Showing metabocard for isopropylamine (MMDBc0054518)

Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 23:16:33 UTC
Update Date2025-10-07 16:04:12 UTC
Metabolite IDMMDBc0054518
Metabolite Identification
Common Nameisopropylamine
DescriptionIsopropylamine is a primary amine belonging to the class of organic compounds known as aliphatic amines. Its chemical structure features a three-carbon isopropyl group attached to an amino group, which allows it to participate in various chemical reactions, including deprotonation under basic conditions, as demonstrated in studies measuring N-H bond strengths (PMID:41049058 ). Isopropylamine has been identified as a cost-effective amine donor in synthetic pathways, optimizing conversions in the production of other amines (PMID:40939783 ). Additionally, it is involved in the formulation of pesticides, notably as a salt in glyphosate isopropylamine, which has been studied for its acute toxicity in aquatic organisms like the narrow-clawed crayfish (Pontastacus leptodactylus) (PMID:40378186 ). Research indicates that exposure to glyphosate isopropylamine salt can lead to mild hepatopancreas alterations and significant DNA damage, raising concerns about its genotoxicity (PMID:40378186 ). Furthermore, isopropylamine is highlighted in protocols for synthesizing optically pure amines, showcasing its versatility in both chemical synthesis and environmental studies (PMID:40288843 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000564322fadd20>


  Mrv0541 02241221172D          

  4  3  0  0  0  0            999 V2000
    1.2375    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   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
  2  4  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000564322fadd20>

HMDB0253679
     RDKit          3D
ISOPROPYLAMINE
 13 12  0  0  0  0  0  0  0  0999 V2000
   -0.3694   -1.3411   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1184    0.0845   -0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516    0.9304    0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183    0.1330    0.1791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3649   -1.2820   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147   -1.8444   -1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4145   -1.8827    0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1030    0.4994   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7363    0.4931    0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9607    1.9182    0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2768    1.2034    1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608    1.1229    0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589   -0.0347   -0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  1  5  1  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  3  9  1  0
  3 10  1  0
  3 11  1  0
  4 12  1  0
  4 13  1  0
M  END
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3D SDF for #<Metabolite:0x0000564322fadd20>


  Mrv0541 02241221172D          

  4  3  0  0  0  0            999 V2000
    1.2375    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   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
  2  4  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054518

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)N

> <INCHI_IDENTIFIER>
InChI=1S/C3H9N/c1-3(2)4/h3H,4H2,1-2H3

> <INCHI_KEY>
JJWLVOIRVHMVIS-UHFFFAOYSA-N

> <FORMULA>
C3H9N

> <MOLECULAR_WEIGHT>
59.1103

> <EXACT_MASS>
59.073499293

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
7.613010914509436

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
propan-2-amine

> <ALOGPS_LOGP>
-0.05

> <JCHEM_LOGP>
0.14792411400000025

> <ALOGPS_LOGS>
0.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.428328146706994

> <JCHEM_POLAR_SURFACE_AREA>
26.02

> <JCHEM_REFRACTIVITY>
19.0862

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopropylamine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x0000564322fadd20>

HMDB0253679
     RDKit          3D
ISOPROPYLAMINE
 13 12  0  0  0  0  0  0  0  0999 V2000
   -0.3694   -1.3411   -0.3783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1184    0.0845   -0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7516    0.9304    0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183    0.1330    0.1791 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3649   -1.2820   -0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147   -1.8444   -1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4145   -1.8827    0.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1030    0.4994   -1.2837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7363    0.4931    0.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9607    1.9182    0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2768    1.2034    1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6608    1.1229    0.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1589   -0.0347   -0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  1  5  1  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  3  9  1  0
  3 10  1  0
  3 11  1  0
  4 12  1  0
  4 13  1  0
M  END
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PDB for #<Metabolite:0x0000564322fadd20>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  N   UNK     0       2.310   1.334   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
MASTER        0    0    0    0    0    0    0    0    4    0    6    0
END
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3D PDB for #<Metabolite:0x0000564322fadd20>

COMPND    HMDB0253679
HETATM    1  C1  UNL     1      -0.369  -1.341  -0.378  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.118   0.085  -0.239  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.752   0.930   0.626  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.518   0.133   0.179  1.00  0.00           N  
HETATM    5  H1  UNL     1      -1.365  -1.282  -0.877  1.00  0.00           H  
HETATM    6  H2  UNL     1       0.315  -1.844  -1.103  1.00  0.00           H  
HETATM    7  H3  UNL     1      -0.414  -1.883   0.568  1.00  0.00           H  
HETATM    8  H4  UNL     1       0.103   0.499  -1.284  1.00  0.00           H  
HETATM    9  H5  UNL     1      -1.736   0.493   0.849  1.00  0.00           H  
HETATM   10  H6  UNL     1      -0.961   1.918   0.136  1.00  0.00           H  
HETATM   11  H7  UNL     1      -0.277   1.203   1.607  1.00  0.00           H  
HETATM   12  H8  UNL     1       1.661   1.123   0.530  1.00  0.00           H  
HETATM   13  H9  UNL     1       2.159  -0.035  -0.614  1.00  0.00           H  
CONECT    1    2    5    6    7
CONECT    2    3    4    8
CONECT    3    9   10   11
CONECT    4   12   13
END
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SMILES for #<Metabolite:0x0000564322fadd20>

CC(C)N
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INCHI for #<Metabolite:0x0000564322fadd20>

InChI=1S/C3H9N/c1-3(2)4/h3H,4H2,1-2H3
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Synonyms
ValueSource
2-AminopropaneChEBI
2-PropanamineChEBI
MonoisopropylamineChEBI
2-PropylamineMeSH
2-Propylamine hydrochlorideMeSH
2-Propylamine sulfiteMeSH
Molecular FormulaC3H9N
Average Mass59.1103
Monoisotopic Mass59.073499293
IUPAC Namepropan-2-amine
Traditional Nameisopropylamine
CAS Registry NumberNot Available
SMILES
CC(C)N
InChI Identifier
InChI=1S/C3H9N/c1-3(2)4/h3H,4H2,1-2H3
InChI KeyJJWLVOIRVHMVIS-UHFFFAOYSA-N