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H9791

Sigma-Aldrich

Hyp9

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Synonym(s):
1,1′-(2,4,6-Trihydroxy-1,3-phenylene)bis-1-hexanone, 2,4-(bis-1-ketohexyl)phloroglucinol
Empirical Formula (Hill Notation):
C18H26O5
CAS Number:
3118-34-1
Molecular Weight:
322.40
MDL number:
MFCD16875422
UNSPSC Code:
12352200
PubChem Substance ID:
329815271
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to light yellow

solubility

DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

CCCCCC(=O)c1c(O)cc(O)c(C(=O)CCCCC)c1O

InChI

1S/C18H26O5/c1-3-5-7-9-12(19)16-14(21)11-15(22)17(18(16)23)13(20)10-8-6-4-2/h11,21-23H,3-10H2,1-2H3

InChI key

JRHOSBCIYWDGHN-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

Hyperforin is the active ingredient in St. John′s Wort. It is used to treat depression, known to indirectly inhibit reuptake of serotonin and norepinephrine at the synapse, and recently discovered to exert its actions by directly activating TRPC6. TRPC6 is a member of the canonical transient receptor potential (TRPC) family of ion channels. DAG is the endogenous activator of this channel, and Hyperforin is the only known TRPC6-selective activator. Although it is broadly used, Hyperforin is chemically unstable. Efforts to find a stable but pharmacologically similar TRPC6 activator resulted in the discovery of Hyp9, a simplified phloroglucinol derivative. Like Hyperforin, Hyp9 inhibits serotonin reuptake and induces neurite outgrowth. It increases calcium entry into the cell and selectively increases current through TRPC6 channels.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Evan W Weber et al.
The Journal of experimental medicine, 212(11), 1883-1899 (2015-09-24)
Leukocyte transendothelial migration (TEM) is a tightly regulated, multistep process that is critical to the inflammatory response. A transient increase in endothelial cytosolic free calcium ion concentration (↑[Ca(2+)]i) is required for TEM. However, the mechanism by which endothelial ↑[Ca(2+)]i regulates
Lu Liu et al.
Frontiers in cell and developmental biology, 8, 594283-594283 (2021-02-20)
Transient receptor potential canonical 6 (TRPC6) channel is an important non-selective cation channel with a variety of physiological roles in the central nervous system. Evidence has shown that TRPC6 is involved in the process of experimental stroke; however, the underlying

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