Isojacareubin

Isojacareubin
Names

IUPAC name 6,10,11-Trihydroxy-3,3-dimethylpyrano[2,3-c]xanthen-7-one
Identifiers
CAS Number	50597-93-8^Y
3D model (JSmol)	Interactive image
ChemSpider	8172044
PubChem CID	9996463
CompTox Dashboard (EPA)	DTXSID901045703
InChI InChI=1S/C18H14O6/c1-18(2)6-5-8-12(24-18)7-11(20)13-14(21)9-3-4-10(19)15(22)17(9)23-16(8)13/h3-7,19-20,22H,1-2H3 Key: FSTNFJKGRSHPBO-UHFFFAOYSA-N
SMILES CC1(C=CC2=C(O1)C=C(C3=C2OC4=C(C3=O)C=CC(=C4O)O)O)C
Properties
Chemical formula	C₁₈H₁₄O₆
Molar mass	326.304 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

Isojacareubin is a xanthonoid natural product found in Hypericum japonicum.^[1]

It has been shown to have antibacterial activity. Isojacareubin also inhibits protein kinase C isoforms, and has activity in an animal model of hepatocellular carcinoma.^[2]

References

^ Zuo, GY; An, J; Han, J; Zhang, YL; Wang, GC; Hao, XY; Bian, ZQ (2012). "Isojacareubin from the Chinese Herb Hypericum japonicum: Potent Antibacterial and Synergistic Effects on Clinical Methicillin-Resistant Staphylococcus aureus (MRSA)". International Journal of Molecular Sciences. 13 (7): 8210–8. doi:10.3390/ijms13078210. PMC 3430230. PMID 22942699.
^ Xing Yuan, Hao Chen, Xia Li, Ming Dai, Huawu Zeng, Lei Shan, Qingyan Sun & Weidong Zhang (2015). "Inhibition of protein kinase C by isojacareubin suppresses hepatocellular carcinoma metastasis and induces apoptosis in vitro and in vivo". Scientific Reports. 5: 12889. Bibcode:2015NatSR...512889Y. doi:10.1038/srep12889. PMC 4526861. PMID 26245668.{{cite journal}}: CS1 maint: multiple names: authors list (link)