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Showing metabocard for 6-Mercapto-1-hexanol (HMDB0247085)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 00:06:03 UTC
Update Date2021-09-26 22:56:33 UTC
HMDB IDHMDB0247085
Secondary Accession NumbersNone
Metabolite Identification
Common Name6-Mercapto-1-hexanol
Description This compound has been identified in human blood as reported by (PMID: 31557052 ). 6-mercapto-1-hexanol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 6-Mercapto-1-hexanol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0247085 (6-Mercapto-1-hexanol)


  Mrv1533007131513472D          

  8  7  0  0  0  0            999 V2000
    2.2539    0.0000    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
    2.9684    0.4125    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
    3.6829   -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
    4.3974    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  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
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
M  END
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3D MOL for HMDB0247085 (6-Mercapto-1-hexanol)

HMDB0247085
     RDKit          3D
6-Mercapto-1-hexanol
 22 21  0  0  0  0  0  0  0  0999 V2000
    2.7840    0.8291    1.5901 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0157    0.6625    0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887   -0.7831    0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7556   -1.0544   -0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5203   -0.2529   -0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3958   -0.5613    0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6680    0.2274    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3947    2.0008    0.2635 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732    1.2268    1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877    0.9723   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191    1.3375    0.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909   -1.0825    1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5128   -1.3895    0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181   -2.1370   -0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356   -0.8387   -1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3334    0.8395   -0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975   -0.5666   -1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5928   -1.6319    0.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -0.2619    1.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2648   -0.1121   -0.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2637   -0.0313    1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6082    2.6074   -0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
M  END
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3D SDF for HMDB0247085 (6-Mercapto-1-hexanol)


  Mrv1533007131513472D          

  8  7  0  0  0  0            999 V2000
    2.2539    0.0000    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
    2.9684    0.4125    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
    3.6829   -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
    4.3974    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  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
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247085

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCCCCCS

> <INCHI_IDENTIFIER>
InChI=1S/C6H14OS/c7-5-3-1-2-4-6-8/h7-8H,1-6H2

> <INCHI_KEY>
UGZAJZLUKVKCBM-UHFFFAOYSA-N

> <FORMULA>
C6H14OS

> <MOLECULAR_WEIGHT>
134.24

> <EXACT_MASS>
134.076536245

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.387480068629667

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-sulfanylhexan-1-ol

> <ALOGPS_LOGP>
2.12

> <JCHEM_LOGP>
1.5091500553333335

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.843942694590513

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.200823845007278

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922594653863874

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
39.2942

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.35e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-sulfanylhexan-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0247085 (6-Mercapto-1-hexanol)

HMDB0247085
     RDKit          3D
6-Mercapto-1-hexanol
 22 21  0  0  0  0  0  0  0  0999 V2000
    2.7840    0.8291    1.5901 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0157    0.6625    0.4388 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5887   -0.7831    0.3286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7556   -1.0544   -0.8842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5203   -0.2529   -0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3958   -0.5613    0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6680    0.2274    0.2576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3947    2.0008    0.2635 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732    1.2268    1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877    0.9723   -0.4619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1191    1.3375    0.4762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0909   -1.0825    1.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5128   -1.3895    0.2389 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5181   -2.1370   -0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3356   -0.8387   -1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3334    0.8395   -0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0975   -0.5666   -1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5928   -1.6319    0.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8422   -0.2619    1.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2648   -0.1121   -0.6196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2637   -0.0313    1.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6082    2.6074   -0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
M  END
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PDB for HMDB0247085 (6-Mercapto-1-hexanol)

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.875  -0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.208   0.770   0.000  0.00  0.00           O+0
HETATM    8  S   UNK     0      -1.127   0.000   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0247085 (6-Mercapto-1-hexanol)

