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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2008-08-14 18:37:03 UTC

Update Date

2023-02-21 17:17:22 UTC

HMDB ID

HMDB0006899

Secondary Accession Numbers

HMDB0028687
HMDB06899
HMDB28687

Metabolite Identification

Common Name

Alanylglycine

Description

Alanylglycine is a dipeptide composed of alanine and glycine that is found in human urine. It is a breakdown product from endogenous and exogenous proteins. This peptide is generated by dipeptidyl-dipeptidase (or tetrapeptide dipeptidase) which leads to the release of dipeptides from a tetrapeptide (more specifically: Ala-GlyAla-Gly). The enzyme acts more slowly on Ala-AlaAla-Ala and Gly-GlyGly-Gly.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
AG	ChEBI
L-Ala-gly	ChEBI
N-L-Alanylglycine	ChEBI
(S)-Alanylglycine	HMDB
a-g Dipeptide	HMDB
AG dipeptide	HMDB
Ala-gly	HMDB
Alanine glycine dipeptide	HMDB
Alanine-glycine dipeptide	HMDB
Alanyl-glycine	HMDB
L-Alanylglycine	HMDB
L-alpha-Alanylglycine	HMDB
L-Α-alanylglycine	HMDB
N-Alanylglycine	HMDB
NSC 89597	HMDB
Alanylglycine	ChEBI

Chemical Formula

C₅H₁₀N₂O₃

Average Molecular Weight

146.146

Monoisotopic Molecular Weight

146.06914219

IUPAC Name

2-[(2S)-2-aminopropanamido]acetic acid

Traditional Name

[(2S)-2-aminopropanamido]acetic acid

CAS Registry Number

687-69-4

SMILES

C[C@H](N)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C5H10N2O3/c1-3(6)5(10)7-2-4(8)9/h3H,2,6H2,1H3,(H,7,10)(H,8,9)/t3-/m0/s1

InChI Key

CXISPYVYMQWFLE-VKHMYHEASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
Amino acid or derivatives
Carboxamide group
Amino acid
Carboxylic acid salt
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Organic zwitterion
Primary aliphatic amine
Organic salt
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73757 )

Ontology

Not Available

Feces (PMID: 25037050)

Source

Endogenous

Endogenous (HMDB: HMDB0006899)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	68.3 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-3.9	ChemAxon
logS	-0.33	ALOGPS
pKa (Strongest Acidic)	3.66	ChemAxon
pKa (Strongest Basic)	8.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	33.3 m³·mol⁻¹	ChemAxon
Polarizability	13.76 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
DeepCCS	[M+H]+	131.016	30932474
DeepCCS	[M-H]-	127.189	30932474
DeepCCS	[M-2H]-	164.528	30932474
DeepCCS	[M+Na]+	140.068	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Alanylglycine	C[C@H](N)C(=O)NCC(O)=O	2339.0	Standard polar	33892256
Alanylglycine	C[C@H](N)C(=O)NCC(O)=O	1338.1	Standard non polar	33892256
Alanylglycine	C[C@H](N)C(=O)NCC(O)=O	1586.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alanylglycine,1TMS,isomer #1	C[C@H](N)C(=O)NCC(=O)O[Si](C)(C)C	1529.5	Semi standard non polar	33892256
Alanylglycine,1TMS,isomer #2	C[C@H](N[Si](C)(C)C)C(=O)NCC(=O)O	1550.6	Semi standard non polar	33892256
Alanylglycine,1TMS,isomer #3	C[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C	1542.8	Semi standard non polar	33892256
Alanylglycine,2TMS,isomer #1	C[C@H](N[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C	1637.5	Semi standard non polar	33892256
Alanylglycine,2TMS,isomer #1	C[C@H](N[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C	1603.5	Standard non polar	33892256
Alanylglycine,2TMS,isomer #1	C[C@H](N[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C	2146.3	Standard polar	33892256
Alanylglycine,2TMS,isomer #2	C[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1546.7	Semi standard non polar	33892256
Alanylglycine,2TMS,isomer #2	C[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1667.2	Standard non polar	33892256
Alanylglycine,2TMS,isomer #2	C[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2310.6	Standard polar	33892256
Alanylglycine,2TMS,isomer #3	C[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1722.1	Semi standard non polar	33892256
Alanylglycine,2TMS,isomer #3	C[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1633.5	Standard non polar	33892256
Alanylglycine,2TMS,isomer #3	C[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2377.8	Standard polar	33892256
Alanylglycine,2TMS,isomer #4	C[C@H](N[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C	1627.7	Semi standard non polar	33892256
Alanylglycine,2TMS,isomer #4	C[C@H](N[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C	1653.8	Standard non polar	33892256
Alanylglycine,2TMS,isomer #4	C[C@H](N[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C	2025.2	Standard polar	33892256
Alanylglycine,3TMS,isomer #1	C[C@@H](C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1771.8	Semi standard non polar	33892256
Alanylglycine,3TMS,isomer #1	C[C@@H](C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1709.6	Standard non polar	33892256
Alanylglycine,3TMS,isomer #1	C[C@@H](C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1972.1	Standard polar	33892256
Alanylglycine,3TMS,isomer #2	C[C@H](N[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1639.1	Semi standard non polar	33892256
Alanylglycine,3TMS,isomer #2	C[C@H](N[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1692.5	Standard non polar	33892256
Alanylglycine,3TMS,isomer #2	C[C@H](N[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1833.8	Standard polar	33892256
Alanylglycine,3TMS,isomer #3	C[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1744.2	Semi standard non polar	33892256
Alanylglycine,3TMS,isomer #3	C[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1763.4	Standard non polar	33892256
Alanylglycine,3TMS,isomer #3	C[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1945.2	Standard polar	33892256
Alanylglycine,4TMS,isomer #1	C[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1785.7	Semi standard non polar	33892256
Alanylglycine,4TMS,isomer #1	C[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1805.2	Standard non polar	33892256
Alanylglycine,4TMS,isomer #1	C[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1771.9	Standard polar	33892256
Alanylglycine,1TBDMS,isomer #1	C[C@H](N)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	1773.6	Semi standard non polar	33892256
Alanylglycine,1TBDMS,isomer #2	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O	1836.3	Semi standard non polar	33892256
Alanylglycine,1TBDMS,isomer #3	C[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	1776.7	Semi standard non polar	33892256
Alanylglycine,2TBDMS,isomer #1	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2101.1	Semi standard non polar	33892256
Alanylglycine,2TBDMS,isomer #1	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2007.1	Standard non polar	33892256
Alanylglycine,2TBDMS,isomer #1	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2238.2	Standard polar	33892256
Alanylglycine,2TBDMS,isomer #2	C[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1996.9	Semi standard non polar	33892256
Alanylglycine,2TBDMS,isomer #2	C[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2045.3	Standard non polar	33892256
Alanylglycine,2TBDMS,isomer #2	C[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2379.7	Standard polar	33892256
Alanylglycine,2TBDMS,isomer #3	C[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2222.9	Semi standard non polar	33892256
Alanylglycine,2TBDMS,isomer #3	C[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2056.5	Standard non polar	33892256
Alanylglycine,2TBDMS,isomer #3	C[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2330.9	Standard polar	33892256
Alanylglycine,2TBDMS,isomer #4	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2116.1	Semi standard non polar	33892256
Alanylglycine,2TBDMS,isomer #4	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2042.1	Standard non polar	33892256
Alanylglycine,2TBDMS,isomer #4	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2195.4	Standard polar	33892256
Alanylglycine,3TBDMS,isomer #1	C[C@@H](C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2456.3	Semi standard non polar	33892256
Alanylglycine,3TBDMS,isomer #1	C[C@@H](C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2324.1	Standard non polar	33892256
Alanylglycine,3TBDMS,isomer #1	C[C@@H](C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2252.0	Standard polar	33892256
Alanylglycine,3TBDMS,isomer #2	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2329.8	Semi standard non polar	33892256
Alanylglycine,3TBDMS,isomer #2	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2291.9	Standard non polar	33892256
Alanylglycine,3TBDMS,isomer #2	C[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2210.1	Standard polar	33892256
Alanylglycine,3TBDMS,isomer #3	C[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2427.5	Semi standard non polar	33892256
Alanylglycine,3TBDMS,isomer #3	C[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2358.6	Standard non polar	33892256
Alanylglycine,3TBDMS,isomer #3	C[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2251.5	Standard polar	33892256
Alanylglycine,4TBDMS,isomer #1	C[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2652.1	Semi standard non polar	33892256
Alanylglycine,4TBDMS,isomer #1	C[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2569.8	Standard non polar	33892256
Alanylglycine,4TBDMS,isomer #1	C[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2245.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Alanylglycine 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 - Alanylglycine 20V, Negative-QTOF	splash10-0006-9100000000-8343067fcc93b4afc46f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alanylglycine 10V, Negative-QTOF	splash10-004i-1900000000-a5da8fcb5480e0407882	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Alanylglycine 40V, Negative-QTOF	splash10-0006-9000000000-6e0fdc788581365cbe14	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 10V, Positive-QTOF	splash10-0002-5900000000-8fa075fdba9c7139d887	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 20V, Positive-QTOF	splash10-0006-9000000000-4d30c875ef57916f7e13	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 40V, Positive-QTOF	splash10-0a6r-9000000000-3d835db294387984e9c1	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 10V, Negative-QTOF	splash10-0002-0900000000-b5286fb050c724bc01d6	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 20V, Negative-QTOF	splash10-00dj-7900000000-192cacfc6784977ccfce	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 40V, Negative-QTOF	splash10-05fr-9000000000-353a9bff034602637249	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 10V, Negative-QTOF	splash10-0002-1900000000-06866d5fb3f5c555e434	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 20V, Negative-QTOF	splash10-00ea-9200000000-9508ac1b9640a01db0f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 40V, Negative-QTOF	splash10-0006-9000000000-04a76c9817b851d36b30	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 10V, Positive-QTOF	splash10-0006-9200000000-994e59a572fb27c41e6c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 20V, Positive-QTOF	splash10-0006-9000000000-55d7984758463afbd1d6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alanylglycine 40V, Positive-QTOF	splash10-0006-9000000000-05dd55ad680f6b7dc7e3	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

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5365657

KEGG Compound ID

Not Available

BioCyc ID

ALA-GLY

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6998028

PDB ID

Not Available

ChEBI ID

73757

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1908571

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Hedwig GR, Hogseth E, Hoiland H: Volumetric properties of the glycyl group of proteins in aqueous solution at high pressures. Phys Chem Chem Phys. 2008 Feb 14;10(6):884-97. doi: 10.1039/b706345h. Epub 2007 Oct 5. [PubMed:18231691 ]
Gullion T, Kishore R, Asakura T: Determining dihedral angles and local structure in silk peptide by 13C-2H REDOR. J Am Chem Soc. 2003 Jun 25;125(25):7510-1. [PubMed:12812479 ]
Watabe M, Kai M, Asanuma S, Yoshikane M, Horiuchi A, Ogasawara A, Watanabe T, Mikami T, Matsumoto T: Platinum(IV) complexes with dipeptide. X-ray crystal structure, 195Pt NMR spectra, and their inhibitory glucose metabolism activity in Candida albicans. Inorg Chem. 2001 Mar 26;40(7):1496-500. [PubMed:11261956 ]
Chen WJ, Boehlert CC, Rider K, Armstrong RN: Synthesis and characterization of the oxygen and desthio analogues of glutathione as dead-end inhibitors of glutathione S-transferase. Biochem Biophys Res Commun. 1985 Apr 16;128(1):233-40. [PubMed:3985965 ]
Barding GA Jr, Fukao T, Beni S, Bailey-Serres J, Larive CK: Differential metabolic regulation governed by the rice SUB1A gene during submergence stress and identification of alanylglycine by 1H NMR spectroscopy. J Proteome Res. 2012 Jan 1;11(1):320-30. doi: 10.1021/pr200919b. Epub 2011 Nov 11. [PubMed:22017194 ]
Vogt LJ, Sim-Selley LJ, Childers SR, Wiley RG, Vogt BA: Colocalization of mu-opioid receptors and activated G-proteins in rat cingulate cortex. J Pharmacol Exp Ther. 2001 Dec;299(3):840-8. [PubMed:11714867 ]
Rai DK, Mooney A, Kenny PT: A tandem mass spectrometric investigation of N-(3-ferrocenyl-2-naphthoyl) dipeptide ethyl esters and N-(6-ferrocenyl-2-naphthoyl) dipeptide ethyl esters. Rapid Commun Mass Spectrom. 2011 Oct 15;25(19):2905-10. doi: 10.1002/rcm.5184. [PubMed:21913269 ]
Blagojevic V, Chramow A, Schneider BB, Covey TR, Bohme DK: Differential mobility spectrometry of isomeric protonated dipeptides: modifier and field effects on ion mobility and stability. Anal Chem. 2011 May 1;83(9):3470-6. doi: 10.1021/ac200100s. Epub 2011 Apr 19. [PubMed:21504141 ]
Watabe M, Fukuda H, Kitsukawa K, Nakajima H, Yukawa Y, Igarashi S, Fujii Y, Takayama T: Preparation of platinum(IV) complexes with dipeptide and diimine. X-ray crystal structure and 195Pt NMR spectra. J Inorg Biochem. 2006 Oct;100(10):1653-9. Epub 2006 Jun 9. [PubMed:16857262 ]
Tafazzoli M, Amini SK: Theoretical 13C chemical shift, 14N, and 2H quadrupole coupling- constant studies of hydrogen bonding in L-alanylglycine dipeptide. Magn Reson Chem. 2008 Apr;46(4):370-6. doi: 10.1002/mrc.2185. [PubMed:18273875 ]
Price WD, Williams ER: Activation of Peptide ions by blackbody radiation: factors that lead to dissociation kinetics in the rapid energy exchange limit. J Phys Chem A. 1997 Nov 20;101(47):8844-52. [PubMed:16604162 ]
Barding GA Jr, Beni S, Fukao T, Bailey-Serres J, Larive CK: Comparison of GC-MS and NMR for metabolite profiling of rice subjected to submergence stress. J Proteome Res. 2013 Feb 1;12(2):898-909. doi: 10.1021/pr300953k. Epub 2012 Dec 27. [PubMed:23205590 ]
Karnezis A, Barlow CK, O'Hair RA, McFadyen WD: Peptide derivatization as a strategy to form fixed-charge peptide radicals. Rapid Commun Mass Spectrom. 2006;20(19):2865-70. [PubMed:16941727 ]
Hovagimyan KG, Gerig JT: Interactions of trimethylamine N-oxide and water with cyclo-alanylglycine. J Phys Chem B. 2005 Dec 22;109(50):24142-51. [PubMed:16375406 ]
Padmaja L, Ravikumar C, James C, Jayakumar VS, Hubert Joe I: Analysis of vibrational spectra of L-alanylglycine based on density functional theory calculations. Spectrochim Acta A Mol Biomol Spectrosc. 2008 Nov 1;71(1):252-62. doi: 10.1016/j.saa.2007.12.019. Epub 2007 Dec 28. [PubMed:18243781 ]
Stevens MM, Allen S, Davies MC, Roberts CJ, Sakata JK, Tendler SJ, Tirrell DA, Williams PM: Molecular level investigations of the inter- and intramolecular interactions of pH-responsive artificial triblock proteins. Biomacromolecules. 2005 May-Jun;6(3):1266-71. [PubMed:15877341 ]
Strickler MA, Gerig JT: Intermolecular Overhauser effects in fluoroalcohol solutions of cyclo-alanylglycine. Biopolymers. 2002 Aug 15;64(5):227-35. [PubMed:12115130 ]
Dunkel A, Hofmann T: Sensory-directed identification of beta-alanyl dipeptides as contributors to the thick-sour and white-meaty orosensation induced by chicken broth. J Agric Food Chem. 2009 Nov 11;57(21):9867-77. doi: 10.1021/jf900948r. [PubMed:19817413 ]

Showing metabocard for Alanylglycine (HMDB0006899)

MOL for HMDB0006899 (Alanylglycine)

3D MOL for HMDB0006899 (Alanylglycine)

3D SDF for HMDB0006899 (Alanylglycine)

3D-SDF for HMDB0006899 (Alanylglycine)

PDB for HMDB0006899 (Alanylglycine)

3D PDB for HMDB0006899 (Alanylglycine)

SMILES for HMDB0006899 (Alanylglycine)

INCHI for HMDB0006899 (Alanylglycine)

Structure for HMDB0006899 (Alanylglycine)

3D Structure for HMDB0006899 (Alanylglycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra