ASPARTIC ACID, D-

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C4H7NO4
Molecular Weight	133.1027
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N[C@H](CC(O)=O)C(O)=O

InChI

InChIKey=CKLJMWTZIZZHCS-UWTATZPHSA-N

InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C4H7NO4
Molecular Weight	133.1027
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28841667 | https://www.ncbi.nlm.nih.gov/pubmed/19860889

D-aspartic acid is an essential amino acid and a key ingredient in various testosterone boosting anti-estrogen supplements. D-aspartic acid is not used to build proteins; instead, it plays a role in making and releasing hormones in the body. It is an endogenous NMDA receptor agonist with similar activity to the L-isomer. D-aspartic acid also enhances the release of luteinizing hormone (LH) and testosterone. This action is mediated in the pituitary by cGMP and in the testis by cAMP, which acts as the second messengers in the signal transduction in the pituitary and testes respectively. The pituitary and testis possess a D-Aspartate racemase, which provides the necessary production of this isomer.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
luteinizing hormone secretion 3 Target ID: GO:0032275 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19860889	Activator 1447
testosterone secretion 1 Target ID: GO:0035936 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19860889	Activator 1447
Glutamate [NMDA] receptor 125 Target ID: CHEMBL2094124 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8036251	Activator 1447

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Retinal bipolar cell input mechanisms in giant danio. II. Patch-clamp analysis of on bipolar cells.	2005-01	15229214
Cannabinoid signaling in rat cerebellar granule cells: G-protein activation, inhibition of glutamate release and endogenous cannabinoids.	2004-07	15165836
Measurement of glutamate uptake and reversed transport by rat synaptosome transporters.	2004-06	15187424
Loss of glial fibrillary acidic protein results in decreased glutamate transport and inhibition of PKA-induced EAAT2 cell surface trafficking.	2004-05-19	15135219
Excessive and precocious glutamate release in a mouse model of amyotrophic lateral sclerosis.	2004-05	15033338
L-Glutamate in the extracellular space regulates endogenous D-aspartate homeostasis in rat pheochromocytoma MPT1 cells.	2004-04-01	15019840
Cloning and expression in Escherichia coli of the D-aspartate oxidase gene from the yeast Cryptococcus humicola and characterization of the recombinant enzyme.	2004-04	15115779
Effect of peroxides on [3H]D-aspartate release from bovine isolated retinae.	2004-04	15098946
Effects of L-glutamate/D-aspartate and monensin on lactic acid production in retina and cultured retinal Müller cells.	2004-04	15056294
Binding and transport of [3H](2S,4R)- 4-methylglutamate, a new ligand for glutamate transporters, demonstrate labeling of EAAT1 in cultured murine astrocytes.	2004-03-15	14994336
Somatostatin inhibits glutamate release from mouse cerebrocortical nerve endings through presynaptic sst2 receptors linked to the adenylyl cyclase-protein kinase A pathway.	2004-03	14975694
Activation of glutamate transporters in rods inhibits presynaptic calcium currents.	2004-02-24	14977334
Diversity of functional astroglial properties in the respiratory network.	2004-02-11	14960607
M channels containing KCNQ2 subunits modulate norepinephrine, aspartate, and GABA release from hippocampal nerve terminals.	2004-01-21	14736843
Glutamate-induced inhibition of D-aspartate uptake in Müller glia from the retina.	2004-01	14992289
Expression of SOD1 G93A or wild-type SOD1 in primary cultures of astrocytes down-regulates the glutamate transporter GLT-1: lack of involvement of oxidative stress.	2004-01	14690536
Molecular characterization of D-amino acid oxidase from common carp Cyprinus carpio and its induction with exogenous free D-alanine.	2003-12-01	14622982
Glucose-deprivation-induced [3H]D-aspartate release from isolated bovine and human retinae.	2003-12	14733717
Regulation of the Na+-dependent glutamate/aspartate transporter in rodent cerebellar astrocytes.	2003-12	14649726
Effect of hydrogen peroxide on amino acid concentrations in bovine retina and vitreous humor, ex vivo.	2003-11	14685296
First evidence on induced topological changes in supercoiled DNA by an aluminium D-aspartate complex.	2003-11	14517616
WAY-855 (3-amino-tricyclo[2.2.1.02.6]heptane-1,3-dicarboxylic acid): a novel, EAAT2-preferring, nonsubstrate inhibitor of high-affinity glutamate uptake.	2003-11	14517179
Location of putative glutamatergic neurons projecting to the medial preoptic area of the rat hypothalamus.	2003-08-30	12909290
The mcyF gene of the microcystin biosynthetic gene cluster from Microcystis aeruginosa encodes an aspartate racemase.	2003-08-01	12713441
A receptor for presynaptic glutamatergic autoinhibition is a glutamate transporter.	2003-08	12925016
Changes in NPY-mediated modulation of hippocampal [3H]D-aspartate outflow in the kindling model of epilepsy.	2003-08	12740867
Functional characterization of a glutamate/aspartate transporter from the mosquito Aedes aegypti.	2003-07	12771173
Effects of ammonia on high affinity glutamate uptake and glutamate transporter EAAT3 expression in cultured rat cerebellar granule cells.	2003-07	12620282
Stimulation of sodium pump restores membrane potential to neurons excited by glutamate in zebrafish distal retina.	2003-06-15	12730339
Immunological detection of D-beta-aspartate-containing protein in lens-derived cell lines.	2003-05-22	12764252
Asymmetry of glutamine transporters in cultured neural cells.	2003-05-14	12742071
The possible role of glutamate uptake in metaphit-induced seizures.	2003-05	12716023
An NMR study of alterations in [1-13C]glucose metabolism in C6 glioma cells by gliotoxic amino acids.	2003-05	12547642
Metabotropic glutamate receptor-mediated hetero-synaptic interaction of red- and green-cone inputs to LHC of carp retina.	2003-04-15	12725894
Nucleotides modulate the activity of aspartate racemase of Scapharca broughtonii.	2003-04	12670796
Adenosine-induced modulation of excitatory amino acid transport across isolated brain arterioles.	2003-03	12650427
P2X7 receptor-mediated release of excitatory amino acids from astrocytes.	2003-02-15	12598620
Distribution and characteristics of D-amino acid and D-aspartate oxidases in fish tissues.	2003-02-01	12541299
Presence of free D-amino acids in microalgae.	2003-02	12729005
Purification and characterization of aspartate racemase from the bivalve mollusk Scapharca broughtonii.	2003-02	12568809
The 'glial' glutamate transporter, EAAT2 (Glt-1) accounts for high affinity glutamate uptake into adult rodent nerve endings.	2003-02	12558972
N-methyl-D-glutamate and N-methyl-L-glutamate in Scapharca broughtonii (Mollusca) and other invertebrates.	2003-01	12524036
Effect of D-amino acids on some mitochondrial functions in rat liver.	2003	12624749
The effect of D-aspartate on luteinizing hormone-releasing hormone, alpha-melanocyte-stimulating hormone, GABA and dopamine release.	2002-12-03	12488823
The consequences of methylmercury exposure on interactive functions between astrocytes and neurons.	2002-12	12520765
Mechanism of nicotine-evoked release of 3H-noradrenaline in human cerebral cortex slices.	2002-12	12429579
Dose-dependent effects of prenatal ethanol exposure on synaptic plasticity and learning in mature offspring.	2002-11	12436066
Ferrous-iron-dependent uptake of L-glutamate by a mesophilic, mixotrophic iron-oxidizing bacterium strain OKM-9.	2002-10	12450111
Cellular architecture of the nucleus reuniens thalami and its putative aspartatergic/glutamatergic projection to the hippocampus and medial septum in the rat.	2002-10	12405983
Glutamate uptake is inhibited by tamoxifen and toremifene in cultured retinal pigment epithelial cells.	2002-09	12427111

Patents

Sample Use Guides

In Vivo Use Guide

6 grams per day. Administered every day for 12 weeks.

Route of Administration: Oral

In Vitro Use Guide

It was investigated in vitro the signaling pathway associated with D-Aspartic acid (d-Asp) stimulation in MA-10 murine Leydig cells. MA-10 cells were stimulated with different concentrations of d-Asp (concentration ranging from 0.1 to 10 nM), in presence or absence of Human Chorionic Gonadotropin (hCG). Then total testosterone (T) levels in the culture medium were evaluated by electrochemiluminescence immunoassay, and StAR and LHR protein expressions were quantified by the means of Western blotting. LHR cellular localization after hormonal stimulation was assessed by immunofluorescence.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:06:55 GMT 2025` Edited by `admin` on `Mon Mar 31 21:06:55 GMT 2025`
Record UNII	4SR0Q8YD1X
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ASPARTIC ACID, D-

Common Name

English

D-ASPARTIC ACID

Preferred Name

English

D-(-)-ASPARTIC ACID

Systematic Name

English

D-ASPARTIC ACID [MI]

Common Name

English

(-)-ASPARTIC ACID

Systematic Name

English

NSC-97922

Code

English

(R)-ASPARTIC ACID

Systematic Name

English

D-Aspartic acid [WHO-DD]

Common Name

English

Classification Tree Code System Code

DSLD

1336 (Number of products:21)