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Merck
CN

SMB00084

Hypaphorine

Synonym(s):

Hypaforin, Lenticin

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About This Item

Empirical Formula (Hill Notation):
C14H18N2O2
Molecular Weight:
246.30
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
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InChI

1S/C14H18N2O2/c1-16(2,3)13(14(17)18)8-10-9-15-12-7-5-4-6-11(10)12/h4-7,9,13,15H,8H2,1-3H3

SMILES string

C[N+](C)(C)C(Cc1c[nH]c2ccccc12)C([O-])=O

InChI key

AOHCBEAZXHZMOR-UHFFFAOYSA-N

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

General description

Hypaphorine is a natural product derived from a plant source. It is an indolic compound, initially isolated from Pisolithus tinctorius, an ectomycorrhizal fungus. This compound is made up of tryptophan and three methyl groups. It is recently identified as one of the components of human milk. Hypaphorinecan also be sourced from marine organisms.

Biochem/physiol Actions

Hypaphorine has demostrated sleep promoting properties by increasing non-rapid eye movement sleep duration for the first hour after it is administered in mice.
Hypaphorine is known to reduce glucose levels in rat models. Along with this, it possesses anti-inflammatory and certain neurological functions.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Hypaphorine attenuates lipopolysaccharide-induced endothelial inflammation via regulation of TLR4 and PPAR-g dependent on PI3K/Akt/mTOR signal pathway
Sun H, et al.
International Journal of Molecular Sciences, 18(4), 844-844 (2017)
Hypaphorine, an indole alkaloid from Erythrina velutina, induced sleep on normal mice
Ozawa M, et al.
Bioorganic & Medicinal Chemistry Letters, 18(14) (2008)
Hypaphorine is present in human milk in association with consumption of legumes
Keller BO, et al.
Journal of Agricultural and Food Chemistry, 61(31) (2013)
Competitive antagonism between IAA and indole alkaloid hypaphorine must contribute to regulate ontogenesis
Jambois A, et al.
Physiologia Plantarum, 123(2) (2005)

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