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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:11 UTC

Update Date

2023-02-21 17:22:35 UTC

HMDB ID

HMDB0032684

Secondary Accession Numbers

HMDB32684

Metabolite Identification

Common Name

Lactyltrimethylammonium betaine

Description

Lactyltrimethylammonium betaine, also known as b-trimethylarsonium lactate, belongs to the class of organic compounds known as tetraorganoarsonium salts. These are organoarsenic compounds, where the arsenic atom is tetrasubstituted by organic groups. They have the general structure R4[As+]X-, X=any atom but H. Based on a literature review a significant number of articles have been published on Lactyltrimethylammonium betaine.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2-Carboxy-2-hydroxyethyl)trimethylarsonium hydroxide inner salt, 9ci	HMDB
b-Trimethylarsonium lactate	HMDB
2-Hydroxy-3-(trimethylarsaniumyl)propanoic acid	HMDB

Chemical Formula

C₆H₁₃AsO₃

Average Molecular Weight

208.0872

Monoisotopic Molecular Weight

208.008065699

IUPAC Name

2-hydroxy-3-(trimethylarsaniumyl)propanoate

Traditional Name

2-hydroxy-3-(trimethylarsaniumyl)propanoate

CAS Registry Number

68688-60-8

SMILES

C[As+](C)(C)CC(O)C([O-])=O

InChI Identifier

InChI=1S/C6H13AsO3/c1-7(2,3)4-5(8)6(9)10/h5,8H,4H2,1-3H3

InChI Key

UTNVEWHQVLDCMX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetraorganoarsonium salts. These are organoarsenic compounds, where the arsenic atom is tetrasubstituted by organic groups. They have the general structure R4[As+]X-, X=any atom but H.

Kingdom

Organic compounds

Super Class

Organometallic compounds

Class

Organometalloid compounds

Sub Class

Organoarsenic compounds

Direct Parent

Tetraorganoarsonium salts

Alternative Parents

Substituents

Tetraorganoarsonium salt
Carboxylic acid salt
Secondary alcohol
Oxygen-containing organoarsenic compound
Organic metalloid salt
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organic salt
Organic zwitterion
Organooxygen compound
Alcohol
Carbonyl group
Organic oxide
Organopnictogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032684)
Cytoplasm (HMDB: HMDB0032684)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032684)

Source

Endogenous

Endogenous (HMDB: HMDB0032684)

Animal

Animal (HMDB: HMDB0032684)

Exogenous

Food

Food (HMDB: HMDB0032684)

Aquatic origin

Crustacean

Crustaceans (FooDB: FOOD00862)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	199 - 201 °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	8.93 g/L	ALOGPS
logP	1.1	ALOGPS
logP	0.46	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	45.36 m³·mol⁻¹	ChemAxon
Polarizability	16.8 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
AllCCS	[M+H]+	123.6	32859911
AllCCS	[M+H-H2O]+	121.0	32859911
AllCCS	[M+NH4]+	126.0	32859911
AllCCS	[M+Na]+	126.7	32859911
AllCCS	[M-H]-	146.2	32859911
AllCCS	[M+Na-2H]-	148.1	32859911
AllCCS	[M+HCOO]-	150.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lactyltrimethylammonium betaine	C[As+](C)(C)CC(O)C([O-])=O	1467.4	Standard polar	33892256
Lactyltrimethylammonium betaine	C[As+](C)(C)CC(O)C([O-])=O	1093.4	Standard non polar	33892256
Lactyltrimethylammonium betaine	C[As+](C)(C)CC(O)C([O-])=O	1223.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lactyltrimethylammonium betaine,1TMS,isomer #1	C[Si](C)(C)OC(C[As+](C)(C)C)C(=O)[O-]	1105.7	Semi standard non polar	33892256
Lactyltrimethylammonium betaine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(C[As+](C)(C)C)C(=O)[O-]	1310.9	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 - Lactyltrimethylammonium betaine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xr-0900000000-07064b8f426e423534ab	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactyltrimethylammonium betaine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-6940000000-3e34a40228e77c84fb49	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lactyltrimethylammonium betaine 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 - Lactyltrimethylammonium betaine 10V, Positive-QTOF	splash10-0a4i-0490000000-d18caea2902bffb3275c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 20V, Positive-QTOF	splash10-0a4r-6490000000-8afebec3a45e2fafbe2c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 40V, Positive-QTOF	splash10-000e-2900000000-c8f719d9fa981d751e44	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 10V, Negative-QTOF	splash10-014i-2930000000-e3cc795de675242313c1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 20V, Negative-QTOF	splash10-000i-9130000000-e1db598a0b30b6caeece	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 40V, Negative-QTOF	splash10-01bc-9510000000-37ca550c3ddcc3916360	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 10V, Positive-QTOF	splash10-0006-0900000000-3ec5bc7d0a7c499ce29b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 20V, Positive-QTOF	splash10-0g4i-1900000000-5781d379ca18a060282f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 40V, Positive-QTOF	splash10-0udi-0900000000-557e0f26453945918838	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 10V, Negative-QTOF	splash10-014i-0900000000-01440c8afb4be63b3e8f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 20V, Negative-QTOF	splash10-014i-0900000000-3e8744dd0cce101c8bd3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lactyltrimethylammonium betaine 40V, Negative-QTOF	splash10-0uxr-0900000000-96cdaebfa57b30294a69	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 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

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

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

FDB010641

KNApSAcK ID

C00054332

Chemspider ID

35013467

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12761633

PDB ID

Not Available

ChEBI ID

174031

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 Lactyltrimethylammonium betaine (HMDB0032684)

MOL for HMDB0032684 (Lactyltrimethylammonium betaine)

3D MOL for HMDB0032684 (Lactyltrimethylammonium betaine)

3D SDF for HMDB0032684 (Lactyltrimethylammonium betaine)

3D-SDF for HMDB0032684 (Lactyltrimethylammonium betaine)

PDB for HMDB0032684 (Lactyltrimethylammonium betaine)

3D PDB for HMDB0032684 (Lactyltrimethylammonium betaine)

SMILES for HMDB0032684 (Lactyltrimethylammonium betaine)

INCHI for HMDB0032684 (Lactyltrimethylammonium betaine)

Structure for HMDB0032684 (Lactyltrimethylammonium betaine)

3D Structure for HMDB0032684 (Lactyltrimethylammonium betaine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra