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Showing NP-Card for Allylacetone (NP0084554)

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Record Information
Version2.0
Created at2022-04-29 05:15:38 UTC
Updated at2022-04-29 05:15:38 UTC
NP-MRD IDNP0084554
Secondary Accession NumbersNone
Natural Product Identification
Common NameAllylacetone
Description5-Hexen-2-one 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, 5-hexen-2-one is considered to be an oxygenated hydrocarbon. Allylacetone is found in Osmanthus fragrans . Allylacetone was first documented in 2010 (PMID: 19756804). Based on a literature review a small amount of articles have been published on 5-hexen-2-one (PMID: 31226430) (PMID: 31457662) (PMID: 22313781) (PMID: 22272978).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0084554 (Allylacetone)


  Mrv1652304292207152D          

  7  6  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    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
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  2  7  2  0  0  0  0
M  END
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3D MOL for NP0084554 (Allylacetone)

     RDKit          3D

 17 16  0  0  0  0  0  0  0  0999 V2000
    2.3858    0.8204    0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365    0.5406   -0.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0345   -0.7521   -0.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4506   -0.5403   -0.7846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0854    0.1469    0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5410    0.4593    0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4602    0.4804    1.3706 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9085    1.7483    0.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362    0.0987    1.5995 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154    1.2799   -1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4496   -1.3225   -1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1342   -1.4108    0.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6202   -0.0056   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9307   -1.5355   -0.8797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6957    1.5168    0.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0127   -0.2630   -0.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0043    0.3415    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0
  5  7  2  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  6 15  1  0
  6 16  1  0
  6 17  1  0
  4 13  1  0
  4 14  1  0
  3 11  1  0
  3 12  1  0
  2 10  1  0
  1  8  1  0
  1  9  1  0
M  END
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3D SDF for NP0084554 (Allylacetone)


  Mrv1652304292207152D          

  7  6  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    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
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.9520    0.0000 O   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  2  7  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0084554

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O/c1-3-4-5-6(2)7/h3H,1,4-5H2,2H3

> <INCHI_KEY>
RNDVGJZUHCKENF-UHFFFAOYSA-N

> <FORMULA>
C6H10O

> <MOLECULAR_WEIGHT>
98.145

> <EXACT_MASS>
98.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
11.49515088220698

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hex-5-en-2-one

> <ALOGPS_LOGP>
1.08

> <JCHEM_LOGP>
1.3919649989999998

> <ALOGPS_LOGS>
-0.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.599001127584042

> <JCHEM_PKA_STRONGEST_BASIC>
-7.2778200550886325

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
30.067800000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-hexen-5-one

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0084554 (Allylacetone)

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PDB for NP0084554 (Allylacetone)
HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   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       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.976   3.644   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    2                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END

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3D PDB for NP0084554 (Allylacetone)
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SMILES for NP0084554 (Allylacetone)
CC(=O)CCC=C
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INCHI for NP0084554 (Allylacetone)
InChI=1S/C6H10O/c1-3-4-5-6(2)7/h3H,1,4-5H2,2H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC6H10O
Average Mass98.1450 Da
Monoisotopic Mass98.07316 Da
IUPAC Namehex-5-en-2-one
Traditional Name1-hexen-5-one
CAS Registry NumberNot Available
SMILES
CC(=O)CCC=C
InChI Identifier
InChI=1S/C6H10O/c1-3-4-5-6(2)7/h3H,1,4-5H2,2H3
InChI KeyRNDVGJZUHCKENF-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Osmanthus fragransPlant
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
logP1.08ALOGPS
logP1.39ChemAxon
logS-0.99ALOGPS
pKa (Strongest Acidic)19.6ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity30.07 m³·mol⁻¹ChemAxon
Polarizability11.5 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00054021  
Chemspider ID7699  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7989  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Api AM, Belsito D, Botelho D, Bruze M, Burton GA Jr, Buschmann J, Dagli ML, Date M, Dekant W, Deodhar C, Francis M, Fryer AD, Jones L, Joshi K, La Cava S, Lapczynski A, Liebler DC, O'Brien D, Patel A, Penning TM, Ritacco G, Romine J, Sadekar N, Salvito D, Schultz TW, Sipes IG, Sullivan G, Thakkar Y, Tokura Y, Tsang S: RIFM fragrance ingredient safety assessment, 5-hexen-2-one, CAS Registry Number 109-49-9. Food Chem Toxicol. 2019 Aug;130 Suppl 1:110589. doi: 10.1016/j.fct.2019.110589. Epub 2019 Jun 18. [PubMed:31226430  ] 
  2. Shi J, Hu B, Chen X, Shang S, Deng D, Sun Y, Shi W, Yang X, Chen D: Synthesis, Reactivity, and Catalytic Transfer Hydrogenation Activity of Ruthenium Complexes Bearing NNN Tridentate Ligands: Influence of the Secondary Coordination Sphere. ACS Omega. 2017 Jul 11;2(7):3406-3416. doi: 10.1021/acsomega.7b00410. eCollection 2017 Jul 31. [PubMed:31457662  ] 
  3. Shikichi Y, Mori K: Metathesis-mediated synthesis of (R)-10-methyl-2-tridecanone, the southern corn rootworm pheromone. Biosci Biotechnol Biochem. 2012;76(2):407-9. doi: 10.1271/bbb.110738. Epub 2012 Feb 7. [PubMed:22313781  ] 
  4. Blanco MB, Barnes I, Wiesen P: Kinetic investigation of the OH radical and Cl atom initiated degradation of unsaturated ketones at atmospheric pressure and 298 K. J Phys Chem A. 2012 Jun 21;116(24):6033-40. doi: 10.1021/jp2109972. Epub 2012 Feb 10. [PubMed:22272978  ] 
  5. Lee EH, Kim J, Cho KS, Ahn YG, Hwang GS: Degradation of hexane and other recalcitrant hydrocarbons by a novel isolate, Rhodococcus sp. EH831. Environ Sci Pollut Res Int. 2010 Jan;17(1):64-77. doi: 10.1007/s11356-009-0238-x. [PubMed:19756804  ]