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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2020-11-01 17:54:53 UTC

Update Date

2022-03-07 03:18:20 UTC

HMDB ID

HMDB0240707

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Aminomethylphosphonic acid

Description

Aminomethylphosphonic acid, also known as AMPA, belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. Based on a literature review a significant number of articles have been published on Aminomethylphosphonic acid.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-Aminomethylphosphonic acid	ChEBI
AMPA	ChEBI
Aminomethylphosphonate	Kegg
1-Aminomethylphosphonate	Generator
(Aminomethyl)phosphonate	HMDB
1-Aminomethylphosphonic acid, calcium salt	HMDB
1-Aminomethylphosphonic acid, disodium salt	HMDB
1-Aminomethylphosphonic acid, sulfate (2:1)	HMDB
1-Aminomethylphosphonic acid, ammonium salt	HMDB
1-Aminomethylphosphonic acid, magnesium salt	HMDB
1-Aminomethylphosphonic acid, potassium salt	HMDB
AMeP	HMDB
1-Aminomethylphosphonic acid, hydrochloride	HMDB
1-Aminomethylphosphonic acid, monosulfate	HMDB
1-Aminomethylphosphonic acid, sodium salt	HMDB
Aminomethylphosphonic acid	Generator

Chemical Formula

CH₆NO₃P

Average Molecular Weight

111.037

Monoisotopic Molecular Weight

111.008529575

IUPAC Name

(aminomethyl)phosphonic acid

Traditional Name

aminomethylphosphonic acid

CAS Registry Number

Not Available

SMILES

NCP(O)(O)=O

InChI Identifier

InChI=1S/CH6NO3P/c2-1-6(3,4)5/h1-2H2,(H2,3,4,5)

InChI Key

MGRVRXRGTBOSHW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphonic acids and derivatives

Sub Class

Organic phosphonic acids

Direct Parent

Organic phosphonic acids

Alternative Parents

Substituents

Organophosphonic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organophosphorus compound
Organonitrogen compound
Primary aliphatic amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

one-carbon compound (CHEBI:28812 )
phosphonic acids (CHEBI:28812 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 32966057)

Source

Exogenous

Exogenous (HMDB: HMDB0240707)

