CHEBI:15428 - glycine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name glycine
ChEBI ID CHEBI:15428
Definition The simplest (and the only achiral) proteinogenic amino acid, with a hydrogen atom as its side chain.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14344, CHEBI:42964, CHEBI:5460, CHEBI:10792, CHEBI:24368
Supplier Information ZINC000003830896
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Wikipedia License
Pyruvic acid (CH3COCOOH) is the simplest of the alpha-keto acids, with a carboxylic acid and a ketone functional group. Pyruvate, the conjugate base, CH3COCOO−, is an intermediate in several metabolic pathways throughout the cell. Pyruvic acid can be made from glucose through glycolysis, converted back to carbohydrates (such as glucose) via gluconeogenesis, or converted to fatty acids through a reaction with acetyl-CoA. It can also be used to construct the amino acid alanine and can be converted into ethanol or lactic acid via fermentation. Pyruvic acid supplies energy to cells through the citric acid cycle (also known as the Krebs cycle) when oxygen is present (aerobic respiration), and alternatively ferments to produce lactate when oxygen is lacking.
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Formula C2H5NO2
Net Charge 0
Average Mass 75.06664
Monoisotopic Mass 75.03203
InChI InChI=1S/C2H5NO2/c3-1-2(4)5/h1,3H2,(H,4,5)
InChIKey DHMQDGOQFOQNFH-UHFFFAOYSA-N
SMILES NCC(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Daphnia magna (NCBI:txid35525) See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net 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.
EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor
An EC 2.1.2.* (hydroxymethyl-, formyl- and related transferases) inhibitor that interferes with the action of glycine hydroxymethyltransferase (EC 2.1.2.1).
NMDA receptor agonist
An excitatory amino acid agonist which binds to NMDA receptors and triggers a response.
fundamental metabolite
Any metabolite produced by all living cells.
neurotransmitter
An endogenous compound that is used to transmit information across the synapse between a neuron and another cell.
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.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
NMDA receptor agonist
An excitatory amino acid agonist which binds to NMDA receptors and triggers a response.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing glycine (CHEBI:15428) has role EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor (CHEBI:64570)
glycine (CHEBI:15428) has role fundamental metabolite (CHEBI:78675)
glycine (CHEBI:15428) has role hepatoprotective agent (CHEBI:62868)
glycine (CHEBI:15428) has role micronutrient (CHEBI:27027)
glycine (CHEBI:15428) has role neurotransmitter (CHEBI:25512)
glycine (CHEBI:15428) has role NMDA receptor agonist (CHEBI:64571)
glycine (CHEBI:15428) has role nutraceutical (CHEBI:50733)
glycine (CHEBI:15428) is a α-amino acid (CHEBI:33704)
glycine (CHEBI:15428) is a proteinogenic amino acid (CHEBI:83813)
glycine (CHEBI:15428) is a serine family amino acid (CHEBI:26650)
glycine (CHEBI:15428) is conjugate acid of glycinate (CHEBI:32508)
glycine (CHEBI:15428) is conjugate base of glycinium (CHEBI:32507)
glycine (CHEBI:15428) is tautomer of glycine zwitterion (CHEBI:57305)
Incoming 2,2-dialkylglycine (CHEBI:16228) has functional parent glycine (CHEBI:15428)
3-methylcrotonyl glycine (CHEBI:68499) has functional parent glycine (CHEBI:15428)
4-chloro-L-phenylalanylglycine (CHEBI:194316) has functional parent glycine (CHEBI:15428)
