Natural Product (NP) Details

General Information of the NP (ID: NP7595)
Name
Agmatine
Synonyms
agmatine; 1-(4-Aminobutyl)guanidine; 306-60-5; (4-Aminobutyl)guanidine; Argmatine; 1-Amino-4-guanidobutane; guanidine, (4-aminobutyl)-; N-4-Aminobutylguanidine; N-(4-aminobutyl)guanidine; (4-Aminobutyl) guanidine; 1,4-Butanediamine, N-(aminoiminomethyl)-; 2-(4-aminobutyl)guanidine; UNII-70J407ZL5Q; 4-Guanidino-1-butanamine; CHEMBL58343; CHEBI:17431; 70J407ZL5Q; agmatinium; Guanidine, (4-aminobutyl)- (8CI)(9CI); AGMATINE SULFATE ENDOGENOUS AGONIST AT; AG2; EINECS 206-187-7; NSC 56332; 1-Amino-4-guanidinobutane; .Agmatin; Spectrum_001656; Tocris-0842; SpecPlus_000500; Spectrum2_001608; Spectrum4_001905; Spectrum5_000590; Lopac-A-7127; (4-aminobutyl)-Guanidine; bmse000063; bmse000812; bmse000936; 1, N-(aminoiminomethyl)-; Lopac0_000060; SCHEMBL19647; US8633208, Agmatine; KBioGR_002496; KBioGR_002550; KBioSS_002136; KBioSS_002559; Agmatine sulfate, 90.0%+; DivK1c_006596; SPBio_001615; CS-WAA0304; GTPL4127; DTXSID0040961; BDBM85213; KBio1_001540; KBio2_002136; KBio2_002550; KBio2_004704; KBio2_005118; KBio2_007272; KBio2_007686; KBio3_003028; NSC_199; cMAP_000079; NSC56332; ZINC1532560; NSC-56332; AKOS006230062; AKOS015894488; CCG-204155; DB08838; SDCCGMLS-0066765.P001; SDCCGSBI-0050048.P003; N-(aminoiminomethyl)-1,4-Butanediamine; NCGC00015083-01; NCGC00015083-02; NCGC00015083-03; NCGC00015083-04; NCGC00015083-05; NCGC00015083-06; NCGC00015083-10; NCGC00024820-01; NCGC00024820-02; NCGC00024820-03; NCGC00024820-04; AK608136; CAS_306-60-5; DB-068320; FT-0693017; C00179; 21782-EP2314571A2; Q394317; C4D19DE1-F243-434B-9E72-720B42C5AD40
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Species Origin Escherichia coli ...     Click to Show/Hide
Escherichia coli
SuperKingdom: Bacteria
Phylum: Proteobacteria
Class: Gammaproteobacteria
Order: Enterobacterales
Family: Enterobacteriaceae
Genus: Escherichia
Species: Escherichia coli
Disease Sepsis [ICD-11: 1G40-1G41] Investigative [1]
Structure
Click to Download Mol
2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -6.175
 
MDCK Permeability
 -4.697
 
PAMPA
 +++
 
HIA
 - - -
 
Distribution
VDss
 0.288
 
PPB
 13.7%
 
BBB
 -
 
Metabolism
CYP1A2 inhibitor
 - - -
CYP1A2 substrate
 +++
CYP2C19 inhibitor
 - - -
CYP2C19 substrate
 ++
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 - - -
CYP2D6 inhibitor
 - -
CYP2D6 substrate
 - - -
CYP3A4 inhibitor
 - - -
CYP3A4 substrate
 +++
CYP2B6 inhibitor
 - - -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 - - -
HLM Stability
 - - -
 
Excretion
CLplasma
 3.743
 
T1/2
 2.058
Toxicity
DILI
 - - -
 
Rat Oral Acute Toxicity
 +
 
FDAMDD
 -
 
Respiratory
 ++
 
Human Hepatotoxicity
 - -
 
Ototoxicity
 -
 
Drug-induced Nephrotoxicity
 - - -
 
Drug-induced Neurotoxicity
 +
 
Hematotoxicity
 - -
 
Genotoxicity
 -
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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Formula
C5H14N4
PubChem CID
199
Canonical SMILES
C(CCN=C(N)N)CN
InChI
1S/C5H14N4/c6-3-1-2-4-9-5(7)8/h1-4,6H2,(H4,7,8,9)
InChIKey
QYPPJABKJHAVHS-UHFFFAOYSA-N
CAS Number
CAS 306-60-5
ChEBI ID
CHEBI:17431
Herb ID
HBIN014872
TTD Drug ID
D0K7CV
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Adverse Effect can be Decreased by This NP
          Doxorubicin      Solid tumour/cancer     Click to Show/Hide the Molecular Data of This Drug
                 Decreasing Adverse Drug Reaction     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Experimental
                    Result(s)		 Agmatine may improve therapeutic outcomes of doxorubicin since it exerts protective effects against doxorubicin-induced chronic cardiotoxicity in rats.
Target and Pathway
Target(s) Acid-sensing ion channel 3 (ASIC3)  Molecule Info  [3]
KEGG Pathway Inflammatory mediator regulation of TRP channels Click to Show/Hide
Reactome Stimuli-sensing channels Click to Show/Hide
WikiPathways Iron uptake and transport Click to Show/Hide
References
Reference 1 Agmatine Protects Against the Progression of Sepsis Through the Imidazoline I2 Receptor-Ribosomal S6 Kinase 2-Nuclear Factor-KappaB Signaling Pathway. Crit Care Med. 2020 Jan;48(1):e40-e47.
Reference 2 Protective effects of agmatine on doxorubicin-induced chronic cardiotoxicity in rat. Eur J Pharmacol. 2017 Feb 5;796:39-44.
Reference 3 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Target id: 686).
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