U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C20H18N2O7S2
Molecular Weight 462.496
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARANOTIN

SMILES

CC(=O)O[C@H]1C=COC=C2C[C@@]34SS[C@]5(CC6=COC=C[C@H](O)[C@H]6N5C3=O)C(=O)N4[C@H]12

InChI

InChIKey=HXWOWBFXYUFFKS-PSJNWGMYSA-N
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

HIDE SMILES / InChI
Aranotin, a metabolite of Arachniotus aureus, possesses the antiviral and antibiotic properties. It inhibits viral RNA synthesis against strains of rhino-, coxsackie, polio- and parainfluenza viruses.

Approval Year

PubMed

PubMed

TitleDatePubMed
A unified strategy targeting the thiodiketopiperazine mycotoxins exserohilone, gliotoxin, the epicoccins, the epicorazines, rostratin A and aranotin.
2010-10-11
Aranotin and related metabolites. 3. Configuration and conformation of acetylaranotin.
1968-11-06
Aranotin and related metabolites from Arachniotus aureus (Eidam) Schroeter. IV. Fermentation, isolation, structure elucidation, biosynthesis, and antiviral properties.
1968
Name Type Language
5A,13,13A-TETRAHYDRO-5,13-DIHYDROXY-8H,16H-7A,15A-EPIDITHIO-7H,15H-BISOXEPINO(3',4':4,5)PYRROLO(1,2-A:1',2'-D)PYRAZINE-7,15-DIONE 5-ACETATE
Preferred Name English
ARANOTIN
INN   USAN  
USAN   INN  
Official Name English
8H,16H-7A,15A-EPIDITHIO-7H,15H-BISOXEPINO(3',4':4,5)PYRROLO(1,2-A:1',2'-D)PYRAZINE-7,15-DIONE, 5-(ACETYLOXY)-5,5A,13,13A-TETRAHYDRO-13-HYDROXY-
Common Name English
aranotin [INN]
Common Name English
ARANOTIN [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C281
Created by admin on Wed Apr 02 09:16:20 GMT 2025 , Edited by admin on Wed Apr 02 09:16:20 GMT 2025
NCI_THESAURUS C25995
Created by admin on Wed Apr 02 09:16:20 GMT 2025 , Edited by admin on Wed Apr 02 09:16:20 GMT 2025
Code System Code Type Description
ChEMBL
CHEMBL2104550
Created by admin on Wed Apr 02 09:16:19 GMT 2025 , Edited by admin on Wed Apr 02 09:16:19 GMT 2025
PRIMARY
INN
2626
Created by admin on Wed Apr 02 09:16:19 GMT 2025 , Edited by admin on Wed Apr 02 09:16:19 GMT 2025
PRIMARY
NCI_THESAURUS
C81609
Created by admin on Wed Apr 02 09:16:19 GMT 2025 , Edited by admin on Wed Apr 02 09:16:19 GMT 2025
PRIMARY
SMS_ID
100000087166
Created by admin on Wed Apr 02 09:16:20 GMT 2025 , Edited by admin on Wed Apr 02 09:16:20 GMT 2025
PRIMARY
EVMPD
SUB05551MIG
Created by admin on Wed Apr 02 09:16:20 GMT 2025 , Edited by admin on Wed Apr 02 09:16:20 GMT 2025
PRIMARY
CHEBI
88274
Created by admin on Wed Apr 02 09:16:20 GMT 2025 , Edited by admin on Wed Apr 02 09:16:20 GMT 2025
PRIMARY
PUBCHEM
10412012
Created by admin on Wed Apr 02 09:16:19 GMT 2025 , Edited by admin on Wed Apr 02 09:16:19 GMT 2025
PRIMARY
CAS
19885-51-9
Created by admin on Wed Apr 02 09:16:19 GMT 2025 , Edited by admin on Wed Apr 02 09:16:19 GMT 2025
PRIMARY
MESH
C002500
Created by admin on Wed Apr 02 09:16:19 GMT 2025 , Edited by admin on Wed Apr 02 09:16:19 GMT 2025
PRIMARY
FDA UNII
H56CKB2FFV
Created by admin on Wed Apr 02 09:16:20 GMT 2025 , Edited by admin on Wed Apr 02 09:16:20 GMT 2025
PRIMARY
EPA CompTox
DTXSID301043204
Created by admin on Wed Apr 02 09:16:20 GMT 2025 , Edited by admin on Wed Apr 02 09:16:20 GMT 2025
PRIMARY