Hmdb loader

Showing metabocard for Hexamethylphosphoramide (HMDB0253142)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 11:21:02 UTC
Update Date2021-09-26 23:06:10 UTC
HMDB IDHMDB0253142
Secondary Accession NumbersNone
Metabolite Identification
Common NameHexamethylphosphoramide
Descriptionhexamethylphosphoric triamide, also known as HMPA or phosphoric acid hexamethyltriamide, belongs to the class of organic compounds known as organic phosphoramides. These are organic compounds containing the phosphoric acid amide functional group. Based on a literature review a significant number of articles have been published on hexamethylphosphoric triamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Hexamethylphosphoramide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Hexamethylphosphoramide 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
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0253142 (Hexamethylphosphoramide)

  Mrv1572004191601162D          

 11 10  0  0  0  0            999 V2000
    2.2539    1.6500    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
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    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    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  2  0  0  0  0
M  END
Download

3D MOL for HMDB0253142 (Hexamethylphosphoramide)

HMDB0253142
     RDKit          3D
Hexamethylphosphoramide
 29 28  0  0  0  0  0  0  0  0999 V2000
    0.3237    2.5245   -1.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4184    1.6136   -0.0425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835    2.1068    1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0442   -0.0083   -0.4161 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0655   -0.1387   -1.9391 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1005   -1.1912    0.1687 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0465   -0.6330    1.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8652   -1.7916   -0.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -0.4329    0.1575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551   -0.7261   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016   -1.4817    1.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111    3.5701   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4814    2.2749   -1.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2774    2.4655   -1.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7484    2.6628    1.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485    1.3293    1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179    2.8459    1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5028   -1.4775    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8760   -0.1216    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5558    0.0088    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992   -2.0633   -1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433   -2.7140   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820   -1.1052   -1.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4761    0.0981   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771   -0.7332   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -1.6823   -1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0964   -1.0945    2.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2122   -2.4389    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6689   -1.6663    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  7 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END
Download

3D SDF for HMDB0253142 (Hexamethylphosphoramide)

  Mrv1572004191601162D          

 11 10  0  0  0  0            999 V2000
    2.2539    1.6500    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
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    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    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
  9  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 11 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253142

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)P(=O)(N(C)C)N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3

> <INCHI_KEY>
GNOIPBMMFNIUFM-UHFFFAOYSA-N

> <FORMULA>
C6H18N3OP

> <MOLECULAR_WEIGHT>
179.204

> <EXACT_MASS>
179.11874921

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
18.570416831693343

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[bis(dimethylamino)phosphoryl]dimethylamine

> <ALOGPS_LOGP>
0.03

> <JCHEM_LOGP>
-1.402675269666667

> <ALOGPS_LOGS>
-0.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
0.8729967004581006

> <JCHEM_POLAR_SURFACE_AREA>
26.79

> <JCHEM_REFRACTIVITY>
48.6383

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.99e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexamethylphosphoramide

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0253142 (Hexamethylphosphoramide)

HMDB0253142
     RDKit          3D
Hexamethylphosphoramide
 29 28  0  0  0  0  0  0  0  0999 V2000
    0.3237    2.5245   -1.1391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4184    1.6136   -0.0425 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835    2.1068    1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0442   -0.0083   -0.4161 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.0655   -0.1387   -1.9391 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1005   -1.1912    0.1687 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0465   -0.6330    1.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8652   -1.7916   -0.9155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -0.4329    0.1575 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5551   -0.7261   -0.9086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6016   -1.4817    1.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2111    3.5701   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4814    2.2749   -1.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2774    2.4655   -1.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7484    2.6628    1.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4485    1.3293    1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9179    2.8459    1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5028   -1.4775    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8760   -0.1216    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5558    0.0088    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992   -2.0633   -1.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433   -2.7140   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820   -1.1052   -1.2171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4761    0.0981   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5771   -0.7332   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012   -1.6823   -1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0964   -1.0945    2.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2122   -2.4389    0.7815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6689   -1.6663    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  7 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
M  END
Download

PDB for HMDB0253142 (Hexamethylphosphoramide)

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       4.207   3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874  -1.897   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   0.770   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       4.207   1.540   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       3.644  -0.564   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       1.540   0.000   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       2.104   2.104   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0       2.874   0.770   0.000  0.00  0.00           P+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    8                                                            
CONECT    5    9                                                            
CONECT    6    9                                                            
CONECT    7    1    2   11                                                  
CONECT    8    3    4   11                                                  
CONECT    9    5    6   11                                                  
CONECT   10   11                                                            
CONECT   11    7    8    9   10                                             
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
Download

3D PDB for HMDB0253142 (Hexamethylphosphoramide)

COMPND    HMDB0253142
HETATM    1  C1  UNL     1       0.324   2.524  -1.139  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.418   1.614  -0.043  1.00  0.00           N  
HETATM    3  C2  UNL     1      -0.083   2.107   1.196  1.00  0.00           C  
HETATM    4  P1  UNL     1      -0.044  -0.008  -0.416  1.00  0.00           P  
HETATM    5  O1  UNL     1      -0.066  -0.139  -1.939  1.00  0.00           O  
HETATM    6  N2  UNL     1       1.100  -1.191   0.169  1.00  0.00           N  
HETATM    7  C3  UNL     1       2.046  -0.633   1.104  1.00  0.00           C  
HETATM    8  C4  UNL     1       1.865  -1.792  -0.916  1.00  0.00           C  
HETATM    9  N3  UNL     1      -1.621  -0.433   0.157  1.00  0.00           N  
HETATM   10  C5  UNL     1      -2.555  -0.726  -0.909  1.00  0.00           C  
HETATM   11  C6  UNL     1      -1.602  -1.482   1.153  1.00  0.00           C  
HETATM   12  H1  UNL     1       0.211   3.570  -0.844  1.00  0.00           H  
HETATM   13  H2  UNL     1      -0.481   2.275  -1.863  1.00  0.00           H  
HETATM   14  H3  UNL     1       1.277   2.465  -1.732  1.00  0.00           H  
HETATM   15  H4  UNL     1       0.748   2.663   1.701  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.449   1.329   1.879  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.918   2.846   1.087  1.00  0.00           H  
HETATM   18  H7  UNL     1       2.503  -1.477   1.681  1.00  0.00           H  
HETATM   19  H8  UNL     1       2.876  -0.122   0.581  1.00  0.00           H  
HETATM   20  H9  UNL     1       1.556   0.009   1.871  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.199  -2.063  -1.766  1.00  0.00           H  
HETATM   22  H11 UNL     1       2.343  -2.714  -0.510  1.00  0.00           H  
HETATM   23  H12 UNL     1       2.682  -1.105  -1.217  1.00  0.00           H  
HETATM   24  H13 UNL     1      -2.476   0.098  -1.646  1.00  0.00           H  
HETATM   25  H14 UNL     1      -3.577  -0.733  -0.478  1.00  0.00           H  
HETATM   26  H15 UNL     1      -2.301  -1.682  -1.424  1.00  0.00           H  
HETATM   27  H16 UNL     1      -1.096  -1.095   2.050  1.00  0.00           H  
HETATM   28  H17 UNL     1      -1.212  -2.439   0.782  1.00  0.00           H  
HETATM   29  H18 UNL     1      -2.669  -1.666   1.432  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4
CONECT    3   15   16   17
CONECT    4    5    5    6    9
CONECT    6    7    8
CONECT    7   18   19   20
CONECT    8   21   22   23
CONECT    9   10   11
CONECT   10   24   25   26
CONECT   11   27   28   29
END
Download

SMILES for HMDB0253142 (Hexamethylphosphoramide)

CN(C)P(=O)(N(C)C)N(C)C
Download

INCHI for HMDB0253142 (Hexamethylphosphoramide)

InChI=1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3
Download
View in JSmolView Stereo Labels
Synonyms
Chemical FormulaC6H18N3OP
Average Molecular Weight179.204
Monoisotopic Molecular Weight179.11874921
IUPAC Name[bis(dimethylamino)phosphoryl]dimethylamine
Traditional Namehexamethylphosphoramide
CAS Registry NumberNot Available
SMILES
CN(C)P(=O)(N(C)C)N(C)C
InChI Identifier
InChI=1S/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3
InChI KeyGNOIPBMMFNIUFM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as organic phosphoramides. These are organic compounds containing the phosphoric acid amide functional group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassOrganic phosphoramides
Direct ParentOrganic phosphoramides
Alternative Parents
Substituents
  • Organic phosphoric acid amide
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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
Predicted Chromatographic Properties
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 IDNot Available
KNApSAcK IDNot Available
Chemspider ID12158
KEGG Compound IDC19250
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHexamethylphosphoramide
METLIN IDNot Available
PubChem Compound12679
PDB IDNot Available
ChEBI ID24565
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 ]

Enzymes

Enzyme Details
1. Cytochrome P450 2A13
General function:
Involved in monooxygenase activity
Specific function:
Exhibits a coumarin 7-hydroxylase activity. Active in the metabolic activation of hexamethylphosphoramide, N,N-dimethylaniline, 2'-methoxyacetophenone, N-nitrosomethylphenylamine, and the tobacco-specific carcinogen, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone. Possesses phenacetin O-deethylation activity.
Gene Name:
CYP2A13
Uniprot ID:
Q16696
Molecular weight:
56687.095