Identification
- Summary
Dexfosfoserine is an amino acid used for nutritional supplementation therapy in over-fatigue states.
- Generic Name
- Dexfosfoserine
- DrugBank Accession Number
- DB04522
- Background
The phosphoric acid ester of serine.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Dexfosfoserine (DB04522)
- Weight
- Average: 185.0725
Monoisotopic: 185.008923505 - Chemical Formula
- C3H8NO6P
- Synonyms
- Dexfosfoserine
- Phosphoserine
- Serine phosphate
- External IDs
- 206-986-0
- GNF-PF-1028
Pharmacology
- Indication
Not Available
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Indication Type Indication Combined Product Details Approval Level Age Group Patient Characteristics Dose Form Used in combination for therapy Fatigue Combination Product in combination with: Cyanocobalamin (DB00115), L-Glutamine (DB00130) •••••••••••• ••••• - Associated Therapies
- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U3-phosphoinositide-dependent protein kinase 1 Not Available Humans USerine/threonine-protein kinase pim-1 Not Available Humans UProtein kinase C theta type Not Available Humans UGlycogen phosphorylase, liver form Not Available Humans UPhosphomannomutase/phosphoglucomutase Not Available Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228) UGlycogen phosphorylase, muscle form Not Available Humans UcAMP-dependent protein kinase catalytic subunit alpha Not Available Humans UAnti-sigma F factor antagonist Not Available Lysinibacillus sphaericus UFimbrial protein Not Available Neisseria gonorrhoeae UAlkaline phosphatase Not Available Escherichia coli (strain K12) URhodopsin Not Available Humans USerpin B3 Not Available Humans UEndo-1,4-beta-xylanase Y Not Available Clostridium thermocellum USerine/threonine-protein kinase TAO2 Not Available Humans UPotassium voltage-gated channel subfamily C member 4 Not Available Humans ULithostathine-1-alpha Not Available Humans UMothers against decapentaplegic homolog 2 Not Available Humans UGlutaminase 1 Not Available Bacillus subtilis (strain 168) USiroheme synthase Not Available Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720) UPhosphocarrier protein HPr Not Available Enterococcus faecalis (strain ATCC 700802 / V583) UCystic fibrosis transmembrane conductance regulator Not Available Humans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
Pathway Category Glycine and Serine Metabolism Metabolic Non-Ketotic Hyperglycinemia Disease Sarcosinemia Disease Dihydropyrimidine Dehydrogenase Deficiency (DHPD) Disease Dimethylglycine Dehydrogenase Deficiency Disease Dimethylglycine Dehydrogenase Deficiency Disease Hyperglycinemia, Non-Ketotic Disease 3-Phosphoglycerate Dehydrogenase Deficiency Disease - Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image MEMOVIT B12 Dexfosfoserine (40 mg/10g) + Cyanocobalamin (500 mcg/10g) + L-Glutamine (60 mg) Syrup Oral Aescul API Us Farmaceutici Srl 2014-07-08 Not applicable Italy 
MEMOVIT B12 Dexfosfoserine (40 mg/10g) + Cyanocobalamin (500 mcg/10g) + L-Glutamine (60 mg) Syrup Oral Aescul API Us Farmaceutici Srl 2018-06-05 Not applicable Italy
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- 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.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- L-alpha-amino acids
- Alternative Parents
- Phosphoethanolamines / Monoalkyl phosphates / Amino acids / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- Aliphatic acyclic compound / Alkyl phosphate / Amine / Amino acid / Carbonyl group / Carboxylic acid / Hydrocarbon derivative / L-alpha-amino acid / Monoalkyl phosphate / Monocarboxylic acid or derivatives
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- O-phosphoserine (CHEBI:15811)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- VI4F0K069V
- CAS number
- 407-41-0
- InChI Key
- BZQFBWGGLXLEPQ-REOHCLBHSA-N
- InChI
- InChI=1S/C3H8NO6P/c4-2(3(5)6)1-10-11(7,8)9/h2H,1,4H2,(H,5,6)(H2,7,8,9)/t2-/m0/s1
- IUPAC Name
- (2S)-2-amino-3-(phosphonooxy)propanoic acid
- SMILES
- N[C@@H](COP(O)(O)=O)C(O)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000272
- KEGG Compound
- C01005
- PubChem Compound
- 68841
- PubChem Substance
- 46505297
- ChemSpider
- 62074
- BindingDB
- 17664
- ChEBI
- 15811
- ChEMBL
- CHEMBL284377
- ZINC
- ZINC000003869280
- Guide to Pharmacology
- GtP Drug Page
- PDBe Ligand
- SEP
- PDB Entries
- 1a37 / 1apm / 1atp / 1b4g / 1b4i / 1bkx / 1bx6 / 1c8l / 1cmk / 1f34 … show 1805 more
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Syrup Oral - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 19.9 mg/mL ALOGPS logP -2.3 ALOGPS logP -3.2 Chemaxon logS -0.97 ALOGPS pKa (Strongest Acidic) 1.2 Chemaxon pKa (Strongest Basic) 9.39 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 130.08 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 32.91 m3·mol-1 Chemaxon Polarizability 13.97 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.8885 Blood Brain Barrier + 0.7602 Caco-2 permeable - 0.7232 P-glycoprotein substrate Non-substrate 0.7552 P-glycoprotein inhibitor I Non-inhibitor 0.9626 P-glycoprotein inhibitor II Non-inhibitor 0.9904 Renal organic cation transporter Non-inhibitor 0.9543 CYP450 2C9 substrate Non-substrate 0.8573 CYP450 2D6 substrate Non-substrate 0.8308 CYP450 3A4 substrate Non-substrate 0.7411 CYP450 1A2 substrate Non-inhibitor 0.9045 CYP450 2C9 inhibitor Non-inhibitor 0.9243 CYP450 2D6 inhibitor Non-inhibitor 0.9231 CYP450 2C19 inhibitor Non-inhibitor 0.9026 CYP450 3A4 inhibitor Non-inhibitor 0.7778 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9946 Ames test Non AMES toxic 0.7462 Carcinogenicity Non-carcinogens 0.7817 Biodegradation Ready biodegradable 0.6862 Rat acute toxicity 1.8397 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9802 hERG inhibition (predictor II) Non-inhibitor 0.9683
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 133.661761 predictedDarkChem Lite v0.1.0 [M-H]- 135.310161 predictedDarkChem Lite v0.1.0 [M-H]- 134.742661 predictedDarkChem Lite v0.1.0 [M-H]- 124.393295 predictedDeepCCS 1.0 (2019) [M+H]+ 133.803661 predictedDarkChem Lite v0.1.0 [M+H]+ 135.171361 predictedDarkChem Lite v0.1.0 [M+H]+ 135.183861 predictedDarkChem Lite v0.1.0 [M+H]+ 127.478325 predictedDeepCCS 1.0 (2019) [M+Na]+ 133.343061 predictedDarkChem Lite v0.1.0 [M+Na]+ 134.988161 predictedDarkChem Lite v0.1.0 [M+Na]+ 134.262161 predictedDarkChem Lite v0.1.0 [M+Na]+ 136.86887 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein serine/threonine kinase activity
- Specific Function
- Serine/threonine kinase which acts as a master kinase, phosphorylating and activating a subgroup of the AGC family of protein kinases. Its targets include: protein kinase B (PKB/AKT1, PKB/AKT2, PKB...
- Gene Name
- PDPK1
- Uniprot ID
- O15530
- Uniprot Name
- 3-phosphoinositide-dependent protein kinase 1
- Molecular Weight
- 63151.305 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Transcription factor binding
- Specific Function
- Proto-oncogene with serine/threonine kinase activity involved in cell survival and cell proliferation and thus providing a selective advantage in tumorigenesis. Exerts its oncogenic activity throug...
- Gene Name
- PIM1
- Uniprot ID
- P11309
- Uniprot Name
- Serine/threonine-protein kinase pim-1
- Molecular Weight
- 45411.905 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Ubiquitin-protein transferase activity
- Specific Function
- Calcium-independent, phospholipid- and diacylglycerol (DAG)-dependent serine/threonine-protein kinase that mediates non-redundant functions in T-cell receptor (TCR) signaling, including T-cells act...
- Gene Name
- PRKCQ
- Uniprot ID
- Q04759
- Uniprot Name
- Protein kinase C theta type
- Molecular Weight
- 81864.145 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Vitamin binding
- Specific Function
- Phosphorylase is an important allosteric enzyme in carbohydrate metabolism. Enzymes from different sources differ in their regulatory mechanisms and in their natural substrates. However, all known ...
- Gene Name
- PYGL
- Uniprot ID
- P06737
- Uniprot Name
- Glycogen phosphorylase, liver form
- Molecular Weight
- 97147.82 Da
References
- Kind
- Protein
- Organism
- Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)
- Pharmacological action
- Unknown
- General Function
- Phosphomannomutase activity
- Specific Function
- Highly reversible phosphoryltransferase. The phosphomannomutase activity produces a precursor for alginate polymerization, the alginate layer causes a mucoid phenotype and provides a protective bar...
- Gene Name
- algC
- Uniprot ID
- P26276
- Uniprot Name
- Phosphomannomutase/phosphoglucomutase
- Molecular Weight
- 50295.09 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Pyridoxal phosphate binding
- Specific Function
- Phosphorylase is an important allosteric enzyme in carbohydrate metabolism. Enzymes from different sources differ in their regulatory mechanisms and in their natural substrates. However, all known ...
- Gene Name
- PYGM
- Uniprot ID
- P11217
- Uniprot Name
- Glycogen phosphorylase, muscle form
- Molecular Weight
- 97091.265 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Ubiquitin protein ligase binding
- Specific Function
- Phosphorylates a large number of substrates in the cytoplasm and the nucleus. Regulates the abundance of compartmentalized pools of its regulatory subunits through phosphorylation of PJA2 which bin...
- Gene Name
- PRKACA
- Uniprot ID
- P17612
- Uniprot Name
- cAMP-dependent protein kinase catalytic subunit alpha
- Molecular Weight
- 40589.38 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Lysinibacillus sphaericus
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- In the phosphorylated form it could act as an anti-anti-sigma factor that counteracts SpoIIAB and thus releases sigma f from inhibition.
- Gene Name
- spoIIAA
- Uniprot ID
- O32723
- Uniprot Name
- Anti-sigma F factor antagonist
- Molecular Weight
- 13043.1 Da
References
- Kind
- Protein
- Organism
- Neisseria gonorrhoeae
- Pharmacological action
- Unknown
- General Function
- Not Available
- Specific Function
- This protein is the predominant Neisseria surface antigen, which allows adhesion of the bacterium to various host cells.
- Gene Name
- pilE1
- Uniprot ID
- P02974
- Uniprot Name
- Fimbrial protein
- Molecular Weight
- 17944.29 Da
References
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Not Available
- Gene Name
- phoA
- Uniprot ID
- P00634
- Uniprot Name
- Alkaline phosphatase
- Molecular Weight
- 49438.17 Da
References
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Photoreceptor activity
- Specific Function
- Photoreceptor required for image-forming vision at low light intensity. Required for photoreceptor cell viability after birth. Light-induced isomerization of 11-cis to all-trans retinal triggers a ...
- Gene Name
- RHO
- Uniprot ID
- P08100
- Uniprot Name
- Rhodopsin
- Molecular Weight
- 38892.335 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Virus receptor activity
- Specific Function
- May act as a papain-like cysteine protease inhibitor to modulate the host immune response against tumor cells. Also functions as an inhibitor of UV-induced apoptosis via suppression of the activity...
- Gene Name
- SERPINB3
- Uniprot ID
- P29508
- Uniprot Name
- Serpin B3
- Molecular Weight
- 44564.315 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Clostridium thermocellum
- Pharmacological action
- Unknown
- General Function
- Endo-1,4-beta-xylanase activity
- Specific Function
- Not Available
- Gene Name
- xynY
- Uniprot ID
- P51584
- Uniprot Name
- Endo-1,4-beta-xylanase Y
- Molecular Weight
- 119671.86 Da
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein serine/threonine kinase activity
- Specific Function
- Serine/threonine-protein kinase involved in different processes such as membrane blebbing and apoptotic bodies formation DNA damage response and MAPK14/p38 MAPK stress-activated MAPK cascade. Phosp...
- Gene Name
- TAOK2
- Uniprot ID
- Q9UL54
- Uniprot Name
- Serine/threonine-protein kinase TAO2
- Molecular Weight
- 138250.17 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Voltage-gated potassium channel activity
- Specific Function
- This protein mediates the voltage-dependent potassium ion permeability of excitable membranes. Assuming opened or closed conformations in response to the voltage difference across the membrane, the...
- Gene Name
- KCNC4
- Uniprot ID
- Q03721
- Uniprot Name
- Potassium voltage-gated channel subfamily C member 4
- Molecular Weight
- 69766.06 Da
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Growth factor activity
- Specific Function
- Might act as an inhibitor of spontaneous calcium carbonate precipitation. May be associated with neuronal sprouting in brain, and with brain and pancreas regeneration.
- Gene Name
- REG1A
- Uniprot ID
- P05451
- Uniprot Name
- Lithostathine-1-alpha
- Molecular Weight
- 18730.845 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Ubiquitin protein ligase binding
- Specific Function
- Receptor-regulated SMAD (R-SMAD) that is an intracellular signal transducer and transcriptional modulator activated by TGF-beta (transforming growth factor) and activin type 1 receptor kinases. Bin...
- Gene Name
- SMAD2
- Uniprot ID
- Q15796
- Uniprot Name
- Mothers against decapentaplegic homolog 2
- Molecular Weight
- 52305.76 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
- Kind
- Protein
- Organism
- Bacillus subtilis (strain 168)
- Pharmacological action
- Unknown
- General Function
- Glutaminase activity
- Specific Function
- Not Available
- Gene Name
- glsA1
- Uniprot ID
- O31465
- Uniprot Name
- Glutaminase 1
- Molecular Weight
- 36186.3 Da
- Kind
- Protein
- Organism
- Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
- Pharmacological action
- Unknown
- General Function
- Uroporphyrin-iii c-methyltransferase activity
- Specific Function
- Multifunctional enzyme that catalyzes the SAM-dependent methylations of uroporphyrinogen III at position C-2 and C-7 to form precorrin-2 via precorrin-1. Then it catalyzes the NAD-dependent ring de...
- Gene Name
- cysG
- Uniprot ID
- P25924
- Uniprot Name
- Siroheme synthase
- Molecular Weight
- 50146.22 Da
- Kind
- Protein
- Organism
- Enterococcus faecalis (strain ATCC 700802 / V583)
- Pharmacological action
- Unknown
- General Function
- Protein serine/threonine kinase activity
- Specific Function
- General (non sugar-specific) component of the phosphoenolpyruvate-dependent sugar phosphotransferase system (sugar PTS). This major carbohydrate active-transport system catalyzes the phosphorylatio...
- Gene Name
- ptsH
- Uniprot ID
- P07515
- Uniprot Name
- Phosphocarrier protein HPr
- Molecular Weight
- 9320.575 Da
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Pdz domain binding
- Specific Function
- Involved in the transport of chloride ions. May regulate bicarbonate secretion and salvage in epithelial cells by regulating the SLC4A7 transporter. Can inhibit the chloride channel activity of ANO...
- Gene Name
- CFTR
- Uniprot ID
- P13569
- Uniprot Name
- Cystic fibrosis transmembrane conductance regulator
- Molecular Weight
- 168139.895 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2021 10:52