Dinaphtho[2,3-b:2',3'-d]thiophene-5,7,12,13-tetrone

CAS NO.：22200-69-7
Empirical Formula: C20H8O4S
Molecular Weight: 344.34
Update Date: 2025-08-06 15:14:14

What is Dinaphtho[2,3-b:2',3'-d]thiophene-5,7,12,13-tetrone?

Description

Seriniquinone (22200-69-7) is a new natural product isolated from a marine bacterium of the genus Serinicoccus. Displays selective toxicity against a distinct set of cell lines (within the NCI 60 panel) predominantly melanoma. Upon cellular treatment, seriniquinone was found to localize in the endoplasmic reticulum. Within 3 hours cells underwent autophagy followed by death via a caspase-9 apoptotic pathway. The target of seriniquinone was identified as the small protein, dermcidin, as determined using an immunoaffinity approach.1

The Uses of Dinaphtho[2,3-b:2',3'-d]thiophene-5,7,12,13-tetrone

Seriniquinone is a marine natural product, that displays potent cytotoxicity and selectivity against melanoma cancer cells.

References

1) Trzoss?et al. (2014),?Seriniquinone, a selective anticancer agent, induces cell death by autophagocytosis, targeting the cancer-protective protein dermcidin; Proc. Natl. Acad. Sci. USA,?111?14687

Properties of Dinaphtho[2,3-b:2',3'-d]thiophene-5,7,12,13-tetrone

Melting point:	288 °C
Boiling point:	612.3±54.0 °C(Predicted)
Density	1.578±0.06 g/cm3(Predicted)
storage temp.	-20°C
solubility	Soluble in DMSO (up to 15 mg/ml with warming) or in DMF (up to 15 mg/ml)
form	solid
color	Orange
Stability:	Stable for 1 year from date of purchase as supplied. Solutions in DMSO or DMF may be stored at -20°C for up to 3 months.