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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-08-02 20:47:26 UTC

Update Date

2022-03-07 03:18:01 UTC

HMDB ID

HMDB0094717

Secondary Accession Numbers

HMDB94717

Metabolite Identification

Common Name

hydroxyvalerylglycine

Description

hydroxyvalerylglycine belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on hydroxyvalerylglycine.

Structure

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

HEADER    PROTEIN                                 02-AUG-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-AUG-17         0                                  
HETATM    1  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.542  -0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.875  -0.000   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       5.541   2.310   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      10.876   0.770   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       9.542  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    6                                                       
CONECT    4    2    9                                                       
CONECT    5    7    8                                                       
CONECT    6    3    8   10                                                  
CONECT    7    5   11   12                                                  
CONECT    8    5    6                                                       
CONECT    9    4                                                            
CONECT   10    6                                                            
CONECT   11    7                                                            
CONECT   12    7                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₇H₁₃NO₄

Average Molecular Weight

175.184

Monoisotopic Molecular Weight

175.084457903

IUPAC Name

2-[(1,5-dihydroxypentylidene)amino]acetic acid

Traditional Name

[(1,5-dihydroxypentylidene)amino]acetic acid

CAS Registry Number

Not Available

SMILES

OCCCCC(O)=NCC(O)=O

InChI Identifier

InChI=1S/C7H13NO4/c9-4-2-1-3-6(10)8-5-7(11)12/h9H,1-5H2,(H,8,10)(H,11,12)

InChI Key

YYDUOQZPMOUVSY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 20971021)

Source

Exogenous

Exogenous (HMDB: HMDB0094717)

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
logP	-0.61	ALOGPS
logP	-0.36	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.98	ChemAxon
pKa (Strongest Basic)	1.76	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	90.12 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	41.73 m³·mol⁻¹	ChemAxon
Polarizability	17.85 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	139.52	31661259
DarkChem	[M-H]-	135.866	31661259
DeepCCS	[M+H]+	134.531	30932474
DeepCCS	[M-H]-	131.054	30932474
DeepCCS	[M-2H]-	168.148	30932474
DeepCCS	[M+Na]+	143.333	30932474
AllCCS	[M+H]+	138.3	32859911
AllCCS	[M+H-H2O]+	134.6	32859911
AllCCS	[M+NH4]+	141.8	32859911
AllCCS	[M+Na]+	142.8	32859911
AllCCS	[M-H]-	138.1	32859911
AllCCS	[M+Na-2H]-	139.7	32859911
AllCCS	[M+HCOO]-	141.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.53 minutes	32390414
Predicted by Siyang on May 30, 2022	8.7756 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.78 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	740.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	255.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	69.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	68.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	249.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	246.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	520.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	579.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	79.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	799.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	175.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	177.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	571.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	316.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	263.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
hydroxyvalerylglycine	OCCCCC(O)=NCC(O)=O	2723.8	Standard polar	33892256
hydroxyvalerylglycine	OCCCCC(O)=NCC(O)=O	1515.2	Standard non polar	33892256
hydroxyvalerylglycine	OCCCCC(O)=NCC(O)=O	1703.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
hydroxyvalerylglycine,1TMS,isomer #1	C[Si](C)(C)OCCCCC(O)=NCC(=O)O	1759.7	Semi standard non polar	33892256
hydroxyvalerylglycine,1TMS,isomer #2	C[Si](C)(C)OC(CCCCO)=NCC(=O)O	1768.4	Semi standard non polar	33892256
hydroxyvalerylglycine,1TMS,isomer #3	C[Si](C)(C)OC(=O)CN=C(O)CCCCO	1739.8	Semi standard non polar	33892256
hydroxyvalerylglycine,2TMS,isomer #1	C[Si](C)(C)OCCCCC(=NCC(=O)O)O[Si](C)(C)C	1823.3	Semi standard non polar	33892256
hydroxyvalerylglycine,2TMS,isomer #2	C[Si](C)(C)OCCCCC(O)=NCC(=O)O[Si](C)(C)C	1811.2	Semi standard non polar	33892256
hydroxyvalerylglycine,2TMS,isomer #3	C[Si](C)(C)OC(=O)CN=C(CCCCO)O[Si](C)(C)C	1808.0	Semi standard non polar	33892256
hydroxyvalerylglycine,3TMS,isomer #1	C[Si](C)(C)OCCCCC(=NCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1863.8	Semi standard non polar	33892256
hydroxyvalerylglycine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC(O)=NCC(=O)O	1999.4	Semi standard non polar	33892256
hydroxyvalerylglycine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CCCCO)=NCC(=O)O	1994.7	Semi standard non polar	33892256
hydroxyvalerylglycine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN=C(O)CCCCO	1954.8	Semi standard non polar	33892256
hydroxyvalerylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC(=NCC(=O)O)O[Si](C)(C)C(C)(C)C	2247.3	Semi standard non polar	33892256
hydroxyvalerylglycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCCCC(O)=NCC(=O)O[Si](C)(C)C(C)(C)C	2235.4	Semi standard non polar	33892256
hydroxyvalerylglycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN=C(CCCCO)O[Si](C)(C)C(C)(C)C	2187.0	Semi standard non polar	33892256
hydroxyvalerylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC(=NCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2409.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - hydroxyvalerylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pi3-9500000000-63bea86a167fce487171	2017-09-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - hydroxyvalerylglycine GC-MS (3 TMS) - 70eV, Positive	splash10-00fr-9414000000-a44033f1bc585e4670d7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - hydroxyvalerylglycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - hydroxyvalerylglycine 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 10V, Negative-QTOF	splash10-00di-0900000000-6a8fd7f7e534284924ba	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 20V, Negative-QTOF	splash10-00di-3900000000-6d1d047baf2e526f2e49	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 40V, Negative-QTOF	splash10-00dl-9100000000-22fea9018d59a9f76a32	2017-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 10V, Positive-QTOF	splash10-05i0-9800000000-411c15d45ab390919dad	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 20V, Positive-QTOF	splash10-00di-9200000000-52138d2d36496a3a6089	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 40V, Positive-QTOF	splash10-0adi-9000000000-e22392bc5231ff4a45cb	2017-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 10V, Negative-QTOF	splash10-00di-7900000000-988a3baf102b55bee6da	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 20V, Negative-QTOF	splash10-00di-9300000000-25a2a54cad02178d8f15	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 40V, Negative-QTOF	splash10-00di-9000000000-574dc2ca17482fd96927	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 10V, Positive-QTOF	splash10-056r-5900000000-62ee88625cf9739ba0f1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 20V, Positive-QTOF	splash10-0a5i-9100000000-88594294817213c54a2d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - hydroxyvalerylglycine 40V, Positive-QTOF	splash10-05fs-9000000000-b30ff6645a22ac2ccab5	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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (24-38years old)	Not Specified	Normal	20971021	details

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

52375167

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

79198664

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

Not Available

Showing metabocard for hydroxyvalerylglycine (HMDB0094717)

MOL for HMDB0094717 (hydroxyvalerylglycine)

3D MOL for HMDB0094717 (hydroxyvalerylglycine)

3D SDF for HMDB0094717 (hydroxyvalerylglycine)

3D-SDF for HMDB0094717 (hydroxyvalerylglycine)

PDB for HMDB0094717 (hydroxyvalerylglycine)

3D PDB for HMDB0094717 (hydroxyvalerylglycine)

SMILES for HMDB0094717 (hydroxyvalerylglycine)

INCHI for HMDB0094717 (hydroxyvalerylglycine)

Structure for HMDB0094717 (hydroxyvalerylglycine)

3D Structure for HMDB0094717 (hydroxyvalerylglycine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra