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SML1482

Sigma-Aldrich

Ogerin

≥98% (HPLC)

Synonym(s):

2-[4-Amino-6-[(phenylmethyl)amino]-1,3,5-triazin-2-yl]-benzenemethanol, [2-[4-Amino-6-(benzylamino)-1,3,5-triazin-2-yl]phenyl]methanol

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About This Item

Empirical Formula (Hill Notation):
C17H17N5O
CAS Number:
1309198-71-7
Molecular Weight:
307.35
UNSPSC Code:
51111800
PubChem Substance ID:
329825911
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 25 mg/mL, clear

storage temp.

2-8°C

SMILES string

OCC1=C(C2=NC(NCC3=CC=CC=C3)=NC(N)=N2)C=CC=C1

InChI

1S/C17H17N5O/c18-16-20-15(14-9-5-4-8-13(14)11-23)21-17(22-16)19-10-12-6-2-1-3-7-12/h1-9,23H,10-11H2,(H3,18,19,20,21,22)

InChI key

MDGIEDNDSFMSLP-UHFFFAOYSA-N

Application

Ogerin has been used in G-protein-coupled receptors (GPCR) deorphanization and phosphatidylinositol hydrolysis assay.

Biochem/physiol Actions

Ogerin is a selective positive allosteric modulator of an orphan GPCR, GPR68, also known as Ovarian cancer G-protein coupled receptor 1 (OGR1). GPR68 is one of the proton or pH-sensing GPCRs that sense extracellular H(+). Ogerin potently potentiated proton-mediated GPR68-Gs signaling. Ogerin was not active in GPR68 knockout mice, but was found to suppress recall in fear conditioning in wild-type mice, showing an unexpected effect of GPR68 on learning and memory.

Recommended products

Ogerin negative control, a structurally similar analog of ogerin, is available from Sigma. To learn more about and purchase ogerin negative control, click here.

related product

Product No.
Description
Pricing

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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Discovery of new GPCR ligands to illuminate new biology
Roth B L, et al.
Nature chemical biology, 13(11), 1143-1143 (2017)
Xi-Ping Huang et al.
Nature, 527(7579), 477-483 (2015-11-10)
At least 120 non-olfactory G-protein-coupled receptors in the human genome are 'orphans' for which endogenous ligands are unknown, and many have no selective ligands, hindering the determination of their biological functions and clinical relevance. Among these is GPR68, a proton

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