lissoclibadin 3 (CHEBI:66581)

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ChEBI Name	lissoclibadin 3

ChEBI ID	CHEBI:66581

Definition	A member of the class of thianthrenes that is thianthrene substituted by methoxy groups at positions 3, 4, 8 and 9, methylsulfanyl groups at positions 2 and 7 and 2-(dimethylamino)ethyl groups at positions 1 and 6. Isolated from the ascidian Lissoclinum badium, it exhibits cytotoxicity against human cancer cells.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C26H38N2O4S4

Net Charge

Average Mass

570.85100

Monoisotopic Mass

570.17144

InChI

InChI=1S/C26H38N2O4S4/c1-27(2)13-11-15-21(33-9)17(29-5)19(31-7)25-23(15)35-26-20(32-8)18(30-6)22(34-10)16(24(26)36-25)12-14-28(3)4/h11-14H2,1-10H3

InChIKey

DDNBLGHDDGIIFX-UHFFFAOYSA-N

SMILES

COc1c(OC)c2Sc3c(CCN(C)C)c(SC)c(OC)c(OC)c3Sc2c(CCN(C)C)c1SC

Metabolite of Species	Details
Lissoclinum badium (NCBI:txid322848)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	marine metabolite Any metabolite produced during a metabolic reaction in marine macro- and microorganisms. animal metabolite Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.

Application(s):	antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	lissoclibadin 3 (CHEBI:66581) has role animal metabolite (CHEBI:75767) lissoclibadin 3 (CHEBI:66581) has role antineoplastic agent (CHEBI:35610) lissoclibadin 3 (CHEBI:66581) has role marine metabolite (CHEBI:76507) lissoclibadin 3 (CHEBI:66581) is a aromatic ether (CHEBI:35618) lissoclibadin 3 (CHEBI:66581) is a aryl sulfide (CHEBI:35683) lissoclibadin 3 (CHEBI:66581) is a tertiary amino compound (CHEBI:50996) lissoclibadin 3 (CHEBI:66581) is a thianthrenes (CHEBI:64513)

IUPAC Name

2,2'-[3,4,8,9-tetramethoxy-2,7-bis(methylsulfanyl)thianthrene-1,6-diyl]bis(N,N-dimethylethanamine)

Synonyms	Sources
3,4,8,9-tetramethoxy-N₁,N₁,N₆,N₆-tetramethyl-2,7-bis(methylthio)-1,6-thianthrenediethanamine	ChEBI
Lissoclinotoxin E	ChEBI

Registry Number	Type	Source
9528972	Reaxys Registry Number	Reaxys

Citation	Type	Source
17268087	PubMed citation	Europe PMC

Last Modified

27 November 2014