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Showing metabocard for 4-Methyl-2-pentenal (HMDB0031196)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:41:34 UTC
Update Date2023-02-21 17:20:01 UTC
HMDB IDHMDB0031196
Secondary Accession Numbers
  • HMDB31196
Metabolite Identification
Common Name4-Methyl-2-pentenal
Description4-Methyl-2-pentenal belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position. 4-Methyl-2-pentenal is an aldehydic, apple, and cognac tasting compound. Based on a literature review very few articles have been published on 4-Methyl-2-pentenal.
Structure
Data?1677000001
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031196 (4-Methyl-2-pentenal)


  Mrv0541 05061305482D          

  7  6  0  0  0  0            999 V2000
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   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
    0.0000    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
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
M  END
Download

3D MOL for HMDB0031196 (4-Methyl-2-pentenal)

HMDB0031196
     RDKit          3D
4-Methyl-2-pentenal
 17 16  0  0  0  0  0  0  0  0999 V2000
   -0.6143    0.2094    1.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    0.1920   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5918   -0.9758   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3332    0.5460   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6111    0.4752   -0.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2276    0.0084    0.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    0.0243    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0399    1.0182    1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6262    0.4891    1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3638   -0.7515    1.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5281    1.0738   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6252   -0.8958   -0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1584   -1.9309   -0.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891   -0.8907   -1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0733    0.9504   -2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2890    0.8095   -1.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7426   -0.3514    1.2466 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
M  END
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3D SDF for HMDB0031196 (4-Methyl-2-pentenal)


  Mrv0541 05061305482D          

  7  6  0  0  0  0            999 V2000
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   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
    0.0000    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
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031196

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O/c1-6(2)4-3-5-7/h3-6H,1-2H3/b4-3-

> <INCHI_KEY>
RIWPMNBTULNXOH-ARJAWSKDSA-N

> <FORMULA>
C6H10O

> <MOLECULAR_WEIGHT>
98.143

> <EXACT_MASS>
98.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
11.362033112017523

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-4-methylpent-2-enal

> <ALOGPS_LOGP>
1.45

> <JCHEM_LOGP>
1.4925537963333333

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.269750499979196

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
31.189100000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-4-methylpent-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0031196 (4-Methyl-2-pentenal)

HMDB0031196
     RDKit          3D
4-Methyl-2-pentenal
 17 16  0  0  0  0  0  0  0  0999 V2000
   -0.6143    0.2094    1.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7296    0.1920   -0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5918   -0.9758   -0.6395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3332    0.5460   -1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6111    0.4752   -0.7974 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2276    0.0084    0.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    0.0243    0.4298 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0399    1.0182    1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6262    0.4891    1.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3638   -0.7515    1.8452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5281    1.0738   -0.3187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6252   -0.8958   -0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1584   -1.9309   -0.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891   -0.8907   -1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0733    0.9504   -2.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2890    0.8095   -1.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7426   -0.3514    1.2466 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
  4  5  2  0
  5  6  1  0
  6  7  2  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
M  END
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PDB for HMDB0031196 (4-Methyl-2-pentenal)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   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
HETATM    5  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.850  -1.334   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    6                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    1    2    4                                                  
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0031196 (4-Methyl-2-pentenal)

COMPND    HMDB0031196
HETATM    1  C1  UNL     1      -0.614   0.209   1.353  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.730   0.192  -0.115  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.592  -0.976  -0.639  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.333   0.546  -1.003  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.611   0.475  -0.797  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.228   0.008   0.393  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.510   0.024   0.430  1.00  0.00           O  
HETATM    8  H1  UNL     1       0.040   1.018   1.715  1.00  0.00           H  
HETATM    9  H2  UNL     1      -1.626   0.489   1.826  1.00  0.00           H  
HETATM   10  H3  UNL     1      -0.364  -0.751   1.845  1.00  0.00           H  
HETATM   11  H4  UNL     1      -1.528   1.074  -0.319  1.00  0.00           H  
HETATM   12  H5  UNL     1      -2.625  -0.896  -0.270  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.158  -1.931  -0.261  1.00  0.00           H  
HETATM   14  H7  UNL     1      -1.589  -0.891  -1.732  1.00  0.00           H  
HETATM   15  H8  UNL     1       0.073   0.950  -2.045  1.00  0.00           H  
HETATM   16  H9  UNL     1       2.289   0.809  -1.626  1.00  0.00           H  
HETATM   17  H10 UNL     1       1.743  -0.351   1.247  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    4   11
CONECT    3   12   13   14
CONECT    4    5    5   15
CONECT    5    6   16
CONECT    6    7    7   17
END
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SMILES for HMDB0031196 (4-Methyl-2-pentenal)

CC(C)\C=C/C=O
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INCHI for HMDB0031196 (4-Methyl-2-pentenal)

InChI=1S/C6H10O/c1-6(2)4-3-5-7/h3-6H,1-2H3/b4-3-
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
4-Methyl-2-pentene-1-alHMDB
4-Methylpent-2-enalHMDB
FEMA 3510HMDB
Chemical FormulaC6H10O
Average Molecular Weight98.143
Monoisotopic Molecular Weight98.073164942
IUPAC Name(2Z)-4-methylpent-2-enal
Traditional Name(2Z)-4-methylpent-2-enal
CAS Registry Number5362-56-1
SMILES
CC(C)\C=C/C=O
InChI Identifier
InChI=1S/C6H10O/c1-6(2)4-3-5-7/h3-6H,1-2H3/b4-3-
InChI KeyRIWPMNBTULNXOH-ARJAWSKDSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as enals. These are an alpha,beta-unsaturated aldehyde of general formula RC=C-CH=O in which the aldehydic C=O function is conjugated to a C=C triple bond at the alpha,beta position.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentEnals
Alternative Parents
Substituents
  • Enal
  • Organic oxide
  • Hydrocarbon derivative
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point126.00 to 130.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP1.635 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.65 g/LALOGPS
logP1.45ALOGPS
logP1.49ChemAxon
logS-1.4ALOGPS
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity31.19 m³·mol⁻¹ChemAxon
Polarizability11.36 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+122.54731661259
DarkChem[M-H]-116.32531661259
DeepCCS[M+H]+127.28730932474
DeepCCS[M-H]-125.35730932474
DeepCCS[M-2H]-160.98630932474
DeepCCS[M+Na]+135.56230932474
AllCCS[M+H]+123.032859911
AllCCS[M+H-H2O]+118.632859911
AllCCS[M+NH4]+127.232859911
AllCCS[M+Na]+128.432859911
AllCCS[M-H]-127.132859911
AllCCS[M+Na-2H]-130.932859911
AllCCS[M+HCOO]-135.232859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.3.41 minutes32390414
Predicted by Siyang on May 30, 202214.0572 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.74 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1747.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid500.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid194.4 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid347.7 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid121.6 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid542.9 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid568.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)138.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1084.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid398.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1182.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid388.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid352.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate525.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA482.9 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water83.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Methyl-2-pentenalCC(C)\C=C/C=O1161.8Standard polar33892256
4-Methyl-2-pentenalCC(C)\C=C/C=O761.0Standard non polar33892256
4-Methyl-2-pentenalCC(C)\C=C/C=O806.7Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Breath
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BreathDetected but not QuantifiedNot QuantifiedChildren (1-13 years old)BothAsthma details
Associated Disorders and Diseases
Disease References
Asthma
  1. van de Kant KD, van Berkel JJ, Jobsis Q, Lima Passos V, Klaassen EM, van der Sande L, van Schayck OC, de Jongste JC, van Schooten FJ, Derks E, Dompeling E, Dallinga JW: Exhaled breath profiling in diagnosing wheezy preschool children. Eur Respir J. 2013 Jan;41(1):183-8. doi: 10.1183/09031936.00122411. [PubMed:23277518 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003217
KNApSAcK IDNot Available
Chemspider ID4511059
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5354998
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1004661
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .