Dencichine
Basic information
- CAS
5302-45-4- Standard SMILES
N[C@@H](CNC(=O)C(=O)O)C(=O)O- InChIKey
NEEQFPMRODQIKX-REOHCLBHSA-N- Molecular formula
- C5H8N2O5
- Average molar mass
- 176.13 g/mol
- Monoisotopic mass
- 176.04332136
Overview
N(3)-oxalyl-L-2,3-diaminopropionic acid is an Nbeta-acyl-L-2,3-diaminopropionic acid in which the acyl group is oxalyl. It is functionally related to a propionic acid. It is a conjugate acid of a N(3)-(carboxylatoformyl)-L-2,3-diaminopropionate(1-).
Names & identifiers
- Preferred name
- Dencichine
- IUPAC
- (2S)-2-amino-3-(oxaloamino)propanoic acid
- English name
- 3-N-Oxalyl-L-2,3-diaminopropanoicacid
- Molecular formula
- C5H8N2O5
- Molecular weight
- 176.13
Names & synonyms
DencichineDencichin5302-45-4L-Dencichin(2S)-2-amino-3-(oxaloamino)propanoic acidBOAAbeta-N-Oxalyl-L-alpha,beta-diaminopropionic acidNbeta-Oxalylamino-L-alanineO8VT5BZ48B3-[(carboxycarbonyl)amino]-L-alanine3-((Carboxycarbonyl)amino)-L-alanineL-Alanine, 3-((carboxycarbonyl)amino)-
Show more names
ODAPβ-ODAPβ-ODAP10-25Mgβ-L-ODAPbeta-ODAP >=98% (HPLC)β-N-Oxalylamino-L-alanine
OXAMIC ACID, (2-AMINO-2-CARBOXYETHYL)-, L-beta-N-Oxalyl-L-alpha,beta-diaminopropionateL-BOAARefChem:34622beta-N-oxalylaminoalanine, (L)-oxalyldiaminopropionic acid, (L-Ala)-(2-amino-2-carboxymethyl)-L-oxamic acid(S)-2-Amino-3-(carboxyformamido)propanoic acid
Database identifiers
- CAS
5302-45-4- PubChem CID
- 440259
- DTXSID
DTXSID90967517- ChEBI
CHEBI:16399
Properties
Computed structural properties
- XLogP
- -4.1
- Topological polar surface area
- 130 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 214
Physicochemical properties
- Density
- 1.596 · 1.596±0.06 g/cm3 (20 ºC 760 Torr)
- storage temp.
- 2 · Keep in dark place,Sealed in dry,2-8°C
- solubility
- 0.1 M · 0.1 M HCl: soluble2mg/mL, clear (warmed)
- form
- powder
- pka
- 1.99 · 1.99±0.10(Predicted)
- color
- white to beige
- optical activity
- -17 to · [α]/D -17 to -23°, c = 0.5 (Solvent: 4N HCl)
- InChI
- InChI=1S/C5H8N2O5/c6-2(4(9)10)1-7-3(8)5(11)12/h2H,1,6H2,(H,7,8)(H,9,10)(H,11,12)/t2-/m0/s1
- InChIKey
- NEEQFPMRODQIKX-REOHCLBHSA-N
- SMILES
- C(O)(=O)[C@H](CNC(C(O)=O)=O)N
- FDA UNII
- 8 VT5BZ48B · O8VT5BZ48B
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesDencichin is a non-protein amino acid originally extracted from Panax notoginseng, and can inhibit HIF-prolyl hydroxylase-2 (PHD-2) activity.
Additional notes
DefinitionChEBI: An Nbeta-acyl-L-2,3-diaminopropionic acid in which the acyl group is oxalyl.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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