erythro-5-hydroxy-L-lysinium(1+)

AlkaPlorer ID: AK021564

Synonym: '18899-31-5', '18899-30-4', 'erythro-5-hydroxy-L-lysinium cation', '5-Hydroxy-L-lysine', '5-hydroxy-L-lysine', '78088-29-6', '5-Hydroxylysine', '(5R)-5-hydroxy-L-lysine', '(2S,5R)-2,6-diazaniumyl-5-hydroxyhexanoate', '1190-94-9', '6000-08-4', 'erythro-5-hydroxy-L-lysinium'

IUPAC Name: (2S,5R)-2,6-diamino-5-hydroxyhexanoic acid

Structure

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

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InChI: InChI=1S/C6H14N2O3/c7-3-4(9)1-2-5(8)6(10)11/h4-5,9H,1-3,7-8H2,(H,10,11)/t4-,5+/m1/s1

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InChIKey: YSMODUONRAFBET-UHNVWZDZSA-N

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Reference

Hydroxylysine from alfalfa roots

PubChem CID: 3032849

LOTUS: LTS0237970

SuperNatural Ⅲ: SN0459089-02

NPASS: NPC68974

Properties Information

Molecule Weight: 162.18900000000002

TPSA: 109.57

MolLogP: -1.5018999999999991

Number of H-Donors: 4

Number of H-Acceptors: 4

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Glycine max Glutamine synthetase Inhibition 21.0 % 10.1016/j.bmc.2008.04.015
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720) Glutamine synthetase Ki 40000.0 nM 10.1016/j.bmc.2008.04.015
None Unchecked IC50 610000.0 nM 10.1016/j.bmc.2008.04.015
None Unchecked Inhibition 22.0 % 10.1016/j.bmc.2008.04.015
None Unchecked Inhibition 56.0 % 10.1016/j.bmc.2008.04.015
None Unchecked Inhibition 58.0 % 10.1016/j.bmc.2008.04.015

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT016483 N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1.NC[C@H](O)CC[C@H](N)C(=O)O>>N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1.NC[C@@H](CC[C@H](N)C(=O)O)OP(=O)(O)O None
AKRT018468 NC[C@H](O)CC[C@H](N)C(=O)O.Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>NC[C@@H](CC[C@H](N)C(=O)O)OP(=O)(O)O.Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 None
AKRT018469 NC[C@H](O)CC[C@H](N)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>>NC[C@@H](CC[C@H](N)C(=O)O)OP(=O)(O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT018470 NC[C@H](O)CC[C@H](N)C(=O)O>>NCCC[C@@H](O)CN enzymemap_81557
AKRT018471 NC[C@H](O)CC[C@H](N)C(=O)O>>NC[C@@H](CC[C@H](N)C(=O)O)OP(=O)(O)O R03378
AKRT018472 NC[C@H](O)CC[C@H](N)C(=O)O>>O=C=O enzymemap_81557