Showing Compound Card for Aspartic acid (CDB000235)

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Record Information
Version1.0
Created at2020-03-19 00:26:05 UTC
Updated at2022-12-13 23:36:24 UTC
CannabisDB IDCDB000235
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameAspartic acid
DescriptionAspartic acid (Asp, D), also known as aspartate, the name of its anion, is one of the 20 natural proteinogenic amino acids which are the building blocks of proteins. As such, it is also present in Cannabis sativa (PMID: 6991645 ). As its name indicates, aspartic acid is the carboxylic acid analog of asparagine. As a neurotransmitter, aspartic acid may provide resistance to fatigue and thus lead to endurance, although the evidence to support this idea is not strong. Aspartic acid is a nonessential amino acid, since it can be made from glutamic acid by enzymes using vitamin B6. The amino acid has important roles in the urea cycle and DNA metabolism. Aspartic acid is a major excitatory neurotransmitter, which is sometimes found to be increased in epileptic and stroke patients. It is decreased in depressed patients and in patients with brain atrophy. Aspartic acid supplements are being evaluated. Five grams can raise blood levels. Magnesium and zinc may be natural inhibitors of some of the actions of aspartic acid. Aspartic acid, with the amino acid phenylalanine, is a part of the natural sweetener, aspartame. This sweetener is an advance in artificial sweeteners and is probably safe in normal doses to all except phenylketonurics. The jury is still out on the long-term effects it has on many brain neurohormones. Aspartic acid may be a significant immunostimulant of the thymus and can protect against some of the damaging effects of radiation. Many claims have been made for the special value of administering aspartic acid in the form of potassium and magnesium salts. Since aspartic acid is relatively nontoxic, studies are now in progress to elucidate its pharmacological and therapeutic roles.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Chemical FormulaC4H7NO4
Average Molecular Weight133.1
Monoisotopic Molecular Weight133.0375
IUPAC Name(2S)-2-aminobutanedioic acid
Traditional NameL-aspartic acid
CAS Registry Number56-84-8
SMILES
N[C@@H](CC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1
InChI KeyCKLJMWTZIZZHCS-REOHCLBHSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAspartic acid and derivatives
Alternative Parents
Substituents
  • Aspartic acid or derivatives
  • Alpha-amino acid
  • L-alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point270 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility5.39 mg/mLYALKOWSKY,SH & DANNENFELSER,RM (1992)
logP-3.89CHMELIK,J ET AL. (1991)
Predicted Properties
PropertyValueSource
logP-3.5ALOGPS
logP-3.5ChemAxon
logS0.03ALOGPS
pKa (Strongest Acidic)1.7ChemAxon
pKa (Strongest Basic)9.61ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.53 m³·mol⁻¹ChemAxon
Polarizability11.28 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
MS/MS
NMR
Pathways
Pathways
Protein Targets
Enzymes
Transporters
Protein NameGene NameLocusUniprot IDDetails
Calcium-binding mitochondrial carrier protein Aralar2SLC25A137q21.3Q9UJS0 details
Excitatory amino acid transporter 3SLC1A19p24P43005 details
Calcium-binding mitochondrial carrier protein Aralar1SLC25A122q24O75746 details
Monocarboxylate transporter 10SLC16A106q21-q22Q8TF71 details
Metal Bindings
Protein NameGene NameLocusUniprot IDDetails
Aminoacylase-1ACY13p21.1Q03154 details
AspartoacylaseASPA17p13.3P45381 details
Aspartoacylase-2ACY3Q96HD9 details
Adenylosuccinate synthetase isozyme 2ADSS1q44P30520 details
Adenylosuccinate synthetase isozyme 1ADSSL114q32.33Q8N142 details
Calcium-binding mitochondrial carrier protein Aralar2SLC25A137q21.3Q9UJS0 details
Calcium-binding mitochondrial carrier protein Aralar1SLC25A122q24O75746 details
CAD proteinCAD2p22-p21P27708 details
ReceptorsNot Available
Transcriptional Factors
Protein NameGene NameLocusUniprot IDDetails
Aspartyl/asparaginyl beta-hydroxylaseASPH8q12.1Q12797 details
Concentrations Data
Cannabis CultivarStatusValueReferenceDetails
Alien DawgDetected and Quantified1.446 mg/g dry wt
    • David S. Wishart,...
 details
GabriolaDetected and Quantified1.278 mg/g dry wt
    • David S. Wishart,...
 details
Island HoneyDetected and Quantified0.827 mg/g dry wt
    • David S. Wishart,...
 details
QuadraDetected and Quantified0.391 mg/g dry wt
    • David S. Wishart,...
 details
Sensi StarDetected and Quantified1.609 mg/g dry wt
    • David S. Wishart,...
 details
Tangerine DreamDetected and Quantified0.675 mg/g dry wt
    • David S. Wishart,...
 details
HMDB IDHMDB0000191
DrugBank IDDB00128
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012567
KNApSAcK IDC00001342
Chemspider ID5745
KEGG Compound IDC00049
BioCyc IDL-ASPARTATE
BiGG ID33663
Wikipedia LinkAspartic acid
METLIN ID5206
PubChem Compound5960
PDB IDNot Available
ChEBI ID17053
References
General References
  1. Turner CE, Elsohly MA, Boeren EG: Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 1980 Mar-Apr;43(2):169-234. doi: 10.1021/np50008a001. [PubMed:6991645 ]

Only showing the first 10 proteins. There are 39 proteins in total.

