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Details

Stereochemistry ACHIRAL
Molecular Formula C20H24N2OS
Molecular Weight 340.482
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LUCANTHONE

SMILES

CCN(CC)CCNC1=CC=C(C)C2=C1C(=O)C3=C(S2)C=CC=C3

InChI

InChIKey=FBQPGGIHOFZRGH-UHFFFAOYSA-N
InChI=1S/C20H24N2OS/c1-4-22(5-2)13-12-21-16-11-10-14(3)20-18(16)19(23)15-8-6-7-9-17(15)24-20/h6-11,21H,4-5,12-13H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C20H24N2OS
Molecular Weight 340.482
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Lucanthone is a thioxanthenone DNA intercalator. It inhibits topoisomerases and the dual function base excision repair enzyme apurinic endonuclease 1. Lucanthone has been devised for the treatment of schistosomiasis. It is also an antitumor agent. Lucanthone was being developed by Spectrum Pharmaceuticals for the treatment of malignant brain tumours.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
5.0 µM [IC50]

AUC

ValueDoseCo-administeredAnalytePopulation
96 μg × h/mL
10 mg/kg 1 times / 2 days steady-state, oral
LUCANTHONE serum
Homo sapiens

PubMed

Substance Class Chemical
Record UNII
FC6D57000M
Record Status Validated (UNII)
Record Version