Showing metabocard for 3-methyl-3-sulfanylhexan-1-ol (MMDBc0055394)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-17 19:50:57 UTC
Update Date2025-10-07 16:09:05 UTC
Metabolite IDMMDBc0055394
Metabolite Identification
Common Name3-methyl-3-sulfanylhexan-1-ol
Description3-methyl-3-sulfanylhexan-1-ol is a thioalcohol belonging to the class of sulfur-containing organic compounds. This metabolite is recognized as a key component of human body odor, where it is produced through the bioconversion of thiols by skin bacteria, particularly Staphylococcus haemolyticus (PMID:39543265 ). The compound is involved in various biochemical pathways, including those related to the olfactory processing of body odors, which can have implications for social and sexual communication in humans (PMID:40086707 ). Additionally, 3-methyl-3-sulfanylhexan-1-ol has been shown to significantly reduce in concentration following plasma exposure, indicating its potential role in odor modulation (PMID:38321059 ). The compound's presence and concentration can be measured using advanced analytical techniques such as gas chromatography with mass spectrometry, which has been optimized for detecting low levels of this and related metabolites in biological samples (PMID:26840760 ). Overall, 3-methyl-3-sulfanylhexan-1-ol plays a notable role in human odor profiles and the microbiome's interaction with host metabolism.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9ab451f198>


  Mrv1652306172221502D          

  9  8  0  0  0  0            999 V2000
    1.5395    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.0625    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  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  2  1  0  0  0  0
  7  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9ab451f198>

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3D SDF for #<Metabolite:0x00007f9ab451f198>

  Mrv1652306172221502D          

  9  8  0  0  0  0            999 V2000
    1.5395    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105   -2.0625    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  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  2  1  0  0  0  0
  7  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0055394

> <DATABASE_NAME>
MIME

> <SMILES>
CCCC(C)(S)CCO

> <INCHI_IDENTIFIER>
InChI=1S/C7H16OS/c1-3-4-7(2,9)5-6-8/h8-9H,3-6H2,1-2H3

> <INCHI_KEY>
PSALIMFZUGITJC-UHFFFAOYSA-N

> <FORMULA>
C7H16OS

> <MOLECULAR_WEIGHT>
148.26

> <EXACT_MASS>
148.092186309

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
17.59315774253679

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methyl-3-sulfanylhexan-1-ol

> <JCHEM_LOGP>
1.5593368786666661

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.99413004473924

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.941955801176338

> <JCHEM_PKA_STRONGEST_BASIC>
-2.39205614745097

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
43.728

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-3-sulfanylhexan-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for #<Metabolite:0x00007f9ab451f198>
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PDB for #<Metabolite:0x00007f9ab451f198>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       2.874   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.874   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.206  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       0.206  -3.850   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    3                                                            
CONECT    2    7                                                            
CONECT    3    1    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    2    4    5    9                                             
CONECT    8    6                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for #<Metabolite:0x00007f9ab451f198>
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SMILES for #<Metabolite:0x00007f9ab451f198>
CCCC(C)(S)CCO
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INCHI for #<Metabolite:0x00007f9ab451f198>
InChI=1S/C7H16OS/c1-3-4-7(2,9)5-6-8/h8-9H,3-6H2,1-2H3
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Synonyms
ValueSource
3-Mercapto-3-methyl-1-hexanolChEBI
3-Mercapto-3-methylhexan-1-olChEBI
3-Methyl-3-mercaptohexan-1-olChEBI
3-Methyl-3-sulfanyl-1-hexanolChEBI
3-Methyl-3-sulfanyl-hexan-1-olChEBI
3-Methyl-3-sulphanylhexan-1-olChEBI
3m3SHChEBI
3-Methyl-3-sulphanyl-1-hexanolGenerator
3-Methyl-3-sulphanyl-hexan-1-olGenerator
3-Methyl-3-sulfonylhexan-1-olMeSH
Molecular FormulaC7H16OS
Average Mass148.26
Monoisotopic Mass148.092186309
IUPAC Name3-methyl-3-sulfanylhexan-1-ol
Traditional Name3-methyl-3-sulfanylhexan-1-ol
CAS Registry NumberNot Available
SMILES
CCCC(C)(S)CCO
InChI Identifier
InChI=1S/C7H16OS/c1-3-4-7(2,9)5-6-8/h8-9H,3-6H2,1-2H3
InChI KeyPSALIMFZUGITJC-UHFFFAOYSA-N