User Survey : Help improve ChEBI - please click here to take part in our quick User Survey.

CHEBI:15971 - L-histidine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-histidine
ChEBI ID CHEBI:15971
ChEBI ASCII Name L-histidine
Definition The L-enantiomer of the amino acid histidine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43239, CHEBI:43114, CHEBI:43190, CHEBI:43048, CHEBI:6240, CHEBI:13117, CHEBI:21324
Supplier Information
Save molfile Download Molfile
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C6H9N3O2
Net Charge 0
Average Mass 155.15468
Monoisotopic Mass 155.069
InChI InChI=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
InChIKey HNDVDQJCIGZPNO-YFKPBYRVSA-N
SMILES N[C@@H](Cc1c[nH]cn1)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Chlamydomonas reinhardtii (NCBI:3055) See: PubMed
Saccharomyces cerevisiae (NCBI:4932) See: PubMed
Saccharomyces cerevisiae (NCBI:4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): micronutrient

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).
(via L-alpha-amino acid )
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.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via histidine )
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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-His (CHEBI:73424) 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)
Cys-Cys-His-His (CHEBI:73456) has functional parent L-histidine (CHEBI:15971)
Gly-His (CHEBI:73515) has functional parent L-histidine (CHEBI:15971)
His-His (CHEBI:74051) 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)
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)
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)
N2-L-histidino group (CHEBI:32515) 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 Sources
(S)-4-(2-Amino-2-carboxyethyl)imidazole DrugBank
(S)-α-amino-1H-Imidazole-4-propanoic acid NIST Chemistry WebBook
(S)-alpha-Amino-1H-imidazole-4-propionic acid KEGG COMPOUND
H ChEBI
His ChEBI
HISTIDINE PDBeChem
L-(−)-histidine NIST Chemistry WebBook
L-Histidin ChEBI
L-Histidine KEGG COMPOUND
Database Links Databases
C00001363 KNApSAcK
C00135 KEGG COMPOUND
D00032 KEGG DRUG
DB00117 DrugBank
ECMDB00177 ECMDB
HIS PDBeChem
HIS MetaCyc
HMDB00177 HMDB
L-histidine Wikipedia
YMDB00369 YMDB
View more database links
Registry Numbers Types Sources
71-00-1 CAS Registry Number KEGG COMPOUND
71-00-1 CAS Registry Number ChemIDplus
71-00-1 CAS Registry Number NIST Chemistry WebBook
83042 Gmelin Registry Number Gmelin
84088 Reaxys Registry Number Reaxys
84088 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
15206581 PubMed citation Europe PMC
21608102 PubMed citation Europe PMC
21719207 PubMed citation Europe PMC
22324399 PubMed citation Europe PMC
22415677 PubMed citation Europe PMC
22517640 PubMed citation Europe PMC
Last Modified
23 March 2016