Hmdb loader

Showing metabocard for Acetamidopropanal (HMDB0012880)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Show more...Show more...Show more...
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-07-25 00:09:07 UTC
Update Date2023-02-21 17:17:51 UTC
HMDB IDHMDB0012880
Secondary Accession Numbers
  • HMDB12880
Metabolite Identification
Common NameAcetamidopropanal
DescriptionAcetamidopropanal is associated with urea cycle and metabolism of arginine, proline, glutamate, aspartate and asparagine. Induction of SSAT typically gives rise to growth inhibition or apoptosis, depending upon the cell type and the extent of enzyme overexpression. In such experiments, growth inhibition has been closely linked to depletion of intracellular polyamine pools ( 12) and disturbances in polyamine metabolism ( 13), whereas apoptosis has been associated with downstream events emanating from polyamine oxidase-mediated oxidation of acetylated polyamines and the associated release of oxidatively reactive by-products such as hydrogen peroxide and the aldehyde, 3-acetamidopropanal.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0012880 (Acetamidopropanal)

  Mrv1652303102016462D          

  8  7  0  0  0  0            999 V2000
   10.2910   -9.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7660   -8.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3535   -9.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5909   -8.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1160   -9.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5285   -9.1977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0034   -7.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5285  -10.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  5  8  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
Download

3D MOL for HMDB0012880 (Acetamidopropanal)

HMDB0012880
     RDKit          3D
Acetamidopropanal
 17 16  0  0  0  0  0  0  0  0999 V2000
    2.8357    0.0318    0.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6629    0.4986   -0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    1.4959   -0.7937 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961   -0.1202    0.0203 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6922    0.3817   -0.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9653   -0.3755   -0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4563   -0.3627    0.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4870   -0.9501    1.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.2664    1.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3244   -0.8490    0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666    0.8525    0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2397   -0.9352    0.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8349    1.4530   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011    0.2987   -1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521   -1.4247   -0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452    0.1299   -1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9395    0.1418    1.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
M  END
Download

3D SDF for HMDB0012880 (Acetamidopropanal)

  Mrv1652303102016462D          

  8  7  0  0  0  0            999 V2000
   10.2910   -9.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7660   -8.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3535   -9.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5909   -8.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1160   -9.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5285   -9.1977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0034   -7.7692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5285  -10.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  5  8  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012880

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NCCC=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO2/c1-5(8)6-3-2-4-7/h4H,2-3H2,1H3,(H,6,8)

> <INCHI_KEY>
ARJPPNFIEQKVBB-UHFFFAOYSA-N

> <FORMULA>
C5H9NO2

> <MOLECULAR_WEIGHT>
115.1305

> <EXACT_MASS>
115.063328537

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
11.83593905076419

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(3-oxopropyl)acetamide

> <ALOGPS_LOGP>
-0.72

> <JCHEM_LOGP>
-1.2502324700000003

> <ALOGPS_LOGS>
-0.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.100719410678707

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.664120946997095

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5718537368583139

> <JCHEM_POLAR_SURFACE_AREA>
46.17

> <JCHEM_REFRACTIVITY>
29.221200000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.02e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-acetamidopropanal

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0012880 (Acetamidopropanal)

HMDB0012880
     RDKit          3D
Acetamidopropanal
 17 16  0  0  0  0  0  0  0  0999 V2000
    2.8357    0.0318    0.7410 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6629    0.4986   -0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8529    1.4959   -0.7937 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3961   -0.1202    0.0203 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6922    0.3817   -0.7660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9653   -0.3755   -0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4563   -0.3627    0.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4870   -0.9501    1.0618 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.2664    1.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3244   -0.8490    0.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666    0.8525    0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2397   -0.9352    0.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8349    1.4530   -0.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011    0.2987   -1.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521   -1.4247   -0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452    0.1299   -1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9395    0.1418    1.5950 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  4 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  6 16  1  0
  7 17  1  0
M  END
Download

PDB for HMDB0012880 (Acetamidopropanal)

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      19.210 -18.503   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.830 -15.835   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.060 -17.169   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.370 -15.835   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.750 -18.503   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      21.520 -17.169   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      26.140 -14.503   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      21.520 -19.837   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    7                                                       
CONECT    5    1    8    6                                                  
CONECT    6    3    5                                                       
CONECT    7    4                                                            
CONECT    8    5                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
Download

3D PDB for HMDB0012880 (Acetamidopropanal)

COMPND    HMDB0012880
HETATM    1  C1  UNL     1       2.836   0.032   0.741  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.663   0.499  -0.046  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.853   1.496  -0.794  1.00  0.00           O  
HETATM    4  N1  UNL     1       0.396  -0.120   0.020  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.692   0.382  -0.766  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.965  -0.376  -0.589  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.456  -0.363   0.808  1.00  0.00           C  
HETATM    8  O2  UNL     1      -3.487  -0.950   1.062  1.00  0.00           O  
HETATM    9  H1  UNL     1       2.495  -0.266   1.772  1.00  0.00           H  
HETATM   10  H2  UNL     1       3.324  -0.849   0.298  1.00  0.00           H  
HETATM   11  H3  UNL     1       3.567   0.853   0.894  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.240  -0.935   0.631  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.835   1.453  -0.556  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.401   0.299  -1.841  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.852  -1.425  -0.937  1.00  0.00           H  
HETATM   16  H8  UNL     1      -2.745   0.130  -1.206  1.00  0.00           H  
HETATM   17  H9  UNL     1      -1.939   0.142   1.595  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    4
CONECT    4    5   12
CONECT    5    6   13   14
CONECT    6    7   15   16
CONECT    7    8    8   17
END
Download

SMILES for HMDB0012880 (Acetamidopropanal)

CC(=O)NCCC=O
Download

INCHI for HMDB0012880 (Acetamidopropanal)

InChI=1S/C5H9NO2/c1-5(8)6-3-2-4-7/h4H,2-3H2,1H3,(H,6,8)
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
N-(3-Oxopropyl)acetamideHMDB
3-AcetamidopropanalHMDB
3AAPHMDB
Chemical FormulaC5H9NO2
Average Molecular Weight115.1305
Monoisotopic Molecular Weight115.063328537
IUPAC NameN-(3-oxopropyl)acetamide
Traditional Name3-acetamidopropanal
CAS Registry NumberNot Available
SMILES
CC(=O)NCCC=O
InChI Identifier
InChI=1S/C5H9NO2/c1-5(8)6-3-2-4-7/h4H,2-3H2,1H3,(H,6,8)
InChI KeyARJPPNFIEQKVBB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-hydrogen aldehydes
Alternative Parents
Substituents
  • Acetamide
  • Alpha-hydrogen aldehyde
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030406
KNApSAcK IDNot Available
Chemspider ID4574010
KEGG Compound IDC18170
BioCyc IDCPD-10687
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5460495
PDB IDNot Available
ChEBI ID30322
Food Biomarker OntologyNot Available
VMH IDCE4788
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Peroxisomal N(1)-acetyl-spermine/spermidine oxidase
General function:
Amino acid transport and metabolism
Specific function:
Flavoenzyme which catalyzes the oxidation of N(1)-acetylspermine to spermidine and is thus involved in the polyamine back-conversion. Can also oxidize N(1)-acetylspermidine to putrescine. Substrate specificity: N(1)-acetylspermine = N(1)-acetylspermidine > N(1),N(12)-diacylspermine >> spermine. Does not oxidize spermidine. Plays an important role in the regulation of polyamine intracellular concentration and has the potential to act as a determinant of cellular sensitivity to the antitumor polyamine analogs.
Gene Name:
PAOX
Uniprot ID:
Q6QHF9
Molecular weight:
55512.64
Reactions
N1-Acetylspermine + Oxygen + Water → Spermidine + Acetamidopropanal + Hydrogen peroxidedetails
N1-Acetylspermidine + Oxygen + Water → Putrescine + Acetamidopropanal + Hydrogen peroxidedetails