Welcome to DrugBank 4.0! If you prefer, you can still go back to version 3.0.
Identification
NamePutrescine
Accession NumberDB01917  (EXPT02702)
Typesmall molecule
Groupsexperimental
Description

A toxic diamine formed by putrefaction from the decarboxylation of arginine and ornithine. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number110-60-1
WeightAverage: 88.1515
Monoisotopic: 88.100048394
Chemical FormulaC4H12N2
InChI KeyInChIKey=KIDHWZJUCRJVML-UHFFFAOYSA-N
InChI
InChI=1S/C4H12N2/c5-3-1-2-4-6/h1-6H2
IUPAC Name
butane-1,4-diamine
SMILES
NCCCCN
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganonitrogen Compounds
ClassAmines
SubclassPolyamines
Direct parentPolyamines
Alternative parentsMonoalkylamines
Substituentsprimary aliphatic amine; primary amine
Classification descriptionThis compound belongs to the polyamines. These are compounds containing more than one amine group.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
Pathways
PathwayCategorySMPDB ID
S-Adenosylhomocysteine (SAH) Hydrolase DeficiencyDiseaseSMP00214
Methionine Adenosyltransferase DeficiencyDiseaseSMP00221
Homocystinuria-megaloblastic anemia due to defect in cobalamin metabolism, cblG complementation typeDiseaseSMP00570
Cystathionine Beta-Synthase DeficiencyDiseaseSMP00177
Spermidine and Spermine BiosynthesisMetabolicSMP00445
Methylenetetrahydrofolate Reductase Deficiency (MTHFRD)DiseaseSMP00340
Glycine N-methyltransferase DeficiencyDiseaseSMP00222
HypermethioninemiaDiseaseSMP00341
Methionine MetabolismMetabolicSMP00033
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.8896
Blood Brain Barrier + 0.8645
Caco-2 permeable + 0.8867
P-glycoprotein substrate Non-substrate 0.56
P-glycoprotein inhibitor I Non-inhibitor 0.9692
P-glycoprotein inhibitor II Non-inhibitor 0.8872
Renal organic cation transporter Non-inhibitor 0.647
CYP450 2C9 substrate Non-substrate 0.895
CYP450 2D6 substrate Substrate 0.5153
CYP450 3A4 substrate Non-substrate 0.8448
CYP450 1A2 substrate Non-inhibitor 0.9045
CYP450 2C9 substrate Non-inhibitor 0.9071
CYP450 2D6 substrate Non-inhibitor 0.9497
CYP450 2C19 substrate Non-inhibitor 0.9084
CYP450 3A4 substrate Non-inhibitor 0.9111
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8704
Ames test Non AMES toxic 0.908
Carcinogenicity Non-carcinogens 0.5694
Biodegradation Not ready biodegradable 0.529
Rat acute toxicity 2.3026 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8553
hERG inhibition (predictor II) Non-inhibitor 0.8449
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point27.5 °CPhysProp
boiling point158.5 °CPhysProp
logP-0.70SANGSTER (1994)
pKa10.8 (at 20 °C)PERRIN,DD (1965)
Predicted Properties
PropertyValueSource
water solubility2.36e+02 g/lALOGPS
logP-0.98ALOGPS
logP-0.85ChemAxon
logS0.43ALOGPS
pKa (strongest basic)10.51ChemAxon
physiological charge2ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count2ChemAxon
polar surface area52.04ChemAxon
rotatable bond count3ChemAxon
refractivity27.38ChemAxon
polarizability11.07ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
Spectra
References
Synthesis Reference

Sang Yup Lee, Zhi Gang Qian, Xiaoxia Xia, Yong Jae Jeon, “MUTANT MICROORGANISMS HAVING A HIGH ABILITY TO PRODUCE PUTRESCINE AND METHOD FOR PRODUCING PUTRESCINE USING THE SAME.” U.S. Patent US20100203599, issued August 12, 2010.

US20100203599
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00134
PubChem Compound1045
PubChem Substance46506728
ChemSpider13837702
ChEBI17148
ChEMBL
IUPHAR2388
Guide to Pharmacology2388
HETPUT
WikipediaPutrescine
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. Ornithine decarboxylase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Ornithine decarboxylase P11926 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. 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. Pubmed
  3. 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. Pubmed

2. S-adenosylmethionine decarboxylase proenzyme

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
S-adenosylmethionine decarboxylase proenzyme P17707 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. 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. Pubmed

3. Putrescine-binding periplasmic protein

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Putrescine-binding periplasmic protein P31133 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. 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. Pubmed

1. Solute carrier family 22 member 4

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
Solute carrier family 22 member 4 Q9H015 Details

References:

  1. Yabuuchi H, Tamai I, Nezu J, Sakamoto K, Oku A, Shimane M, Sai Y, Tsuji A: Novel membrane transporter OCTN1 mediates multispecific, bidirectional, and pH-dependent transport of organic cations. J Pharmacol Exp Ther. 1999 May;289(2):768-73. Pubmed

Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:16