Chemical substance record

Lipoamide

940-69-2C₈H₁₅NOS₂205.348 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of lipoic acid with ammonia. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	940-69-2	ChEBI ↗
Molecular formula	C₈H₁₅NOS₂	ChEBI ↗
Molar mass	205.348 g/mol	ChEBI ↗
Monoisotopic mass	205.05951 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:17460	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	205.3 g/mol	PubChem ↗
Exact mass	205.05950645 Da	PubChem ↗
Computed XLogP	1	PubChem ↗
Topological polar surface area (Å²)	93.7	PubChem ↗
H-bond donors	1	PubChem ↗
H-bond acceptors	3	PubChem ↗
Rotatable bonds	5	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

lipoamide

IUPAC name

5-(1,2-dithiolan-3-yl)pentanamide

InChIKey

FCCDDURTIIUXBY-UHFFFAOYSA-N

SMILES

NC(=O)CCCCC1CCSS1

InChI

InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)

Names & synonyms

5-(1,2-dithiolan-3-yl)pentanamide

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

monocarboxylic acid amideChEBI parent class · 29347 ↗dithiolanesChEBI parent class · 39192 ↗

organosulfur compound organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

mouse metaboliteSaccharomyces cerevisiae metaboliteEscherichia coli metabolitehuman metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00486978 mol

Uses 205.348 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 8 atoms

46.79%

S

Sulfur · 2 atoms

31.23%

O

Oxygen · 1 atom

7.79%

H

Hydrogen · 15 atoms

7.36%

N

Nitrogen · 1 atom

6.82%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Genetic and biochemical interactions involving tricarboxylic acid cycle (TCA) function using a collection of mutants defective in all TCA cycle genes. ↗Genetics · 1999 May · PMID 10224250

Lipoamide or lipoic acid stimulates mitochondrial biogenesis in 3T3-L1 adipocytes via the endothelial NO synthase-cGMP-protein kinase G signalling pathway. ↗British journal of pharmacology · 2011 Mar · PMID 21108628

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:17460

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 863 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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