ChemicalBook > CAS DataBase List > 3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID

3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID

Product Name: 3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID
CAS No.: 5302-45-4
Chemical Name: 3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID
Synonyms: ODAP;BOAA;β-ODAP;β-ODAP;10-25Mg;β-L-ODAP;Dencichin;L-Dencichin;beta-ODAP >=98% (HPLC);β-N-Oxalylamino-L-alanine
CBNumber: CB91403737
Molecular Formula: C5H8N2O5
Formula Weight: 176.13
MOL File: 5302-45-4.mol

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3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID Property

Density: 1.596±0.06 g/cm3 (20 ºC 760 Torr)
storage temp.: Keep in dark place,Sealed in dry,2-8°C
solubility: 0.1 M HCl: soluble2mg/mL, clear (warmed)
form: powder
pka: 1.99±0.10(Predicted)
color: white to beige
optical activity: [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

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1836
Product name: β-ODAP
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $111.15
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML1836
Product name: β-ODAP
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $477
Updated: 2025/07/31

Usbiological

Product number: 300175
Product name: Dencichin
Packaging: 10mg
Price: $546
Updated: 2021/12/16

ChemScene

Product number: CS-0016985
Product name: Dencichine
Purity: ≥98.0%
Packaging: 25mg
Price: $670
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD73970
Product name: dencichine
Packaging: 100mg
Price: $694
Updated: 2021/12/16

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3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID Chemical Properties,Usage,Production

Chemical Properties

Colorless crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the dried roots of Panax notoginseng.

Uses

Dencichin is a non-protein amino acid originally extracted from Panax notoginseng, and can inhibit HIF-prolyl hydroxylase-2 (PHD-2) activity.

Definition

ChEBI: An Nbeta-acyl-L-2,3-diaminopropionic acid in which the acyl group is oxalyl.

Biological Activity

β-ODAP is a potent inhibitor of HIF-prolyl hydroxylase-2 (PHD-2) th at induces HIF dependent HRE (hypoxia response element) in normoxic conditions. β-ODAP is an analog of glutamic acid present in Lathyrus sativus (grass pea) th at activates AMPA receptors. β-ODAP causes neurolathyrism upon prolonged consumption of L. sativus seeds.', 'β-ODAP is considered more neurotoxic than α-ODAP, thus during food processing, its conversion to α isomer is essential. β-ODAP exhibits its neurotoxicity via the activation of metabotropic glutamatergic receptor.

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^[2].

References

[1] Eslavath RK, et al. β-N-oxalyl-L-α, β- diaminopropionic acid induces HRE expression by inhibiting HIF-prolyl hydroxylase-2 in normoxic conditions. Eur J Pharmacol. 2016 Nov 15;791:405-411. DOI:10.1016/j.ejphar.2016.07.007
[2] Jie L, et al. Dencichine ameliorates kidney injury in induced type II diabetic nephropathy via the TGF-β/Smad signalling pathway. Eur J Pharmacol. 2017 Oct 5;812:196-205. DOI:10.1016/j.ejphar.2017.06.024

3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID manufacturers

Shanghai Standard Technology Co., Ltd.

Product: β-n-oxalylamino-l-alanine 5302-45-4
Price: US $0.00/mg
Min. Order: 5mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2019-12-18

Career Henan Chemical Co

Product: 3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID 5302-45-4
Price: US $9.80/KG
Min. Order: 1KG
Purity: ≥98%
Supply Ability: 20 tons
Release date: 2020-01-10

5302-45-4, 3-N-OXALYL-L-2,3-DIAMINOPROPANOICACIDRelated Search:

Notoginsenoside T5 3β-[(2-O-β-D-Glucopyranosyl-β-D-glucopyranuronosyl)oxy]oleana-12-ene-28-oic acid Notoginsenoside R2 Notoginsenoside S NotoginsenosideFc Cornuside Alpinetin KAEMPFEROL-3-O-RUTINOSIDE SHANZHISIDE METHYL ESTER spicatosideB Complanatoside A Maslinic acid SAUCHINONE 7,8-Dihydroxycoumarin ARTEMISININ MORIN Cephalomannine Notoginsenoside R1

3-N-OXALYL-L-2,3-DIAMINOPROPANOICACID

BETA-N-OXALYL-ALPHA,BETA-DIAMINOPROPIONICACID

BETA-N-OXALAMINO-L-ALANINE

BETA-N-OXYALYLAMINE-L-ALANINE

(S)-2-Amino-3-[(1,2-dioxo-2-hydroxyethyl)amino]propionic acid

Dencichin

ODAP

β-L-ODAP

β-ODAP

10-25Mg

3-[(Carboxycarbonyl)amino]-L-alanine

(S)-2-AMino-3-(carboxyforMaMido)propanoic acid

BOAA

β-N-Oxalylamino-L-alanine

L-Dencichin

DENCICHINE; L-DENCICHIN; ODAP

N(3)-oxalyl-L-2,3-diaminopropionic acid

L-Alanine, 3-[(carboxycarbonyl)amino]-

beta-ODAP >=98% (HPLC)

N3-oxalyl-L-2,3-diaminopropionicaci

Hypoxia-inducible factors,HIF/HIF Prolyl-Hydroxylase,dencichine,Inhibitor,HIFs,HIF-PH,inhibit

β-ODAP

β-n-oxalylamino-l-alanine

5302-45-4