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Showing NP-Card for 3-Methyl-2-butene-1-thiol (NP0047277)

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Record Information
Version2.0
Created at2022-03-17 20:37:31 UTC
Updated at2022-03-17 20:37:31 UTC
NP-MRD IDNP0047277
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Methyl-2-butene-1-thiol
Description3-Methyl-2-butene-1-thiol, also known as 4-mercapto-2-methyl-2-butene or dimethylallyl mercaptan, belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain. 3-Methyl-2-butene-1-thiol is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Methyl-2-butene-1-thiol is an amine, leek, and onion tasting compound. Outside of the human body, 3-Methyl-2-butene-1-thiol has been detected, but not quantified in, alcoholic beverages and coffee and coffee products. This could make 3-methyl-2-butene-1-thiol a potential biomarker for the consumption of these foods. Substance responsible for ''sun-struck'' flavour of beer.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0047277 (3-Methyl-2-butene-1-thiol)


  Mrv0541 05061305592D          

  6  5  0  0  0  0            999 V2000
   -0.4125   -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
    0.8250    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
M  END
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3D MOL for NP0047277 (3-Methyl-2-butene-1-thiol)

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3D SDF for NP0047277 (3-Methyl-2-butene-1-thiol)

  Mrv0541 05061305592D          

  6  5  0  0  0  0            999 V2000
   -0.4125   -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
    0.8250    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047277

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCS

> <INCHI_IDENTIFIER>
InChI=1S/C5H10S/c1-5(2)3-4-6/h3,6H,4H2,1-2H3

> <INCHI_KEY>
GYDPOKGOQFTYGW-UHFFFAOYSA-N

> <FORMULA>
C5H10S

> <MOLECULAR_WEIGHT>
102.198

> <EXACT_MASS>
102.05032101

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
12.50221049657155

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylbut-2-ene-1-thiol

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
2.094038417

> <ALOGPS_LOGS>
-1.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.998697060923645

> <JCHEM_PKA_STRONGEST_BASIC>
-9.700074235537578

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
33.4081

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methylbut-2-ene-1-thiol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0047277 (3-Methyl-2-butene-1-thiol)
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PDB for NP0047277 (3-Methyl-2-butene-1-thiol)
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      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770   1.334   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       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0       1.540   2.667   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    5                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    1    2    3                                                  
CONECT    6    4                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END

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3D PDB for NP0047277 (3-Methyl-2-butene-1-thiol)
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SMILES for NP0047277 (3-Methyl-2-butene-1-thiol)
CC(C)=CCS
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INCHI for NP0047277 (3-Methyl-2-butene-1-thiol)
InChI=1S/C5H10S/c1-5(2)3-4-6/h3,6H,4H2,1-2H3
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Synonyms
ValueSource
3-Methyl-2-buten-1-thiolHMDB
3-Methyl-2-butenethiolHMDB
3-Methyl-but-2-ene-1-thiolHMDB
4-Mercapto-2-methyl-2-buteneHMDB
Dimethylallyl mercaptanHMDB
FEMA 3896HMDB
Prenyl mercaptanHMDB
PrenylthiolHMDB
3-Methyl-2-butene-1-thiolMeSH
Chemical FormulaC5H10S
Average Mass102.1980 Da
Monoisotopic Mass102.05032 Da
IUPAC Name3-methylbut-2-ene-1-thiol
Traditional Name3-methylbut-2-ene-1-thiol
CAS Registry Number5287-45-6
SMILES
CC(C)=CCS
InChI Identifier
InChI=1S/C5H10S/c1-5(2)3-4-6/h3,6H,4H2,1-2H3
InChI KeyGYDPOKGOQFTYGW-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Coffea arabica L.FooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Coffea canephoraFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkylthiols. These are organic compounds containing the thiol functional group linked to an alkyl chain.
KingdomOrganic compounds  
Super ClassOrganosulfur compounds  
ClassThiols  
Sub ClassAlkylthiols  
Direct ParentAlkylthiols  
Alternative Parents
Substituents
  • Alkylthiol
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP2.15ALOGPS
logP2.09ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)10ChemAxon
pKa (Strongest Basic)-9.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity33.41 m³·mol⁻¹ChemAxon
Polarizability12.5 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0031529  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008136  
KNApSAcK IDNot Available
Chemspider ID129292  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound146586  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available