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name Structure Reference Source Properties Activities Metabolism

Glycylglycylglycine

AlkaPlorer ID: AK012814

Synonym: Diglycylglycine, Triglycine

IUPAC Name: 2-[[2-[(2-aminoacetyl)amino]acetyl]amino]acetic acid

Structure

SMILES: NCC(=O)NCC(=O)NCC(=O)O

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InChI: InChI=1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)

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InChIKey: XKUKSGPZAADMRA-UHFFFAOYSA-N

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Reference

Peptides from blighia sapida seed

PubChem CID: 6994044

CAS: 556-33-2

LOTUS: LTS0063976

SuperNatural Ⅲ: SN0432897

COCONUT: CNP0258245

Source

Species Genus Family Order Class Phylum Kingdom Domain
Blighia sapida Blighia Sapindaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 189.171

TPSA？: 121.52

MolLogP？: -2.737899999999999

Number of H-Donors: 4

Number of H-Acceptors: 4

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Oligopeptide transporter small intestine isoform Activity nan None 10.1006/bbrc.1998.9298
Homo sapiens Oligopeptide transporter small intestine isoform EC50 580000.0 nM 10.1021/jm0511029
Homo sapiens Oligopeptide transporter small intestine isoform IC50 1070000.0 nM 10.1021/jm0511029
Homo sapiens Oligopeptide transporter small intestine isoform IC50 1400000.0 nM 10.1023/a:1016476220296
Homo sapiens Oligopeptide transporter small intestine isoform max activation 109.0 % 10.1021/jm0511029
Homo sapiens Oligopeptide transporter small intestine isoform Ratio 190.0 None 10.1021/jm0511029
Rattus norvegicus Oligopeptide transporter, kidney isoform Ki 160000.0 nM 10.1007/s004240000339
Rattus norvegicus Solute carrier family 15 member 1 Ki 1300000.0 nM 10.1007/s004240000339
Saccharomyces cerevisiae General amino-acid permease GAP1 Inhibition 15.0 % 10.1038/nchembio.132
None No relevant target LogP 4.47 None 10.1021/jm00393a031
None No relevant target pKa 3.23 None 10.1007/s11095-013-1232-z
None No relevant target pKa 7.94 None 10.1007/s11095-013-1232-z
None Unchecked Log 1/T nan None 10.1021/jm00393a031

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT006108 CC(C)C[C@H](NC(=O)c1ccccc1N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](C(=O)NCC(=O)Oc1ccc([N+](=O)[O-])cc1[N+](=O)[O-])[C@@H](C)O.NCC(=O)NCC(=O)NCC(=O)O>>CC(C)C[C@H](NC(=O)c1ccccc1N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)NCC(=O)O)[C@@H](C)O enzymemap_73464
AKRT017540 NCC(=O)NCC(=O)NCC(=O)NCC(=O)NCC(=O)O>>NCC(=O)NCC(=O)NCC(=O)O enzymemap_75768
AKRT017543 NCC(=O)NCC(=O)NCC(=O)O>>NCC(=O)NCC(=O)O enzymemap_65287
AKRT017544 NCC(=O)NCC(=O)NCC(=O)O>>NCC(=O)NCC(=O)O.NCC(=O)O None
AKRT017545 NCC(=O)NCC(=O)NCC(=O)O>>NCC(=O)O enzymemap_65287
AKRT017552 NCC(=O)NCC(=O)O.NCC(=O)O>>NCC(=O)NCC(=O)NCC(=O)O MNXR129876
AKRT019003 N[C@@H](CCC(=O)Nc1ccc([N+](=O)[O-])cc1)C(=O)O.NCC(=O)NCC(=O)NCC(=O)O>>N[C@@H](CCC(=O)NCC(=O)NCC(=O)NCC(=O)O)C(=O)O enzymemap_32775
AKRT022846 O=C(O)CNC(=O)CNC(=O)CNC(=O)[C@@H]1CCCN1>>NCC(=O)NCC(=O)NCC(=O)O enzymemap_65980
AKRT022847 O=C(O)CNC(=O)CNC(=O)CNC(=O)[C@@H]1CCCN1>>NCC(=O)NCC(=O)NCC(=O)O.O=C(O)[C@@H]1CCCN1 None
AKRT022849 O=C(O)CNC(=O)CNC(=O)CNC(=O)c1ccc([N+](=O)[O-])cc1>>NCC(=O)NCC(=O)NCC(=O)O enzymemap_77216
AKRT022851 O=C(O)CNC(=O)CNC(=O)CNC(=O)c1ccccc1>>NCC(=O)NCC(=O)NCC(=O)O enzymemap_77215