L-proline betaine
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Identification
- Generic Name
- L-proline betaine
- DrugBank Accession Number
- DB04284
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 143.1836
Monoisotopic: 143.094628665 - Chemical Formula
- C7H13NO2
- Synonyms
- (S)-2-carboxylato-1,1-dimethylpyrrolidinium
- L-stachydrine
- Methyl hygrate betaine
- Methyl hygrate βine
- N,N-dimethyl-L-proline
- Proline betaine
- Stachydrine
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UGlycine betaine-binding periplasmic protein Not Available Escherichia coli (strain K12) - 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
- 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 proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Proline and derivatives
- Alternative Parents
- L-alpha-amino acids / Pyrrolidine carboxylic acids / N-alkylpyrrolidines / Tetraalkylammonium salts / Carboxylic acid salts / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds / Organopnictogen compounds / Organic salts show 4 more
- Substituents
- Aliphatic heteromonocyclic compound / Alpha-amino acid / Amine / Azacycle / Carbonyl group / Carboxylic acid / Carboxylic acid salt / Hydrocarbon derivative / L-alpha-amino acid / Monocarboxylic acid or derivatives show 15 more
- Molecular Framework
- Aliphatic heteromonocyclic compounds
- External Descriptors
- amino-acid betaine, alkaloid, N-methyl-L-alpha-amino acid (CHEBI:35280) / Pyrrolidine alkaloids (C10172)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- S1L688345C
- CAS number
- 471-87-4
- InChI Key
- CMUNUTVVOOHQPW-LURJTMIESA-N
- InChI
- InChI=1S/C7H13NO2/c1-8(2)5-3-4-6(8)7(9)10/h6H,3-5H2,1-2H3/t6-/m0/s1
- IUPAC Name
- (2S)-1,1-dimethylpyrrolidin-1-ium-2-carboxylate
- SMILES
- C[N+]1(C)CCC[C@H]1C([O-])=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0004827
- KEGG Compound
- C10172
- PubChem Compound
- 115244
- PubChem Substance
- 46504751
- ChemSpider
- 103115
- ChEBI
- 35280
- ChEMBL
- CHEMBL1456892
- PDBe Ligand
- PBE
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.666 mg/mL ALOGPS logP -2.2 ALOGPS logP -3.9 Chemaxon logS -2.5 ALOGPS pKa (Strongest Acidic) 2.26 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 40.13 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 60.11 m3·mol-1 Chemaxon Polarizability 15.05 Å3 Chemaxon Number of Rings 1 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 - 0.82 Blood Brain Barrier + 0.9465 Caco-2 permeable + 0.6036 P-glycoprotein substrate Substrate 0.5544 P-glycoprotein inhibitor I Non-inhibitor 0.977 P-glycoprotein inhibitor II Non-inhibitor 0.9712 Renal organic cation transporter Non-inhibitor 0.6707 CYP450 2C9 substrate Non-substrate 0.7845 CYP450 2D6 substrate Non-substrate 0.6877 CYP450 3A4 substrate Substrate 0.5967 CYP450 1A2 substrate Non-inhibitor 0.9005 CYP450 2C9 inhibitor Non-inhibitor 0.9374 CYP450 2D6 inhibitor Non-inhibitor 0.9307 CYP450 2C19 inhibitor Non-inhibitor 0.9349 CYP450 3A4 inhibitor Non-inhibitor 0.966 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9912 Ames test Non AMES toxic 0.8401 Carcinogenicity Non-carcinogens 0.9472 Biodegradation Ready biodegradable 0.9658 Rat acute toxicity 2.3948 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9718 hERG inhibition (predictor II) Non-inhibitor 0.9513
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-002e-9000000000-36bbb91342358293711a Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 128.9909325 predictedDarkChem Lite v0.1.0 [M-H]- 127.6031822 predictedDarkChem Lite v0.1.0 [M-H]- 122.94411 predictedDeepCCS 1.0 (2019) [M+H]+ 126.231674 predictedDeepCCS 1.0 (2019) [M+Na]+ 134.90967 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Transporter activity
- Specific Function
- Member of a multicomponent binding-protein-dependent transport system (the ProU transporter) which serves as the glycine betaine/L-proline transporter.
- Gene Name
- proX
- Uniprot ID
- P0AFM2
- Uniprot Name
- Glycine betaine-binding periplasmic protein
- Molecular Weight
- 36022.345 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52