Human Metabolome Database Version 3.5

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Showing metabocard for 3-Dehydrocarnitine (HMDB12154)

Blood
Urine

Record Information

Version

3.5

Creation Date

2009-04-06 10:20:07 -0600

Update Date

2013-02-08 17:28:23 -0700

HMDB ID

HMDB12154

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-Dehydrocarnitine

Description

3-Dehydrocarnitine is a member of the carnitine family that is an intermediate in carnitine degradation. It can be formed from either D-carnitine or L-carnitine and the enzyme responsible for this oxidation reaction is (S)-carnitine 3-dehydrogenase (EC 1.1.1.254) or Carnitine 3-dehydrogenase (EC 1.1.1.108) respectively. Carnitine is a quaternary ammonium compound biosynthesized from the amino acids lysine and methionine. In living cells, it is required for the transport of fatty acids from the cytosol into the mitochondria during the breakdown of lipids (or fats) for the generation of metabolic energy.

Structure

Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure

Synonyms

3-Carboxy-N,N,N-trimethyl-2-oxo-1-propanaminium
3-Carboxy-N,N,N-trimethyl-2-oxopropan-1-aminium

Chemical Formula

C₇H₁₃NO₃

Average Molecular Weight

159.183

Monoisotopic Molecular Weight

159.089543287

IUPAC Name

3-oxo-4-(trimethylazaniumyl)butanoate

Traditional IUPAC Name

3-oxo-4-(trimethylaminio)butanoate

CAS Registry Number

10457-99-5

SMILES

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

InChI Identifier

InChI=1S/C7H13NO3/c1-8(2,3)5-6(9)4-7(10)11/h4-5H2,1-3H3

InChI Key

YNOWULSFLVIUDH-UHFFFAOYSA-N

Chemical Taxonomy

Kingdom

Organic Compounds

Super Class

Organic Acids and Derivatives

Class

Keto-Acids and Derivatives

Sub Class

Beta Keto-Acids and Derivatives

Other Descriptors

Aliphatic Acyclic Compounds
a small molecule(Cyc)
ammonium betaine(ChEBI)

Substituents

Alpha Aminoketone
Carboxylic Acid Salt
Ketone
Quaternary Ammonium Salt

Direct Parent

Beta Keto-Acids and Derivatives

Ontology

Status

Expected and Not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

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
Water Solubility	1.04 g/L	ALOGPS
LogP	-2.21	ALOGPS
LogP	-4.3	ChemAxon
LogS	-2.31	ALOGPS
pKa (strongest acidic)	3.94	ChemAxon
pKa (strongest basic)	-8.7	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	57.2 A²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	62.72	ChemAxon
Polarizability	16.08	ChemAxon
Formal Charge	0	ChemAxon
Physiological Charge	0	ChemAxon