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Showing metabocard for Hexyl formate (HMDB0032874)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:24 UTC
Update Date2023-02-21 17:22:43 UTC
HMDB IDHMDB0032874
Secondary Accession Numbers
  • HMDB32874
Metabolite Identification
Common NameHexyl formate
DescriptionHexyl formate, also known as hexyl formic acid, belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Hexyl formate is a sweet, apple, and banana tasting compound. Hexyl formate has been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), apples (Malus pumila), fruits, green tea, and herbal tea. This could make hexyl formate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Hexyl formate.
Structure
Data?1677000163
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0032874 (Hexyl formate)


  Mrv0541 05061306462D          

  9  8  0  0  0  0            999 V2000
   -3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
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3D MOL for HMDB0032874 (Hexyl formate)

HMDB0032874
     RDKit          3D
Hexyl formate
 23 22  0  0  0  0  0  0  0  0999 V2000
   -3.6286    0.0033   -0.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1790    0.3898   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4813   -0.6148    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0486   -0.2931    0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829   -0.2327   -0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2091    0.1002   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0536    0.1731   -1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3866    0.4719   -0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7701    0.6607    0.2542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1061    0.7284   -1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459   -0.0547    0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7171   -1.0146   -0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1208    1.4090    0.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727    0.3537   -1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6305   -1.6552    0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0038   -0.5604    1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3714   -1.0970    1.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263    0.6886    1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079   -1.1037   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083    0.6455   -0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6451   -0.6446    0.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2485    1.0916    0.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1247    0.5550   -1.7007 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
  8  9  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
M  END
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3D SDF for HMDB0032874 (Hexyl formate)


  Mrv0541 05061306462D          

  9  8  0  0  0  0            999 V2000
   -3.6020   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4586   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7441   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0296   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3993   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1138   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6849   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032874

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCOC=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H14O2/c1-2-3-4-5-6-9-7-8/h7H,2-6H2,1H3

> <INCHI_KEY>
OUGPMNMLWKSBRI-UHFFFAOYSA-N

> <FORMULA>
C7H14O2

> <MOLECULAR_WEIGHT>
130.1849

> <EXACT_MASS>
130.099379692

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
15.438981542359105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
hexyl formate

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
2.086885978333333

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.816465894125962

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
35.9979

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
formic acid, hexyl ester

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0032874 (Hexyl formate)

HMDB0032874
     RDKit          3D
Hexyl formate
 23 22  0  0  0  0  0  0  0  0999 V2000
   -3.6286    0.0033   -0.4820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1790    0.3898   -0.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4813   -0.6148    0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0486   -0.2931    0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7829   -0.2327   -0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2091    0.1002   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0536    0.1731   -1.1422 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3866    0.4719   -0.9258 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7701    0.6607    0.2542 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1061    0.7284   -1.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1459   -0.0547    0.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7171   -1.0146   -0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1208    1.4090    0.0912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727    0.3537   -1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6305   -1.6552    0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0038   -0.5604    1.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3714   -1.0970    1.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0263    0.6886    1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7079   -1.1037   -1.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083    0.6455   -0.9933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6451   -0.6446    0.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2485    1.0916    0.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1247    0.5550   -1.7007 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
  8  9  2  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  0
  2 14  1  0
  3 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  8 23  1  0
M  END
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PDB for HMDB0032874 (Hexyl formate)

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      -6.724  -3.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.056  -3.231   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.723  -4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.389  -3.231   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.055  -4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.612  -4.001   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.946  -3.231   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.278  -3.231   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    9                                                       
CONECT    7    8    9                                                       
CONECT    8    7                                                            
CONECT    9    6    7                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for HMDB0032874 (Hexyl formate)

COMPND    HMDB0032874
HETATM    1  C1  UNL     1      -3.629   0.003  -0.482  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.179   0.390  -0.279  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.481  -0.615   0.606  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.049  -0.293   0.846  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.783  -0.233  -0.390  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.209   0.100  -0.015  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.054   0.173  -1.142  1.00  0.00           O  
HETATM    8  C7  UNL     1       4.387   0.472  -0.926  1.00  0.00           C  
HETATM    9  O2  UNL     1       4.770   0.661   0.254  1.00  0.00           O  
HETATM   10  H1  UNL     1      -4.106   0.728  -1.155  1.00  0.00           H  
HETATM   11  H2  UNL     1      -4.146  -0.055   0.507  1.00  0.00           H  
HETATM   12  H3  UNL     1      -3.717  -1.015  -0.920  1.00  0.00           H  
HETATM   13  H4  UNL     1      -2.121   1.409   0.091  1.00  0.00           H  
HETATM   14  H5  UNL     1      -1.673   0.354  -1.273  1.00  0.00           H  
HETATM   15  H6  UNL     1      -1.631  -1.655   0.260  1.00  0.00           H  
HETATM   16  H7  UNL     1      -2.004  -0.560   1.602  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.371  -1.097   1.495  1.00  0.00           H  
HETATM   18  H9  UNL     1       0.026   0.689   1.355  1.00  0.00           H  
HETATM   19  H10 UNL     1       0.708  -1.104  -1.050  1.00  0.00           H  
HETATM   20  H11 UNL     1       0.408   0.646  -0.993  1.00  0.00           H  
HETATM   21  H12 UNL     1       2.645  -0.645   0.675  1.00  0.00           H  
HETATM   22  H13 UNL     1       2.249   1.092   0.477  1.00  0.00           H  
HETATM   23  H14 UNL     1       5.125   0.555  -1.701  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3   13   14
CONECT    3    4   15   16
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8
CONECT    8    9    9   23
END
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SMILES for HMDB0032874 (Hexyl formate)

CCCCCCOC=O
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INCHI for HMDB0032874 (Hexyl formate)

InChI=1S/C7H14O2/c1-2-3-4-5-6-9-7-8/h7H,2-6H2,1H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Hexyl formic acidGenerator
FEMA 2570HMDB
Formic acid, hexyl esterHMDB
Hexyl formiateHMDB
Hexyl methanoateHMDB
N-Hexyl formateHMDB
N-Hexyl methanoateHMDB
Chemical FormulaC7H14O2
Average Molecular Weight130.1849
Monoisotopic Molecular Weight130.099379692
IUPAC Namehexyl formate
Traditional Nameformic acid, hexyl ester
CAS Registry Number629-33-4
SMILES
CCCCCCOC=O
InChI Identifier
InChI=1S/C7H14O2/c1-2-3-4-5-6-9-7-8/h7H,2-6H2,1H3
InChI KeyOUGPMNMLWKSBRI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Industrial applicationBiological role
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-62.6 °CNot Available
Boiling Point155.00 to 156.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0 slightlyThe Good Scents Company Information System
LogP2.415 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1 g/LALOGPS
logP2.59ALOGPS
logP2.09ChemAxon
logS-2.1ALOGPS
pKa (Strongest Basic)-6.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity36 m³·mol⁻¹ChemAxon
Polarizability15.44 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
DarkChem[M+H]+128.48331661259
DarkChem[M-H]-125.60831661259
DeepCCS[M+H]+136.32630932474
DeepCCS[M-H]-134.1530932474
DeepCCS[M-2H]-170.10730932474
DeepCCS[M+Na]+144.89430932474
AllCCS[M+H]+131.532859911
AllCCS[M+H-H2O]+127.432859911
AllCCS[M+NH4]+135.432859911
AllCCS[M+Na]+136.532859911
AllCCS[M-H]-133.632859911
AllCCS[M+Na-2H]-136.332859911
AllCCS[M+HCOO]-139.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.5.59 minutes32390414
Predicted by Siyang on May 30, 202213.1006 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.75 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1804.9 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid422.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid159.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid276.8 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid305.4 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid525.3 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 Acid577.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)113.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1126.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid371.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1232.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid382.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid355.9 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate467.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA371.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water45.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Hexyl formateCCCCCCOC=O1192.4Standard polar33892256
Hexyl formateCCCCCCOC=O904.3Standard non polar33892256
Hexyl formateCCCCCCOC=O984.0Semi standard non polar33892256
Spectra
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 IDFDB010854
KNApSAcK IDNot Available
Chemspider ID55123
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61177
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1023931
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.. .