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Showing metabocard for 1-Bromo-3-iodoacetone (HMDB0040190)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:43:51 UTC
Update Date2022-03-07 02:56:30 UTC
HMDB IDHMDB0040190
Secondary Accession Numbers
  • HMDB40190
Metabolite Identification
Common Name1-Bromo-3-iodoacetone
Description1-Bromo-3-iodoacetone belongs to the class of organic compounds known as alpha-haloketones. These are organic compounds contaning a halogen atom attached to the alpha carbon atom relative to C=O group. Based on a literature review very few articles have been published on 1-Bromo-3-iodoacetone.
Structure
Data?1563863503
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0040190 (1-Bromo-3-iodoacetone)


  Mrv0541 05061311412D          

  6  5  0  0  0  0            999 V2000
    1.2375   -0.7145    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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
M  END
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3D MOL for HMDB0040190 (1-Bromo-3-iodoacetone)

HMDB0040190
     RDKit          3D
1-Bromo-3-iodoacetone
 10  9  0  0  0  0  0  0  0  0999 V2000
   -0.0939    0.0413    1.8276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600   -0.1097    0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2677    0.1902   -0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667    1.9932   -0.8947 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.2006   -0.5792    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0301    1.0874   -1.0403 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810    0.1733    0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4378   -0.5108   -0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9276   -0.8595    0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0487   -1.4263   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  3  7  1  0
  3  8  1  0
  5  9  1  0
  5 10  1  0
M  END
Download

3D SDF for HMDB0040190 (1-Bromo-3-iodoacetone)


  Mrv0541 05061311412D          

  6  5  0  0  0  0            999 V2000
    1.2375   -0.7145    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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040190

> <DATABASE_NAME>
hmdb

> <SMILES>
BrCC(=O)CI

> <INCHI_IDENTIFIER>
InChI=1S/C3H4BrIO/c4-1-3(6)2-5/h1-2H2

> <INCHI_KEY>
YMHCIXGATYNJNH-UHFFFAOYSA-N

> <FORMULA>
C3H4BrIO

> <MOLECULAR_WEIGHT>
262.872

> <EXACT_MASS>
261.849020817

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
14.547769322932703

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-bromo-3-iodopropan-2-one

> <ALOGPS_LOGP>
1.83

> <JCHEM_LOGP>
1.7746797493333333

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.67120294085115

> <JCHEM_PKA_STRONGEST_BASIC>
-7.759831180164468

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
37.015299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.73e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-bromo-3-iodopropan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0040190 (1-Bromo-3-iodoacetone)

HMDB0040190
     RDKit          3D
1-Bromo-3-iodoacetone
 10  9  0  0  0  0  0  0  0  0999 V2000
   -0.0939    0.0413    1.8276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0600   -0.1097    0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2677    0.1902   -0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1667    1.9932   -0.8947 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.2006   -0.5792    0.0231 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0301    1.0874   -1.0403 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1810    0.1733    0.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4378   -0.5108   -0.9775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9276   -0.8595    0.7635 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0487   -1.4263   -0.6657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  3  7  1  0
  3  8  1  0
  5  9  1  0
  5 10  1  0
M  END
Download

PDB for HMDB0040190 (1-Bromo-3-iodoacetone)

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       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   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 Br   UNK     0       1.540  -2.667   0.000  0.00  0.00          Br+0
HETATM    5  I   UNK     0       1.540   2.667   0.000  0.00  0.00           I+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    3    4                                                       
CONECT    2    3    5                                                       
CONECT    3    1    2    6                                                  
CONECT    4    1                                                            
CONECT    5    2                                                            
CONECT    6    3                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for HMDB0040190 (1-Bromo-3-iodoacetone)

COMPND    HMDB0040190
HETATM    1  O1  UNL     1      -0.094   0.041   1.828  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.060  -0.110   0.644  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.268   0.190  -0.152  1.00  0.00           C  
HETATM    4 BR1  UNL     1      -1.167   1.993  -0.895  1.00  0.00          BR  
HETATM    5  C3  UNL     1       1.201  -0.579   0.023  1.00  0.00           C  
HETATM    6  I1  UNL     1       2.030   1.087  -1.040  1.00  0.00           I  
HETATM    7  H1  UNL     1      -2.181   0.173   0.471  1.00  0.00           H  
HETATM    8  H2  UNL     1      -1.438  -0.511  -0.977  1.00  0.00           H  
HETATM    9  H3  UNL     1       1.928  -0.859   0.763  1.00  0.00           H  
HETATM   10  H4  UNL     1       1.049  -1.426  -0.666  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    5
CONECT    3    4    7    8
CONECT    5    6    9   10
END
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SMILES for HMDB0040190 (1-Bromo-3-iodoacetone)

BrCC(=O)CI
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INCHI for HMDB0040190 (1-Bromo-3-iodoacetone)

InChI=1S/C3H4BrIO/c4-1-3(6)2-5/h1-2H2
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC3H4BrIO
Average Molecular Weight262.872
Monoisotopic Molecular Weight261.849020817
IUPAC Name1-bromo-3-iodopropan-2-one
Traditional Name1-bromo-3-iodopropan-2-one
CAS Registry Number59227-98-4
SMILES
BrCC(=O)CI
InChI Identifier
InChI=1S/C3H4BrIO/c4-1-3(6)2-5/h1-2H2
InChI KeyYMHCIXGATYNJNH-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-haloketones. These are organic compounds contaning a halogen atom attached to the alpha carbon atom relative to C=O group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-haloketones
Alternative Parents
Substituents
  • Alpha-haloketone
  • Organic oxide
  • Hydrocarbon derivative
  • Organoiodide
  • Organobromide
  • Organohalogen compound
  • Alkyl iodide
  • Alkyl halide
  • Alkyl bromide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Biological role
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility3645 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.73 g/LALOGPS
logP1.83ALOGPS
logP1.77ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)16.67ChemAxon
pKa (Strongest Basic)-7.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.02 m³·mol⁻¹ChemAxon
Polarizability14.55 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]+129.95730932474
DeepCCS[M-H]-127.83130932474
DeepCCS[M-2H]-163.68830932474
DeepCCS[M+Na]+138.51730932474
AllCCS[M+H]+150.932859911
AllCCS[M+H-H2O]+147.332859911
AllCCS[M+NH4]+154.232859911
AllCCS[M+Na]+155.232859911
AllCCS[M-H]-171.132859911
AllCCS[M+Na-2H]-175.932859911
AllCCS[M+HCOO]-181.232859911

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, 2022.5.22 minutes32390414
Predicted by Siyang on May 30, 202211.8793 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.54 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid105.4 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1090.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid371.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid137.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid273.8 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid102.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid314.5 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 Acid394.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)158.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid703.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid205.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid852.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid263.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid294.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate584.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA295.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water166.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-Bromo-3-iodoacetoneBrCC(=O)CI1628.0Standard polar33892256
1-Bromo-3-iodoacetoneBrCC(=O)CI1108.9Standard non polar33892256
1-Bromo-3-iodoacetoneBrCC(=O)CI1147.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-Bromo-3-iodoacetone,1TMS,isomer #1C[Si](C)(C)OC(=CI)CBr1363.5Semi standard non polar33892256
1-Bromo-3-iodoacetone,1TMS,isomer #1C[Si](C)(C)OC(=CI)CBr1222.0Standard non polar33892256
1-Bromo-3-iodoacetone,1TMS,isomer #2C[Si](C)(C)OC(=CBr)CI1321.2Semi standard non polar33892256
1-Bromo-3-iodoacetone,1TMS,isomer #2C[Si](C)(C)OC(=CBr)CI1232.4Standard non polar33892256
1-Bromo-3-iodoacetone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=CI)CBr1630.9Semi standard non polar33892256
1-Bromo-3-iodoacetone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=CI)CBr1504.7Standard non polar33892256
1-Bromo-3-iodoacetone,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=CBr)CI1592.9Semi standard non polar33892256
1-Bromo-3-iodoacetone,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=CBr)CI1516.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-Bromo-3-iodoacetone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-3900000000-03e04d863b34188501902017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Bromo-3-iodoacetone 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 - 1-Bromo-3-iodoacetone 10V, Positive-QTOFsplash10-03di-0090000000-c8f4c99687e48fafb4e52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 20V, Positive-QTOFsplash10-03di-0190000000-c7c90374fd07be04fccf2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 40V, Positive-QTOFsplash10-0006-2910000000-2f6126bd83a4ad06e2f62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 10V, Negative-QTOFsplash10-03di-0090000000-5b89c94c546c347d37082017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 20V, Negative-QTOFsplash10-03xr-0690000000-eae2d7326102764d03652017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 40V, Negative-QTOFsplash10-02tc-1890000000-e7edb389d2b77d57c2882017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 10V, Negative-QTOFsplash10-03di-0090000000-7c71a6bac975989b0b2f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 20V, Negative-QTOFsplash10-03xr-0890000000-737e30218324fddbd0972021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 40V, Negative-QTOFsplash10-014i-0900000000-4f2d5df7a7f6bb440ffe2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 10V, Positive-QTOFsplash10-03di-0090000000-526eb664c9849fc460422021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 20V, Positive-QTOFsplash10-03di-0090000000-a9119146c38e1f441b9d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Bromo-3-iodoacetone 40V, Positive-QTOFsplash10-00r6-1910000000-d14b2a08f3d1e484d8bf2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB019902
KNApSAcK IDC00054255
Chemspider ID26946288
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound129681956
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1634071
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.. .