Gramine

Catalog Number	ACM87525
CAS Number	87-52-5
Structure
Description	Gramine (Donaxine) is a natural alkaloid isolated from giant reed, acts as an active adiponectin receptor (AdipoR) agonist, with IC50s of 3.2 and 4.2 µM for AdipoR2 and AdipoR1, respectively. Gramine is also a human and mouse β2-Adrenergic receptor (β2-AR) agonist. Gramine (Donaxine) has anti-tumor, anti-viral and anti-inflammatory properties.
Synonyms	N,N-Dimethyl-1H-indole-3-methylamine
IUPAC Name	1-(1H-Indol-3-yl)-N,N-dimethylmethanamine
Molecular Weight	174.24
Molecular Formula	C11H14N2
Canonical SMILES	CN(C)CC1=CNC2=CC=CC=C21
InChI	InChI=1S/C11H14N2/c1-13(2)8-9-7-12-11-6-4-3-5-10(9)11/h3-7,12H,8H2,1-2H3
InChI Key	OCDGBSUVYYVKQZ-UHFFFAOYSA-N
Boiling Point	295.23 °C
Melting Point	132-134 °C
Flash Point	167 °C
Purity	98%
Density	1.0715 g/cm³
Solubility	Practically insoluble in water
Appearance	Beige powder
Storage	4 °C
Complexity	168
Covalently-Bonded Unit Count	1
Defined Atom Stereocenter Count	0
Exact Mass	174.115698455
Heavy Atom Count	13
Hydrogen Bond Acceptor Count	1
Hydrogen Bond Donor Count	1
Monoisotopic Mass	174.115698455
PhysicalState	Powder
Rotatable Bond Count	2
Topological Polar Surface Area	19 Ų

Custom Q&A

What is the chemical formula for Gramine?

The chemical formula for Gramine is C11H14N2.

What is the molar mass of Gramine?

The molar mass of Gramine is 174.24 g/mol.

What is the melting point of Gramine?

The melting point of Gramine is 132-134 °C.

What color is Gramine in its powder form?

Gramine appears as a beige powder.

In which solvents is Gramine soluble?

Gramine is soluble in ethanol, diethyl ether, and chloroform.

What is one of the safety hazards associated with Gramine?

Gramine is classified with hazard code C and has risk statement 34.

How is Gramine synthesized?

Gramine is synthesized from indole by the Mannich reaction with dimethyl-amine and formaldehyde.

What are some of the uses of Gramine?

Gramine is used as a reactant for the preparation of various compounds like dopamine D2 receptor antagonists and proliferation inhibitors.

What role does ChEBI assign to Gramine?

ChEBI assigns the role of a plant metabolite, serotonergic antagonist, antiviral agent, and antibacterial agent to Gramine.

How is Gramine typically stored?

Gramine is typically stored at room temperature.

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