Skip to Content
Merck
CN
All Photos(1)

Documents

SML1255

Sigma-Aldrich

Nonyloxytryptamine oxalate

≥98% (HPLC)

Sign Into View Organizational & Contract Pricing

Synonym(s):
5-(Nonyloxy)-1H-Indole-3-ethanamine ethanedioate, 5-(Nonyloxy)tryptamine oxalate, 5-Nonyloxytryptamine oxalate
Empirical Formula (Hill Notation):
C19H30N2O · C2H2O4
CAS Number:
Molecular Weight:
392.49
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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.

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service