4-hydroxyphenylglycine (CHEBI:50418) has functional parent glycine (CHEBI:15428)
4-nitrophenyl phthalimidoacetate (CHEBI:75058) has functional parent glycine (CHEBI:15428)
N-carbamoylglycine (CHEBI:133351) has functional parent glycine (CHEBI:15428)
N-hydroxyglycine (CHEBI:38049) has functional parent glycine (CHEBI:15428)
N-nonanoylglycine (CHEBI:74439) has functional parent glycine (CHEBI:15428)
N-octanoylglycine (CHEBI:74099) has functional parent glycine (CHEBI:15428)
N-purin-6-oylglycine (CHEBI:63087) has functional parent glycine (CHEBI:15428)
N-tridecanoylglycine (CHEBI:74437) has functional parent glycine (CHEBI:15428)
N-tris(hydroxymethyl)methylglycine (CHEBI:39063) has functional parent glycine (CHEBI:15428)
N-undecanoylglycine (CHEBI:74438) has functional parent glycine (CHEBI:15428)
N-vinylacetylglycine (CHEBI:74435) has functional parent glycine (CHEBI:15428)
L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191176) has functional parent glycine (CHEBI:15428)
L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191175) has functional parent glycine (CHEBI:15428)
Ala-Ala-Gly (CHEBI:73318) has functional parent glycine (CHEBI:15428)
Ala-Asp-Gly (CHEBI:73341) has functional parent glycine (CHEBI:15428)
Ala-Cys-Gly (CHEBI:73345) has functional parent glycine (CHEBI:15428)
Ala-Gly-Ala-Gly (CHEBI:143968) has functional parent glycine (CHEBI:15428)
Ala-Gly-His (CHEBI:73348) has functional parent glycine (CHEBI:15428)
Ala-Gly-Pro (CHEBI:73349) has functional parent glycine (CHEBI:15428)
Ala-Gly-Ser (CHEBI:73350) has functional parent glycine (CHEBI:15428)
Ala-Gly-Tyr (CHEBI:73351) has functional parent glycine (CHEBI:15428)
Ala-Leu-Asp-Gly (CHEBI:73362) has functional parent glycine (CHEBI:15428)
Arg-Asn-Gly-Ser (CHEBI:73399) has functional parent glycine (CHEBI:15428)
Arg-Gly (CHEBI:157792) has functional parent glycine (CHEBI:15428)
Arg-Lys-Cys-Gly (CHEBI:73401) has functional parent glycine (CHEBI:15428)
Asn-Gly (CHEBI:73422) has functional parent glycine (CHEBI:15428)
Asn-Gly-Pro-His (CHEBI:176851) has functional parent glycine (CHEBI:15428)
Asp-Gly (CHEBI:73450) has functional parent glycine (CHEBI:15428)
Asp-Gly-Pro (CHEBI:73291) has functional parent glycine (CHEBI:15428)
Asp-Val-Gly-Pro (CHEBI:73441) has functional parent glycine (CHEBI:15428)
Cys-Asp-Gly (CHEBI:140231) has functional parent glycine (CHEBI:15428)
Cys-Phe-Phe-Gly (CHEBI:73460) has functional parent glycine (CHEBI:15428)
Glu-Arg-Gly (CHEBI:162704) has functional parent glycine (CHEBI:15428)
Glu-Arg-Gly-Met (CHEBI:191942) has functional parent glycine (CHEBI:15428)
Glu-Arg-Gly-Met-Thr (CHEBI:191943) has functional parent glycine (CHEBI:15428)
Glu-Glu-Gly (CHEBI:73494) has functional parent glycine (CHEBI:15428)
Glu-Gly (CHEBI:73505) has functional parent glycine (CHEBI:15428)
Glu-Gly-Arg-chloromethylketone (CHEBI:157651) has functional parent glycine (CHEBI:15428)
Glu-Gly-Trp (CHEBI:73496) has functional parent glycine (CHEBI:15428)
Gly-L-Leu-L-Met-NH2 (CHEBI:191172) has functional parent glycine (CHEBI:15428)
Gly-Ala-Ala (CHEBI:144460) has functional parent glycine (CHEBI:15428)
Gly-Arg-Pro (CHEBI:144473) has functional parent glycine (CHEBI:15428)
Gly-His (CHEBI:73515) has functional parent glycine (CHEBI:15428)
Gly-Hyp (CHEBI:138515) has functional parent glycine (CHEBI:15428)
Gly-Leu (CHEBI:73514) has functional parent glycine (CHEBI:15428)
Gly-Pro (CHEBI:70744) has functional parent glycine (CHEBI:15428)
Gly-Pro-Hyp (CHEBI:74135) has functional parent glycine (CHEBI:15428)
Gly-Ser (CHEBI:73516) has functional parent glycine (CHEBI:15428)
Gly-Tyr (CHEBI:73517) has functional parent glycine (CHEBI:15428)
glycine derivative (CHEBI:24373) has functional parent glycine (CHEBI:15428)
glycyl radical (CHEBI:32721) has functional parent glycine (CHEBI:15428)
glycylglycine (CHEBI:17201) has functional parent glycine (CHEBI:15428)
Leu-Ala-Gly (CHEBI:73526) has functional parent glycine (CHEBI:15428)
Leu-Asp-Gly (CHEBI:73562) has functional parent glycine (CHEBI:15428)
Leu-enkephalin (CHEBI:89656) has functional parent glycine (CHEBI:15428)
Leu-Gly-Pro (CHEBI:6414) has functional parent glycine (CHEBI:15428)
Leu-Gly-Ser (CHEBI:138513) has functional parent glycine (CHEBI:15428)
Leu-Leu-Gly (CHEBI:73568) has functional parent glycine (CHEBI:15428)
Leu-Val-Gly (CHEBI:73577) has functional parent glycine (CHEBI:15428)
Lys-Gly (CHEBI:73604) has functional parent glycine (CHEBI:15428)
Met-enkephalin (CHEBI:6618) has functional parent glycine (CHEBI:15428)
Met-Gly (CHEBI:73611) has functional parent glycine (CHEBI:15428)
N-(2-anilino-2-oxoethyl)-2-methoxybenzamide (CHEBI:109416) has functional parent glycine (CHEBI:15428)
norophthalmic acid (CHEBI:143251) has functional parent glycine (CHEBI:15428)
Phe-Ala-Gly (CHEBI:73628) has functional parent glycine (CHEBI:15428)
Phe-Gly (CHEBI:73635) has functional parent glycine (CHEBI:15428)
poly(glycyl-L-arginine) (CHEBI:142891) has functional parent glycine (CHEBI:15428)
Pro-Trp-Val-Gly (CHEBI:73650) has functional parent glycine (CHEBI:15428)
Pro-Val-Gly-Pro (CHEBI:73649) has functional parent glycine (CHEBI:15428)
pyroglutamylglycine (CHEBI:83067) has functional parent glycine (CHEBI:15428)
salicyluric acid (CHEBI:9008) has functional parent glycine (CHEBI:15428)
Thr-Asp-Gly (CHEBI:73658) has functional parent glycine (CHEBI:15428)
tiglylglycine (CHEBI:73018) has functional parent glycine (CHEBI:15428)
trofinetide (CHEBI:229599) has functional parent glycine (CHEBI:15428)
Trp-Ala-Gly (CHEBI:73691) has functional parent glycine (CHEBI:15428)
Val-Gly (CHEBI:73699) has functional parent glycine (CHEBI:15428)
glycine-13C2,15N (CHEBI:191950) is a glycine (CHEBI:15428)
glycine-d5 (CHEBI:132194) is a glycine (CHEBI:15428)
glycinium (CHEBI:32507) is conjugate acid of glycine (CHEBI:15428)
glycinate (CHEBI:32508) is conjugate base of glycine (CHEBI:15428)
glycine residue (CHEBI:29947) is substituent group from glycine (CHEBI:15428)
glycino group (CHEBI:46738) is substituent group from glycine (CHEBI:15428)
glycyl group (CHEBI:46740) is substituent group from glycine (CHEBI:15428)
glycine zwitterion (CHEBI:57305) is tautomer of glycine (CHEBI:15428)
IUPAC Names
aminoacetic acid
glycine
Synonyms Sources
Aminoacetic acid KEGG COMPOUND
Aminoessigsäure ChEBI
aminoethanoic acid ChEBI
aminoethanoic acid JCBN
G ChEBI
Gly KEGG COMPOUND
Glycin ChemIDplus
Glycine KEGG COMPOUND
GLYCINE PDBeChem
Glycocoll ChemIDplus
Glykokoll ChEBI
Glyzin ChEBI
H2N‒CH2‒COOH IUPAC
Hgly IUPAC
Leimzucker ChemIDplus
Manual Xrefs Databases
1319 DrugCentral
C00001361 KNApSAcK
C00037 KEGG COMPOUND
D00011 KEGG DRUG
DB00145 DrugBank
ECMDB00123 ECMDB
GLY MetaCyc
GLY PDBeChem
Glycine Wikipedia
HMDB0000123 HMDB
YMDB00016 YMDB
View more database links
Registry Numbers Types Sources
1808 Gmelin Registry Number Gmelin
56-40-6 CAS Registry Number KEGG COMPOUND
56-40-6 CAS Registry Number ChemIDplus
56-40-6 CAS Registry Number NIST Chemistry WebBook
635782 Reaxys Registry Number Reaxys
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Last Modified
16 April 2024