Chemical substance record

Holomycin

488-04-0C₇H₆N₂O₂S₂214.271 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antibiotic that is 4,5-dihydro[1,2]dithiolo[4,3-b]pyrrole in which the hydrogens at positions 5 and 6 have been replaced by oxo and acetamido groups, respectively. It is an inhibitor of DNA-dependent RNA polymerase, and exhibits antibacterial and antitumour properties. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	488-04-0	ChEBI ↗
Molecular formula	C₇H₆N₂O₂S₂	ChEBI ↗
Molar mass	214.271 g/mol	ChEBI ↗
Monoisotopic mass	213.98707 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:156451	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	214.3 g/mol	PubChem ↗
Exact mass	213.98706979 Da	PubChem ↗
Computed XLogP	-0.8	PubChem ↗
Topological polar surface area (Å²)	109	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	4	PubChem ↗
Rotatable bonds	1	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

holomycin

IUPAC name

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

InChIKey

HBUNPJGMNVQSBX-UHFFFAOYSA-N

SMILES

CC(=O)Nc1c2sscc-2nc1=O

InChI

InChI=1S/C7H6N2O2S2/c1-3(10)8-5-6-4(2-12-13-6)9-7(5)11/h2H,1H3,(H,8,10)(H,9,11)

Names & synonyms

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

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

Classification & relationships

ChEBI ontology

dithiolopyrrolone antibioticChEBI parent class · 156449 ↗acetamidesChEBI parent class · 22160 ↗

organosulfur compound organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antibacterial agentantineoplastic agentEC 2.7.7.6 (RNA polymerase) inhibitorchelatormarine metabolitebacterial 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

0.00466699 mol

Uses 214.271 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 · 7 atoms

39.24%

S

Sulfur · 2 atoms

29.93%

O

Oxygen · 2 atoms

14.93%

N

Nitrogen · 2 atoms

13.07%

H

Hydrogen · 6 atoms

2.82%

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

Antimicrobial properties and mode of action of the pyrrothine holomycin. ↗Antimicrobial agents and chemotherapy · 2001 Feb · PMID 11158751

Mutants of Streptomyces clavuligerus with disruptions in different genes for clavulanic acid biosynthesis produce large amounts of holomycin: possible cross-regulation of two unrelated secondary metabolic pathways. ↗Journal of bacteriology · 2002 Dec · PMID 12426344

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:156451

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

Additional molecular descriptorsNCBI PubChem · CID 10262683 · 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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