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H5160

Hyperforin

Name: Hyperforin
Brand: SIGMA

≥85% (HPLC), Use secondary activity, solution

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About This Item

Empirical Formula (Hill Notation):

C₃₅H₅₂O₄

CAS Number:

11079-53-1

Molecular Weight:

536.78

NACRES:

NA.77

PubChem Substance ID:

329815216

UNSPSC Code:

12352200

EC Number:

200-659-6

MDL number:

MFCD01861497

Assay:

≥85% (HPLC)

Form:

solution

Quality level:

100

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Product Name

Hyperforin, ≥85% (HPLC)

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

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

General description

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

Application

Hyperforin may be used:

as a reference standard for calibration curve generation in high-perfornamce liquid chromatography (HPLC) analysis
to test its cytotoxic effect and apoptosis induction in mouse embryonic cells
as a pregnane X receptor (PXR) in porcine brain capillary endothelial cells for transport assay

Biochem/physiol Actions

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

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.

pictograms

GHS02,GHS06,GHS08

signalword

Danger

hcodes

H225,H301 + H311 + H331,H370

pcodes

P210 - P280 - P301 + P310 + P330 - P302 + P352 + P312 - P304 + P340 + P311

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

3 - Flammable liquids

wgk

WGK 2

flash_point_f

49.5 °F - closed cup

flash_point_c

9.7 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

危险化学品

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Hyperforin induces apoptosis of chronic lymphocytic leukemia cells through upregulation of the BH3-only protein Noxa.

Murhaf Zaher et al.

International journal of oncology, 40(1), 269-276 (2011-09-29)

We previously reported that hyperforin, a phloroglucinol purified from Hypericum perforatum, induces the mitochondrial pathway of caspase-dependent apoptosis in chronic lymphocytic leukemia (CLL) cells ex vivo, and that this effect is associated with upregulation of Noxa, a BH3-only protein of

Metabolome classification of commercial Hypericum perforatum (St. John's Wort) preparations via UPLC-qTOF-MS and chemometrics.

Mohamed A Farag et al.

Planta medica, 78(5), 488-496 (2012-01-25)

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

Determination of hypericin and hyperforin content in selected Jordanian Hypericum species

Tawaha K, et al.

Industrial Crops and Products, 32(3), 241-245 (2010)

Role of hyperforin in the pharmacological activities of St. John's Wort.

Paola Zanoli

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

St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor.

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

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Global Trade Item Number

SKU	GTIN
H5160-250UG	04061833797754

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