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SMB00084

Sigma-Aldrich

Hypaphorine

≥95% (LC/MS-ELSD)

Synonym(s):

Hypaforin, Lenticin

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About This Item

Empirical Formula (Hill Notation):
C14H18N2O2
Molecular Weight:
246.30
MDL number:
MFCD04039807
UNSPSC Code:
12352205
PubChem Substance ID:
329824762
NACRES:
NA.25

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

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

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

InChI key

AOHCBEAZXHZMOR-UHFFFAOYSA-N

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)

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