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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:05:32 UTC

Update Date

2021-09-26 22:53:06 UTC

HMDB ID

HMDB0244975

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Amino-2-methyl-1,3-propanediol

Description

2-Amino-2-methyl-1,3-propanediol, also known as 1,1-di(hydroxymethyl)ethylamine or AMPD, belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. 2-Amino-2-methyl-1,3-propanediol exists in all eukaryotes, ranging from yeast to plants to humans. Based on a literature review a significant number of articles have been published on 2-Amino-2-methyl-1,3-propanediol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-amino-2-methyl-1,3-propanediol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Amino-2-methyl-1,3-propanediol 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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,1-Di(hydroxymethyl)ethylamine	ChEBI
2-Amino-2-methyl-1,3-propandiol	ChEBI
Aminomethyl propanediol	ChEBI
AMPD	ChEBI
Isobutandiol-2-amine	ChEBI
Pentaerythritol dichlorohydrin	ChEBI
Ammediol	HMDB
2-amino-2-Methyl-1,3-propanediol	ChEBI

Chemical Formula

C₄H₁₁NO₂

Average Molecular Weight

105.1356

Monoisotopic Molecular Weight

105.078978601

IUPAC Name

2-amino-2-methylpropane-1,3-diol

Traditional Name

AMPD

CAS Registry Number

Not Available

SMILES

CC(N)(CO)CO

InChI Identifier

InChI=1S/C4H11NO2/c1-4(5,2-6)3-7/h6-7H,2-3,5H2,1H3

InChI Key

UXFQFBNBSPQBJW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

1,2-aminoalcohols

Alternative Parents

Substituents

1,2-aminoalcohol
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Primary alcohol
Organooxygen compound
Primary aliphatic amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

