Identification
- Generic Name
- Cadaverine
- DrugBank Accession Number
- DB03854
- Background
Cadaverine is a foul-smelling diamine formed by bacterial decarboxylation of lysine.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Cadaverine (DB03854)
- Weight
- Average: 102.1781
Monoisotopic: 102.115698458 - Chemical Formula
- C5H14N2
- Synonyms
- 1,5-Diaminopentane
- 1,5-pentamethylenediamine
- 1,5-Pentanediamine
- DAPE
- Pentamethylenediamine
Pharmacology
- Indication
Not Available
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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 U2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase 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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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 monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
- Kingdom
- Organic compounds
- Super Class
- Organic nitrogen compounds
- Class
- Organonitrogen compounds
- Sub Class
- Amines
- Direct Parent
- Monoalkylamines
- Alternative Parents
- Organopnictogen compounds / Hydrocarbon derivatives
- Substituents
- Aliphatic acyclic compound / Hydrocarbon derivative / Organopnictogen compound / Primary aliphatic amine
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- alkane-alpha,omega-diamine (CHEBI:18127) / an aliphatic α,ω-diamine (CADAVERINE)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- L90BEN6OLL
- CAS number
- 462-94-2
- InChI Key
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N
- InChI
- InChI=1S/C5H14N2/c6-4-2-1-3-5-7/h1-7H2
- IUPAC Name
- pentane-1,5-diamine
- SMILES
- NCCCCCN
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0002322
- KEGG Compound
- C01672
- PubChem Compound
- 273
- PubChem Substance
- 46508984
- ChemSpider
- 13866593
- BindingDB
- 50323741
- ChEBI
- 18127
- ChEMBL
- CHEMBL119296
- ZINC
- ZINC000001529253
- PDBe Ligand
- N2P
- Wikipedia
- Cadaverine
- PDB Entries
- 1gzl / 1h3m / 2oo0 / 3qj5 / 4nsl / 4ofg / 5gjp / 5h8j / 6ye7 / 8d88 … show 1 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
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 89.1 mg/mL ALOGPS logP -0.27 ALOGPS logP -0.4 Chemaxon logS -0.06 ALOGPS pKa (Strongest Basic) 10.51 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 52.04 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 31.98 m3·mol-1 Chemaxon Polarizability 13.11 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 + 0.9051 Blood Brain Barrier + 0.8222 Caco-2 permeable + 0.8343 P-glycoprotein substrate Non-substrate 0.5814 P-glycoprotein inhibitor I Non-inhibitor 0.959 P-glycoprotein inhibitor II Non-inhibitor 0.7959 Renal organic cation transporter Non-inhibitor 0.6136 CYP450 2C9 substrate Non-substrate 0.9032 CYP450 2D6 substrate Substrate 0.5095 CYP450 3A4 substrate Non-substrate 0.8504 CYP450 1A2 substrate Non-inhibitor 0.8484 CYP450 2C9 inhibitor Non-inhibitor 0.9071 CYP450 2D6 inhibitor Non-inhibitor 0.9517 CYP450 2C19 inhibitor Non-inhibitor 0.908 CYP450 3A4 inhibitor Non-inhibitor 0.951 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8999 Ames test Non AMES toxic 0.9133 Carcinogenicity Non-carcinogens 0.5746 Biodegradation Not ready biodegradable 0.5764 Rat acute toxicity 2.3268 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.7989 hERG inhibition (predictor II) Non-inhibitor 0.829
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 120.8794057 predictedDarkChem Lite v0.1.0 [M-H]- 120.9094057 predictedDarkChem Lite v0.1.0 [M-H]- 120.7090057 predictedDarkChem Lite v0.1.0 [M-H]- 124.517715 predictedDeepCCS 1.0 (2019) [M+H]+ 121.8330057 predictedDarkChem Lite v0.1.0 [M+H]+ 121.6817057 predictedDarkChem Lite v0.1.0 [M+H]+ 121.6664057 predictedDarkChem Lite v0.1.0 [M+H]+ 126.47297 predictedDeepCCS 1.0 (2019) [M+Na]+ 120.9989057 predictedDarkChem Lite v0.1.0 [M+Na]+ 121.3031057 predictedDarkChem Lite v0.1.0 [M+Na]+ 121.3287057 predictedDarkChem Lite v0.1.0 [M+Na]+ 134.63533 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Magnesium ion binding
- Specific Function
- Catalyzes the formation of 4-diphosphocytidyl-2-C-methyl-D-erythritol from CTP and 2-C-methyl-D-erythritol 4-phosphate (MEP).
- Gene Name
- ispD
- Uniprot ID
- Q46893
- Uniprot Name
- 2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase
- Molecular Weight
- 25736.995 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52