aranotin

CHEBI:88274 ·resolve ·ANTIVIRAL ·EXACT SEEDED

An organic heterohexacyclic compound with antiviral and antibiotic properties that is isolated from Amauroascus aureus. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

organonitrogen heterocyclic antibiotic CHEBI:25558
Label unavailable CHEBI:25807
Label unavailable CHEBI:35489
Label unavailable CHEBI:35681
Label unavailable CHEBI:38104
Label unavailable CHEBI:38106
Label unavailable CHEBI:47622
Label unavailable CHEBI:51914
Label unavailable CHEBI:77727

Chemical structure

Computed structure properties
Molecular formula	C20H18N2O7S2
Charge	0
Average mass	462.505 Da
Monoisotopic mass	462.05554 Da
Source	ChEBI
InChIKey	HXWOWBFXYUFFKS-PSJNWGMYSA-N

SMILES

[H][C@]12C(=COC=C[C@@H]1OC(C)=O)C[C@@]13SS[C@]4(CC5=COC=C[C@H](O)[C@@]5([H])N4C1=O)C(=O)N23

InChI

InChI=1S/C20H18N2O7S2/c1-10(23)29-14-3-5-28-9-12-7-20-17(25)21-15-11(8-27-4-2-13(15)24)6-19(21,30-31-20)18(26)22(20)16(12)14/h2-5,8-9,13-16,24H,6-7H2,1H3/t13-,14-,15-,16-,19+,20+/m0/s1

Also called

aranotina (INN)— chebi
aranotine (INN)— chebi
aranotinum (INN)— chebi
(5S,5aS,7aR,13S,13aS,15aR)-13-hydroxy-7,15-dioxo-5,5a,13,13a-tetrahydro-7H,8H,15H,16H-7a,15a-epidithiobisoxepino[3',4':4,5]pyrrolo[1,2-a:1',2'-d]pyrazin-5-yl acetate (EXACT_SYNONYM)— chebi
Antibiotic A 21101-III (EXACT_SYNONYM)— chebi
Ariotin (EXACT_SYNONYM)— chebi
L 53185 (EXACT_SYNONYM)— chebi
Lilly 53185 (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

beilstein:3042102
cas:19885-51-9
knapsack:C00025534
reaxys:5421449

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

kegg.drug:D02974

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

antiviral agent CHEBI:22587
antimicrobial agent CHEBI:33281

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:88274`	aranotin	`antibioticmech:chebi-b1ba1a350b`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

Explore across X-Mech: MediaIngredientMech (aranotin) · CultureMech · NaturalProductMech · PathwayMech · TraitMech