Process

Not Available

Role

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	-1.6	ALOGPS
logP	-2.8	ChemAxon
logS	-0.58	ALOGPS
pKa (Strongest Acidic)	-0.2	ChemAxon
pKa (Strongest Basic)	9.94	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.55 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	20.5 m³·mol⁻¹	ChemAxon
Polarizability	8.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	123.94	30932474
DeepCCS	[M-H]-	121.211	30932474
DeepCCS	[M-2H]-	157.586	30932474
DeepCCS	[M+Na]+	132.086	30932474
AllCCS	[M+H]+	129.6	32859911
AllCCS	[M+H-H2O]+	125.5	32859911
AllCCS	[M+NH4]+	133.5	32859911
AllCCS	[M+Na]+	134.6	32859911
AllCCS	[M-H]-	126.3	32859911
AllCCS	[M+Na-2H]-	131.1	32859911
AllCCS	[M+HCOO]-	136.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aminomethylphosphonic acid	NCP(O)(O)=O	2092.5	Standard polar	33892256
Aminomethylphosphonic acid	NCP(O)(O)=O	1209.5	Standard non polar	33892256
Aminomethylphosphonic acid	NCP(O)(O)=O	1386.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aminomethylphosphonic acid,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)CN	1289.3	Semi standard non polar	33892256
Aminomethylphosphonic acid,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)CN	1209.7	Standard non polar	33892256
Aminomethylphosphonic acid,1TMS,isomer #1	C[Si](C)(C)OP(=O)(O)CN	2172.4	Standard polar	33892256
Aminomethylphosphonic acid,1TMS,isomer #2	C[Si](C)(C)NCP(=O)(O)O	1411.8	Semi standard non polar	33892256
Aminomethylphosphonic acid,1TMS,isomer #2	C[Si](C)(C)NCP(=O)(O)O	1239.8	Standard non polar	33892256
Aminomethylphosphonic acid,1TMS,isomer #2	C[Si](C)(C)NCP(=O)(O)O	2026.9	Standard polar	33892256
Aminomethylphosphonic acid,2TMS,isomer #1	C[Si](C)(C)OP(=O)(CN)O[Si](C)(C)C	1331.1	Semi standard non polar	33892256
Aminomethylphosphonic acid,2TMS,isomer #1	C[Si](C)(C)OP(=O)(CN)O[Si](C)(C)C	1354.6	Standard non polar	33892256
Aminomethylphosphonic acid,2TMS,isomer #1	C[Si](C)(C)OP(=O)(CN)O[Si](C)(C)C	1780.9	Standard polar	33892256
Aminomethylphosphonic acid,2TMS,isomer #2	C[Si](C)(C)NCP(=O)(O)O[Si](C)(C)C	1432.1	Semi standard non polar	33892256
Aminomethylphosphonic acid,2TMS,isomer #2	C[Si](C)(C)NCP(=O)(O)O[Si](C)(C)C	1338.3	Standard non polar	33892256
Aminomethylphosphonic acid,2TMS,isomer #2	C[Si](C)(C)NCP(=O)(O)O[Si](C)(C)C	1624.6	Standard polar	33892256
Aminomethylphosphonic acid,2TMS,isomer #3	C[Si](C)(C)N(CP(=O)(O)O)[Si](C)(C)C	1552.9	Semi standard non polar	33892256
Aminomethylphosphonic acid,2TMS,isomer #3	C[Si](C)(C)N(CP(=O)(O)O)[Si](C)(C)C	1498.6	Standard non polar	33892256
Aminomethylphosphonic acid,2TMS,isomer #3	C[Si](C)(C)N(CP(=O)(O)O)[Si](C)(C)C	1870.0	Standard polar	33892256
Aminomethylphosphonic acid,3TMS,isomer #1	C[Si](C)(C)NCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1460.8	Semi standard non polar	33892256
Aminomethylphosphonic acid,3TMS,isomer #1	C[Si](C)(C)NCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1432.2	Standard non polar	33892256
Aminomethylphosphonic acid,3TMS,isomer #1	C[Si](C)(C)NCP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	1436.5	Standard polar	33892256
Aminomethylphosphonic acid,3TMS,isomer #2	C[Si](C)(C)OP(=O)(O)CN([Si](C)(C)C)[Si](C)(C)C	1568.5	Semi standard non polar	33892256
Aminomethylphosphonic acid,3TMS,isomer #2	C[Si](C)(C)OP(=O)(O)CN([Si](C)(C)C)[Si](C)(C)C	1540.8	Standard non polar	33892256
Aminomethylphosphonic acid,3TMS,isomer #2	C[Si](C)(C)OP(=O)(O)CN([Si](C)(C)C)[Si](C)(C)C	1565.5	Standard polar	33892256
Aminomethylphosphonic acid,4TMS,isomer #1	C[Si](C)(C)OP(=O)(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1554.5	Semi standard non polar	33892256
Aminomethylphosphonic acid,4TMS,isomer #1	C[Si](C)(C)OP(=O)(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1613.6	Standard non polar	33892256
Aminomethylphosphonic acid,4TMS,isomer #1	C[Si](C)(C)OP(=O)(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1471.0	Standard polar	33892256
Aminomethylphosphonic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)CN	1544.8	Semi standard non polar	33892256
Aminomethylphosphonic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)CN	1442.7	Standard non polar	33892256
Aminomethylphosphonic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(O)CN	2388.1	Standard polar	33892256
Aminomethylphosphonic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCP(=O)(O)O	1650.8	Semi standard non polar	33892256
Aminomethylphosphonic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCP(=O)(O)O	1501.4	Standard non polar	33892256
Aminomethylphosphonic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCP(=O)(O)O	2209.4	Standard polar	33892256
Aminomethylphosphonic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CN)O[Si](C)(C)C(C)(C)C	1786.1	Semi standard non polar	33892256
Aminomethylphosphonic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CN)O[Si](C)(C)C(C)(C)C	1735.0	Standard non polar	33892256
Aminomethylphosphonic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CN)O[Si](C)(C)C(C)(C)C	2077.8	Standard polar	33892256
Aminomethylphosphonic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCP(=O)(O)O[Si](C)(C)C(C)(C)C	1876.6	Semi standard non polar	33892256
Aminomethylphosphonic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCP(=O)(O)O[Si](C)(C)C(C)(C)C	1778.8	Standard non polar	33892256
Aminomethylphosphonic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NCP(=O)(O)O[Si](C)(C)C(C)(C)C	1926.0	Standard polar	33892256
Aminomethylphosphonic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CP(=O)(O)O)[Si](C)(C)C(C)(C)C	1962.4	Semi standard non polar	33892256
Aminomethylphosphonic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CP(=O)(O)O)[Si](C)(C)C(C)(C)C	1912.3	Standard non polar	33892256
Aminomethylphosphonic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CP(=O)(O)O)[Si](C)(C)C(C)(C)C	2045.1	Standard polar	33892256
Aminomethylphosphonic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2067.1	Semi standard non polar	33892256
Aminomethylphosphonic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2038.2	Standard non polar	33892256
Aminomethylphosphonic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1852.8	Standard polar	33892256
Aminomethylphosphonic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2171.8	Semi standard non polar	33892256
Aminomethylphosphonic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2145.5	Standard non polar	33892256
Aminomethylphosphonic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1938.3	Standard polar	33892256
Aminomethylphosphonic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2342.9	Semi standard non polar	33892256
Aminomethylphosphonic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2360.8	Standard non polar	33892256
Aminomethylphosphonic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OP(=O)(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1937.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aminomethylphosphonic acid 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 - Aminomethylphosphonic acid 10V, Positive-QTOF	splash10-03di-2900000000-b09aa10d51af8e400f77	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 20V, Positive-QTOF	splash10-000x-9200000000-18dc86029350d2f26772	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 40V, Positive-QTOF	splash10-00lu-9100000000-40c583a7d4d737d0e4f8	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 10V, Negative-QTOF	splash10-03gi-9300000000-3f16daf7bba65c555d84	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 20V, Negative-QTOF	splash10-03di-9300000000-8ab973d5962592196137	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 40V, Negative-QTOF	splash10-01t9-9000000000-267b6aa78b7d463ddd8c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 10V, Negative-QTOF	splash10-01t9-9400000000-fe08277a3700826259a7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 20V, Negative-QTOF	splash10-004i-9000000000-5cfcc2476cb245ed6d3b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 40V, Negative-QTOF	splash10-03fr-9000000000-e7b7a7c1bbbb8167b8d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 10V, Positive-QTOF	splash10-03di-0900000000-8edd13b80c14ee028554	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 20V, Positive-QTOF	splash10-0006-9100000000-1d00acc29c81a18b2b30	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aminomethylphosphonic acid 40V, Positive-QTOF	splash10-01q9-9000000000-1cbbfe561e70cec74529	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

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	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	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

13399

KEGG Compound ID

C11033

BioCyc ID

CPD0-1074

BiGG ID

Not Available

Wikipedia Link

Aminomethylphosphonic_acid

METLIN ID

Not Available

PubChem Compound

14017

PDB ID

Not Available

ChEBI ID

28812

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

Not Available

Showing metabocard for Aminomethylphosphonic acid (HMDB0240707)

MOL for HMDB0240707 (Aminomethylphosphonic acid)

3D MOL for HMDB0240707 (Aminomethylphosphonic acid)

3D SDF for HMDB0240707 (Aminomethylphosphonic acid)

3D-SDF for HMDB0240707 (Aminomethylphosphonic acid)

PDB for HMDB0240707 (Aminomethylphosphonic acid)

3D PDB for HMDB0240707 (Aminomethylphosphonic acid)

SMILES for HMDB0240707 (Aminomethylphosphonic acid)

INCHI for HMDB0240707 (Aminomethylphosphonic acid)

Structure for HMDB0240707 (Aminomethylphosphonic acid)

3D Structure for HMDB0240707 (Aminomethylphosphonic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra