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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 19:04:17 UTC

Update Date

2023-02-21 17:24:08 UTC

HMDB ID

HMDB0034267

Secondary Accession Numbers

HMDB34267

Metabolite Identification

Common Name

L-2-Amino-3-(1-pyrazolyl)propanoic acid

Description

L-2-Amino-3-(1-pyrazolyl)propanoic acid, also known as beta-(pyrazole-1-yl)-L-alanine or alpha-amino-1H-pyrazole-1-propanoic acid, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). L-2-Amino-3-(1-pyrazolyl)propanoic acid has been detected, but not quantified in, fruits. This could make L-2-amino-3-(1-pyrazolyl)propanoic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on L-2-Amino-3-(1-pyrazolyl)propanoic 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
L-2-Amino-3-(1-pyrazolyl)propanoate	Generator
beta-(Pyrazole-1-yl)-L-alanine	MeSH
beta-Pyrazol-1-ylalanine	MeSH
alpha-Amino-1H-pyrazole-1-propanoic acid	MeSH
Pyrazole-1-alanine	MeSH
beta-(Pyrazole-1-yl)-ala	MeSH
beta-Pyrazol-1-ylalanine, (+,-)-isomer	MeSH
beta-Pyrazol-1-ylalanine, (S)-isomer	MeSH
alpha-amino-beta-(Pyrazolyl-N)propionic acid	HMDB
2-Amino-3-(1H-pyrazol-1-yl)propanoate	Generator

Chemical Formula

C₆H₉N₃O₂

Average Molecular Weight

155.1546

Monoisotopic Molecular Weight

155.069476547

IUPAC Name

2-amino-3-(1H-pyrazol-1-yl)propanoic acid

Traditional Name

2-amino-3-(pyrazol-1-yl)propanoic acid

CAS Registry Number

2734-48-7

SMILES

NC(CN1C=CC=N1)C(O)=O

InChI Identifier

InChI=1S/C6H9N3O2/c7-5(6(10)11)4-9-3-1-2-8-9/h1-3,5H,4,7H2,(H,10,11)

InChI Key

PIGOPELHGLPKLL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Azole
Pyrazole
Heteroaromatic compound
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034267)
Cytoplasm (HMDB: HMDB0034267)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034267)

Source

Exogenous

Exogenous (HMDB: HMDB0034267)

Food

Food (HMDB: HMDB0034267)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0034267)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034267)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	243 °C	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
Water Solubility	10.4 g/L	ALOGPS
logP	-3	ALOGPS
logP	-3	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.18	ChemAxon
pKa (Strongest Basic)	8.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	81.14 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	48.74 m³·mol⁻¹	ChemAxon
Polarizability	14.83 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	133.454	31661259
DarkChem	[M-H]-	128.08	31661259
DeepCCS	[M+H]+	126.466	30932474
DeepCCS	[M-H]-	122.754	30932474
DeepCCS	[M-2H]-	160.173	30932474
DeepCCS	[M+Na]+	135.312	30932474
AllCCS	[M+H]+	134.9	32859911
AllCCS	[M+H-H2O]+	130.7	32859911
AllCCS	[M+NH4]+	138.9	32859911
AllCCS	[M+Na]+	140.1	32859911
AllCCS	[M-H]-	130.0	32859911
AllCCS	[M+Na-2H]-	131.4	32859911
AllCCS	[M+HCOO]-	133.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
L-2-Amino-3-(1-pyrazolyl)propanoic acid	NC(CN1C=CC=N1)C(O)=O	2713.4	Standard polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid	NC(CN1C=CC=N1)C(O)=O	1479.6	Standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid	NC(CN1C=CC=N1)C(O)=O	1772.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
L-2-Amino-3-(1-pyrazolyl)propanoic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CN1C=CC=N1	1612.9	Semi standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,1TMS,isomer #2	C[Si](C)(C)NC(CN1C=CC=N1)C(=O)O	1699.6	Semi standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,2TMS,isomer #1	C[Si](C)(C)NC(CN1C=CC=N1)C(=O)O[Si](C)(C)C	1671.1	Semi standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,2TMS,isomer #1	C[Si](C)(C)NC(CN1C=CC=N1)C(=O)O[Si](C)(C)C	1665.9	Standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,2TMS,isomer #2	C[Si](C)(C)N(C(CN1C=CC=N1)C(=O)O)[Si](C)(C)C	1767.7	Semi standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,2TMS,isomer #2	C[Si](C)(C)N(C(CN1C=CC=N1)C(=O)O)[Si](C)(C)C	1821.2	Standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CN1C=CC=N1)N([Si](C)(C)C)[Si](C)(C)C	1810.4	Semi standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CN1C=CC=N1)N([Si](C)(C)C)[Si](C)(C)C	1848.2	Standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CN1C=CC=N1	1836.4	Semi standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CN1C=CC=N1)C(=O)O	1899.0	Semi standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CN1C=CC=N1)C(=O)O[Si](C)(C)C(C)(C)C	2117.1	Semi standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CN1C=CC=N1)C(=O)O[Si](C)(C)C(C)(C)C	2108.7	Standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(CN1C=CC=N1)C(=O)O)[Si](C)(C)C(C)(C)C	2165.0	Semi standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C(CN1C=CC=N1)C(=O)O)[Si](C)(C)C(C)(C)C	2238.0	Standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CN1C=CC=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2428.2	Semi standard non polar	33892256
L-2-Amino-3-(1-pyrazolyl)propanoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CN1C=CC=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2434.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9200000000-4bcc5bc5a4c15249bcd9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-03di-6900000000-026dffd2a3c00f7a1404	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 35V, Negative-QTOF	splash10-014i-9000000000-eae747a09fb9e32443a7	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 10V, Positive-QTOF	splash10-0bti-2900000000-e1036bd1f27c1c1acd3a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 20V, Positive-QTOF	splash10-01po-9500000000-8c97961ac33d67fd3ef4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 40V, Positive-QTOF	splash10-0006-9000000000-ed2db0e1dbb8cc6aca0a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 10V, Negative-QTOF	splash10-0udi-4900000000-5dade5794f0379c3f205	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 20V, Negative-QTOF	splash10-0gbc-9500000000-cc6fb9f3d93c44f4f57c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 40V, Negative-QTOF	splash10-014u-9000000000-a5c63b1d382f558aee86	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 10V, Positive-QTOF	splash10-08fr-1900000000-a3e012c7c13b0b55668d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 20V, Positive-QTOF	splash10-014i-9400000000-cd7c8f51f34abf75ddf2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 40V, Positive-QTOF	splash10-014i-9000000000-25da4201f06bcf25d2fe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 10V, Negative-QTOF	splash10-014i-9200000000-c02b1e9dd1b0b16d3360	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 20V, Negative-QTOF	splash10-014i-9000000000-9f3fe50d4db530956e9b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - L-2-Amino-3-(1-pyrazolyl)propanoic acid 40V, Negative-QTOF	splash10-014i-9000000000-d9e7fed682ffc5f4cc47	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

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	33739820	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Asthma	33739820	details

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

FDB012598

KNApSAcK ID

Not Available

Chemspider ID

106812

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

119630

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for L-2-Amino-3-(1-pyrazolyl)propanoic acid (HMDB0034267)

MOL for HMDB0034267 (L-2-Amino-3-(1-pyrazolyl)propanoic acid)

3D MOL for HMDB0034267 (L-2-Amino-3-(1-pyrazolyl)propanoic acid)

3D SDF for HMDB0034267 (L-2-Amino-3-(1-pyrazolyl)propanoic acid)

3D-SDF for HMDB0034267 (L-2-Amino-3-(1-pyrazolyl)propanoic acid)

PDB for HMDB0034267 (L-2-Amino-3-(1-pyrazolyl)propanoic acid)

3D PDB for HMDB0034267 (L-2-Amino-3-(1-pyrazolyl)propanoic acid)

SMILES for HMDB0034267 (L-2-Amino-3-(1-pyrazolyl)propanoic acid)

INCHI for HMDB0034267 (L-2-Amino-3-(1-pyrazolyl)propanoic acid)

Structure for HMDB0034267 (L-2-Amino-3-(1-pyrazolyl)propanoic acid)

3D Structure for HMDB0034267 (L-2-Amino-3-(1-pyrazolyl)propanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra