D-glutamine

AlkaPlorer ID: AK003563

Synonym: '', 'Hgln', 'D-2-Aminoglutaramic acid', 'GLUTAMINE', 'Glutamic acid amide', 'D-Glutamin', 'glutamine', 'L-Gln', 'D-Glutamine', 'Q', '2,5-diamino-5-oxopentanoic acid', 'Levoglutamide', '(2S)-2,5-diamino-5-oxopentanoic acid', 'L-2-Aminoglutaramic acid', '(2S)-2-amino-4-carbamoylbutanoic acid', '(2R)-2,5-diamino-5-oxopentanoic acid', '(S)-2,5-diamino-5-oxopentanoic acid', 'L-(+)-glutamine', '(R)-2,5-diamino-5-oxopentanoic acid', 'L-glutamic acid gamma-amide', 'Glutaminsaeure-5-amid', '2-amino-4-carbamoylbutanoic acid', 'L-glutamine', 'L-Glutaminsaeure-5-amid', 'DGN', 'D-Glutaminsaeure-5-amid', 'glutamic acid gamma-amide', 'Glutamic acid 5-amide', 'L-2-aminoglutaramic acid', '(2R)-2-amino-4-carbamoylbutanoic acid', 'L-Glutamine', 'L-Glutamin', '2-Aminoglutaramic acid', 'Glutamin', 'Glutamine'

IUPAC Name: (2R)-2,5-diamino-5-oxopentanoic acid

Structure

SMILES: NC(=O)CC[C@@H](N)C(=O)O

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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-/m1/s1

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InChIKey: ZDXPYRJPNDTMRX-GSVOUGTGSA-N

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Properties Information

Molecule Weight: 146.14600000000002

TPSA: 106.41

MolLogP: -1.3361999999999998

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Cytochrome P450 1A2 AC50 nan None None
Homo sapiens Cytochrome P450 2C19 AC50 nan None None
Homo sapiens Cytochrome P450 2C9 AC50 nan None None
Homo sapiens Cytochrome P450 2D6 AC50 nan None None
Homo sapiens Cytochrome P450 3A4 AC50 12589.25 nM None
Homo sapiens Cytochrome P450 3A4 IC50 10000.0 nM None
Homo sapiens Cytochrome P450 3A4 Potency 12589.3 nM None
Homo sapiens Hypoxia-inducible factor 1 alpha Potency 10000.0 nM None
Homo sapiens Prelamin-A/C Potency 35481.3 nM None
Homo sapiens Thyroid stimulating hormone receptor Potency 31622.8 nM None
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 29855.4 nM None
None Unchecked Ac50 0.631 uM None
None Unchecked Ac50 1.259 uM None
None Unchecked Ac50 3.162 uM None
None Unchecked AC50 631.0 nM None
None Unchecked AC50 1258.9 nM None
None Unchecked AC50 3162.3 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000555 *NC(=O)CC[C@@H](N)C(=O)O.NC(=O)CC[C@@H](N)C(=O)O>>*NC(=O)CC[C@@H](NC(=O)CC[C@@H](N)C(=O)O)C(=O)O R04012
AKRT002066 CC(=O)C(=O)O.NC(=O)CC[C@@H](N)C(=O)O>>NC(=O)CCC(=O)C(=O)O enzymemap_41852
AKRT004606 CC(=O)[CoA].NC(=O)CC[C@@H](N)C(=O)O>>CC(=O)N[C@H](CCC(N)=O)C(=O)O enzymemap_30750
AKRT007180 CCC(=O)[CoA].NC(=O)CC[C@@H](N)C(=O)O>>CCC(=O)N[C@H](CCC(N)=O)C(=O)O enzymemap_30770
AKRT012744 C[C@@H](N)C(=O)O.NC(=O)CC[C@@H](N)C(=O)O>>C[C@@H](N)C(=O)N[C@H](CCC(N)=O)C(=O)O enzymemap_90674
AKRT016808 NC(=O)CCC(=O)C(=O)O>>NC(=O)CC[C@@H](N)C(=O)O MNXR133809
AKRT016835 NC(=O)CC[C@@H](N)C(=O)O.NC(=O)CC[C@@H](N)C(=O)O>>NC(=O)CC[C@@H](N)C(=O)N[C@H](CCC(N)=O)C(=O)O enzymemap_90693
AKRT016836 NC(=O)CC[C@@H](N)C(=O)O.N[C@H](CCC(=O)O)C(=O)O>>N[C@H](CCC(=O)N[C@H](CCC(=O)O)C(=O)O)C(=O)O D-GLUTAMYLTRANSFERASE-RXN
AKRT016837 NC(=O)CC[C@@H](N)C(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>N[C@H](CCC(=O)O)C(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT016838 NC(=O)CC[C@@H](N)C(=O)O>>*NC(=O)CC[C@@H](N)C(=O)O MNXR147932
AKRT016839 NC(=O)CC[C@@H](N)C(=O)O>>C[C@@H](N)C(=O)O enzymemap_41852
AKRT016840 NC(=O)CC[C@@H](N)C(=O)O>>NC(=O)CCC(=O)C(=O)O enzymemap_22376
AKRT016841 NC(=O)CC[C@@H](N)C(=O)O>>NC(=O)CC[C@H](N)C(=O)O R00579
AKRT016842 NC(=O)CC[C@@H](N)C(=O)O>>N[C@H](CCC(=O)O)C(=O)O R01579
AKRT016843 NC(=O)CC[C@@H](N)C(N)=O>>NC(=O)CC[C@@H](N)C(=O)O enzymemap_75985
AKRT016908 NC(=O)CC[C@H](N)C(=O)O>>NC(=O)CC[C@@H](N)C(=O)O R00579
AKRT020223 N[C@H](CCC(=O)N[C@H](CCC(=O)O)C(=O)O)C(=O)O>>NC(=O)CC[C@@H](N)C(=O)O D-GLUTAMYLTRANSFERASE-RXN
AKRT020244 N[C@H](CCC(=O)O)C(=O)O>>NC(=O)CC[C@@H](N)C(=O)O D-GLUTAMINASE-RXN