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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:36 UTC

Update Date

2023-02-21 17:19:35 UTC

HMDB ID

HMDB0030405

Secondary Accession Numbers

HMDB30405

Metabolite Identification

Common Name

D-1-Amino-2-pyrrolidinecarboxylic acid

Description

1-aminopyrrolidine-2-carboxylic acid belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on 1-aminopyrrolidine-2-carboxylic 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-Aminopyrrolidine-2-carboxylate	Generator
1-amino-D-Proline	HMDB
1-Aminoproline	HMDB
(2R,3R)-Aminoproline	MeSH, HMDB
N-Aminoproline	MeSH, HMDB
trans-4-Aminoproline	MeSH, HMDB
1-Aminoproline, (L)-isomer	MeSH, HMDB
D-1-Amino-2-pyrrolidinecarboxylate	Generator

Chemical Formula

C₅H₁₀N₂O₂

Average Molecular Weight

130.1451

Monoisotopic Molecular Weight

130.074227574

IUPAC Name

1-aminopyrrolidine-2-carboxylic acid

Traditional Name

1-aminopyrrolidine-2-carboxylic acid

CAS Registry Number

10139-05-6

SMILES

NN1CCCC1C(O)=O

InChI Identifier

InChI=1S/C5H10N2O2/c6-7-3-1-2-4(7)5(8)9/h4H,1-3,6H2,(H,8,9)

InChI Key

OUCUOMVLTQBZCY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as proline and derivatives. Proline and derivatives are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Proline and derivatives

Alternative Parents

Substituents

Proline or derivatives
Pyrrolidine carboxylic acid
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Alkylhydrazine
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrazine derivative
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030405)
Cytoplasm (HMDB: HMDB0030405)

Source

Endogenous

Endogenous (HMDB: HMDB0030405)

Exogenous

Food

Food (HMDB: HMDB0030405)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	155 °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	803 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.6	ChemAxon
logS	0.79	ALOGPS
pKa (Strongest Acidic)	4.23	ChemAxon
pKa (Strongest Basic)	6.23	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.56 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	32.55 m³·mol⁻¹	ChemAxon
Polarizability	12.84 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]+	127.729	31661259
DarkChem	[M-H]-	121.432	31661259
DeepCCS	[M+H]+	129.141	30932474
DeepCCS	[M-H]-	126.379	30932474
DeepCCS	[M-2H]-	162.637	30932474
DeepCCS	[M+Na]+	137.489	30932474
AllCCS	[M+H]+	128.5	32859911
AllCCS	[M+H-H2O]+	123.9	32859911
AllCCS	[M+NH4]+	132.8	32859911
AllCCS	[M+Na]+	134.1	32859911
AllCCS	[M-H]-	122.9	32859911
AllCCS	[M+Na-2H]-	125.0	32859911
AllCCS	[M+HCOO]-	127.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
D-1-Amino-2-pyrrolidinecarboxylic acid	NN1CCCC1C(O)=O	2235.8	Standard polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid	NN1CCCC1C(O)=O	1376.5	Standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid	NN1CCCC1C(O)=O	1385.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
D-1-Amino-2-pyrrolidinecarboxylic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1N	1308.5	Semi standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,1TMS,isomer #2	C[Si](C)(C)NN1CCCC1C(=O)O	1438.2	Semi standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,2TMS,isomer #1	C[Si](C)(C)NN1CCCC1C(=O)O[Si](C)(C)C	1435.3	Semi standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,2TMS,isomer #1	C[Si](C)(C)NN1CCCC1C(=O)O[Si](C)(C)C	1496.1	Standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,2TMS,isomer #2	C[Si](C)(C)N(N1CCCC1C(=O)O)[Si](C)(C)C	1654.2	Semi standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,2TMS,isomer #2	C[Si](C)(C)N(N1CCCC1C(=O)O)[Si](C)(C)C	1558.0	Standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1N([Si](C)(C)C)[Si](C)(C)C	1701.9	Semi standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1N([Si](C)(C)C)[Si](C)(C)C	1618.2	Standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1N	1556.7	Semi standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NN1CCCC1C(=O)O	1698.2	Semi standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NN1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	1900.3	Semi standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NN1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	1895.6	Standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	2059.5	Semi standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	1999.6	Standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2297.8	Semi standard non polar	33892256
D-1-Amino-2-pyrrolidinecarboxylic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2226.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-9000000000-7df94eaa6d80ef4602e1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid GC-MS (1 TMS) - 70eV, Positive	splash10-000i-9200000000-34f4c9cf0e0d07fbd476	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	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 - D-1-Amino-2-pyrrolidinecarboxylic acid 10V, Positive-QTOF	splash10-01q9-1900000000-4ff1731d02f55387997a	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 20V, Positive-QTOF	splash10-03ei-5900000000-f026273f51eed32024ca	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 40V, Positive-QTOF	splash10-0006-9000000000-80163fa1ce2299cc0136	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 10V, Negative-QTOF	splash10-004i-5900000000-18f3c7398c91a7aba39b	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 20V, Negative-QTOF	splash10-00kr-9300000000-d9a0774520c0e9a0f423	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 40V, Negative-QTOF	splash10-00kf-9000000000-23c7d9e98111514c3bd6	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 10V, Positive-QTOF	splash10-001i-3900000000-57333a73b749da13e1c5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 20V, Positive-QTOF	splash10-014i-9000000000-fd1a4d854e9f516b9586	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 40V, Positive-QTOF	splash10-052s-9000000000-d412345d193cb4381bc4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 10V, Negative-QTOF	splash10-004i-0900000000-ab2f7ad451c03a5f3afc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 20V, Negative-QTOF	splash10-02di-8900000000-bd877d3a425bd42a51ef	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-1-Amino-2-pyrrolidinecarboxylic acid 40V, Negative-QTOF	splash10-00lr-9100000000-16205e15777745724b13	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB002266

KNApSAcK ID

Not Available

Chemspider ID

240216

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

273022

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 D-1-Amino-2-pyrrolidinecarboxylic acid (HMDB0030405)

MOL for HMDB0030405 (D-1-Amino-2-pyrrolidinecarboxylic acid)

3D MOL for HMDB0030405 (D-1-Amino-2-pyrrolidinecarboxylic acid)

3D SDF for HMDB0030405 (D-1-Amino-2-pyrrolidinecarboxylic acid)

3D-SDF for HMDB0030405 (D-1-Amino-2-pyrrolidinecarboxylic acid)

PDB for HMDB0030405 (D-1-Amino-2-pyrrolidinecarboxylic acid)

3D PDB for HMDB0030405 (D-1-Amino-2-pyrrolidinecarboxylic acid)

SMILES for HMDB0030405 (D-1-Amino-2-pyrrolidinecarboxylic acid)

INCHI for HMDB0030405 (D-1-Amino-2-pyrrolidinecarboxylic acid)

Structure for HMDB0030405 (D-1-Amino-2-pyrrolidinecarboxylic acid)

3D Structure for HMDB0030405 (D-1-Amino-2-pyrrolidinecarboxylic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra