MiMeDB: Showing metabocard for lipoate (MMDBc0031142)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:36:57 UTC

Update Date

2024-10-17 08:09:36 UTC

Metabolite ID

MMDBc0031142

Metabolite Identification

Common Name

lipoate

Description

A thia fatty acid anion that is the conjugate base of lipoic acid; major species at pH 7.3.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Dithiolane-3-pentanoic acid	ChEBI
1,2-Dithiolane-3-valeric acid	ChEBI
5-(1,2-Dithiolan-3-yl)valeric acid	ChEBI
5-(Dithiolan-3-yl)valeric acid	ChEBI
5-[3-(1,2-Dithiolanyl)]pentanoic acid	ChEBI
6,8-Thioctic acid	ChEBI
6,8-Thiotic acid	ChEBI
6-Thioctic acid	ChEBI
6-Thiotic acid	ChEBI
Acetate-replacing factor	ChEBI
alpha-Lipoic acid	ChEBI
alpha-Liponsaeure	ChEBI
Biletan	ChEBI
Liponic acid	ChEBI
Thioctansaeure	ChEBI
Thioctic acid	ChEBI
Thioctsaeure	ChEBI
Thioktsaeure	ChEBI
Thiotomin	Kegg
Lipoic acid	Kegg
DL-alpha-Lipoic acid	Kegg
DL-Thioctic acid	Kegg
1,2-Dithiolane-3-pentanoate	Generator
1,2-Dithiolane-3-valerate	Generator
5-(1,2-Dithiolan-3-yl)valerate	Generator
5-(Dithiolan-3-yl)valerate	Generator
5-[3-(1,2-Dithiolanyl)]pentanoate	Generator
6,8-Thioctate	Generator
6,8-Thiotate	Generator
6-Thioctate	Generator
6-Thiotate	Generator
Acetic acid-replacing factor	Generator
a-Lipoate	Generator
a-Lipoic acid	Generator
alpha-Lipoate	Generator
Α-lipoate	Generator
Α-lipoic acid	Generator
a-Liponsaeure	Generator
Α-liponsaeure	Generator
Liponate	Generator
Thioctate	Generator
DL-a-Lipoate	Generator
DL-a-Lipoic acid	Generator
DL-alpha-Lipoate	Generator
DL-Α-lipoate	Generator
DL-Α-lipoic acid	Generator
DL-Thioctate	Generator
Acid, alpha-lipoic	MeSH
Alpha Lipogamma	MeSH
Alpha Lipon stada	MeSH
Alpha Liponsaure sofotec	MeSH
Alpha Lippon al	MeSH
Alpha-Lipogamma	MeSH
Alpha-Lipon stada	MeSH
Alpha-Liponsaure sofotec	MeSH
Alpha-Lippon al	MeSH
AlphaLipogamma	MeSH
AlphaLipon stada	MeSH
AlphaLiponsaure sofotec	MeSH
AlphaLippon al	MeSH
Alphaflam	MeSH
Azulipont	MeSH
Fenint	MeSH
Injekt, thiogamma	MeSH
Juthiac	MeSH
Liponsaure ratiopharm	MeSH
Liponsaure-ratiopharm	MeSH
Liponsaureratiopharm	MeSH
MTW Alphaliponsaure	MeSH
MTW-Alphaliponsaure	MeSH
MTWAlphaliponsaure	MeSH
Neurium	MeSH
Pleomix Alpha	MeSH
Pleomix Alpha N	MeSH
Pleomix-Alpha	MeSH
Pleomix-Alpha N	MeSH
PleomixAlpha	MeSH
PleomixAlpha N	MeSH
Thioctacid	MeSH
Thioctacide T	MeSH
Thiogamma injekt	MeSH
Thiogamma oral	MeSH
Tromlipon	MeSH
Verla lipon	MeSH
Verla-lipon	MeSH
VerlaLipon	MeSH
alpha Lipoic acid	MeSH
alpha Liponaure heumann	MeSH
alpha Liponsaure von CT	MeSH
alpha Vibolex	MeSH
alpha-Liponaure heumann	MeSH
alpha-Liponsaure von CT	MeSH
alpha-Vibolex	MeSH
AlphaLiponaure heumann	MeSH
AlphaLiponsaure von CT	MeSH
AlphaVibolex	MeSH
Biomo lipon	MeSH
Biomo-lipon	MeSH
Biomolipon	MeSH
Duralipon	MeSH
Espa lipon	MeSH
Espa-lipon	MeSH
Espalipon	MeSH
(R)-Lipoate	Generator
Generosan brand OF thioctic acid	MeSH
Merck dura brand OF thioctic acid	MeSH
Rosen brand OF thioctic acid	MeSH
Trommsdorgg brand OF thioctic acid	MeSH
Viatris brand OF thioctic acid tromethamine	MeSH
Esparma brand OF thioctic acid	MeSH
Hexal brand OF thioctic acid	MeSH
Stadapharm brand OF thioctic acid	MeSH
Viatris brand OF thioctic acid	MeSH
Ratiopharm brand OF thioctic acid	MeSH
Aliud brand OF thioctic acid	MeSH
Illa brand OF thioctic acid	MeSH
Illa brand OF thioctic acid tromethamine	MeSH
MTW Brand OF thioctic acid	MeSH
Pharmacia brand OF thioctic acid	MeSH
Q Pharm brand OF thioctic acid	MeSH
Q-Pharm brand OF thioctic acid	MeSH
Azupharma brand OF thioctic acid	MeSH
Heumann brand OF thioctic acid	MeSH
Juta brand OF thioctic acid	MeSH
Lichtenstein brand OF thioctic acid	MeSH
Sofotec brand OF thioctic acid	MeSH
Verla brand OF thioctic acid	MeSH
Worwag brand OF thioctic acid	MeSH
Worwag brand OF thioctic acid meglumine	MeSH
biomo Brand OF thioctic acid	MeSH
CT Arzneimittel brand OF thioctic acid	MeSH
CT-Arzneimittel brand OF thioctic acid	MeSH

Molecular Formula

C₈H₁₄O₂S₂

Average Mass

206.326

Monoisotopic Mass

206.043521072

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

62-46-4

SMILES

Not Available

InChI Identifier

InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)

InChI Key

AGBQKNBQESQNJD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lipoic acids and derivatives. Lipoic acids and derivatives are compounds containing a lipoic acid moiety (or a derivative thereof), which consists of a pentanoic acid (or derivative) attached to the C3 carbon atom of a 1,2-dithiolane ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dithiolanes

Sub Class

Lipoic acids and derivatives

Direct Parent

Lipoic acids and derivatives

Alternative Parents

Substituents

Lipoic_acid_derivative
Medium-chain fatty acid
Heterocyclic fatty acid
Thia fatty acid
Fatty acyl
Fatty acid
1,2-dithiolane
Organic disulfide
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

dithiolanes (CHEBI:16494 )
thia fatty acid (CHEBI:16494 )
heterocyclic fatty acid (CHEBI:16494 )
Prosthetic group [Fig] (C00725 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Plant	Plant	Brassica oleracea var. italica	FooDB	31437929
Plant	Plant	Spinacia oleracea	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0251530

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Lipoic_acid

METLIN ID

Not Available

PubChem Compound

864

PDB ID

Not Available

ChEBI ID

16494

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for lipoate (MMDBc0031142)

MOL for #<Metabolite:0x00007fab53243258>

3D MOL for #<Metabolite:0x00007fab53243258>

3D SDF for #<Metabolite:0x00007fab53243258>

3D-SDF for #<Metabolite:0x00007fab53243258>

PDB for #<Metabolite:0x00007fab53243258>

3D PDB for #<Metabolite:0x00007fab53243258>

SMILES for #<Metabolite:0x00007fab53243258>

INCHI for #<Metabolite:0x00007fab53243258>

Structure for #<Metabolite:0x00007fab53243258>

3D Structure for #<Metabolite:0x00007fab53243258>