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Showing NP-Card for Isoputreanine (NP0087436)

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Record Information
Version2.0
Created at2022-05-11 16:49:37 UTC
Updated at2022-05-11 16:49:37 UTC
NP-MRD IDNP0087436
Secondary Accession NumbersNone
Natural Product Identification
Common NameIsoputreanine
DescriptionIsoputreanine, also known as IPu, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. Isoputreanine is a very strong basic compound (based on its pKa). Isoputreanine is urinary metabolite of spermidine, which is predominantly excreted as the monoacetyl conjugate of N-(3-aminopropyl)pyrrolidin-2-one, the acetylated γ-lactam form of isoputreanine.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0087436 (Isoputreanine)


  Mrv0541 02231220322D          

 11 10  0  0  0  0            999 V2000
   10.9949  -10.3729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8199  -10.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2324   -9.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0574   -9.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4699   -8.9437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2949   -8.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7074   -8.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5324   -8.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9449   -7.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7699   -7.5152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5324   -6.8006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
Download

3D MOL for NP0087436 (Isoputreanine)

     RDKit          3D

 27 26  0  0  0  0  0  0  0  0999 V2000
   -3.8794   -1.1868    0.0517 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9390   -0.1857    0.4391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2058    0.4209   -0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256    1.4825   -0.2846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2282    1.0389    0.5976 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7732    0.1503    0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7470    0.6801   -0.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7393   -0.3807   -1.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5710   -0.9008   -0.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5131   -0.4303    1.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4394   -1.9419   -0.3941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0072   -1.3145   -0.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7556   -1.2099    0.6208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1822   -0.7036    1.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4332    0.5546    1.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9939    0.9252   -1.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7046   -0.3796   -1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8582    2.2320    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8877    2.0107   -1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6079    0.8110    1.5413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2566   -0.7232   -0.3639 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2753   -0.2833    1.0199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249    0.9576   -1.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3267    1.5524   -0.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3906   -0.0422   -2.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2127   -1.2820   -1.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4389   -1.8516   -0.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 11  1  0
  9 10  2  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
 11 27  1  0
M  END
Download

3D SDF for NP0087436 (Isoputreanine)


  Mrv0541 02231220322D          

 11 10  0  0  0  0            999 V2000
   10.9949  -10.3729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8199  -10.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2324   -9.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0574   -9.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4699   -8.9437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2949   -8.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7074   -8.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5324   -8.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9449   -7.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7699   -7.5152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5324   -6.8006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0087436

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCCNCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H16N2O2/c8-4-2-6-9-5-1-3-7(10)11/h9H,1-6,8H2,(H,10,11)

> <INCHI_KEY>
JUBNBYBUFCFLHB-UHFFFAOYSA-N

> <FORMULA>
C7H16N2O2

> <MOLECULAR_WEIGHT>
160.2141

> <EXACT_MASS>
160.121177766

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
18.332721174673175

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(3-aminopropyl)amino]butanoic acid

> <ALOGPS_LOGP>
-2.63

> <JCHEM_LOGP>
-3.4084653537965903

> <ALOGPS_LOGS>
-1.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.608248676666237

> <JCHEM_PKA_STRONGEST_BASIC>
10.844984686542155

> <JCHEM_POLAR_SURFACE_AREA>
75.35

> <JCHEM_REFRACTIVITY>
43.0476

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3-aminopropyl)amino]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0087436 (Isoputreanine)

Download
PDB for NP0087436 (Isoputreanine)
HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0      20.524 -19.363   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      22.064 -19.363   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      22.834 -18.029   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.374 -18.029   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      25.144 -16.695   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      26.684 -16.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.454 -15.362   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.994 -15.362   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.764 -14.028   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      31.304 -14.028   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      28.994 -12.694   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

Download
3D PDB for NP0087436 (Isoputreanine)
Download
SMILES for NP0087436 (Isoputreanine)
NCCCNCCCC(O)=O
Download
INCHI for NP0087436 (Isoputreanine)
InChI=1S/C7H16N2O2/c8-4-2-6-9-5-1-3-7(10)11/h9H,1-6,8H2,(H,10,11)
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View in JSmol
Synonyms
ValueSource
4-((3-Aminopropyl)amino)-butanoateHMDB
4-((3-Aminopropyl)amino)-butanoic acidHMDB
IPuHMDB
N-(3-Aminopropyl)-4-aminobutanoateHMDB
N-(3-Aminopropyl)-4-aminobutanoic acidHMDB
N-(3-Aminopropyl)-4-aminobutyrateHMDB
N-(3-Aminopropyl)-4-aminobutyric acidHMDB
N-(4-Carboxybutyl)-1,3-diaminopropaneHMDB
N-(4-Carboxybutyl)-1,3-propanediamineHMDB
Isoputreanine dihydrochlorideHMDB
4-[(3-Aminopropyl)amino]butanoateHMDB
IsoputreanineMeSH
Chemical FormulaC7H16N2O2
Average Mass160.2141 Da
Monoisotopic Mass160.12118 Da
IUPAC Name4-[(3-aminopropyl)amino]butanoic acid
Traditional Name4-[(3-aminopropyl)amino]butanoic acid
CAS Registry NumberNot Available
SMILES
NCCCNCCCC(O)=O
InChI Identifier
InChI=1S/C7H16N2O2/c8-4-2-6-9-5-1-3-7(10)11/h9H,1-6,8H2,(H,10,11)
InChI KeyJUBNBYBUFCFLHB-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentGamma amino acids and derivatives  
Alternative Parents
Substituents
  • Gamma amino acid or derivatives
    • 

  • Amino fatty acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Straight chain fatty acid
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Secondary aliphatic amine
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Secondary amine
    • 

  • Amine
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary aliphatic amine
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.6ALOGPS
logP-3.4ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)4.61ChemAxon
pKa (Strongest Basic)10.84ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area75.35 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity43.05 m³·mol⁻¹ChemAxon
Polarizability18.33 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0006009  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023800  
KNApSAcK IDNot Available
Chemspider ID150153  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound171763  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available