COMPND    HMDB0247085
HETATM    1  O1  UNL     1       2.784   0.829   1.590  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.016   0.662   0.439  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.589  -0.783   0.329  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.756  -1.054  -0.884  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.520  -0.253  -0.927  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.396  -0.561   0.284  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.668   0.227   0.258  1.00  0.00           C  
HETATM    8  S1  UNL     1      -2.395   2.001   0.264  1.00  0.00           S  
HETATM    9  H1  UNL     1       3.673   1.227   1.395  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.588   0.972  -0.462  1.00  0.00           H  
HETATM   11  H3  UNL     1       1.119   1.337   0.476  1.00  0.00           H  
HETATM   12  H4  UNL     1       1.091  -1.083   1.270  1.00  0.00           H  
HETATM   13  H5  UNL     1       2.513  -1.390   0.239  1.00  0.00           H  
HETATM   14  H6  UNL     1       0.518  -2.137  -0.892  1.00  0.00           H  
HETATM   15  H7  UNL     1       1.336  -0.839  -1.802  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.333   0.840  -0.903  1.00  0.00           H  
HETATM   17  H9  UNL     1      -1.097  -0.567  -1.815  1.00  0.00           H  
HETATM   18  H10 UNL     1      -1.593  -1.632   0.357  1.00  0.00           H  
HETATM   19  H11 UNL     1      -0.842  -0.262   1.217  1.00  0.00           H  
HETATM   20  H12 UNL     1      -3.265  -0.112  -0.620  1.00  0.00           H  
HETATM   21  H13 UNL     1      -3.264  -0.031   1.154  1.00  0.00           H  
HETATM   22  H14 UNL     1      -2.608   2.607  -0.967  1.00  0.00           H  
CONECT    1    2    9
CONECT    2    3   10   11
CONECT    3    4   12   13
CONECT    4    5   14   15
CONECT    5    6   16   17
CONECT    6    7   18   19
CONECT    7    8   20   21
CONECT    8   22
END
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SMILES for HMDB0247085 (6-Mercapto-1-hexanol)

OCCCCCCS
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INCHI for HMDB0247085 (6-Mercapto-1-hexanol)

InChI=1S/C6H14OS/c7-5-3-1-2-4-6-8/h7-8H,1-6H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
6-Hydroxy-1-hexanethiolMeSH
6-mercapto-1-HexanolMeSH
Chemical FormulaC6H14OS
Average Molecular Weight134.24
Monoisotopic Molecular Weight134.076536245
IUPAC Name6-sulfanylhexan-1-ol
Traditional Name6-sulfanylhexan-1-ol
CAS Registry NumberNot Available
SMILES
OCCCCCCS
InChI Identifier
InChI=1S/C6H14OS/c7-5-3-1-2-4-6-8/h7-8H,1-6H2
InChI KeyUGZAJZLUKVKCBM-UHFFFAOYSA-N
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
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP2.12ALOGPS
logP1.51ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)10.2ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity39.29 m³·mol⁻¹ChemAxon
Polarizability16.39 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+137.97330932474
DeepCCS[M-H]-135.71730932474
DeepCCS[M-2H]-171.38130932474
DeepCCS[M+Na]+146.10430932474
AllCCS[M+H]+130.432859911
AllCCS[M+H-H2O]+126.332859911
AllCCS[M+NH4]+134.132859911
AllCCS[M+Na]+135.232859911
AllCCS[M-H]-137.532859911
AllCCS[M+Na-2H]-140.832859911
AllCCS[M+HCOO]-144.532859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202212.3967 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.21 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2037.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid395.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid131.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid249.7 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid263.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid472.0 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid548.2 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)225.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1048.7 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid313.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1166.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid361.0 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid324.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate456.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA423.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water87.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-Mercapto-1-hexanolOCCCCCCS1954.6Standard polar33892256
6-Mercapto-1-hexanolOCCCCCCS1165.1Standard non polar33892256
6-Mercapto-1-hexanolOCCCCCCS1215.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-Mercapto-1-hexanol,2TMS,isomer #1C[Si](C)(C)OCCCCCCS[Si](C)(C)C1530.0Semi standard non polar33892256
6-Mercapto-1-hexanol,2TMS,isomer #1C[Si](C)(C)OCCCCCCS[Si](C)(C)C1549.8Standard non polar33892256
6-Mercapto-1-hexanol,2TMS,isomer #1C[Si](C)(C)OCCCCCCS[Si](C)(C)C1507.0Standard polar33892256
6-Mercapto-1-hexanol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCCCCCS[Si](C)(C)C(C)(C)C1977.1Semi standard non polar33892256
6-Mercapto-1-hexanol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCCCCCS[Si](C)(C)C(C)(C)C1958.9Standard non polar33892256
6-Mercapto-1-hexanol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCCCCCCS[Si](C)(C)C(C)(C)C1782.9Standard polar33892256
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB006722
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound560126
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]