Hypericin

For research use only. Not for therapeutic Use.

  • CAT Number: I004020
  • CAS Number: 548-04-9
  • Molecular Formula: C₃₀H₁₆O₈
  • Molecular Weight: 504.45
  • Purity: ≥95%
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Hypericin(Cat No.:I004020) is a naturally occurring compound derived from Hypericum perforatum, commonly known as St. John’s wort. It possesses photosensitive properties and exhibits a range of biological activities. Hypericin is known for its antiviral properties, particularly against enveloped viruses. It also demonstrates anticancer activity by inhibiting certain tyrosine kinases, with an IC50 value of 7.5 μM. Additionally, hypericin has been investigated for its potential antidepressant effects. Its diverse pharmacological properties make it an intriguing compound for further research and potential therapeutic applications.


Catalog Number I004020
CAS Number 548-04-9
Synonyms

NSC 407313

Molecular Formula C₃₀H₁₆O₈
Purity ≥95%
Target Anti-infection
Solubility DMSO: ≤ 6.2 mg/mL
Storage -20°C
IUPAC Name 9,11,13,16,18,20-hexahydroxy-5,24-dimethyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(26),2,4(25),5,8,10,12,14(28),15(27),16,18,20,23-tridecaene-7,22-dione
InChI InChI=1S/C30H16O8/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28/h3-6,33-38H,1-2H3
InChIKey YDOIFHVUBCIUHF-UHFFFAOYSA-N
SMILES CC1=CC(=O)C2=C(C3=C(C=C(C4=C3C5=C2C1=C6C(=CC(=O)C7=C(C8=C(C=C(C4=C8C5=C67)O)O)O)C)O)O)O
Reference

</br>1:Molecular events leading to death of Leishmania donovani under spermidine starvation after hypericin treatment. Singh S, Kumari E, Bhardwaj R, Kumar R, Dubey VK.Chem Biol Drug Des. 2017 May 16. doi: 10.1111/cbdd.13022. [Epub ahead of print] PMID: 28509385 </br>2:Response surface method optimization of a novel Hypericin formulation in P123 micelles for colorectal cancer and antimicrobial photodynamic therapy. Montanha MC, Silva LL, Pangoni FBB, Cesar GB, Gonçalves RS, Caetano W, Hioka N, Tominaga TT, Consolaro MEL, Diniz A, Kimura E.J Photochem Photobiol B. 2017 Apr 12;170:247-255. doi: 10.1016/j.jphotobiol.2017.04.008. [Epub ahead of print] PMID: 28454049 </br>3:Radioiodinated Hypericin Disulfonic acid Sodium Salts as a DNA-Binding Probe for Early Imaging of Necrotic Myocardium. Duan X, Yin Z, Jiang C, Jin Q, Zhang D, Sun Z, Ye W, Zhang J.Eur J Pharm Biopharm. 2017 Apr 13. pii: S0939-6411(16)30416-7. doi: 10.1016/j.ejpb.2017.04.006. [Epub ahead of print] PMID: 28414189 </br>4:Endoplasmic reticulum-targeting photosensitizer Hypericin confers chemo-sensitization towards oxaliplatin through inducing pro-death autophagy. Lin S, Yang L, Shi H, Du W, Qi Y, Qiu C, Liang X, Shi W, Liu J.Int J Biochem Cell Biol. 2017 Apr 6;87:54-68. doi: 10.1016/j.biocel.2017.04.001. [Epub ahead of print] PMID: 28392376 </br>5:Synergism between PKCδ regulators hypericin and rottlerin enhances apoptosis in U87 MG glioma cells after light stimulation. Misuth M, Horvath D, Miskovsky P, Huntosova V.Photodiagnosis Photodyn Ther. 2017 Mar 31. pii: S1572-1000(16)30266-6. doi: 10.1016/j.pdpdt.2017.03.018. [Epub ahead of print] PMID: 28373118 </br>6:Formation of Large Hypericin Aggregates in Giant Unilamellar Vesicles-Experiments and Modeling. Joniova J, Rebič M, Strejčková A, Huntosova V, Staničová J, Jancura D, Miskovsky P, Bánó G.Biophys J. 2017 Mar 14;112(5):966-975. doi: 10.1016/j.bpj.2017.01.019. PMID: 28297655 </br>7:Permeation characteristics of hypericin across Caco-2 monolayers in the presence of single flavonoids, defined flavonoid mixtures or Hypericum extract matrix. Verjee S, Kelber O, Kolb C, Abdel-Aziz H, Butterweck V.J Pharm Pharmacol. 2017 Mar 12. doi: 10.1111/jphp.12717. [Epub ahead of print] PMID: 28294333 </br>8:The diverse roles of glutathione-associated cell resistance against hypericin photodynamic therapy. Theodossiou TA, Olsen CE, Jonsson M, Kubin A, Hothersall JS, Berg K.Redox Biol. 2017 Feb 24;12:191-197. doi: 10.1016/j.redox.2017.02.018. [Epub ahead of print] PMID: 28254657 Free PMC Article</br>9:Assessing light-independent effects of hypericin on cell viability, ultrastructure and metabolism in human glioma and endothelial cells. Huntosova V, Novotova M, Nichtova Z, Balogova L, Maslanakova M, Petrovajova D, Stroffekova K.Toxicol In Vitro. 2017 Apr;40:184-195. doi: 10.1016/j.tiv.2017.01.005. Epub 2017 Jan 10. PMID: 28087315 </br>10:Hypericin-mediated sonodynamic therapy induces autophagy and decreases lipids in THP-1 macrophage by promoting ROS-dependent nuclear translocation of TFEB. Li X, Zhang X, Zheng L, Kou J, Zhong Z, Jiang Y, Wang W, Dong Z, Liu Z, Han X, Li J, Tian Y, Zhao Y, Yang L.Cell Death Dis. 2016 Dec 22;7(12):e2527. doi: 10.1038/cddis.2016.433. PMID: 28005078 Free PMC Article

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