MiMeDB: Showing metabocard for 2-Amino-2-methyl-1,3-propanediol (MMDBc0033377)

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:46:04 UTC

Update Date

2025-10-07 16:04:11 UTC

Metabolite ID

MMDBc0033377

Metabolite Identification

Common Name

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

Description

2-Amino-2-methyl-1,3-propanediol is a member of the class of amino alcohols, specifically a diol, characterized by its two hydroxyl groups and an amino group attached to a branched carbon chain. Its chemical structure features a central carbon atom bonded to both an amino group and two hydroxyl groups, contributing to its hydrophilic properties. This compound has been implicated in various biochemical pathways, including its role in the gut microbiota-hypothalamic axis, where it interacts with other metabolites such as 1,3-dicyclohexylurea and 3-chloroaniline (PMID:40072466 ). Additionally, 2-amino-2-methyl-1,3-propanediol has demonstrated significant potential in thermal energy applications, exhibiting supercooling behavior and high latent heat storage capacity, making it suitable for thermal energy recycling (PMID:40430378 ; PMID:38379786 ). Furthermore, it has been studied for its efficacy in CO2 capture mechanisms, highlighting its relevance in environmental chemistry (PMID:37764223 ). Its interactions with other compounds, such as fatty acids for softener synthesis and its effects on skin sebum, further illustrate its versatility in both chemical and biological contexts (PMID:35761929 ; PMID:33352878 ).

Structure

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

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

Molecular Formula

C₄H₁₁NO₂

Average Mass

105.1356

Monoisotopic Mass

105.078978601

IUPAC Name

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

Traditional Name

AMPD

CAS Registry Number

115-69-5

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 )

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	772 g/L	ALOGPS
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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-000t-1900000000-7aba15d1a222a40fb7a9	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-016r-1950000000-f9089ff7fc7740587da1	2014-06-16	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9000000000-63759f6d5f5b0c579f07	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-9800000000-a4254d80aceef03a10de	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0079-9000000000-5be19d127d075d67b02e	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9000000000-54474180540d99dfc371	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-2900000000-18618760b49c43d09168	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udr-9500000000-ff375c0a38449e6e9ae7	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-65181c64d6b3ac4d9d6f	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-9300000000-6aab4fe024755ff027ef	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-8a17c3329b41971b5340	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-541bb2c2ef21512d2e7b	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-ff4485f68e59031591f3	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0uk9-8900000000-31a857ba629893727b91	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-ef7fdc5049f697ee61b6	2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)		2016-09-19	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 22.53 MHz, DMSO-d6, experimental)		2016-09-19	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-10-12	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-10-12	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	397.0
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	360.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	38.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	226.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (void)	2025-10-24	289.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	317.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	460.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	787.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	686.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	186.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	507.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	196.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	43.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	314.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	694.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	66.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	272.1
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (void)	2025-10-24	651.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	570.3

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_1	CC(N)(CO)CO[Si](C)(C)C	standard non polar	2025-10-24	1791.81
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_2	CC(CO)(CO)N[Si](C)(C)C	standard non polar	2025-10-24	2017.22
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_3	CC(N)(CO[Si](C)(C)C)CO[Si](C)(C)C	standard non polar	2025-10-24	1960.25
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_4	CC(CO)(CO[Si](C)(C)C)N[Si](C)(C)C	standard non polar	2025-10-24	1930.41
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_5	CC(CO)(CO)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2238.1
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_6	CC(CO[Si](C)(C)C)(CO[Si](C)(C)C)N[Si](C)(C)C	standard non polar	2025-10-24	1532.94
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_7	CC(CO)(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1879.8
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_8	CC(CO[Si](C)(C)C)(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2576.29
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_1	CC(N)(CO)CO[Si](C)(C)C	standard polar	2025-10-24	1807.67
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_2	CC(CO)(CO)N[Si](C)(C)C	standard polar	2025-10-24	2107.36
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_3	CC(N)(CO[Si](C)(C)C)CO[Si](C)(C)C	standard polar	2025-10-24	1725.62
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_4	CC(CO)(CO[Si](C)(C)C)N[Si](C)(C)C	standard polar	2025-10-24	1958.02
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_5	CC(CO)(CO)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2026.44
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_6	CC(CO[Si](C)(C)C)(CO[Si](C)(C)C)N[Si](C)(C)C	standard polar	2025-10-24	1804.48
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_7	CC(CO)(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1864.75
Gas Chromatography	2-Amino-2-methyl-1,3-propanediol_TMS_8	CC(CO[Si](C)(C)C)(CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1670.77

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0244975

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

CMMC Knowledgebase

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 (MMDBc0033377)

MOL for #<Metabolite:0x00007f2e004da3e8>

3D MOL for #<Metabolite:0x00007f2e004da3e8>

3D SDF for #<Metabolite:0x00007f2e004da3e8>

3D-SDF for #<Metabolite:0x00007f2e004da3e8>

PDB for #<Metabolite:0x00007f2e004da3e8>

3D PDB for #<Metabolite:0x00007f2e004da3e8>

SMILES for #<Metabolite:0x00007f2e004da3e8>

INCHI for #<Metabolite:0x00007f2e004da3e8>

Structure for #<Metabolite:0x00007f2e004da3e8>

3D Structure for #<Metabolite:0x00007f2e004da3e8>