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.

CHEBI:25558 CHEBI:25558
CHEBI:25807 CHEBI:25807
CHEBI:35489 CHEBI:35489
CHEBI:35681 CHEBI:35681
CHEBI:38104 CHEBI:38104
CHEBI:38106 CHEBI:38106
CHEBI:47622 CHEBI:47622
CHEBI:51914 CHEBI:51914
CHEBI:77727 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

Equivalent identifiers for this same structure in other resources.

beilstein:3042102
cas:19885-51-9
kegg.drug:D02974
knapsack:C00025534
reaxys:5421449

Activity roles

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

CHEBI:22587 CHEBI:22587
CHEBI:33281 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

Provenance

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