Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C35H52O4 |
Molecular Weight | 536.785 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)C(=O)[C@]12C(=O)[C@](CC=C(C)C)(C[C@H](CC=C(C)C)[C@@]1(C)CCC=C(C)C)C(=O)C(CC=C(C)C)=C2O
InChI
InChIKey=IWBJJCOKGLUQIZ-HQKKAZOISA-N
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/t27-,33+,34+,35-/m0/s1
Molecular Formula | C35H52O4 |
Molecular Weight | 536.785 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Approval Year
PubMed
Title | Date | PubMed |
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St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor. | 2000 Jun 20 |
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St John's wort, a herbal antidepressant, activates the steroid X receptor. | 2000 Sep |
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St. John's wort extracts and some of their constituents potently inhibit ultimate carcinogen formation from benzo[a]pyrene-7,8-dihydrodiol by human CYP1A1. | 2003 Nov 15 |
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Proteome analysis reveals a distinct molecular profile of cellular stress following incubation of DDT1-MF2 smooth muscle cells in the presence of a high concentration of hyperforin. | 2004 Apr |
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Induction of human CYP2C9 by rifampicin, hyperforin, and phenobarbital is mediated by the pregnane X receptor. | 2004 Feb |
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In vitro interaction of the HIV protease inhibitor ritonavir with herbal constituents: changes in P-gp and CYP3A4 activity. | 2004 Jul-Aug |
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Induction and inhibition of cytochromes P450 by the St. John's wort constituent hyperforin in human hepatocyte cultures. | 2004 May |
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Hyperforin, the active component of St. John's wort, induces IL-8 expression in human intestinal epithelial cells via a MAPK-dependent, NF-kappaB-independent pathway. | 2004 Nov |
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No relevant interaction with alprazolam, caffeine, tolbutamide, and digoxin by treatment with a low-hyperforin St John's wort extract. | 2005 Apr |
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Potential for interaction of kava and St. John's wort with drugs. | 2005 Aug 22 |
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Possible involvement of pregnane X receptor-enhanced CYP24 expression in drug-induced osteomalacia. | 2005 Jan |
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MDR- and CYP3A4-mediated drug-herbal interactions. | 2006 Mar 27 |
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Hyperforin--a key constituent of St. John's wort specifically activates TRPC6 channels. | 2007 Dec |
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HepaRG cells as an in vitro model for evaluation of cytochrome P450 induction in humans. | 2008 Jan |
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Release of acetylcholinesterase (AChE) from beta-amyloid plaques assemblies improves the spatial memory impairments in APP-transgenic mice. | 2008 Sep 25 |
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A prolonged protein kinase C-mediated, opioid-related antinociceptive effect of st John's Wort in mice. | 2010 Feb |
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Enhanced steatosis by nuclear receptor ligands: a study in cultured human hepatocytes and hepatoma cells with a characterized nuclear receptor expression profile. | 2010 Mar 30 |
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Synthesis of novel vitamin K2 analogues with modification at the ω-terminal position and their biological evaluation as potent steroid and xenobiotic receptor (SXR) agonists. | 2011 Jun 23 |
|
Improved assays for xenosensor activation based on reverse transfection. | 2015 Oct |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 19:44:01 GMT 2023
by
admin
on
Fri Dec 15 19:44:01 GMT 2023
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Record UNII |
RM741E34FP
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Record Status |
Validated (UNII)
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Record Version |
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-
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DSLD |
1122 (Number of products:1)
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11079-53-1
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m6171
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C001654
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7646
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SUB183753
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100000169967
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RM741E34FP
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HYPERFORIN
Created by
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Related Record | Type | Details | ||
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TRANSPORTER -> INHIBITOR |