Hypericin

Base Information

• Chemical Name: Hypericin
• CAS No.: 548-04-9
• Molecular Formula: C30H16O8
• Molecular Weight: 504.45
• Hs Code.: 29145090
• European Community (EC) Number: 208-941-0
• NSC Number: 622946,407313
• UNII: 7V2F1075HD
• DSSTox Substance ID: DTXSID40203270
• Nikkaji Number: J1.012.032B,J1.012.035G,J6.443B
• Wikipedia: Hypericin
• Wikidata: Q77509624
• NCI Thesaurus Code: C37456
• Pharos Ligand ID: TGB59P7QNXBM
• Metabolomics Workbench ID: 27915
• ChEMBL ID: CHEMBL286494,CHEMBL5082596
• Mol file: 548-04-9.mol

Synonyms:1,3,4,6,8,13-hexahydroxy-10,11-dimethylphenanthro(1,10,9,8-opqra)perylene-7,14-dione;hipericin;hypericin;hypericum red;mono-(123I)iodohypericin;SGX-301;SGX301

Chemical Property of Hypericin

Chemical Property:

• Appearance/Colour: Fine Powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 299-301 °C
• Refractive Index: 2.13
• Boiling Point: 1020.3 °C at 760 mmHg
• PKA: 6.91±0.20(Predicted)
• Flash Point: 584.6 °C
• PSA: 155.52000
• Density: 1.915 g/cm³
• LogP: 5.39180
• Storage Temp.: Store at +4°C
• Sensitive.: Light Sensitive
• Solubility.: 1 M NaOH: 10 mg/mL
• Water Solubility.: Soluble in ethanol, dimethyl sulfoxide, methanol, acetone, ethylmethylketone, pyridine and sodium hydroxide. Insoluble in water.
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 504.08451746
• Heavy Atom Count: 38
• Complexity: 1090

Purity/Quality:

95%-98% ^*data from raw suppliers

Hypericin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-40-43
• Safety Statements: 22-36-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical 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
• Recent ClinicalTrials: Treatment of Mycosis Fungoides With Hypericin Ointment and Visible Light
• Recent EU Clinical Trials: Detection of non-muscle invasive bladder cancer using PVP-Hypericin (Vidon?) fluorescence cystoscopy (Hypericin PDD)
• Indications: Hypericin is an anti-virus and pure Chinese medicine preparations. It is the first choice for the prevention and treatment of avian influenza drugs. 1, avian influenza, atypical Newcastle disease, infectious bronchitis, avian infectious laryngotracheitis , bursa of Fabricius, duck plague, duck viral hepatitis, egg drop syndrome and other viral diseases. 2, poultry fever caused by high fever, dyspnea, cough, head and face swelling, crown hair purple, lack of energy, decreased feed intake, egg drop, producing more abnormal eggs. 3, for classical swine fever, blue ear disease, parvovirus, viral enteritis, infectious gastroenteritis and immune dysfunction. 4, Hypericin has a strong anti-viral effect both in vivo and in vitro. It has a strong inhibitory effect on the early replication of HIV. Hypericin can lead to cancer cell programmed death, with anti-cancer effect. It has a enhanced immune function? for activating mononuclear phagocytic cells. In addition, it has a strong role in killing the highly pathogenic H5N1 and H9N2 subtype of avian influenza virus.
• Uses: (1) Antidepressant, increase immunity. (2) For the treatment of antidepressants, increase immunity. It was used as reference standard in determining hypericins in St. John′s Wort using HPLC method.
• Description: An anthroquinone derivative that is naturally found in the flower of H. perforatum (St. John’s wort) and has antidepressant, antiviral, and anticancer activities. Hypericin inhibits neuronal uptake of serotonin, norepinephrine, dopamine, GABA and L-glutamate, contributing to its antidepressant effects. It exerts broad spectrum phototoxic affects (IC50 = 140 - 1,570 nM) through induction of apoptotic signaling and formation of reactive oxygen species (ROS) in cancer cells. Hypericin also has in vitro activity, which can be enhanced with photo-activation, against a variety of viruses including HIV, influenza virus, hepatitis C, murine cytolomegalovirus, and herpes viruses.