Seriniquinone
| Code | Size | Price |
|---|
| BVT-0478-M001 | 1 mg | £75.00 |
Quantity:
| BVT-0478-M005 | 5 mg | £205.00 |
Quantity:
| BVT-0478-M010 | 10 mg | £350.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
+4°C
Documents
Further Information
Alternate Names/Synonyms:
Dinaphtho[2,3-b:2',3'-d]thiophene-5,7,12,13(5aH,12bH)-tetraone
Appearance:
Yellow to orange solid.
CAS:
22200-69-7
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light.Protect from light when in solution.
InChi:
InChI=1S/C20H10O4S/c21-15-9-5-1-3-7-11(9)17(23)19-13(15)14-16(22)10-6-2-4-8-12(10)18(24)20(14)25-19/h1-8,13,19H
InChiKey:
XYWAAJHFTBPXOA-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 22200-69-7. Formula: C20H8O4S. MW: 344.3. Synthetic. Originally isolated from marine bacterium Serinicoccus sp. strain CNJ927. Seriniquinone is a potent cytotoxic and melanoma-selective anticancer agent. Upon cellular treatment and based on the compounds fluorescent nature it was found localized in the endoplasmic reticulum. Seriniquinone inhibits cell proliferation marked by autophagocytosis and induces cell death due to caspase-9 dependent apoptosis. Mode of action studies suggest that it specifically targets a skin protective antimicrobial peptide dermcidin (DCD), whose role as a cancer-protective protein has been recently recognized.
Molecular Formula:
C20H8O4S
Molecular Weight:
344.3
Package Type:
Plastic Vial
Product Description:
Seriniquinone is a potent cytotoxic and melanoma-selective anticancer agent. Upon cellular treatment and based on the compounds fluorescent nature it was found localized in the endoplasmic reticulum. Seriniquinone inhibits cell proliferation marked by autophagocytosis and induces cell death due to caspase-9 dependent apoptosis. Mode of action studies suggest that it specifically targets a skin protective antimicrobial peptide dermcidin (DCD), whose role as a cancer-protective protein has been recently recognized.
Purity:
>99% (HPLC)
SMILES:
O=C1C(C(C2C3=O)C(C4=C3C=CC=C4)=O)=C(S2)C(C5=CC=CC=C51)=O
Solubility Chemicals:
Soluble in DMSO (10mg/ml) or DMF (15mg/ml). Insoluble in water.
Source / Host:
Synthetic. Originally isolated from marine bacterium Serinicoccus sp. strain CNJ927.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C.Stock solutions are stable for at least 3 months when stored at -20°C.
References
Seriniquinone, a selective anticancer agent, induces cell death by autophagocytosis, targeting the cancer-protective protein dermcidin: L. Trzoss, et al.; PNAS 111, 14687 (2014) | Mass spectrometry analysis of protonated marine natural product seriniquinone: R.M. da Silva, et al.; J. Braz. Chem. Soc. 29, 1162 (2018) | Advance of Seriniquinone Analogues as Melanoma Agents: J.C. Hammons, et al.; ACS Med. Chem. Lett. 10, 186 (2019)