(1S,2R)-2-[(S)-Amino(carboxy)methyl]cyclopropane-1-carboxylic acid

Details

• Internal ID: 8bf77aeb-847b-4cb1-a613-a4fe91b469cb
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
• IUPAC Name: (1S,2R)-2-[(S)-amino(carboxy)methyl]cyclopropane-1-carboxylic acid
• SMILES (Canonical): C1C(C1C(=O)O)C(C(=O)O)N
• SMILES (Isomeric): C1[C@H]([C@H]1C(=O)O)[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H9NO4/c7-4(6(10)11)2-1-3(2)5(8)9/h2-4H,1,7H2,(H,8,9)(H,10,11)/t2-,3+,4+/m1/s1
• InChI Key: GZOVEPYOCJWRFC-UZBSEBFBSA-N
• Popularity: 100 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₉NO₄
• Molecular Weight: 159.14 g/mol
• Exact Mass: 159.05315777 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: -3.40

Synonyms

• (2S,3R,4S)-CCG
• 117857-95-1
• 117857-96-2
• (1S,2R)-2-[(S)-AMINO(CARBOXY)METHYL]CYCLOPROPANE-1-CARBOXYLIC ACID
• CHEMBL282842
• (2s,3r,4s)-alpha-(carboxycyclopropyl)glycine
• L-CCG III
• (2S,1's,2'r)-2-(carboxycyclopropyl)glycine
• Tocris-0332
• Tocris-0333
• SCHEMBL9078498
• DTXSID00415498
• BDBM50220152
• NCGC00024540-01
• NCGC00024541-01
• BL168614
• J-003678
• (2S,3R,4S)-alpha-(Carboxycyclopropyl)glycine, solid
• 2-(Amino-carboxy-methyl)-cyclopropanecarboxylic acid (D-CGA-C)
• (1S,2R)-2-((S)-amino(carboxy)methyl)cyclopropanecarboxylic acid
• (1S,2R)-2-((S)-Amino-carboxy-methyl)-cyclopropanecarboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	35481.3 nM	Potency	via CMAUP
CHEMBL1293235	P02545	Prelamin-A/C	2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.61%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.33%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.88%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.80%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.58%	91.11%

Plants that contains it

• Aesculus parviflora
• Endiandra anthropophagorum
• Ephedra altissima
• Nicotiana tabacum

Cross-Links

• PubChem: 5310958
• NPASS: NPC188231
• ChEMBL: CHEMBL282842
• LOTUS: LTS0144352
• wikiData: Q82224448