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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-17 01:24:55 UTC

Update Date

2022-03-07 03:17:46 UTC

HMDB ID

HMDB0060495

Secondary Accession Numbers

HMDB60495

Metabolite Identification

Common Name

N-Formyl-L-aspartate

Description

N-Formyl-L-aspartate belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. These are organic compounds containing exactly two carboxylic acid groups. N-Formyl-L-aspartate is an extremely weak basic (essentially neutral) compound (based on its pKa). N-Formyl-L-aspartate exists in all living organisms, ranging from bacteria to humans.

Structure

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

HEADER    PROTEIN                                 04-SEP-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   12  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    3    4                                                       
CONECT    2    6    7                                                       
CONECT    3    1    5    6   12                                             
CONECT    4    1    8    9                                                  
CONECT    5    3   10   11                                                  
CONECT    6    2    3                                                       
CONECT    7    2                                                            
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    5                                                            
CONECT   12    3                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
N-Formyl-L-aspartic acid	Generator
N-Formyl-L-aspartate	ChEBI

Chemical Formula

C₅H₇NO₅

Average Molecular Weight

161.1128

Monoisotopic Molecular Weight

161.032422339

IUPAC Name

(2S)-2-[(hydroxymethylidene)amino]butanedioic acid

Traditional Name

N-formyl-L-aspartic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CC(O)=O)(N=CO)C(O)=O

InChI Identifier

InChI=1S/C5H7NO5/c7-2-6-3(5(10)11)1-4(8)9/h2-3H,1H2,(H,6,7)(H,8,9)(H,10,11)/t3-/m0/s1

InChI Key

MQUUQXIFCBBFDP-VKHMYHEASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid 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

Aspartic acid and derivatives

Alternative Parents

Substituents

Aspartic acid or derivatives
Dicarboxylic acid or derivatives
Fatty acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-formyl amino acid (CHEBI:48429 )
N-acyl-L-aspartic acid (CHEBI:48429 )

Ontology

Not Available

Exogenous (HMDB: HMDB0060495)

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
Water Solubility	10 g/L	ALOGPS
logP	-0.86	ALOGPS
logP	-0.63	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.3	ChemAxon
pKa (Strongest Basic)	0.88	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	107.19 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	32.01 m³·mol⁻¹	ChemAxon
Polarizability	13.42 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
DarkChem	[M+H]+	135.804	31661259
DarkChem	[M-H]-	132.059	31661259
DeepCCS	[M+H]+	128.361	30932474
DeepCCS	[M-H]-	125.798	30932474
DeepCCS	[M-2H]-	161.902	30932474
DeepCCS	[M+Na]+	136.468	30932474
AllCCS	[M+H]+	136.2	32859911
AllCCS	[M+H-H2O]+	132.3	32859911
AllCCS	[M+NH4]+	139.9	32859911
AllCCS	[M+Na]+	140.9	32859911
AllCCS	[M-H]-	127.8	32859911
AllCCS	[M+Na-2H]-	129.6	32859911
AllCCS	[M+HCOO]-	131.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Formyl-L-aspartate	[H][C@@](CC(O)=O)(N=CO)C(O)=O	2621.3	Standard polar	33892256
N-Formyl-L-aspartate	[H][C@@](CC(O)=O)(N=CO)C(O)=O	1327.9	Standard non polar	33892256
N-Formyl-L-aspartate	[H][C@@](CC(O)=O)(N=CO)C(O)=O	1596.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Formyl-L-aspartate,1TMS,isomer #1	C[Si](C)(C)OC(=O)C[C@H](N=CO)C(=O)O	1510.4	Semi standard non polar	33892256
N-Formyl-L-aspartate,1TMS,isomer #2	C[Si](C)(C)OC=N[C@@H](CC(=O)O)C(=O)O	1603.4	Semi standard non polar	33892256
N-Formyl-L-aspartate,1TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CC(=O)O)N=CO	1474.6	Semi standard non polar	33892256
N-Formyl-L-aspartate,2TMS,isomer #1	C[Si](C)(C)OC=N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)O	1646.7	Semi standard non polar	33892256
N-Formyl-L-aspartate,2TMS,isomer #2	C[Si](C)(C)OC(=O)C[C@H](N=CO)C(=O)O[Si](C)(C)C	1510.1	Semi standard non polar	33892256
N-Formyl-L-aspartate,2TMS,isomer #3	C[Si](C)(C)OC=N[C@@H](CC(=O)O)C(=O)O[Si](C)(C)C	1599.7	Semi standard non polar	33892256
N-Formyl-L-aspartate,3TMS,isomer #1	C[Si](C)(C)OC=N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1688.6	Semi standard non polar	33892256
N-Formyl-L-aspartate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N=CO)C(=O)O	1715.3	Semi standard non polar	33892256
N-Formyl-L-aspartate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=N[C@@H](CC(=O)O)C(=O)O	1820.5	Semi standard non polar	33892256
N-Formyl-L-aspartate,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC(=O)O)N=CO	1682.1	Semi standard non polar	33892256
N-Formyl-L-aspartate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2029.2	Semi standard non polar	33892256
N-Formyl-L-aspartate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C[C@H](N=CO)C(=O)O[Si](C)(C)C(C)(C)C	1928.5	Semi standard non polar	33892256
N-Formyl-L-aspartate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=N[C@@H](CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	1985.1	Semi standard non polar	33892256
N-Formyl-L-aspartate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2230.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - N-Formyl-L-aspartate GC-MS (3 TMS)	splash10-0w30-1950000000-b93a6f435e440d34d4d7	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Formyl-L-aspartate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-9300000000-46f770b6da34145d6010	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Formyl-L-aspartate GC-MS (3 TMS) - 70eV, Positive	splash10-01w0-8694000000-5012cefbd5147eecf07c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Formyl-L-aspartate 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 - N-Formyl-L-aspartate LC-ESI-QQ , negative-QTOF	splash10-03di-0900000000-158edbb36a7b8fbd36f6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-aspartate LC-ESI-QQ , negative-QTOF	splash10-014i-2900000000-7993aa081cac8c29ecb0	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-aspartate LC-ESI-QQ , negative-QTOF	splash10-0006-9100000000-434952f1f1021af9083b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-aspartate LC-ESI-QQ , negative-QTOF	splash10-0006-9000000000-1dc4ee97518ea2c8ab31	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Formyl-L-aspartate LC-ESI-QQ , negative-QTOF	splash10-0006-9000000000-cbc5321fe77cd24a9b50	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 10V, Positive-QTOF	splash10-0296-0900000000-cf715c6fa828a84eb425	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 20V, Positive-QTOF	splash10-0g4r-9700000000-4a5e272db6c1e46de9bc	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 40V, Positive-QTOF	splash10-0079-9100000000-a0e52270f4dac511de58	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 10V, Negative-QTOF	splash10-040u-3900000000-b39f67e7bd228482d5b2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 20V, Negative-QTOF	splash10-001r-5900000000-6abb403e19c1317717ed	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 40V, Negative-QTOF	splash10-002f-9100000000-7a62b4c447517f2ad74f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 10V, Positive-QTOF	splash10-00ko-3900000000-26da7ff8fe7a01f3952b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 20V, Positive-QTOF	splash10-00rj-9200000000-4b3d5a38397f6ddcf888	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 40V, Positive-QTOF	splash10-00di-9000000000-99e70810751786aa0ff9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 10V, Negative-QTOF	splash10-00yi-7900000000-bec38113274410e04712	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 20V, Negative-QTOF	splash10-01p2-9300000000-7a42c531b816135ef940	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Formyl-L-aspartate 40V, Negative-QTOF	splash10-0006-9000000000-87df2e8c107e92fb6f3a	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)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

79437

KEGG Compound ID

C01044

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

88052

PDB ID

Not Available

ChEBI ID

48429

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

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

Enzyme Details

1. Aspartoacylase

General function:: Involved in hydrolase activity, acting on ester bonds
Specific function:: Catalyzes the deacetylation of N-acetylaspartic acid (NAA) to produce acetate and L-aspartate. NAA occurs in high concentration in brain and its hydrolysis NAA plays a significant part in the maintenance of intact white matter. In other tissues it act as a scavenger of NAA from body fluids.
Gene Name:: ASPA
Uniprot ID:: P45381
Molecular weight:: 35734.79

Reactions

N-Formyl-L-aspartate + Water → Formic acid + L-Aspartic acid	details

Enzyme Details

2. Aspartoacylase-2

General function:: Involved in hydrolase activity, acting on ester bonds
Specific function:: Plays an important role in deacetylating mercapturic acids in kidney proximal tubules (By similarity).
Gene Name:: ACY3
Uniprot ID:: Q96HD9
Molecular weight:: Not Available

Reactions

N-Formyl-L-aspartate + Water → Formic acid + L-Aspartic acid	details

Showing metabocard for N-Formyl-L-aspartate (HMDB0060495)

MOL for HMDB0060495 (N-Formyl-L-aspartate)

3D MOL for HMDB0060495 (N-Formyl-L-aspartate)

3D SDF for HMDB0060495 (N-Formyl-L-aspartate)

3D-SDF for HMDB0060495 (N-Formyl-L-aspartate)

PDB for HMDB0060495 (N-Formyl-L-aspartate)

3D PDB for HMDB0060495 (N-Formyl-L-aspartate)

SMILES for HMDB0060495 (N-Formyl-L-aspartate)

INCHI for HMDB0060495 (N-Formyl-L-aspartate)

Structure for HMDB0060495 (N-Formyl-L-aspartate)

3D Structure for HMDB0060495 (N-Formyl-L-aspartate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions