400076-M

Hypericin

Polycyclic dione that has anti-retroviral activity.

• Synonym(s): Hypericin, Casein Kinase II Inhibitor XI
• Empirical Formula (Hill Notation): C₃₀H₁₆O₈
• CAS Number: 548-04-9
• Molecular Weight: 504.44
• MDL number: MFCD00016683
• UNSPSC Code: 12352200

Properties

• description: Merck USA index - 14, 4863
• Quality Level: 100
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: black
• solubility: ethanol: 1 mg/mL; methanol: 1 mg/mL; DMSO: 10 mg/mL
• storage temp.: 2-8°C
• SMILES string: Oc1c2c3c4c5c6c2c(cc(c6C(=O)c7c5c(c8c4c(c(cc8C)O)C(=O)c3c(c1)O)c(cc7O)C)O)O
• 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/h3-6,31-36H,1-2H3
• InChI key: BTXNYTINYBABQR-UHFFFAOYSA-N

Description

General description

Polycyclic dione that has anti-retroviral activity. Inhibits protein kinase C (IC₅₀ = 3.3 µM). Also known to inhibit the protein tyrosine kinase activities of the insulin receptor (IC₅₀ = 20-29 nM), the epidermal growth factor receptor (IC₅₀ = 35 nM), casein kinase II (IC₅₀ = 6 nM), and MAP kinase (IC₅₀ = 4 nM). Useful probe for PKC due to its bright red fluorescence emission and photostability. Also see Pseudohypericin (Cat. No. 539590).

Biochem/physiol Actions

Primary Target
PKC

Target IC₅₀: 3.3 µM, 6 nM, 4 nM, 20-29 nM , 35 nM, against protein kinase C, casein kinase II, MAP kinase, the protein tyrosine activities of the insulin receptor, and the epidermal growth factor receptor, respectively

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Zhang, W., et al. 1997. Cancer Lett.120, 31.
Agostinis, P., et al. 1995. Biochem. Pharmacol.49, 1615.
Frew, T., et al. 1994. Anticancer Res.14, 2425.
Barnard, D.L., et al. 1992. Antiviral Res.17, 63.
Takahashi, I., et al. 1989. Biochem. Biophys. Res. Commun.165, 1207.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable