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Record Information
Version3.6
Creation Date2009-04-06 16:20:43 UTC
Update Date2013-02-09 00:28:28 UTC
HMDB IDHMDB12189
Secondary Accession NumbersNone
Metabolite Identification
Common NameAminopropylcadaverine
DescriptionAminopropylcadaverine,a polyamine, is the final product of aminopropylcadaverine biosynthesis pathway. Polyamines are important for cell growth and are believed to be involved in many processes including DNA, RNA, and protein synthesis, as well as membrane integrity and resistance to stress, to name a few. Cadaverine and aminopropylcadaverine are alternative polyamines that can at least partially substitute for purtrescine and spermidine, the primary polyamines found in E. coli. Lysine is decarboxylated to form cadaverine which is then converted to aminopropylcadaverine by the aminopropyltransferase, SpeE.
Structure
Thumb
Synonyms
  1. 3-Apcad
  2. N-(3-Aminopropyl)-1,5-Pentanediamine
  3. N-(3-Aminopropyl)cadaverine
  4. N-3-Aminopropyl-1,5-diaminopentane
Chemical FormulaC8H21N3
Average Molecular Weight159.2724
Monoisotopic Molecular Weight159.173547687
IUPAC Name(5-aminopentyl)(3-aminopropyl)amine
Traditional IUPAC Name(5-aminopentyl)(3-aminopropyl)amine
CAS Registry Number56-19-9
SMILES
NCCCCCNCCCN
InChI Identifier
InChI=1S/C8H21N3/c9-5-2-1-3-7-11-8-4-6-10/h11H,1-10H2
InChI KeyQZBYOYPROVGOGE-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAliphatic Acyclic Compounds
ClassAlkylamines
Sub ClassPolyamines
Other Descriptors
  • Alkylamines
Substituents
  • N/A
Direct ParentPolyamines
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility12.8 g/LALOGPS
logP-0.09ALOGPS
logP-0.7ChemAxon
logS-1.1ALOGPS
pKa (strongest basic)10.9ChemAxon
physiological charge3ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count3ChemAxon
polar surface area64.07ChemAxon
rotatable bond count8ChemAxon
refractivity49.57ChemAxon
polarizability20.9ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB028841
KNApSAcK IDNot Available
Chemspider ID58969
KEGG Compound IDC16565
BioCyc IDCPD0-1065
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB12189
Metagene LinkHMDB12189
METLIN IDNot Available
PubChem Compound65523
PDB IDNot Available
ChEBI ID64860
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in catalytic activity
Specific function:
Catalyzes the production of spermidine from putrescine and decarboxylated S-adenosylmethionine (dcSAM). Has a strong preference for putrescine as substrate, and has very low activity towards 1,3-diaminopropane. Has extremely low activity towards spermidine.
Gene Name:
SRM
Uniprot ID:
P19623
Molecular weight:
33824.455
Reactions
S-Adenosylmethioninamine + Cadaverine → 5'-Methylthioadenosine + Aminopropylcadaverinedetails