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

[H][C@@]12[C@@H](O)C=COC=C1C[C@@]34SS[C@]5(CC6=COC=C[C@H](OC(C)=O)[C@@]6([H])N5C3=O)C(=O)N24

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

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
Aranotin and related metabolites from Arachniotus aureus (Eidam) Schroeter. IV. Fermentation, isolation, structure elucidation, biosynthesis, and antiviral properties.	1968	5735362
Aranotin and related metabolites. 3. Configuration and conformation of acetylaranotin.	1968 Nov 6	5682450
A unified strategy targeting the thiodiketopiperazine mycotoxins exserohilone, gliotoxin, the epicoccins, the epicorazines, rostratin A and aranotin.	2010 Oct 11	20809554

Name

Type

Language

ARANOTIN

Official Name

English

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

Common 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