHEBI:43048, CHEBI:43114, CHEBI:43190, CHEBI:43239
Last Modified12 May 2025
DownloadsMolfile
FormulaC6H9N3O2
Net Charge0
Average Mass155.157
Monoisotopic Mass155.06948
SMILESN[C@@H](Cc1cncn1)C(=O)O
InChIInChI=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)/t5-/m0/s1
InChIKeyHNDVDQJCIGZPNO-YFKPBYRVSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Saccharomyces cerevisiae (ncbitaxon:4932)
- PubMed (8852895)
- PubMed (24678285) Source: yeast.sf.net
Escherichia coli (ncbitaxon:562)
- PubMed (8852895)
- PubMed (21988831)
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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.
micronutrient  Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
nutraceutical  A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
ChEBI Ontology
Outgoing Relation(s)
L-histidine (CHEBI:15971) has role Escherichia coli metabolite (CHEBI:76971)
L-histidine (CHEBI:15971) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
L-histidine (CHEBI:15971) has role algal metabolite (CHEBI:84735)
L-histidine (CHEBI:15971) has role human metabolite (CHEBI:77746)
L-histidine (CHEBI:15971) has role micronutrient (CHEBI:27027)
L-histidine (CHEBI:15971) has role mouse metabolite (CHEBI:75771)
L-histidine (CHEBI:15971) has role nutraceutical (CHEBI:50733)
L-histidine (CHEBI:15971) is a L-α-amino acid (CHEBI:15705)
L-histidine (CHEBI:15971) is a histidine (CHEBI:27570)
L-histidine (CHEBI:15971) is a proteinogenic amino acid (CHEBI:83813)
L-histidine (CHEBI:15971) is conjugate acid of L-histidinate(1−) (CHEBI:32510)
L-histidine (CHEBI:15971) is conjugate base of L-histidinium(1+) (CHEBI:32513)
L-histidine (CHEBI:15971) is enantiomer of D-histidine (CHEBI:27947)
L-histidine (CHEBI:15971) is tautomer of L-histidine zwitterion (CHEBI:57595)
Incoming Relation(s)
Nα-(L-γ-glutamyl)-hercynyl-L-cysteine sulfoxide (CHEBI:83290) has functional parent L-histidine (CHEBI:15971)
Nα-(L-γ-glutamyl)-hercynyl-L-selenocysteine (CHEBI:83292) has functional parent L-histidine (CHEBI:15971)
L-histidine derivative (CHEBI:84076) has functional parent L-histidine (CHEBI:15971)
Ala-Gly-His (CHEBI:73348) has functional parent L-histidine (CHEBI:15971)
Ala-Leu-Leu-His (CHEBI:73365) has functional parent L-histidine (CHEBI:15971)
Ala-Val-Asp-His (CHEBI:73383) has functional parent L-histidine (CHEBI:15971)
Asn-Gly-Pro-His (CHEBI:176851) has functional parent L-histidine (CHEBI:15971)
Asn-His (CHEBI:73424) has functional parent L-histidine (CHEBI:15971)
Asn-Lys-His-His (CHEBI:176852) has functional parent L-histidine (CHEBI:15971)
Asn-Trp-Cys-His (CHEBI:73415) has functional parent L-histidine (CHEBI:15971)
Asp-His (CHEBI:73451) has functional parent L-histidine (CHEBI:15971)
cyclo(L-His-L-Pro) (CHEBI:90039) has functional parent L-histidine (CHEBI:15971)
Cys-Cys-His-His (CHEBI:73456) has functional parent L-histidine (CHEBI:15971)
Cys-Met-Phe-His (CHEBI:138508) has functional parent L-histidine (CHEBI:15971)
Gly-His (CHEBI:73515) has functional parent L-histidine (CHEBI:15971)
Hexa-His (CHEBI:234280) has functional parent L-histidine (CHEBI:15971)
His-His (CHEBI:74051) has functional parent L-histidine (CHEBI:15971)
His-Ile (CHEBI:141437) has functional parent L-histidine (CHEBI:15971)
His-Phe (CHEBI:141438) has functional parent L-histidine (CHEBI:15971)
Ile-His (CHEBI:73520) has functional parent L-histidine (CHEBI:15971)
Leu-Asn-His (CHEBI:73530) has functional parent L-histidine (CHEBI:15971)
Phe-His (CHEBI:73634) has functional parent L-histidine (CHEBI:15971)
Ser-His (CHEBI:73651) has functional parent L-histidine (CHEBI:15971)
Thr-Ala-His (CHEBI:73656) has functional parent L-histidine (CHEBI:15971)
Thr-His (CHEBI:73663) has functional parent L-histidine (CHEBI:15971)
Tyr-His (CHEBI:73695) has functional parent L-histidine (CHEBI:15971)
Val-His (CHEBI:73700) has functional parent L-histidine (CHEBI:15971)
α-methyl-L-histidine (CHEBI:189415) has functional parent L-histidine (CHEBI:15971)
L-histidinium(1+) (CHEBI:32513) is conjugate acid of L-histidine (CHEBI:15971)
L-histidinate(1−) (CHEBI:32510) is conjugate base of L-histidine (CHEBI:15971)
D-histidine (CHEBI:27947) is enantiomer of L-histidine (CHEBI:15971)
N2-L-histidino group (CHEBI:32515) is substituent group from L-histidine (CHEBI:15971)
Nπ-L-histidino group (CHEBI:32516) is substituent group from L-histidine (CHEBI:15971)
Nτ-L-histidino group (CHEBI:32517) is substituent group from L-histidine (CHEBI:15971)
L-histidine residue (CHEBI:29979) is substituent group from L-histidine (CHEBI:15971)
L-histidyl group (CHEBI:32514) is substituent group from L-histidine (CHEBI:15971)
L-histidine zwitterion (CHEBI:57595) is tautomer of L-histidine (CHEBI:15971)
IUPAC Names 
L-histidine
(2S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid
Synonyms  Source
L-HistidineKEGG COMPOUND
(S)-alpha-Amino-1H-imidazole-4-propionic acidKEGG COMPOUND
HISTIDINEPDBeChem
(S)-α-amino-1H-Imidazole-4-propanoic acidNIST Chemistry WebBook
L-HistidinChEBI
L-(−)-histidineNIST Chemistry WebBook
Manual XrefsDatabases
C00135KEGG COMPOUND
HISPDBeChem
D00032KEGG DRUG
DB00117DrugBank
HMDB0000177HMDB
HISMetaCyc
L-histidineWikipedia
YMDB00369YMDB
ECMDB00177ECMDB
C00001363KNApSAcK
Registry NumbersSources
Gmelin:83042Gmelin
Reaxys:84088Reaxys
CAS:71-00-1KEGG COMPOUND
CAS:71-00-1ChemIDplus
CAS:71-00-1NIST Chemistry WebBook
Citations