MiMeDB: Showing metabocard for L-alaninol (MMDBc0054531)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:16:50 UTC

Update Date

2025-10-07 16:08:33 UTC

Metabolite ID

MMDBc0054531

Metabolite Identification

Common Name

L-alaninol

Description

L-alaninol is a member of the amino alcohol class, specifically characterized as 2-amino-1-propanol. Its chemical structure features a primary amine and a hydroxyl group attached to a three-carbon backbone, which allows it to participate in various biochemical pathways. Notably, L-alaninol serves as an intermediate in the biosynthesis of important compounds such as the fluorochinolone antibiotic levofloxacin and the chloroacetanilide herbicide metolachlor (PMID:37987374 ). Additionally, L-alaninol and its derivatives exhibit intriguing biological and pharmacological properties, indicating potential applications in biomedical fields (PMID:40557724 ). Research has demonstrated the synthesis and characterization of long-chain O-acyl-L-alaninols, revealing their capability for drug encapsulation and release through catanionic liposomes (PMID:40557724 ). Furthermore, studies on the crystal structures of O-palmitoyl-L-alaninol and O-heptadecanoyl-L-alaninol have shown unique bilayer arrangements, highlighting their structural versatility (PMID:40557724 ). The interaction of N-acyl-L-alaninols with phospholipids has also been explored, suggesting their role in cell membrane dynamics (PMID:26827903 ). Overall, L-alaninol's chemical properties and its involvement in metabolic pathways underscore its significance in both chemistry and biology.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+)-2-Aminopropan-1-ol	ChEBI
L-2-Aminopropan-1-ol	ChEBI
L-Alaninol	ChEBI
S-(+)-2-Amino-1-propanol	ChEBI
2-Aminopropanol, (+-)-isomer	MeSH
2-Aminopropanol, (S)-isomer	MeSH
Alaninol	MeSH
(S)-2-amino-1-Propanol	MeSH
2-Aminopropanol	MeSH

Molecular Formula

C₃H₉NO

Average Mass

75.1097

Monoisotopic Mass

75.068413915

IUPAC Name

(2S)-2-aminopropan-1-ol

Traditional Name

(2S)-2-aminopropan-1-ol

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(N)CO

InChI Identifier

InChI=1S/C3H9NO/c1-3(4)2-5/h3,5H,2,4H2,1H3/t3-/m0/s1

InChI Key

BKMMTJMQCTUHRP-VKHMYHEASA-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

primary alcohol (CHEBI:78502 )
primary amino compound (CHEBI:78502 )
amino alcohol (CHEBI:78502 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	711 g/L	ALOGPS
logP	-0.96	ALOGPS
logP	-0.9	ChemAxon
logS	0.98	ALOGPS
pKa (Strongest Acidic)	15.14	ChemAxon
pKa (Strongest Basic)	9.79	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	46.25 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	20.63 m³·mol⁻¹	ChemAxon
Polarizability	8.43 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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	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	399.1
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	332.9
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	35.5
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	231.7
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (void)	2025-10-24	273.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	330.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	481.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	717.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	673.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	206.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	468.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	221.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	57.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	299.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	647.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	67.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	271.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (void)	2025-10-24	606.2
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	560.8

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	L-alaninol_TMS_1	C[C@H](N)CO[Si](C)(C)C	standard non polar	2025-10-24	1958.68
Gas Chromatography	L-alaninol_TMS_2	C[C@@H](CO)N[Si](C)(C)C	standard non polar	2025-10-24	1859.19
Gas Chromatography	L-alaninol_TMS_3	C[C@@H](CO[Si](C)(C)C)N[Si](C)(C)C	standard non polar	2025-10-24	2034.21
Gas Chromatography	L-alaninol_TMS_4	C[C@@H](CO)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1850.7
Gas Chromatography	L-alaninol_TMS_5	C[C@@H](CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1940.26
Gas Chromatography	L-alaninol_TMS_1	C[C@H](N)CO[Si](C)(C)C	standard polar	2025-10-24	1984.1
Gas Chromatography	L-alaninol_TMS_2	C[C@@H](CO)N[Si](C)(C)C	standard polar	2025-10-24	1878.24
Gas Chromatography	L-alaninol_TMS_3	C[C@@H](CO[Si](C)(C)C)N[Si](C)(C)C	standard polar	2025-10-24	2411.67
Gas Chromatography	L-alaninol_TMS_4	C[C@@H](CO)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1771.11
Gas Chromatography	L-alaninol_TMS_5	C[C@@H](CO[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2050.24

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
Bacteria	Proteobacteria	1	Human feces; Human

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

CPD-9374

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

80307

PDB ID

Not Available

ChEBI ID

78502

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for L-alaninol (MMDBc0054531)

MOL for #<Metabolite:0x00007f9aa7198ae0>

3D MOL for #<Metabolite:0x00007f9aa7198ae0>

3D SDF for #<Metabolite:0x00007f9aa7198ae0>

3D-SDF for #<Metabolite:0x00007f9aa7198ae0>

PDB for #<Metabolite:0x00007f9aa7198ae0>

3D PDB for #<Metabolite:0x00007f9aa7198ae0>

SMILES for #<Metabolite:0x00007f9aa7198ae0>

INCHI for #<Metabolite:0x00007f9aa7198ae0>

Structure for #<Metabolite:0x00007f9aa7198ae0>

3D Structure for #<Metabolite:0x00007f9aa7198ae0>