548-04-9

Name	Hypericin
CAS	548-04-9
EINECS(EC#)	208-941-0
Molecular Formula	C30H16O8
MDL Number	MFCD02100619
Molecular Weight	504.44
MOL File	548-04-9.mol

Chemical Properties

Melting point	299-301°C
Boiling point	1020.3±65.0 °C(Predicted)
density	1.915±0.06 g/cm3(Predicted)
RTECS	SF8472000
storage temp.	-20°C
solubility	1 M NaOH: 10 mg/mL
form	powder
pka	6.91±0.20(Predicted)
color	black
Water Solubility	Soluble in ethanol, dimethyl sulfoxide, methanol, acetone, ethylmethylketone, pyridine and sodium hydroxide. Insoluble in water.
Sensitive	Light Sensitive
Merck	14,4863
BRN	1917913
Stability:	Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChIKey	BTXNYTINYBABQR-UHFFFAOYSA-N
LogP	10.827 (est)
CAS DataBase Reference	548-04-9(CAS DataBase Reference)

Safety Data

Hazard Codes	Xn
Risk Statements	R22:Harmful if swallowed. R40:Limited evidence of a carcinogenic effect. less more
Safety Statements	S22:Do not breathe dust . S36:Wear suitable protective clothing . less more
RIDADR	2811
WGK Germany	3
F	8
HS Code	29145090

Hazard Information

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.

Chemical Properties

Powder

Definition

ChEBI: Hypericin is a carbopolycyclic compound. It has a role as an antidepressant. It derives from a hydride of a bisanthene.

General Description

Produced by HWI Analytik
Exact content can be found on the certificate

Biological Activity

Photosensitive antiviral, anticancer and antidepressant agent derived from Hypericum perforatum (St John's wort). Inactivates enveloped viruses (including HIV), inhibits tyrosine kinases (IC 50 = 7.5 μ M) and is preferentially cytotoxic to tumor cells upon stimulation by visible light.

Biochem/physiol Actions

Primary TargetPKC

storage

Store at 2-8°C,protect from light

Purification Methods

Crystallise hypericin from pyridine by addition of methanolic HCl. [Beilstein 8 IV 3761.]

References

1) Kubin et al., (2005) Hypericin – the facts about a controversial agent; Current Pharm. Des., 11 233 2) Theodossiou et al., (2009) The multifaceted photocytotoxic profile of hypericin; Mol. Pharmacol., 6 1775

Questions And Answer

Hypericum perforatum extracts
Hypericin is an extract of Hypericum perforatum L.In 1957. It is first isolated from the Garcinia species Hypericum perforatum by human beings. Hypericin belongs to the bianthrone compounds, and it is the most biologically active substances. Hypericin is a yellowish brown to brown mobile powder, with slightly bitter taste. It is soluble in water, and can emit a special fragrance. It can inhibit the central nervous and has a sedative effect. Adding it to health care products can enhance immunity. It is also used as antidepressant drugs in Europe (especially in Germany). Hypericin also has a strong anti-viral effect, which can directly act on swine fever, foot and mouth disease and other viruses. In addition, it also has a good effect on killing highly pathogenic avian influenza virus.
Hypericum perforatum is one of the world's best-selling herbs in recent years, mainly containing hyperoside, quercetin, chlorogenic acid, caffeic acid, imanin, hypericin and other ingredients.
Hypericin is a few thousandths of the whole Hypericum perforatum. There are certain requirements for its extraction and testing. Methanol extraction method is common used in the past. Due to the toxicity of methanol, now the method is converted to use ethanol to obtain the active ingredient.;
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.;

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Supplier

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548-04-9

Chemical Properties

Safety Data

Hazard Information

Description

Chemical Properties

Definition

General Description

Biological Activity

Biochem/physiol Actions

storage

Purification Methods

References

Questions And Answer

Hypericum perforatum extracts

Indications

Uses

Well-known Reagent Company Product Information

Supplier

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