Chemical substance record

Aureothricin

574-95-8C₉H₁₀N₂O₂S₂242.325 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A dithiolopyrrolone antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 4,5 and 6 have been replaced by methyl, oxo and propanoylamino groups, respectively. It is a moderate antimicrobial by-product of the thiolutin fermentation in various Streptomyces species. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	574-95-8	ChEBI ↗
Molecular formula	C₉H₁₀N₂O₂S₂	ChEBI ↗
Molar mass	242.325 g/mol	ChEBI ↗
Monoisotopic mass	242.01837 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:156452	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	242.3 g/mol	PubChem ↗
Exact mass	242.01836991 Da	PubChem ↗
Computed XLogP	-0.1	PubChem ↗
Topological polar surface area (Å²)	100	PubChem ↗
H-bond donors	1	PubChem ↗
H-bond acceptors	4	PubChem ↗
Rotatable bonds	2	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

aureothricin

IUPAC name

N-(4-methyl-5-oxo-4,5-dihydro[1,2]dithiolo[4,3-b]pyrrol-6-yl)propanamide

InChIKey

UGZYFXMSMFMTSM-UHFFFAOYSA-N

SMILES

CCC(=O)Nc1c2sscc-2n(C)c1=O

InChI

InChI=1S/C9H10N2O2S2/c1-3-6(12)10-7-8-5(4-14-15-8)11(2)9(7)13/h4H,3H2,1-2H3,(H,10,12)

Names & synonyms

N-(4-methyl-5-oxo-4,5-dihydro[1,2]dithiolo[4,3-b]pyrrol-6-yl)propanamide

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

Classification & relationships

ChEBI ontology

secondary carboxamideChEBI parent class · 140325 ↗dithiolopyrrolone antibioticChEBI parent class · 156449 ↗

organosulfur compound organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antibacterial agentEC 2.7.7.6 (RNA polymerase) inhibitorangiogenesis inhibitorbacterial 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

0.00412669 mol

Uses 242.325 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 · 9 atoms

44.61%

S

Sulfur · 2 atoms

26.47%

O

Oxygen · 2 atoms

13.20%

N

Nitrogen · 2 atoms

11.56%

H

Hydrogen · 10 atoms

4.16%

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

Thiolutin, an inhibitor of HUVEC adhesion to vitronectin, reduces paxillin in HUVECs and suppresses tumor cell-induced angiogenesis. ↗International journal of cancer · 2001 Aug 1 · PMID 11433393

[Application of 13C-NMR to the biosynthetic investigations. III. Incorporation of propionate-3-13C into aureothricin (author's transl)]. ↗Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan · 1975 Mar · PMID 1171186

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:156452

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

Additional molecular descriptorsNCBI PubChem · CID 68460 · 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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