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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:08:31 UTC

Update Date

2021-09-26 23:08:57 UTC

HMDB ID

HMDB0254744

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Mipafox

Description

Mipafox 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 Mipafox. This compound has been identified in human blood as reported by (PMID: 31557052 ). Mipafox is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Mipafox 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

COMPND    HMDB0254744
HETATM    1  C1  UNL     1       2.614  -1.258   0.501  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.487   0.211   0.259  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.769   0.809  -0.284  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.419   0.572  -0.632  1.00  0.00           N  
HETATM    5  P1  UNL     1      -0.144   0.061  -0.030  1.00  0.00           P  
HETATM    6  O1  UNL     1       0.018  -1.389   0.413  1.00  0.00           O  
HETATM    7  F1  UNL     1      -0.494   0.976   1.312  1.00  0.00           F  
HETATM    8  N2  UNL     1      -1.294   0.202  -1.293  1.00  0.00           N  
HETATM    9  C4  UNL     1      -2.667   0.191  -0.887  1.00  0.00           C  
HETATM   10  C5  UNL     1      -3.047  -1.100  -0.161  1.00  0.00           C  
HETATM   11  C6  UNL     1      -3.077   1.342  -0.036  1.00  0.00           C  
HETATM   12  H1  UNL     1       2.108  -1.524   1.449  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.686  -1.527   0.631  1.00  0.00           H  
HETATM   14  H3  UNL     1       2.185  -1.882  -0.309  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.289   0.712   1.233  1.00  0.00           H  
HETATM   16  H5  UNL     1       3.514   1.801  -0.723  1.00  0.00           H  
HETATM   17  H6  UNL     1       4.238   0.148  -1.044  1.00  0.00           H  
HETATM   18  H7  UNL     1       4.491   0.996   0.546  1.00  0.00           H  
HETATM   19  H8  UNL     1       1.579   0.330  -1.615  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.156  -0.594  -1.956  1.00  0.00           H  
HETATM   21  H10 UNL     1      -3.288   0.206  -1.807  1.00  0.00           H  
HETATM   22  H11 UNL     1      -2.911  -1.984  -0.817  1.00  0.00           H  
HETATM   23  H12 UNL     1      -2.445  -1.152   0.767  1.00  0.00           H  
HETATM   24  H13 UNL     1      -4.114  -1.017   0.103  1.00  0.00           H  
HETATM   25  H14 UNL     1      -2.640   2.309  -0.346  1.00  0.00           H  
HETATM   26  H15 UNL     1      -4.192   1.471  -0.171  1.00  0.00           H  
HETATM   27  H16 UNL     1      -2.928   1.090   1.014  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4   15
CONECT    3   16   17   18
CONECT    4    5   19
CONECT    5    6    6    7    8
CONECT    8    9   20
CONECT    9   10   11   21
CONECT   10   22   23   24
CONECT   11   25   26   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
N,N'-di-isopropylphosphorodiamidic fluoride	MeSH
N,N'-diisopropylphosphorodiamidic fluoride	MeSH

Chemical Formula

C₆H₁₆FN₂OP

Average Molecular Weight

182.179

Monoisotopic Molecular Weight

182.098428304

IUPAC Name

bis[(propan-2-yl)amino]phosphinoyl fluoride

Traditional Name

isopestox

CAS Registry Number

Not Available

SMILES

CC(C)NP(F)(=O)NC(C)C

InChI Identifier

InChI=1S/C6H16FN2OP/c1-5(2)8-11(7,10)9-6(3)4/h5-6H,1-4H3,(H2,8,9,10)

InChI Key

UOSHUBFBCPGQAY-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Organic phosphoramides

