Hmdb loader

Showing metabocard for Methyl 1-(methylthio)propyl disulfide (HMDB0033042)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:53:25 UTC
Update Date2023-02-21 17:22:59 UTC
HMDB IDHMDB0033042
Secondary Accession Numbers
  • HMDB33042
Metabolite Identification
Common NameMethyl 1-(methylthio)propyl disulfide
DescriptionMethyl 1-(methylthio)propyl disulfide belongs to the class of organic compounds known as dialkyldisulfides. These are organic compounds containing a disulfide group R-SS-R' where R and R' are both alkyl groups. Methyl 1-(methylthio)propyl disulfide has been detected, but not quantified in, several different foods, such as green onion, onion-family vegetables, welsh onions (Allium fistulosum), garden onions (Allium cepa), and red onion. This could make methyl 1-(methylthio)propyl disulfide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Methyl 1-(methylthio)propyl disulfide.
Structure
Data?1677000179
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033042 (Methyl 1-(methylthio)propyl disulfide)


  Mrv0541 05061306532D          

  8  7  0  0  0  0            999 V2000
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    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
   -0.4125   -1.5395    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  8  7  1  0  0  0  0
M  END
Download

3D MOL for HMDB0033042 (Methyl 1-(methylthio)propyl disulfide)

HMDB0033042
     RDKit          3D
Methyl 1-(methylthio)propyl disulfide
 20 19  0  0  0  0  0  0  0  0999 V2000
   -1.0532   -0.3692   -0.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7184   -0.9260    0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2405    0.1135    1.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4654    1.4066    1.6083 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140    2.4467    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3723    0.8004    0.8793 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9016   -0.6866    1.0459 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959   -1.4919   -0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347    0.2397   -1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1563   -1.2807   -1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208    0.1342   -1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6783   -1.3900    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0120   -1.7644    0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883   -0.3818    2.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708    3.5286    0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1054    2.3105   -0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8462    2.1905   -0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0356   -1.4032   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7440   -0.9330   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2550   -2.5439   -0.5215 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  0
  5 15  1  0
  5 16  1  0
  5 17  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
M  END
Download

3D SDF for HMDB0033042 (Methyl 1-(methylthio)propyl disulfide)


  Mrv0541 05061306532D          

  8  7  0  0  0  0            999 V2000
   -1.8414   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.3020    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
   -0.4125   -1.5395    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  1  0  0  0  0
  8  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033042

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(SC)SSC

> <INCHI_IDENTIFIER>
InChI=1S/C5H12S3/c1-4-5(6-2)8-7-3/h5H,4H2,1-3H3

> <INCHI_KEY>
OGKCJWOOFUPRSV-UHFFFAOYSA-N

> <FORMULA>
C5H12S3

> <MOLECULAR_WEIGHT>
168.344

> <EXACT_MASS>
168.010112454

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
18.496373150610292

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(methyldisulfanyl)-1-(methylsulfanyl)propane

> <ALOGPS_LOGP>
2.88

> <JCHEM_LOGP>
2.9391298530000003

> <ALOGPS_LOGS>
-2.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
48.37590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(methyldisulfanyl)-1-(methylsulfanyl)propane

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0033042 (Methyl 1-(methylthio)propyl disulfide)

HMDB0033042
     RDKit          3D
Methyl 1-(methylthio)propyl disulfide
 20 19  0  0  0  0  0  0  0  0999 V2000
   -1.0532   -0.3692   -0.9814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7184   -0.9260    0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2405    0.1135    1.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4654    1.4066    1.6083 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140    2.4467    0.2054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3723    0.8004    0.8793 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9016   -0.6866    1.0459 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959   -1.4919   -0.5842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2347    0.2397   -1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1563   -1.2807   -1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208    0.1342   -1.0176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6783   -1.3900    0.7534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0120   -1.7644    0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0883   -0.3818    2.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8708    3.5286    0.5076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1054    2.3105   -0.6201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8462    2.1905   -0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0356   -1.4032   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7440   -0.9330   -1.1780 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2550   -2.5439   -0.5215 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
  3  6  1  0
  6  7  1  0
  7  8  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  0
  5 15  1  0
  5 16  1  0
  5 17  1  0
  8 18  1  0
  8 19  1  0
  8 20  1  0
M  END
Download

PDB for HMDB0033042 (Methyl 1-(methylthio)propyl disulfide)

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      -3.437  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.104  -3.644   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0      -0.770  -2.874   0.000  0.00  0.00           S+0
HETATM    7  S   UNK     0       1.897  -1.334   0.000  0.00  0.00           S+0
HETATM    8  S   UNK     0       0.564  -0.564   0.000  0.00  0.00           S+0
CONECT    1    4                                                            
CONECT    2    6                                                            
CONECT    3    7                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    2    5                                                       
CONECT    7    3    8                                                       
CONECT    8    5    7                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
Download

3D PDB for HMDB0033042 (Methyl 1-(methylthio)propyl disulfide)

COMPND    HMDB0033042
HETATM    1  C1  UNL     1      -1.053  -0.369  -0.981  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.718  -0.926   0.381  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.241   0.114   1.322  1.00  0.00           C  
HETATM    4  S1  UNL     1      -1.465   1.407   1.608  1.00  0.00           S  
HETATM    5  C4  UNL     1      -1.814   2.447   0.205  1.00  0.00           C  
HETATM    6  S2  UNL     1       1.372   0.800   0.879  1.00  0.00           S  
HETATM    7  S3  UNL     1       2.902  -0.687   1.046  1.00  0.00           S  
HETATM    8  C5  UNL     1       2.996  -1.492  -0.584  1.00  0.00           C  
HETATM    9  H1  UNL     1      -0.235   0.240  -1.407  1.00  0.00           H  
HETATM   10  H2  UNL     1      -1.156  -1.281  -1.649  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.021   0.134  -1.018  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.678  -1.390   0.753  1.00  0.00           H  
HETATM   13  H5  UNL     1      -0.012  -1.764   0.224  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.088  -0.382   2.324  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.871   3.529   0.508  1.00  0.00           H  
HETATM   16  H8  UNL     1      -1.105   2.311  -0.620  1.00  0.00           H  
HETATM   17  H9  UNL     1      -2.846   2.191  -0.173  1.00  0.00           H  
HETATM   18  H10 UNL     1       2.036  -1.403  -1.120  1.00  0.00           H  
HETATM   19  H11 UNL     1       3.744  -0.933  -1.178  1.00  0.00           H  
HETATM   20  H12 UNL     1       3.255  -2.544  -0.521  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3   12   13
CONECT    3    4    6   14
CONECT    4    5
CONECT    5   15   16   17
CONECT    6    7
CONECT    7    8
CONECT    8   18   19   20
END
Download

SMILES for HMDB0033042 (Methyl 1-(methylthio)propyl disulfide)

CCC(SC)SSC
Download

INCHI for HMDB0033042 (Methyl 1-(methylthio)propyl disulfide)

InChI=1S/C5H12S3/c1-4-5(6-2)8-7-3/h5H,4H2,1-3H3
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
Methyl 1-(methylthio)propyl disulphideGenerator
1-(Methylthiopropyl) methyl disulfideHMDB
4-Ethyl-2,3,5-trithiahexaneHMDB
Disulfide, methyl 1-(methylthio)propylHMDB
1-(Methyldisulphanyl)-1-(methylsulphanyl)propaneGenerator
Chemical FormulaC5H12S3
Average Molecular Weight168.344
Monoisotopic Molecular Weight168.010112454
IUPAC Name1-(methyldisulfanyl)-1-(methylsulfanyl)propane
Traditional Name1-(methyldisulfanyl)-1-(methylsulfanyl)propane
CAS Registry Number53897-66-8
SMILES
CCC(SC)SSC
InChI Identifier
InChI=1S/C5H12S3/c1-4-5(6-2)8-7-3/h5H,4H2,1-3H3
InChI KeyOGKCJWOOFUPRSV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dialkyldisulfides. These are organic compounds containing a disulfide group R-SS-R' where R and R' are both alkyl groups.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassOrganic disulfides
Sub ClassDialkyldisulfides
Direct ParentDialkyldisulfides
Alternative Parents
Substituents
  • Dialkyldisulfide
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point206.56 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility222.3 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.294 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.25 g/LALOGPS
logP2.88ALOGPS
logP2.94ChemAxon
logS-2.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity48.38 m³·mol⁻¹ChemAxon
Polarizability18.5 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+134.37331661259
DarkChem[M-H]-129.59531661259
DeepCCS[M+H]+138.4130932474
DeepCCS[M-H]-136.18330932474
DeepCCS[M-2H]-172.02230932474
DeepCCS[M+Na]+147.07430932474
AllCCS[M+H]+132.132859911
AllCCS[M+H-H2O]+128.432859911
AllCCS[M+NH4]+135.532859911
AllCCS[M+Na]+136.532859911
AllCCS[M-H]-142.932859911
AllCCS[M+Na-2H]-146.232859911
AllCCS[M+HCOO]-149.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Methyl 1-(methylthio)propyl disulfideCCC(SC)SSC1643.5Standard polar33892256
Methyl 1-(methylthio)propyl disulfideCCC(SC)SSC1196.0Standard non polar33892256
Methyl 1-(methylthio)propyl disulfideCCC(SC)SSC1273.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Methyl 1-(methylthio)propyl disulfide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0075-9300000000-ec9ee738674601dfabcc2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Methyl 1-(methylthio)propyl disulfide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 10V, Positive-QTOFsplash10-00xr-1900000000-a4f6938d67ec6a72c6092016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 20V, Positive-QTOFsplash10-008l-9200000000-d636d80f5c09f952f6802016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 40V, Positive-QTOFsplash10-0095-9200000000-ca933897fc153d917f422016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 10V, Negative-QTOFsplash10-0002-9100000000-e085a7dbf77721b5a6172016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 20V, Negative-QTOFsplash10-0002-9300000000-0f3bd7e629f66e68fc702016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 40V, Negative-QTOFsplash10-0002-9000000000-054922beacec124e529b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 10V, Positive-QTOFsplash10-00di-1900000000-e2d7d481c6faa7d485e02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 20V, Positive-QTOFsplash10-00di-9400000000-379a13ee230fff8f8e982021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 40V, Positive-QTOFsplash10-0002-9000000000-529bb887dcc11844c7462021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 10V, Negative-QTOFsplash10-0002-9200000000-825456d8e704fe0a9dd52021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 20V, Negative-QTOFsplash10-0002-9000000000-bd1b0760efcc705627c62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Methyl 1-(methylthio)propyl disulfide 40V, Negative-QTOFsplash10-004i-9000000000-e6a4f1dc908cdda5b2c22021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011035
KNApSAcK IDNot Available
Chemspider ID454878
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound521472
PDB IDNot Available
ChEBI ID173756
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1631141
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .