CHEBI:15971 - L-histidine

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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 ChemicalBook:CB6705020, eMolecules:518145, eMolecules:883971, ZINC000006661227
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Formula C6H9N3O2
Net Charge 0
Average Mass 155.15468
Monoisotopic Mass 155.06948
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:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): micronutrient
Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
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).
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 α-methyl-L-histidine (CHEBI:189415) has functional parent L-histidine (CHEBI:15971)
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)
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)
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
Manual Xrefs Databases
C00001363 KNApSAcK
C00135 KEGG COMPOUND
D00032 KEGG DRUG
DB00117 DrugBank
ECMDB00177 ECMDB
HIS PDBeChem
HIS MetaCyc
HMDB0000177 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
Citations Waiting for Citations
Last Modified
20 January 2022