Tìm theo
Hyperforin
Các tên gọi khác (2) :
  • Hiperforina
  • Hyperforine
Thuốc Gốc
Small Molecule
CAS: 11079-53-1
CTHH: C35H52O4
PTK: 536.785
Hyperforin is a phytochemical produced by some of the members of the plant genus Hypericum, notably Hypericum perforatum (St John's wort).
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C35H52O4
Phân tử khối
536.785
Monoisotopic mass
536.386560152
InChI
InChI=1S/C35H52O4/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10/h13-15,18,26-27,38H,12,16-17,19-21H2,1-11H3
InChI Key
InChIKey=IWBJJCOKGLUQIZ-UHFFFAOYSA-N
IUPAC Name
4-hydroxy-6-methyl-1,3,7-tris(3-methylbut-2-en-1-yl)-6-(4-methylpent-3-en-1-yl)-5-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dione
Traditional IUPAC Name
4-hydroxy-6-methyl-1,3,7-tris(3-methylbut-2-en-1-yl)-6-(4-methylpent-3-en-1-yl)-5-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dione
SMILES
CC(C)C(=O)C12C(O)=C(CC=C(C)C)C(=O)C(CC=C(C)C)(CC(CC=C(C)C)C1(C)CCC=C(C)C)C2=O
Độ tan chảy
70-80
Độ hòa tan
6.32e-04 g/l
logP
9.67
logS
-5.9
pKa (strongest acidic)
6.32
pKa (Strongest Basic)
-6.6
PSA
71.44 Å2
Refractivity
166.68 m3·mol-1
Polarizability
64.09 Å3
Rotatable Bond Count
11
H Bond Acceptor Count
4
H Bond Donor Count
1
Physiological Charge
-1
Number of Rings
2
Bioavailability
0
Dược Lực Học : Hyperforin is believed to be the primary active constituent responsible for the antidepressant and anxiolytic properties of the extracts of St. John's wort. It acts as a reuptake inhibitor of monoamines, including serotonin, norepinephrine, dopamine, and of GABA and glutamate, with IC50 values of 0.05-0.10 mcg/ml for all compounds, with the exception of glutamate, which is in the 0.5 mcg/ml range. It appears to exert these effects by activating the transient receptor potential ion channel TRPC6. Activation of TRPC6 induces the entry of sodium and calcium into the cell which causes inhibition of monoamine reuptake. Hyperforin is also thought to be responsible for the induction of the cytochrome P450 enzymes CYP3A4 and CYP2C9 by binding to and activating the pregnane X receptor (PXR).
Cơ Chế Tác Dụng : Hyperforin is a phytochemical produced by some of the members of the plant genus Hypericum, notably Hypericum perforatum (St John's wort). Hyperforin is believed to be the primary active constituent responsible for the antidepressant and anxiolytic properties of the extracts of St. John's wort. It acts as a reuptake inhibitor of monoamines, including serotonin, norepinephrine, dopamine, and of GABA and glutamate, with IC50 values of 0.05-0.10 mcg/ml for all compounds, with the exception of glutamate, which is in the 0.5 mcg/ml range. It appears to exert these effects by activating the transient receptor potential ion channel TRPC6. Activation of TRPC6 induces the entry of sodium and calcium into the cell which causes inhibition of monoamine reuptake.
Dược Động Học :

▧ Half Life :
9 hours
Độc Tính : Oral LD50 (rat):5628 mg/kg; Skin LD50 (rabbit): 15800 mg/kg; Subcutaneous LD50 (mouse):9800 mg/kg; Intraperitoneal LD50 (rabbit):1826 mg/kg
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01892
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=3662
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506104
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07608
ChemSpider
http://www.chemspider.com/Chemical-Structure.10716812.html
Wikipedia
http://en.wikipedia.org/wiki/Hyperforin
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