aminodiol (CHEBI:991 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	-1.4	ALOGPS
logP	-1.7	ChemAxon
logS	0.87	ALOGPS
pKa (Strongest Acidic)	14.42	ChemAxon
pKa (Strongest Basic)	9.48	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	66.48 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	26.81 m³·mol⁻¹	ChemAxon
Polarizability	11.14 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]+	123.719	30932474
DeepCCS	[M-H]-	121.759	30932474
DeepCCS	[M-2H]-	157.495	30932474
DeepCCS	[M+Na]+	132.102	30932474
AllCCS	[M+H]+	125.8	32859911
AllCCS	[M+H-H2O]+	121.6	32859911
AllCCS	[M+NH4]+	129.8	32859911
AllCCS	[M+Na]+	130.9	32859911
AllCCS	[M-H]-	124.1	32859911
AllCCS	[M+Na-2H]-	128.1	32859911
AllCCS	[M+HCOO]-	132.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-2-methyl-1,3-propanediol	CC(N)(CO)CO	2004.4	Standard polar	33892256
2-Amino-2-methyl-1,3-propanediol	CC(N)(CO)CO	1053.7	Standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol	CC(N)(CO)CO	1046.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Amino-2-methyl-1,3-propanediol,3TMS,isomer #1	CC(CO[Si](C)(C)C)(CO[Si](C)(C)C)N[Si](C)(C)C	1304.2	Semi standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TMS,isomer #1	CC(CO[Si](C)(C)C)(CO[Si](C)(C)C)N[Si](C)(C)C	1400.6	Standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TMS,isomer #1	CC(CO[Si](C)(C)C)(CO[Si](C)(C)C)N[Si](C)(C)C	1259.0	Standard polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TMS,isomer #2	CC(CO)(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1483.5	Semi standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TMS,isomer #2	CC(CO)(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1470.5	Standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TMS,isomer #2	CC(CO)(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1473.6	Standard polar	33892256
2-Amino-2-methyl-1,3-propanediol,4TMS,isomer #1	CC(CO[Si](C)(C)C)(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1540.2	Semi standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,4TMS,isomer #1	CC(CO[Si](C)(C)C)(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1550.3	Standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,4TMS,isomer #1	CC(CO[Si](C)(C)C)(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1334.8	Standard polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TBDMS,isomer #1	CC(CO[Si](C)(C)C(C)(C)C)(CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1953.9	Semi standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TBDMS,isomer #1	CC(CO[Si](C)(C)C(C)(C)C)(CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1996.5	Standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TBDMS,isomer #1	CC(CO[Si](C)(C)C(C)(C)C)(CO[Si](C)(C)C(C)(C)C)N[Si](C)(C)C(C)(C)C	1715.7	Standard polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TBDMS,isomer #2	CC(CO)(CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2099.8	Semi standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TBDMS,isomer #2	CC(CO)(CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2109.5	Standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,3TBDMS,isomer #2	CC(CO)(CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1822.0	Standard polar	33892256
2-Amino-2-methyl-1,3-propanediol,4TBDMS,isomer #1	CC(CO[Si](C)(C)C(C)(C)C)(CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2358.5	Semi standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,4TBDMS,isomer #1	CC(CO[Si](C)(C)C(C)(C)C)(CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2334.2	Standard non polar	33892256
2-Amino-2-methyl-1,3-propanediol,4TBDMS,isomer #1	CC(CO[Si](C)(C)C(C)(C)C)(CO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1839.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (2 TMS)	splash10-000t-1900000000-7aba15d1a222a40fb7a9	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (3 TMS)	splash10-016r-1950000000-f9089ff7fc7740587da1	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9000000000-63759f6d5f5b0c579f07	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Amino-2-methyl-1,3-propanediol GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	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 - 2-Amino-2-methyl-1,3-propanediol 10V, Positive-QTOF	splash10-0a4r-9800000000-a4254d80aceef03a10de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 20V, Positive-QTOF	splash10-0079-9000000000-5be19d127d075d67b02e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 40V, Positive-QTOF	splash10-00di-9000000000-54474180540d99dfc371	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 10V, Negative-QTOF	splash10-0udi-2900000000-18618760b49c43d09168	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 20V, Negative-QTOF	splash10-0udr-9500000000-ff375c0a38449e6e9ae7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 40V, Negative-QTOF	splash10-0a4i-9000000000-65181c64d6b3ac4d9d6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 10V, Positive-QTOF	splash10-052r-9300000000-6aab4fe024755ff027ef	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 20V, Positive-QTOF	splash10-0a4i-9000000000-8a17c3329b41971b5340	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 40V, Positive-QTOF	splash10-0a4l-9000000000-541bb2c2ef21512d2e7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 10V, Negative-QTOF	splash10-0udi-0900000000-ff4485f68e59031591f3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 20V, Negative-QTOF	splash10-0uk9-8900000000-31a857ba629893727b91	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Amino-2-methyl-1,3-propanediol 40V, Negative-QTOF	splash10-0a4i-9000000000-ef7fdc5049f697ee61b6	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	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

C00040028

Chemspider ID

1477

KEGG Compound ID

C11260

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

1531

PDB ID

Not Available

ChEBI ID

991

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1169721

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 2-Amino-2-methyl-1,3-propanediol (HMDB0244975)

MOL for HMDB0244975 (2-Amino-2-methyl-1,3-propanediol)

3D MOL for HMDB0244975 (2-Amino-2-methyl-1,3-propanediol)

3D SDF for HMDB0244975 (2-Amino-2-methyl-1,3-propanediol)

3D-SDF for HMDB0244975 (2-Amino-2-methyl-1,3-propanediol)

PDB for HMDB0244975 (2-Amino-2-methyl-1,3-propanediol)

3D PDB for HMDB0244975 (2-Amino-2-methyl-1,3-propanediol)

SMILES for HMDB0244975 (2-Amino-2-methyl-1,3-propanediol)

INCHI for HMDB0244975 (2-Amino-2-methyl-1,3-propanediol)

Structure for HMDB0244975 (2-Amino-2-methyl-1,3-propanediol)

3D Structure for HMDB0244975 (2-Amino-2-methyl-1,3-propanediol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra