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
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Escherichia coli (ncbitaxon:562)
- PubMed (8852895)
- PubMed (21988831)
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Saccharomyces cerevisiae (ncbitaxon:4932)
- PubMed (24678285) Source: yeast.sf.net
- PubMed (8852895)
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:
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.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
micronutrient  Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
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 
(2S)-2-amino-3-(1H-imidazol-4-yl)propanoic acid
L-histidine
Synonyms  Source
HChEBI
HisChEBI
HISTIDINEPDBeChem
(S)-α-amino-1H-Imidazole-4-propanoic acidNIST Chemistry WebBook
L-HistidineKEGG COMPOUND
(S)-4-(2-Amino-2-carboxyethyl)imidazoleDrugBank
Manual XrefsDatabases
C00001363KNApSAcK
C00135KEGG COMPOUND
D00032KEGG DRUG
DB00117DrugBank
ECMDB00177ECMDB
HISPDBeChem
HISMetaCyc
HMDB0000177HMDB
L-histidineWikipedia
YMDB00369YMDB
Registry NumbersSources
Gmelin:83042Gmelin
Reaxys:84088Reaxys
CAS:71-00-1ChemIDplus
CAS:71-00-1KEGG COMPOUND
CAS:71-00-1NIST Chemistry WebBook
Citations