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SML1255

Sigma-Aldrich

Nonyloxytryptamine oxalate

≥98% (HPLC)

Synonym(s):

5-(Nonyloxy)-1H-Indole-3-ethanamine ethanedioate, 5-(Nonyloxy)tryptamine oxalate, 5-Nonyloxytryptamine oxalate

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About This Item

Empirical Formula (Hill Notation):
C19H30N2O · C2H2O4
CAS Number:
157798-13-5
Molecular Weight:
392.49
UNSPSC Code:
12352116
PubChem Substance ID:
329825747
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

, white to yellow to light brown

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

room temp

SMILES string

CCCCCCCCCOC1=CC=C(NC=C2CCN)C2=C1.C

InChI

1S/C19H30N2O.CH4/c1-2-3-4-5-6-7-8-13-22-17-9-10-19-18(14-17)16(11-12-20)15-21-19;/h9-10,14-15,21H,2-8,11-13,20H2,1H3;1H4

InChI key

LXACPZFRJZIDDI-UHFFFAOYSA-N

Biochem/physiol Actions

Nonyloxytryptamine (5-nonyloxytryptamine) is a potent and selective 5-HT1B receptor agonist. Nonyloxytryptamine is a polysialic acid (PSA) mimick that triggers PSA-mediated functions. Nonyloxytryptamine enhances neurite outgrowth of cultured primary neurons, protects neurons from oxidative stress, enhanced Schwann cell proliferation, reduces migration of astrocytes and enhances myelination in vitro.
Nonyloxytryptamine is known to possess antiproliferative and cytotoxic effect. It has been studied for its use in the treatment of breast cancer.

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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Antiproliferative and cytotoxic activities of 5-(nonyloxy) tryptamine derivatives in breast cancer cells.
Tavares C D, et al.
Cancer Research, 74(19), 5462-5462 (2014)
Minjuan Wang et al.
International journal of molecular sciences, 21(19) (2020-09-30)
Because of the importance of the HNK-1 carbohydrate for preferential motor reinnervation after injury of the femoral nerve in mammals, we screened NIH Clinical Collection 1 and 2 Libraries and a Natural Product library comprising small organic compounds for identification

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