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Enzymes

Enzyme Details
1. Aspartate aminotransferase, cytoplasmic
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Plays a key role in amino acid metabolism (By similarity).
Gene Name:
GOT1
Uniprot ID:
P17174
Molecular weight:
46247.14
Enzyme Details
2. Aspartate aminotransferase, mitochondrial
General function:
Involved in transferase activity, transferring nitrogenous groups
Specific function:
Catalyzes the irreversible transamination of the L-tryptophan metabolite L-kynurenine to form kynurenic acid (KA). Plays a key role in amino acid metabolism. Important for metabolite exchange between mitochondria and cytosol. Facilitates cellular uptake of long-chain free fatty acids.
Gene Name:
GOT2
Uniprot ID:
P00505
Molecular weight:
47517.285
Enzyme Details
3. Ribonuclease pancreatic
General function:
Involved in nucleic acid binding
Specific function:
Endonuclease that catalyzes the cleavage of RNA on the 3' side of pyrimidine nucleotides. Acts on single stranded and double stranded RNA
Gene Name:
RNASE1
Uniprot ID:
P07998
Molecular weight:
17644.1
Enzyme Details
4. Aminoacylase-1
General function:
Involved in metallopeptidase activity
Specific function:
Involved in the hydrolysis of N-acylated or N-acetylated amino acids (except L-aspartate).
Gene Name:
ACY1
Uniprot ID:
Q03154
Molecular weight:
45884.705
Enzyme Details
5. Aspartoacylase
General function:
Involved in hydrolase activity, acting on ester bonds
Specific function:
Catalyzes the deacetylation of N-acetylaspartic acid (NAA) to produce acetate and L-aspartate. NAA occurs in high concentration in brain and its hydrolysis NAA plays a significant part in the maintenance of intact white matter. In other tissues it act as a scavenger of NAA from body fluids.
Gene Name:
ASPA
Uniprot ID:
P45381
Molecular weight:
35734.79
Enzyme Details
6. Aspartoacylase-2
General function:
Involved in hydrolase activity, acting on ester bonds
Specific function:
Plays an important role in deacetylating mercapturic acids in kidney proximal tubules (By similarity).
Gene Name:
ACY3
Uniprot ID:
Q96HD9
Molecular weight:
Not Available
Enzyme Details
7. Asparagine synthetase [glutamine-hydrolyzing]
General function:
Involved in asparagine synthase (glutamine-hydrolyzing) activity
Specific function:
Not Available
Gene Name:
ASNS
Uniprot ID:
P08243
Molecular weight:
62167.855
Enzyme Details
8. Aspartate--tRNA ligase, cytoplasmic
General function:
Involved in nucleotide binding
Specific function:
Catalyzes the specific attachment of an amino acid to its cognate tRNA in a 2 step reaction: the amino acid (AA) is first activated by ATP to form AA-AMP and then transferred to the acceptor end of the tRNA.
Gene Name:
DARS
Uniprot ID:
P14868
Molecular weight:
57135.8
Enzyme Details
9. Argininosuccinate synthase
General function:
Involved in argininosuccinate synthase activity
Specific function:
Not Available
Gene Name:
ASS1
Uniprot ID:
P00966
Molecular weight:
46530.055
Enzyme Details
10. Glutamate dehydrogenase 1, mitochondrial
General function:
Involved in oxidoreductase activity
Specific function:
May be involved in learning and memory reactions by increasing the turnover of the excitatory neurotransmitter glutamate (By similarity).
Gene Name:
GLUD1
Uniprot ID:
P00367
Molecular weight:
61397.315

Transporters

Enzyme Details
1. Calcium-binding mitochondrial carrier protein Aralar2
General function:
Involved in transporter activity
Specific function:
Catalyzes the calcium-dependent exchange of cytoplasmic glutamate with mitochondrial aspartate across the mitochondrial inner membrane. May have a function in the urea cycle.
Gene Name:
SLC25A13
Uniprot ID:
Q9UJS0
Molecular weight:
74303.085
Enzyme Details
2. Excitatory amino acid transporter 3
General function:
Involved in sodium:dicarboxylate symporter activity
Specific function:
Transports L-glutamate and also L- and D-aspartate. Essential for terminating the postsynaptic action of glutamate by rapidly removing released glutamate from the synaptic cleft. Acts as a symport by cotransporting sodium. Negatively regulated by ARL6IP5
Gene Name:
SLC1A1
Uniprot ID:
P43005
Molecular weight:
57099.8
Enzyme Details
3. Calcium-binding mitochondrial carrier protein Aralar1
General function:
Involved in transporter activity
Specific function:
Catalyzes the calcium-dependent exchange of cytoplasmic glutamate with mitochondrial aspartate across the mitochondrial inner membrane. May have a function in the urea cycle.
Gene Name:
SLC25A12
Uniprot ID:
O75746
Molecular weight:
74761.225
Enzyme Details
4. Monocarboxylate transporter 10
General function:
Involved in transmembrane transport
Specific function:
Sodium-independent transporter that mediates the update of aromatic acid. Can function as a net efflux pathway for aromatic amino acids in the basosolateral epithelial cells
Gene Name:
SLC16A10
Uniprot ID:
Q8TF71
Molecular weight:
55492.1

Only showing the first 10 proteins. There are 39 proteins in total.

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