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Showing NP-Card for 3-Pentanone (NP0046443)

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Record Information
Version2.0
Created at2022-03-17 20:01:09 UTC
Updated at2022-03-17 20:01:09 UTC
NP-MRD IDNP0046443
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Pentanone
Description3-Pentanone, also known as diethyl ketone or ethyl propionyl, belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. Thus, 3-pentanone is considered to be an oxygenated hydrocarbon lipid molecule. 3-Pentanone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3-Pentanone is an acetone and ethereal tasting compound. Outside of the human body, 3-Pentanone has been detected, but not quantified in, several different foods, such as elliott's blueberries, lemon thymes, sweet rowanberries, towel gourds, and black raspberries. 3-Pentanone is found in Ananas comosus, Basella alba, Cichorium endivia, Medicago sativa , Myrtus communis , Opuntia ficus-indica, Oreotragus oreotragus, Perilla frutescens, Prunus avium , Zea mays and Zingiber mioga. 3-Pentanone was first documented in 2011 (PMID: 21486009). This could make 3-pentanone a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046443 (3-Pentanone)


  Mrv0541 02241220482D          

  6  5  0  0  0  0            999 V2000
    0.8250   -0.8250    0.0000 O   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
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
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3D MOL for NP0046443 (3-Pentanone)

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3D SDF for NP0046443 (3-Pentanone)

  Mrv0541 02241220482D          

  6  5  0  0  0  0            999 V2000
    0.8250   -0.8250    0.0000 O   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
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046443

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(=O)CC

> <INCHI_IDENTIFIER>
InChI=1S/C5H10O/c1-3-5(6)4-2/h3-4H2,1-2H3

> <INCHI_KEY>
FDPIMTJIUBPUKL-UHFFFAOYSA-N

> <FORMULA>
C5H10O

> <MOLECULAR_WEIGHT>
86.1323

> <EXACT_MASS>
86.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
10.199147879571258

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
pentan-3-one

> <ALOGPS_LOGP>
1.19

> <JCHEM_LOGP>
1.5073515023333328

> <ALOGPS_LOGS>
-0.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.963892536640035

> <JCHEM_PKA_STRONGEST_BASIC>
-7.334691573417862

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
25.4486

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-pentanone

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0046443 (3-Pentanone)
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PDB for NP0046443 (3-Pentanone)
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  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.206   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END

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3D PDB for NP0046443 (3-Pentanone)
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SMILES for NP0046443 (3-Pentanone)
CCC(=O)CC
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INCHI for NP0046443 (3-Pentanone)
InChI=1S/C5H10O/c1-3-5(6)4-2/h3-4H2,1-2H3
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Synonyms
ValueSource
Diethyl ketoneChEBI
Ethyl propionylChEBI
Pentan-3-oneChEMBL
DiethylketoneMeSH
Diethyl ketone, 3-(14)C-labeled CPDMeSH
Chemical FormulaC5H10O
Average Mass86.1323 Da
Monoisotopic Mass86.07316 Da
IUPAC Namepentan-3-one
Traditional Name3-pentanone
CAS Registry Number96-22-0
SMILES
CCC(=O)CC
InChI Identifier
InChI=1S/C5H10O/c1-3-5(6)4-2/h3-4H2,1-2H3
InChI KeyFDPIMTJIUBPUKL-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ananas comosusLOTUS Database
Basella albaLOTUS Database
Brassica oleracea var. italicaFooDB
Cichorium endiviaLOTUS Database
Medicago sativaPlant
Myrtus communisPlant
Opuntia ficus-indicaLOTUS Database
Oreotragus oreotragusLOTUS Database
Perilla frutescensLOTUS Database
Prunus aviumPlant
Zea maysLOTUS Database
Zea mays L.FooDB
Zingiber miogaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as ketones. These are organic compounds  in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentKetones  
Alternative Parents
Substituents
  • Ketone
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
logP1.19ALOGPS
logP1.51ChemAxon
logS-0.29ALOGPS
pKa (Strongest Acidic)19.96ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.45 m³·mol⁻¹ChemAxon
Polarizability10.2 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0062040  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB004343  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link3-Pentanone  
METLIN IDNot Available
PubChem Compound7288  
PDB IDNot Available
ChEBI ID87755  
Good Scents IDNot Available
References
General References
  1. Bohman B, Troger A, Franke S, Lorenzo MG, Francke W, Unelius CR: Structure elucidation and synthesis of dioxolanes emitted by two Triatoma species (Hemiptera: Reduviidae). J Nat Prod. 2011 Apr 25;74(4):690-4. doi: 10.1021/np100748r. Epub 2011 Apr 12. [PubMed:21486009  ]