Bovine Metabolome Database: Showing metabocard for 3-Dehydroxycarnitine (BMDB0006831)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:26:30 UTC

Update Date

2020-05-21 16:26:56 UTC

BMDB ID

BMDB0006831

Secondary Accession Numbers

BMDB06831

Metabolite Identification

Common Name

3-Dehydroxycarnitine

Description

4-Trimethylammoniobutanoic acid, also known as 4-butyrobetaine or deoxycarnitine, belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain. 4-Trimethylammoniobutanoic acid is a weakly acidic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Dehydroxycarnitine	ChEBI
4-(N-Trimethylamino)butyrate	ChEBI
4-(Trimethylamino)butanoate	ChEBI
4-Butyrobetaine	ChEBI
Actinine	ChEBI
Butyrobetaine	ChEBI
Deoxycarnitine	ChEBI
gamma-Butyrobetain	ChEBI
gamma-Butyrobetaine	ChEBI
4-(N-Trimethylamino)butyric acid	Generator
4-(Trimethylamino)butanoic acid	Generator
g-Butyrobetain	Generator
Γ-butyrobetain	Generator
g-Butyrobetaine	Generator
Γ-butyrobetaine	Generator
4-Trimethylammoniobutanoate	Generator
Deoxy-carnitine	HMDB
4-Trimethylaminobutyrate	HMDB
4-N-Trimethylammonium butyrate	HMDB
4-Trimethylammoniobutanoic acid	HMDB

Chemical Formula

C₇H₁₅NO₂

Average Molecular Weight

145.1995

Monoisotopic Molecular Weight

145.110278729

IUPAC Name

4-(trimethylazaniumyl)butanoate

Traditional Name

butyrobetaine

CAS Registry Number

407-64-7

SMILES

C[N+](C)(C)CCCC([O-])=O

InChI Identifier

InChI=1S/C7H15NO2/c1-8(2,3)6-4-5-7(9)10/h4-6H2,1-3H3

InChI Key

JHPNVNIEXXLNTR-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Straight chain fatty acids

Alternative Parents

Substituents

Straight chain fatty acid
Quaternary ammonium salt
Tetraalkylammonium salt
Carboxylic acid salt
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Amine
Hydrocarbon derivative
Organic salt
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

amino-acid betaine (CHEBI:16244 )
an N-substituted amino acid (GAMMA-BUTYROBETAINE )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Adiposome
Cell membrane
Cytoplasm

Physical Properties

State

Solid

Experimental 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

Predicted Properties

Property	Value	Source
logP	-3.2	ALOGPS
logP	-4	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	4.46	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	40.13 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	62.28 m³·mol⁻¹	ChemAxon
Polarizability	16.2 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9200000000-db9c27544fc4b78a3ffd	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0002-0900000000-859205a790bddd439909	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-000j-9500000000-2244afa7512434be351d	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-000i-9000000000-2c1f817b20a8cbfba00c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-9000000000-8c578b9dc166594a66be	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-052e-9000000000-d1e5ff8334122de266a6	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-000b-7900000000-ff7cb6ee0c5eec3fb812	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-052e-9000000000-b4529cb8b31f26a2dc2a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0002-7900000000-990405988c934085cb3e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9000000000-fa893a46940a677ca884	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000b-7900000000-f5baf5443f2ac35b9088	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9000000000-ceba93a4d1a8d5a35869	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000b-9600000000-bc556243eb365d64176f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0002-5900000000-a1e724e53532d74ba5e7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000b-7900000000-c53120e4be9dd4abc3d7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a4m-9300000000-0f1930134b0fc7910e12	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-001l-9000000000-73f9fa300c0d7955628b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-000m-9000000000-4f9fc35eb01531740b85	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0005-9000000000-916262ee1da6f50e2502	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0006-2900000000-0e3fd42c5d0320b3892c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f92-0900000000-543e3ddd695c95c84efd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uds-6900000000-2935d3993a057a2a7fdd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9100000000-1c7e8f5838068bd092fb	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-1900000000-f4142ed02e4763e04740	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-5900000000-74df013a2a0033b163e1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kg6-9000000000-eb91f7fa144cb7eb7e80	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Adiposome
Cell membrane
Cytoplasm

Biospecimen Locations

Kidney
Liver
Placenta

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Kidney	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Liver	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0001161

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB024107

KNApSAcK ID

Not Available

Chemspider ID

705

KEGG Compound ID

C01181

BioCyc ID

GAMMA-BUTYROBETAINE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

725

PDB ID

Not Available

ChEBI ID

16244

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Trimethyllysine dioxygenase, mitochondrial

General function:: Secondary metabolites biosynthesis, transport and catabolism
Specific function:: Converts trimethyllysine (TML) into hydroxytrimethyllysine (HTML).
Gene Name:: TMLHE
Uniprot ID:: Q0VC74
Molecular weight:: 49837.0

Reactions

3-Dehydroxycarnitine + Oxoglutaric acid + Oxygen → L-Carnitine + Succinic acid + Carbon dioxide	details

Showing metabocard for 3-Dehydroxycarnitine (BMDB0006831)

Structure for BMDB0006831 (3-Dehydroxycarnitine)

Enzymes

Reactions