Basic Description

Synonyms	N3-Oxalyl-L-2,3-diaminopropanoate \| A13552 \| 3-N-Oxalyl-L-2,3-diaminopropanoic acid \| Dencichin \| UNII-O8VT5BZ48B \| beta-ODAP \| N-Oxalyl-L-alpha-beta-diaminopropionic acid (BOAA,ODAP) \| oxalyldiaminopropionic acid, (L-Ala)-isomer \| beta-N-Oxalyl-L-alpha,b
Biochemical and Physiological Mechanisms	Dencichin is a non-protein amino acid originally extracted from Panax notoginseng , and can inhibit HIF-prolyl hydroxylase-2 (PHD-2) activity.
Storage Temp	Protected from light,Store at -80°C
Shipped In	Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available.
Product Description	Dencichin is a non-protein amino acid originally extracted from Panax notoginseng , and can inhibit HIF-prolyl hydroxylase-2 (PHD-2) activity. In Vitro Dencichin (β-ODAP, 10 μM, 50 μM, 100 μM and 200 μM) increases HRE expression by 1.3±0.09, 2.5±0.07, 4.2±0.15 and 1.3±0.07 fold respectively compared to control. Dencichin has intermolecular interactions with PHD-2. Dencichin (10 μM, 100 μM, 1 mM) significantly inhibits cell proliferation and extracellular matrix (ECM) proteins accumulation of HBZY-1 cells, and reduces the secretion of collagen I (Col I), collagen IV (Col IV), and fibronectin (FN). MCE has not independently confirmed the accuracy of these methods. They are for reference only. In Vivo Dencichin improves metabolism disorder in diabetic nephropathy (DN) secondary to type II diabetes mellitus (DM) model. Dencichin (80, 160 mg/kg/day, p.o.) significantly prevents the up-regulation of TCH, TG, LDL, and HbAlc and the down-regulation of HDL in DN rats induced by STZ injection. Dencichin also attenuates renal injury induced in the DN secondary to type II DM model. Dencichin alleviates pancreas damage in the STZ-induced DN model. Dencichin regulates protein expression in the TGF-β/Smad signalling pathway in STZ-induced DN models. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Assay Cells are cultured in 6-well plates with glucose (LG) or high glucose control (HG) and then treated with valsartan (1.0 × 10 -3 M) or Dencichin (1.0 × 10 -5 M, 1.0 × 10 -4 M and 1.0 × 10 -3 M) for 24 h before analysing the activation of FN, Col I, and Col IV expression by ELISA and analysing MMP-9 and TIMP-1 expression by immunofluorescence. Each experiment is repeated at least three times throughout the study. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal administration Male SD rats weighted approximately 200 ± 20 g (eight weeks old) are kept at 23 ± 2°C. The rats are randomLy allotted into two groups: normal group (n = 16) and diabetic nephropathy (DN) group (n = 60). The normal rats fed with normal diet and vehicle fall into the normal control group (NC, n = 8) and the normal rats fed with normal diet and Dencichin fall into the Dencichin control group (De C, n = 8). The rats in the diabetic group are fed the high-sugar-high-fat diet (composition: Common breeding material 54.6%, lard oil 16.9%, sucrose 14%, casein 10.2%, gunk 2.1%, maltodextrin 2.2%). Five weeks later, DN is induced by administering of 40 mg/kg STZ though intraperitoneal injection, and the normal rats are treated with vehiclecitrate buffer (0.1 M, pH 4.2). Next, the DN rats (n = 32) are assigned into four groups and oral administered with metformin hydrochloride (a positive control) at 80 mg/kg/day, (DN+Met, n = 8), which is dissolve into distilled water to make a 2 mg/mL solution before use; vehicle control for the DN control group (DN, n = 8), or Dencichin. The Dencichin group is divided into a high Dencichin group ( 160 mg/kg/day ; DN+De H, n = 8) and a low Dencichin group ( 80 mg/kg/day ; DN+De L, n = 8), which are dissolved into distilled water to make a 5 mg/mL and 2.5 mg/mL solution before use and oral administered at the dosage once per day. Blood glucose is measured each month. 8 w after administering with Dencichin, the rats are killed . aladdin has not independently confirmed the accuracy of these methods. They are for reference only. Form:Solid IC50& Target:PHD-2

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organic acids and derivatives
  - Class Carboxylic acids and derivatives
    - Subclass Amino acids, peptides, and analogues
      - Level5 Amino acids and derivatives
        Level6 Alpha amino acids and derivatives
        Level7 Alpha amino acids
        Level8 L-alpha-amino acids

Kingdom	Organic compounds
Superclass	Organic acids and derivatives
Class	Carboxylic acids and derivatives
Subclass	Amino acids, peptides, and analogues
Intermediate Tree Nodes	Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
Direct Parent	L-alpha-amino acids
Alternative Parents	Dicarboxylic acids and derivatives Secondary carboxylic acid amides Amino acids Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
Molecular Framework	Aliphatic acyclic compounds
Substituents	L-alpha-amino acid - Dicarboxylic acid or derivatives - Carboxamide group - Secondary carboxylic acid amide - Amino acid - Carboxylic acid - Organic oxide - Organopnictogen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Amine - Hydrocarbon derivative - Aliphatic acyclic compound
Description	This compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
External Descriptors	N(beta)-acyl-L-2,3-diaminopropionic acid
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Names and Identifiers

IUPAC Name	(2S)-2-amino-3-(oxaloamino)propanoic acid
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(C(C(=O)O)N)NC(=O)C(=O)O
Isomeric SMILES	C([C@@H](C(=O)O)N)NC(=O)C(=O)O
Alternate CAS	5302-45-4
PubChem CID	440259
MeSH Entry Terms	(2-amino-2-carboxymethyl)-L-oxamic acid;2-oxalylamino-3-aminopropionic acid;3-amino-N-(carboxycarbonyl)-DL-alanine;3-amino-N-(carboxycarbonyl)alanine;3-oxalylamino-2-aminopropionic acid;beta-N-oxalylamino-L-alanine;beta-N-oxalylaminoalanine;beta-N-oxalyla
Molecular Weight	176.13

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Chemical and Physical Properties

Solubility	DMSO : 5 mg/mL (28.39 mM; Need ultrasonic) H2O : 5 mg/mL (28.39 mM; Need ultrasonic)
Molecular Weight	176.130 g/mol
XLogP3	-4.100
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	4
Exact Mass	176.043 Da
Monoisotopic Mass	176.043 Da
Topological Polar Surface Area	130.000 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	214.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Jing Chen, Ying Yuan, Xiaoku Ran, Na Guo, Deqiang Dou. (2018) Metabolomics analysis based on a UPLC-Q-TOF-MS metabolomics approach to compare Lin-Xia-Shan-Shen and garden ginseng. RSC Advances, 8 (53): (30616-30623).

Solution Calculators

Molarity Calculator

Determine the necessary mass, volume, or concentration for preparing a solution.

Mass

=

Concentration

x

Volume

x

M. Wt*

g/mol

*When preparing stock solutions, always use the batch-specific molecular weight of the product found on the vial label and the Certificate of Analysis (available online).

Dilution Calculator

Determine the dilution needed to prepare a stock solution.

Concentration 1 (C1)

x

Volume 1 (V1)

=

Concentration 2 (C2)

x

Volume 2 (V2)

Reconstitution Calculator

The reconstitution calculator enables you to quickly determine the volume of a reagent needed to reconstitute your vial. Just enter the mass of the reagent and the target concentration, and the calculator will do the rest.

Volume (to add to vial)

=

Mass (in vial)

÷

Desired Reconstitution Concentration

SKU	Size	Availability	Price
D647788-5mg	5mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$110.90
D647788-10mg	10mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$180.90
D647788-25mg	25mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$380.90

Dencichine , CAS No.5302-45-4