ARANOTIN

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 Search

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

Molecular Formula	C20H18N2O7S2
Molecular Weight	462.496
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5735362 | https://books.google.ru/books?id=x-VUDgAAQBAJ&pg=PA81&lpg=PA81&dq=ARANOTIN+RNA+synthesis&source=bl&ots=H5QsC2KsLY&sig=ACfU3U023B6T4osuEfb72cf_ufycHmEL9w&hl=ru&sa=X&ved=2ahUKEwjQxIjcy9XhAhWstYsKHUsfDKkQ6AEwD3oECAQQAQ#v=onepage&q=ARANOTIN%20RNA%20synthesis&f=false

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

Title	Date	PubMed
A unified strategy targeting the thiodiketopiperazine mycotoxins exserohilone, gliotoxin, the epicoccins, the epicorazines, rostratin A and aranotin.	2010-10-11	20809554
Aranotin and related metabolites. 3. Configuration and conformation of acetylaranotin.	1968-11-06	5682450
Aranotin and related metabolites from Arachniotus aureus (Eidam) Schroeter. IV. Fermentation, isolation, structure elucidation, biosynthesis, and antiviral properties.	1968	5735362

Substance Class	Chemical Created by `admin` on `Wed Apr 02 09:16:19 GMT 2025` Edited by `admin` on `Wed Apr 02 09:16:19 GMT 2025`
Record UNII	H56CKB2FFV
Record Status	`Validated (UNII)`
Record Version

Download

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

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

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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

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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

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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

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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

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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

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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

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Related Record Type Details


					H56CKB2FFV

ARANOTIN

ACTIVE MOIETY