Hmdb loader

Showing metabocard for 3-Methylbut-3-enoic acid (HMDB0170858)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2017-10-09 16:50:29 UTC
Update Date2023-02-21 17:33:45 UTC
HMDB IDHMDB0170858
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-Methylbut-3-enoic acid
Description3-Methylbut-3-enoic acid, also known as isopropenylacetate or 3-​methylvinylacetic acid, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Based on a literature review very few articles have been published on 3-Methylbut-3-enoic acid.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0170858 (3-Methylbut-3-enoic acid)

      
  Mrv1652311101723262D          

  7  6  0  0  0  0            999 V2000
   -2.1873    0.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9017    0.5580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    1.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728    0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583    0.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583    1.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439    0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  1  1  0  0  0  0
  1  3  2  0  0  0  0
M  END
Download

3D MOL for HMDB0170858 (3-Methylbut-3-enoic acid)

HMDB0170858
     RDKit          3D
3-Methylbut-3-enoic acid
 15 14  0  0  0  0  0  0  0  0999 V2000
   -1.1449   -1.1040    0.9858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6736   -0.0887    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    0.3395   -0.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5590    0.6125    0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439    0.4898   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8745    1.5522   -0.9702 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0741   -0.7452   -0.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0317   -1.6007    0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6265   -1.4010    1.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588   -0.0553   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4094   -0.0555   -0.9960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4021    1.4225   -1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373    1.6615    1.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0103    0.0487    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0036   -1.0762   -0.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  3 10  1  0
  3 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  7 15  1  0
M  END
Download

3D SDF for HMDB0170858 (3-Methylbut-3-enoic acid)

      
  Mrv1652311101723262D          

  7  6  0  0  0  0            999 V2000
   -2.1873    0.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9017    0.5580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1873    1.7955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728    0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583    0.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7583    1.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0439    0.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  2  1  1  0  0  0  0
  1  3  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0170858

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O2/c1-4(2)3-5(6)7/h1,3H2,2H3,(H,6,7)

> <INCHI_KEY>
IGRURXZWJCSNKU-UHFFFAOYSA-N

> <FORMULA>
C5H8O2

> <MOLECULAR_WEIGHT>
100.117

> <EXACT_MASS>
100.052429498

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
10.253514360110143

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylbut-3-enoic acid

> <ALOGPS_LOGP>
0.80

> <JCHEM_LOGP>
0.861132083

> <ALOGPS_LOGS>
0.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.829624564016336

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
26.197699999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopropenylacetic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0170858 (3-Methylbut-3-enoic acid)

HMDB0170858
     RDKit          3D
3-Methylbut-3-enoic acid
 15 14  0  0  0  0  0  0  0  0999 V2000
   -1.1449   -1.1040    0.9858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6736   -0.0887    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3559    0.3395   -0.9382 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5590    0.6125    0.7764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5439    0.4898   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8745    1.5522   -0.9702 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0741   -0.7452   -0.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0317   -1.6007    0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6265   -1.4010    1.8961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7588   -0.0553   -1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4094   -0.0555   -0.9960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4021    1.4225   -1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3373    1.6615    1.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0103    0.0487    1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0036   -1.0762   -0.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  1  8  1  0
  1  9  1  0
  3 10  1  0
  3 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  7 15  1  0
M  END
Download

PDB for HMDB0170858 (3-Methylbut-3-enoic acid)

HEADER    PROTEIN                                 10-NOV-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-NOV-17         0                                  
HETATM    1  C   UNK     0      -4.083   1.812   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.417   1.042   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -4.083   3.352   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.749   1.042   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.415   1.812   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.415   3.352   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.082   1.042   0.000  0.00  0.00           C+0
CONECT    1    4    2    3                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
Download

3D PDB for HMDB0170858 (3-Methylbut-3-enoic acid)

COMPND    HMDB0170858
HETATM    1  C1  UNL     1      -1.145  -1.104   0.986  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.674  -0.089   0.292  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.356   0.340  -0.938  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.559   0.612   0.776  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.544   0.490  -0.335  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.875   1.552  -0.970  1.00  0.00           O  
HETATM    7  O2  UNL     1       2.074  -0.745  -0.655  1.00  0.00           O  
HETATM    8  H1  UNL     1      -2.032  -1.601   0.622  1.00  0.00           H  
HETATM    9  H2  UNL     1      -0.627  -1.401   1.896  1.00  0.00           H  
HETATM   10  H3  UNL     1      -0.759  -0.055  -1.818  1.00  0.00           H  
HETATM   11  H4  UNL     1      -2.409  -0.056  -0.996  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.402   1.422  -1.037  1.00  0.00           H  
HETATM   13  H6  UNL     1       0.337   1.661   1.008  1.00  0.00           H  
HETATM   14  H7  UNL     1       1.010   0.049   1.625  1.00  0.00           H  
HETATM   15  H8  UNL     1       3.004  -1.076  -0.455  1.00  0.00           H  
CONECT    1    2    2    8    9
CONECT    2    3    4
CONECT    3   10   11   12
CONECT    4    5   13   14
CONECT    5    6    6    7
CONECT    7   15
END
Download

SMILES for HMDB0170858 (3-Methylbut-3-enoic acid)

CC(=C)CC(O)=O
Download

INCHI for HMDB0170858 (3-Methylbut-3-enoic acid)

InChI=1S/C5H8O2/c1-4(2)3-5(6)7/h1,3H2,2H3,(H,6,7)
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
3-Methylbut-3-enoateGenerator
IsopropenylacetateHMDB
3-​methylvinylacetic acidHMDB
3-​methylene-butanoic acidHMDB
3-Methyl-3-butenoic acidHMDB
Chemical FormulaC5H8O2
Average Molecular Weight100.117
Monoisotopic Molecular Weight100.052429498
IUPAC Name3-methylbut-3-enoic acid
Traditional Nameisopropenylacetic acid
CAS Registry Number1617-31-8
SMILES
CC(=C)CC(O)=O
InChI Identifier
InChI=1S/C5H8O2/c1-4(2)3-5(6)7/h1,3H2,2H3,(H,6,7)
InChI KeyIGRURXZWJCSNKU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMethyl-branched fatty acids
Alternative Parents
Substituents
  • Methyl-branched fatty acid
  • Unsaturated fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
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 Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified3-hydroxy-3-methylglutaryl-CoA Lyase Deficiency details
Associated Disorders and Diseases
Disease References
3-Hydroxy-3-methylglutaryl-CoA lyase deficiency
  1. Jakobs C, Bojasch M, Duran M, Ketting D, Wadman SK, Leupold D: 3-methyl-3-butenoic acid: an artefact in the urinary metabolic pattern of patients with 3-hydroxy-3-methylglutaryl-CoA lyase deficiency. Clin Chim Acta. 1980 Sep 8;106(1):85-9. [PubMed:6157502 ]
Associated OMIM IDs
  • 246450 (3-Hydroxy-3-methylglutaryl-CoA lyase deficiency)
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID369638
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound417575
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1080361
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Jakobs C, Bojasch M, Duran M, Ketting D, Wadman SK, Leupold D: 3-methyl-3-butenoic acid: an artefact in the urinary metabolic pattern of patients with 3-hydroxy-3-methylglutaryl-CoA lyase deficiency. Clin Chim Acta. 1980 Sep 8;106(1):85-9. [PubMed:6157502 ]