General Information
Drug ID
DR00024
Drug Name
L-glutamine
Synonyms
AES-14; Aesgen-14; E-6014; Glutamine (INN); L-glutamine (oral, short bowel syndrome), Emmaus; L-glutamine (oral, sickle cell anemia/sickle beta-0 thalassemia), Emmaus; L-glutamine (oral, sickle cell anemia/sickle beta-0 thalassemia), Emmaus/University of California Los Angeles; L-glutamine (topical, chemotherapy-induced mucositis), Aesgen; NutreStore; Saforis
Drug Type
Small molecular drug
Indication Short bowel syndrome [ICD11:KB89.1] Approved [1]
Structure
3D MOL 2D MOL
Formula
C5H10N2O3
Canonical SMILES
C(CC(=O)N)C(C(=O)O)N
InChI
InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1
InChIKey
ZDXPYRJPNDTMRX-VKHMYHEASA-N
CAS Number
CAS 56-85-9
Pharmaceutical Properties Molecular Weight 146.14 Topological Polar Surface Area 106
Heavy Atom Count 10 Rotatable Bond Count 4
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
XLogP
-3.1
PubChem CID
5961
PubChem SID
10527678 ,11341651 ,11361834 ,11363005 ,11365567 ,11368129 ,11372411 ,11375176 ,11376291 ,11485070 ,11487236 ,11489193 ,11491231 ,11493523 ,11493945 ,11537712 ,14710661 ,14719601 ,15297396 ,17405112 ,24277983 ,24872884 ,24895088 ,24895232 ,24895254 ,24895310 ,24895342 ,26612133 ,26679268 ,26747519 ,29224984 ,3133338 ,3364 ,46393493 ,46505866 ,46508385 ,47291275 ,47365367 ,47810918 ,48416059 ,49737762 ,584498 ,6436322 ,7847083 ,7887912 ,8143908 ,8153704 ,828106 ,836113 ,841114
ChEBI ID
ChEBI:18050
TTD Drug ID
D01JIA
DT(s) Transporting This Drug ASCT2 Transporter Info Alanine/serine/cysteine/threonine transporter 2 Substrate [2]
LAT1 Transporter Info L-type amino acid transporter 1 Substrate [3]
SNAT1 Transporter Info Sodium-coupled neutral amino acid transporter 1 Substrate [4]
SNAT2 Transporter Info Sodium-coupled neutral amino acid transporter 2 Substrate [4]
SNAT3 Transporter Info Sodium-coupled neutral amino acid transporter 3 Substrate [4]
SNAT4 Transporter Info Sodium-coupled neutral amino acid transporter 4 Substrate [4]
SNAT5 Transporter Info Sodium-coupled neutral amino acid transporter 5 Substrate [4]
SNAT7 Transporter Info Putative sodium-coupled neutral amino acid transporter 7 Substrate [4]
References
1 L-glutamine was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 High-affinity glutamate transporter GLAST/EAAT1 regulates cell surface expression of glutamine/neutral amino acid transporter ASCT2 in human fetal astrocytes. Neurochem Int. 2006 May-Jun;48(6-7):611-5.
3 Bidirectional transport of amino acids regulates mTOR and autophagy. Cell. 2009 Feb 6;136(3):521-34.
4 Identification of SLC38A7 (SNAT7) protein as a glutamine transporter expressed in neurons. J Biol Chem. 2011 Jun 10;286(23):20500-11.

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