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Showing NP-Card for 3-Mercapto-2-pentanone (NP0337421)

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Record Information
Version2.0
Created at2024-09-11 10:47:36 UTC
Updated at2024-09-11 10:47:36 UTC
NP-MRD IDNP0337421
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Mercapto-2-pentanone
Description3-Mercapto-2-pentanone 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. 3-Mercapto-2-pentanone was first documented in 2007 (PMID: 17243706). Based on a literature review a small amount of articles have been published on 3-Mercapto-2-pentanone (PMID: 23289372) (PMID: 21815692) (PMID: 38869215) (PMID: 18983164).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337421 (3-Mercapto-2-pentanone)


  Mrv2104 05262313192D          

  7  6  0  0  0  0            999 V2000
    0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    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
    1.2375    0.7145    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
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
M  END
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3D MOL for NP0337421 (3-Mercapto-2-pentanone)

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3D SDF for NP0337421 (3-Mercapto-2-pentanone)

  Mrv2104 05262313192D          

  7  6  0  0  0  0            999 V2000
    0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    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
    1.2375    0.7145    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
    2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337421

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1/C5H10OS/c1-3-5(7)4(2)6/h5,7H,3H2,1-2H3

> <INCHI_KEY>
SZECUQRKLXRGSJ-UHFFFAOYNA-N

> <FORMULA>
C5H10OS

> <MOLECULAR_WEIGHT>
118.19

> <EXACT_MASS>
118.045236116

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.998984041463505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-sulfanylpentan-2-one

> <JCHEM_LOGP>
1.4241318669999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.161896494516082

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.473260885455904

> <JCHEM_PKA_STRONGEST_BASIC>
-7.545290773861069

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
33.0419

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-mercapto-2-pentanone

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0337421 (3-Mercapto-2-pentanone)
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PDB for NP0337421 (3-Mercapto-2-pentanone)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       1.540  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   2.667   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       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM    7  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    5    6                                                  
CONECT    5    3    4    7                                                  
CONECT    6    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 NP0337421 (3-Mercapto-2-pentanone)
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SMILES for NP0337421 (3-Mercapto-2-pentanone)
CCC(S)C(C)=O
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INCHI for NP0337421 (3-Mercapto-2-pentanone)
InChI=1/C5H10OS/c1-3-5(7)4(2)6/h5,7H,3H2,1-2H3
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SynonymsNot Available
Chemical FormulaC5H10OS
Average Mass118.1900 Da
Monoisotopic Mass118.04524 Da
IUPAC Name3-sulfanylpentan-2-one
Traditional Name3-mercapto-2-pentanone
CAS Registry NumberNot Available
SMILES
CCC(S)C(C)=O
InChI Identifier
InChI=1/C5H10OS/c1-3-5(7)4(2)6/h5,7H,3H2,1-2H3
InChI KeySZECUQRKLXRGSJ-UHFFFAOYNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound 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
    • 

  • Alkylthiol
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organosulfur compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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
logP1.42ChemAxon
pKa (Strongest Acidic)9.47ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity33.04 m³·mol⁻¹ChemAxon
Polarizability13 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 IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Gurbuz O, Rouseff J, Talcott ST, Rouseff R: Identification of muscadine wine sulfur volatiles: pectinase versus skin-contact maceration. J Agric Food Chem. 2013 Jan 23;61(3):532-9. doi: 10.1021/jf304074m. Epub 2013 Jan  14. [PubMed:23289372  ] 
  2. Tamura H, Fujita A, Steinhaus M, Takahisa E, Watanabe H, Schieberle P: Assessment of the aroma impact of major odor-active thiols in pan-roasted white sesame seeds by calculation of odor activity values. J Agric Food Chem. 2011 Sep 28;59(18):10211-8. doi: 10.1021/jf202183y. Epub 2011  Aug 23. [PubMed:21815692  ] 
  3. Cerny C, Briffod M: Effect of pH on the Maillard reaction of [13C5]xylose, cysteine, and thiamin. J Agric Food Chem. 2007 Feb 21;55(4):1552-6. doi: 10.1021/jf062874w. Epub 2007  Jan 23. [PubMed:17243706  ] 
  4. Hartl DM, Frank O, Hanel VS, Heigl V, Dawid C, Hofmann TF: Isolation and Identification of Novel Taste-Modulating N(2)-Guanosine 5'-Monophosphate Derivatives Generated by Maillard-Type Reactions. J Agric Food Chem. 2024 Jun 26;72(25):14284-14293. doi: 10.1021/acs.jafc.4c03485.  Epub 2024 Jun 13. [PubMed:38869215  ] 
  5. Cerny C, Guntz-Dubini R: Identification of 5-hydroxy-3-mercapto-2-pentanone in the maillard reaction of thiamine, cysteine, and xylose. J Agric Food Chem. 2008 Nov 26;56(22):10679-82. doi: 10.1021/jf801762c. [PubMed:18983164  ]