asparagine (CHEBI:22653)

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ChEBI Name	asparagine

ChEBI ID	CHEBI:22653

Definition	An α-amino acid in which one of the hydrogens attached to the α-carbon of glycine is substituted by a 2-amino-2-oxoethyl group.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	ChemicalBook:CB6441658, eMolecules:530918

Download	Molfile XML SDF

Wikipedia	License
Theophylline, also known as 1,3-dimethylxanthine, is a drug that inhibits phosphodiesterase and blocks adenosine receptors. It is used to treat chronic obstructive pulmonary disease (COPD) and asthma. Its pharmacology is similar to other methylxanthine drugs (e.g., theobromine and caffeine). Trace amounts of theophylline are naturally present in tea, coffee, chocolate, yerba maté, guarana, and kola nut. The name 'theophylline' derives from "Thea"—the former genus name for tea + Legacy Greek φύλλον (phúllon, "leaf") + -ine.
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Formula

C4H8N2O3

Net Charge

Average Mass

132.11800

Monoisotopic Mass

132.05349

InChI

InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)

InChIKey

DCXYFEDJOCDNAF-UHFFFAOYSA-N

SMILES

NC(CC(N)=O)C(O)=O

Metabolite of Species	Details
Chlamydomonas reinhardtii (NCBI:txid3055)	See: PubMed
Daphnia magna (NCBI:txid35525)	See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268

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):	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. Daphnia magna metabolite A Daphnia metabolite produced by the species Daphnia magna.

ChEBI Ontology
Outgoing	asparagine (CHEBI:22653) has part 2-amino-2-oxoethyl group (CHEBI:50330) asparagine (CHEBI:22653) has role Daphnia magna metabolite (CHEBI:83056) asparagine (CHEBI:22653) has role algal metabolite (CHEBI:84735) asparagine (CHEBI:22653) is a α-amino acid (CHEBI:33704) asparagine (CHEBI:22653) is a dicarboxylic acid monoamide (CHEBI:35735) asparagine (CHEBI:22653) is a polar amino acid (CHEBI:26167) asparagine (CHEBI:22653) is conjugate acid of asparaginate (CHEBI:32660) asparagine (CHEBI:22653) is conjugate base of asparaginium (CHEBI:32661)

Incoming	N-ethylasparagine (CHEBI:64308) has functional parent asparagine (CHEBI:22653) asparagine derivative (CHEBI:22654) has functional parent asparagine (CHEBI:22653) D-asparagine (CHEBI:28159) is a asparagine (CHEBI:22653) L-asparagine (CHEBI:17196) is a asparagine (CHEBI:22653) asparaginium (CHEBI:32661) is conjugate acid of asparagine (CHEBI:22653) asparaginate (CHEBI:32660) is conjugate base of asparagine (CHEBI:22653) N²-asparagino group (CHEBI:32662) is substituent group from asparagine (CHEBI:22653) N⁴-asparagino group (CHEBI:22655) is substituent group from asparagine (CHEBI:22653) asparagine residue (CHEBI:32664) is substituent group from asparagine (CHEBI:22653) asparaginyl group (CHEBI:22656) is substituent group from asparagine (CHEBI:22653)

IUPAC Name

asparagine

Synonyms	Sources
2,4-diamino-4-oxobutanoic acid	IUPAC
2-amino-3-carbamoylpropanoic acid	JCBN
Asn	ChEBI
ASN	ChEBI
Asparagin	ChEBI
asparagina	ChEBI
DL-Asparagine	KEGG COMPOUND
Hasp	IUPAC
N	ChEBI

Citations

Last Modified

29 July 2019