Direct Parent

Organic 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 Framework

Aliphatic acyclic compounds

External Descriptors

phosphoramide (CHEBI:82142 )
Organophosphorus insecticides (C19008 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.41	ALOGPS
logP	0.3	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	12.35	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	44.79 m³·mol⁻¹	ChemAxon
Polarizability	17.7 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	140.956	30932474
DeepCCS	[M-H]-	138.406	30932474
DeepCCS	[M-2H]-	174.315	30932474
DeepCCS	[M+Na]+	149.11	30932474
AllCCS	[M+H]+	141.8	32859911
AllCCS	[M+H-H2O]+	138.2	32859911
AllCCS	[M+NH4]+	145.1	32859911
AllCCS	[M+Na]+	146.1	32859911
AllCCS	[M-H]-	139.4	32859911
AllCCS	[M+Na-2H]-	141.7	32859911
AllCCS	[M+HCOO]-	144.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mipafox	CC(C)NP(F)(=O)NC(C)C	1812.0	Standard polar	33892256
Mipafox	CC(C)NP(F)(=O)NC(C)C	1071.2	Standard non polar	33892256
Mipafox	CC(C)NP(F)(=O)NC(C)C	1175.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mipafox,1TMS,isomer #1	CC(C)NP(=O)(F)N(C(C)C)[Si](C)(C)C	1303.2	Semi standard non polar	33892256
Mipafox,1TMS,isomer #1	CC(C)NP(=O)(F)N(C(C)C)[Si](C)(C)C	1360.5	Standard non polar	33892256
Mipafox,1TMS,isomer #1	CC(C)NP(=O)(F)N(C(C)C)[Si](C)(C)C	1408.7	Standard polar	33892256
Mipafox,2TMS,isomer #1	CC(C)N([Si](C)(C)C)P(=O)(F)N(C(C)C)[Si](C)(C)C	1385.6	Semi standard non polar	33892256
Mipafox,2TMS,isomer #1	CC(C)N([Si](C)(C)C)P(=O)(F)N(C(C)C)[Si](C)(C)C	1505.9	Standard non polar	33892256
Mipafox,2TMS,isomer #1	CC(C)N([Si](C)(C)C)P(=O)(F)N(C(C)C)[Si](C)(C)C	1452.8	Standard polar	33892256
Mipafox,1TBDMS,isomer #1	CC(C)NP(=O)(F)N(C(C)C)[Si](C)(C)C(C)(C)C	1565.4	Semi standard non polar	33892256
Mipafox,1TBDMS,isomer #1	CC(C)NP(=O)(F)N(C(C)C)[Si](C)(C)C(C)(C)C	1578.3	Standard non polar	33892256
Mipafox,1TBDMS,isomer #1	CC(C)NP(=O)(F)N(C(C)C)[Si](C)(C)C(C)(C)C	1542.5	Standard polar	33892256
Mipafox,2TBDMS,isomer #1	CC(C)N([Si](C)(C)C(C)(C)C)P(=O)(F)N(C(C)C)[Si](C)(C)C(C)(C)C	1888.1	Semi standard non polar	33892256
Mipafox,2TBDMS,isomer #1	CC(C)N([Si](C)(C)C(C)(C)C)P(=O)(F)N(C(C)C)[Si](C)(C)C(C)(C)C	1925.7	Standard non polar	33892256
Mipafox,2TBDMS,isomer #1	CC(C)N([Si](C)(C)C(C)(C)C)P(=O)(F)N(C(C)C)[Si](C)(C)C(C)(C)C	1692.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Mipafox GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-6900000000-c35305663854d7cdb357	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mipafox GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mipafox 10V, Positive-QTOF	splash10-03dl-9700000000-4b643153e2417864a0d8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mipafox 20V, Positive-QTOF	splash10-00di-3900000000-2acbb2d03b21529c9fcc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mipafox 40V, Positive-QTOF	splash10-05gi-9800000000-2fd58411ff6dce1c24f6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mipafox 10V, Negative-QTOF	splash10-001i-0900000000-46ffd58eca0332b44da8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mipafox 20V, Negative-QTOF	splash10-0ul0-0900000000-52c2c6c61b64ee7b3c73	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mipafox 40V, Negative-QTOF	splash10-0a4i-9100000000-3145eaf212c9943da52e	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9355

KEGG Compound ID

C19008

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Mipafox

METLIN ID

Not Available

PubChem Compound

9738

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for Mipafox (HMDB0254744)

MOL for HMDB0254744 (Mipafox)

3D MOL for HMDB0254744 (Mipafox)

3D SDF for HMDB0254744 (Mipafox)

3D-SDF for HMDB0254744 (Mipafox)

PDB for HMDB0254744 (Mipafox)

3D PDB for HMDB0254744 (Mipafox)

SMILES for HMDB0254744 (Mipafox)

INCHI for HMDB0254744 (Mipafox)

Structure for HMDB0254744 (Mipafox)

3D Structure for HMDB0254744 (Mipafox)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra