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H5160

Sigma-Aldrich

Hyperforin

≥85% (HPLC)

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250 μG
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250 μG
€361.00

About This Item

Empirical Formula (Hill Notation):
C35H52O4
CAS Number:
11079-53-1
Molecular Weight:
536.78
EC Number:
200-659-6
MDL number:
MFCD01861497
UNSPSC Code:
12352200
PubChem Substance ID:
329815216
NACRES:
NA.77

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Quality Level

100

Assay

≥85% (HPLC)

form

solution

storage temp.

−20°C

SMILES string

CC(C)C(=O)[C@@]12C(O)=C(C\C=C(\C)C)C(=O)[C@@](C\C=C(/C)C)(C[C@H](C\C=C(\C)C)[C@@]1(C)CC\C=C(\C)C)C2=O

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

InChI key

IWBJJCOKGLUQIZ-HQKKAZOISA-N

General description

Hyperforin is a phloroglucinol component of St. John′s wort and a pregnane X receptor ligand.[1]

Application

Hyperforin may be used:
  • as a reference standard for calibration curve generation in high-perfornamce liquid chromatography (HPLC) analysis[2]
  • to test its cytotoxic effect and apoptosis induction in mouse embryonic cells[3]
  • as a pregnane X receptor (PXR) in porcine brain capillary endothelial cells for transport assay[4]

Biochem/physiol Actions

Hyperforin is an active antidepressant[2] and an inhibitor of cytochrome P450 3A4 (CYP3A).[1] It elicits antioxidant and antibacterial activity. Hyperforin is also embryotoxic and inhibits tumor proliferation.[3] It effectively inhibits dopamine, serotonin and norepinephrine.[1]

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Target Organs

Eyes

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

49.5 °F - closed cup

Flash Point(C)

9.7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW9512
MKCV6897
MKCW1054
MKCR4426
MKCR4755

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The growing interest in the efficacy of phytomedicines and herbal supplements but also the increase in legal requirements for safety and reliable contents of active principles drive the development of analytical methods for the quality control of complex, multicomponent mixtures
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CNS drug reviews, 10(3), 203-218 (2004-10-20)
The phloroglucinol derivative hyperforin has been recently shown to be a major antidepressant component in the extract of Hypericum perforatum. Experimental studies clearly demonstrated its activity in different behavioral models of depression. Moreover clinical studies linked the therapeutic efficacy of
L B Moore et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(13), 7500-7502 (2000-06-15)
St. John's wort (Hypericum perforatum) is an herbal remedy used widely for the treatment of depression. Recent clinical studies demonstrate that hypericum extracts increase the metabolism of various drugs, including combined oral contraceptives, cyclosporin, and indinavir. In this report, we
Determination of hypericin and hyperforin content in selected Jordanian Hypericum species
Tawaha K, et al.
Industrial Crops and Products, 32(3), 241-245 (2010)
Jeffry Adiwidjaja et al.
Clinical pharmacokinetics, 58(7), 911-926 (2019-01-25)
Herb-drug interactions with St John's wort (SJW) have been widely studied in numerous clinical studies. The objective of this study was to develop and evaluate a physiologically based pharmacokinetic (PBPK) model for hyperforin (the constituent of SJW responsible for interactions)
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