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Details

Stereochemistry ABSOLUTE
Molecular Formula C35H52O4
Molecular Weight 536.7863
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYPERFORIN

SMILES

CC(=CCC[C@]1(C)[C@@]([H])(CC=C(C)C)C[C@]2(CC=C(C)C)C(=O)C(=C([C@@]1(C(=O)C(C)C)C2=O)O)CC=C(C)C)C

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

HIDE SMILES / InChI

Molecular Formula C35H52O4
Molecular Weight 536.7863
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor.
2000 Jun 20
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
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
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
Potential for interaction of kava and St. John's wort with drugs.
2005 Aug 22
Possible involvement of pregnane X receptor-enhanced CYP24 expression in drug-induced osteomalacia.
2005 Jan
MDR- and CYP3A4-mediated drug-herbal interactions.
2006 Mar 27
A prolonged protein kinase C-mediated, opioid-related antinociceptive effect of st John's Wort in mice.
2010 Feb
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
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
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Jun 26 10:48:20 UTC 2021
Edited
by admin
on Sat Jun 26 10:48:20 UTC 2021
Record UNII
RM741E34FP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HYPERFORIN
HSDB   MI   WHO-DD  
Common Name English
HYPERFORIN [WHO-DD]
Common Name English
HYPERFORIN (CONSTITUENT OF ST. JOHN'S WORT) [DSC]
Common Name English
BICYCLO(3.3.1)NON-3-ENE-2,9-DIONE, 4-HYDROXY-6-METHYL-1,3,7-TRIS(3-METHYL-2-BUTEN-1-YL)-5-(2-METHYL-1-OXOPROPYL)-6-(4-METHYL-3-PENTEN-1-YL)-, (1R,5S,6R,7S)-
Systematic Name English
HYPERFORIN [HSDB]
Common Name English
(+)-HYPERFORIN
Common Name English
HYPERFORIN [MI]
Common Name English
Classification Tree Code System Code
DSLD 1122 (Number of products:1)
Created by admin on Sat Jun 26 10:48:20 UTC 2021 , Edited by admin on Sat Jun 26 10:48:20 UTC 2021
Code System Code Type Description
CAS
11079-53-1
Created by admin on Sat Jun 26 10:48:20 UTC 2021 , Edited by admin on Sat Jun 26 10:48:20 UTC 2021
PRIMARY
MERCK INDEX
M6171
Created by admin on Sat Jun 26 10:48:20 UTC 2021 , Edited by admin on Sat Jun 26 10:48:20 UTC 2021
PRIMARY Merck Index
MESH
C001654
Created by admin on Sat Jun 26 10:48:20 UTC 2021 , Edited by admin on Sat Jun 26 10:48:20 UTC 2021
PRIMARY
HSDB
7646
Created by admin on Sat Jun 26 10:48:20 UTC 2021 , Edited by admin on Sat Jun 26 10:48:20 UTC 2021
PRIMARY
DRUG BANK
DB01892
Created by admin on Sat Jun 26 10:48:20 UTC 2021 , Edited by admin on Sat Jun 26 10:48:20 UTC 2021
PRIMARY
EVMPD
SUB183753
Created by admin on Sat Jun 26 10:48:20 UTC 2021 , Edited by admin on Sat Jun 26 10:48:20 UTC 2021
PRIMARY
FDA UNII
RM741E34FP
Created by admin on Sat Jun 26 10:48:20 UTC 2021 , Edited by admin on Sat Jun 26 10:48:20 UTC 2021
PRIMARY
WIKIPEDIA
HYPERFORIN
Created by admin on Sat Jun 26 10:48:20 UTC 2021 , Edited by admin on Sat Jun 26 10:48:20 UTC 2021
PRIMARY
Related Record Type Details
TRANSPORTER -> INHIBITOR