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varacin

Structure via PubChem · Public domain (PubChem)

EntityQ3034003· pop 10· linked from 3 articles

Varacin is a bicyclic organosulfur compound originally found in marine Ascidiacea from the Polycitor genus. It contains an unusual 1,2,3,4,5-benzopentathiepine ring system.

Chemical data

Formula
C10H13NO2S5
Molecular weight
339.6 g/mol
IUPAC name
2-(6,7-dimethoxy-1,2,3,4,5-benzopentathiepin-9-yl)ethanamine
SMILES
COC1=C(C2=C(C(=C1)CCN)SSSSS2)OC
InChIKey
HIKCOAGMCNIBMP-UHFFFAOYSA-N
XLogP
2.7
Polar surface area
171 Ų
H-bond donors
1
H-bond acceptors
8
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
338.954984
Show 4 more facts
found in taxon
Lissoclinum
chemical formula
C₁₀H₁₃NO₂S₅
canonical SMILES
COC1=C(C2=C(C(=C1)CCN)SSSSS2)OC
Commons category
Varacin
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • Bioactivity
  • References

Varacin is a bicyclic organosulfur compound originally found in marine Ascidiacea from the Polycitor genus. It contains an unusual 1,2,3,4,5-benzopentathiepine ring system.

==Bioactivity== The compound reacts with DNA. Synthetic analogues have been investigated for their antimicrobial and antitumour properties. Because of its potent biological activity and unusual and challenging ring system, it has been a popular target of efforts toward its total synthesis.

Excerpted from Wikipedia’s “varacin” article, available under the CC BY-SA 4.0 licence.

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