Hypericin, PKC inhibitor

Key facts

CAS number

548-04-9

Purity

>97%

Form

Solid

form

Source

Hypericum perforatum

Molecular weight

504.4 Da

Molecular formula

C₃₀H₁₆O₈

PubChem

5281051

Nature

Native

Solubility

Soluble in DMSO to 50 mM

Soluble in ethanol to 10 mM (with warming)

Biochemical name

CID 5281051

Biological description

Selective PKC inhibitor (IC₅₀ = 3.3 μM). Antiviral agent. Potent tyrosine kinase inhibitor (IC₅₀ = 7.5 μM). Potent CKII inhibitor (IC₅₀ = 6 nM). Inactivates enveloped viruses including HIV. Promotes VEGF and TGF-β production. Shows photosensitizing and antidepressant effects in vivo.

Canonical smiles

CC1=CC(=C2C3=C4C5=C(C(=CC(=C5C2=O)O)O)C6=C7C4=C8C(=C13)C(=CC(=C8C(=O)C7=C(C=C6O)O)O)C)O

Isomeric smiles

CC1=CC(=C2C3=C4C5=C(C(=CC(=C5C2=O)O)O)C6=C7C4=C8C(=C13)C(=CC(=C8C(=O)C7=C(C=C6O)O)O)C)O

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/h3-6,31-36H,1-2H3

InChiKey

BTXNYTINYBABQR-UHFFFAOYSA-N

IUPAC Name

5,7,11,18,22,24-hexahydroxy-13,16-dimethyloctacyclo[13.11.1.12,10.03,8.04,25.019,27.021,26.014,28]octacosa-1(27),2(28),3,5,7,10,12,14,16,18,21,23,25-tridecaene-9,20-dione