Identification
- Generic Name
- Glyphosate
- DrugBank Accession Number
- DB04539
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Glyphosate (DB04539)
- Weight
- Average: 170.081
Monoisotopic: 170.021833915 - Chemical Formula
- C3H9NO5P
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UCytochrome P450 19A1 Not Available Humans U3-phosphoshikimate 1-carboxyvinyltransferase Not Available Escherichia coli (strain K12) U3-phosphoshikimate 1-carboxyvinyltransferase inhibitorStreptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4) - 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.Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- 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
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Alpha amino acids and derivatives
- Alternative Parents
- Organic phosphonic acids / Amino acids / Monocarboxylic acids and derivatives / Dialkylamines / Carboxylic acids / Organopnictogen compounds / Organophosphorus compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds show 1 more
- Substituents
- Aliphatic acyclic compound / Alpha-amino acid or derivatives / Amine / Amino acid / Carbonyl group / Carboxylic acid / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic cation / Organic nitrogen compound show 10 more
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 4632WW1X5A
- CAS number
- 1071-83-6
- InChI Key
- XDDAORKBJWWYJS-UHFFFAOYSA-O
- InChI
- InChI=1S/C3H8NO5P/c5-3(6)1-4-2-10(7,8)9/h4H,1-2H2,(H,5,6)(H2,7,8,9)/p+1
- IUPAC Name
- (carboxymethyl)(phosphonomethyl)azanium
- SMILES
- OC(=O)C[NH2+]CP(O)(O)=O
References
- Synthesis Reference
Donald L. Fields, Jr., Len F. Lee, Thomas J. Richard, "Process for making glyphosate from n-phosphonomethyl-2-oxazolidone." U.S. Patent US4810426, issued November, 1966.
US4810426- General References
- Not Available
- External Links
- PDB Entries
- 1g6s / 1rf6 / 2aay / 2gga / 2ggd / 2qft / 2qfu / 3nvs / 3slh / 7f7m … show 1 more
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 189.5 °C PhysProp water solubility 1.2E+004 mg/L (at 25 °C) WORTHING,CR & WALKER,SB (1987) logP -4.00 DAYLIGHT (1999) pKa 0.8 TOMLIN,C (1997); pKa1 - Predicted Properties
Property Value Source Water Solubility 10.7 mg/mL ALOGPS logP 0.04 ALOGPS logP -3.1 Chemaxon logS -1.3 ALOGPS pKa (Strongest Acidic) -0.58 Chemaxon pKa (Strongest Basic) 9.56 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 111.44 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 42.77 m3·mol-1 Chemaxon Polarizability 13.37 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 - 0.9956 Blood Brain Barrier + 0.5739 Caco-2 permeable - 0.6816 P-glycoprotein substrate Non-substrate 0.655 P-glycoprotein inhibitor I Non-inhibitor 0.9747 P-glycoprotein inhibitor II Non-inhibitor 0.9903 Renal organic cation transporter Non-inhibitor 0.9596 CYP450 2C9 substrate Non-substrate 0.8581 CYP450 2D6 substrate Non-substrate 0.8221 CYP450 3A4 substrate Non-substrate 0.7315 CYP450 1A2 substrate Non-inhibitor 0.8677 CYP450 2C9 inhibitor Non-inhibitor 0.8942 CYP450 2D6 inhibitor Non-inhibitor 0.8993 CYP450 2C19 inhibitor Non-inhibitor 0.8726 CYP450 3A4 inhibitor Non-inhibitor 0.8383 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9902 Ames test Non AMES toxic 0.8675 Carcinogenicity Non-carcinogens 0.6755 Biodegradation Ready biodegradable 0.9055 Rat acute toxicity 1.6553 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8196 hERG inhibition (predictor II) Non-inhibitor 0.9169
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Oxygen binding
- Specific Function
- Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
- Gene Name
- CYP19A1
- Uniprot ID
- P11511
- Uniprot Name
- Aromatase
- Molecular Weight
- 57882.48 Da
References
- Richard S, Moslemi S, Sipahutar H, Benachour N, Seralini GE: Differential effects of glyphosate and roundup on human placental cells and aromatase. Environ Health Perspect. 2005 Jun;113(6):716-20. [Article]
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- 3-phosphoshikimate 1-carboxyvinyltransferase activity
- Specific Function
- Catalyzes the transfer of the enolpyruvyl moiety of phosphoenolpyruvate (PEP) to the 5-hydroxyl of shikimate-3-phosphate (S3P) to produce enolpyruvyl shikimate-3-phosphate and inorganic phosphate.
- Gene Name
- aroA
- Uniprot ID
- P0A6D3
- Uniprot Name
- 3-phosphoshikimate 1-carboxyvinyltransferase
- Molecular Weight
- 46095.29 Da
References
- Kind
- Protein
- Organism
- Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- 3-phosphoshikimate 1-carboxyvinyltransferase activity
- Specific Function
- Catalyzes the transfer of the enolpyruvyl moiety of phosphoenolpyruvate (PEP) to the 5-hydroxyl of shikimate-3-phosphate (S3P) to produce enolpyruvyl shikimate-3-phosphate and inorganic phosphate.
- Gene Name
- aroA
- Uniprot ID
- Q9S400
- Uniprot Name
- 3-phosphoshikimate 1-carboxyvinyltransferase
- Molecular Weight
- 45765.42 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]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [Article]
Carriers
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Toxic substance binding
- Specific Function
- Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloid...
- Gene Name
- ALB
- Uniprot ID
- P02768
- Uniprot Name
- Serum albumin
- Molecular Weight
- 69365.94 Da
References
- Yue Y, Zhang Y, Zhou L, Qin J, Chen X: In vitro study on the binding of herbicide glyphosate to human serum albumin by optical spectroscopy and molecular modeling. J Photochem Photobiol B. 2008 Jan 30;90(1):26-32. Epub 2007 Oct 18. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52