CAS 87-52-5

Gramine

Description:

Gramine, with the CAS number 87-52-5, is an alkaloid primarily found in certain grasses, particularly in the genus *Bromus*. It is characterized by its structural formula, which includes a pyridine ring and an ethyl side chain, contributing to its biological activity. Gramine is known for its bitter taste and has been studied for its potential effects on plant growth and herbivory, as it can act as a natural defense mechanism against herbivores. In terms of solubility, gramine is generally soluble in organic solvents such as ethanol and methanol, but less so in water. Its biological properties have garnered interest in pharmacology, where it has been investigated for potential antimicrobial and antifungal activities. However, it is important to handle gramine with care, as it can exhibit toxicity at certain concentrations. Overall, gramine serves as an interesting subject of study in both ecological and pharmacological contexts due to its unique chemical properties and biological significance.

Formula: C₁₁H₁₄N₂

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: InChIKey=OCDGBSUVYYVKQZ-UHFFFAOYSA-N

SMILES: C(N(C)C)C=1C=2C(NC1)=CC=CC2

Synonyms:

• (1H-Indol-3-ylmethyl)-dimethyl-amine
• 1-(1H-Indol-3-yl)-N,N-dimethylmethanamine
• 1H-Indole-3-methanamine, N,N-dimethyl-
• 3-(Dimethylaminomethyl)indole
• 3-(N,N-Dimethylaminomethyl)indole
• 3-[(Dimethylamino)methyl]-1H-indole
• 3-[(Dimethylamino)methyl]indole
• Donaxin
• Donaxine
• Gramin
• Indole, 3-[(dimethylamino)methyl]-
• N,N-Dimethyl-1H-indole-3-methanamine
• N,N-Dimethyl-1H-indole-3-methylamine
• NSC 16892
• [(1H-Indol-3-yl)methyl]dimethylamine
• β-(Dimethylaminomethyl)indole
• Gramine
• TIMTEC-BB SBB003799
• 3-((dimethylamino)methyl)-indol
• GCLH/for Cefixime
• 3-((N,N-DIMETHYLAMINO)METHYL)INDOLE
• 3-Dimethylaminomethylindol (gramin)
• n,n-dimethyl-1h-indole-3-methanamin
• indol-3-ylmethyldimethylamine
• BETA-DIMETHYLAMINOMETHYLINDOLE

N,​N-​Dimethyl-1H-​indole-​3-​methanamine

CAS: 87-52-5

Formula: C₁₁H₁₄N₂

Purity: 97%

Color and Shape: Liquid

Molecular weight: 174.2423

Ref: IN-DA003QTF

Gramine

CAS: 87-52-5

Formula: C₁₁H₁₄N₂

Molecular weight: 174.24

Ref: 7W-GK1317

Gramine

CAS: 87-52-5

Formula: C₁₁H₁₄N₂

Color and Shape: White To Off-White Solid

Molecular weight: 174.25

Ref: 4Z-G-174001

Gramine

CAS: 87-52-5

Formula: C₁₁H₁₄N₂

Purity: 95%~99%

Molecular weight: 174.247

Ref: BP-BP0689

Gramine

CAS: 87-52-5

Formula: C₁₁H₁₄N₂

Purity: >98.0%(T)

Color and Shape: White to Light yellow to Light orange powder to crystal

Molecular weight: 174.25

Ref: 3B-D0653

Gramine

CAS: 87-52-5

Gramine (Donaxine), a natural indole alkaloid, present in several plant species, acts as an active adiponectin receptor (AdipoR) agonist, with IC50s of 3.2 and

Formula: C₁₁H₁₄N₂

Purity: 98.14% - 99.95%

Color and Shape: White Crystalline Powder

Molecular weight: 174.24

Ref: TM-T6519

Gramine

CAS: 87-52-5

Natural alkaloid

Formula: C₁₁H₁₄N₂

Purity: ≥ 98.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 174.25

Ref: 5G-80465

Gramine

Controlled Product

CAS: 87-52-5

Applications Gramine is an indole alkaloid naturally found in plants such as young barley shoots, where they act as a line of self-defense against interference from other species such as the migratory locust, Locusta migratoria.
References Ishikawa, Y. & Kanke, T.: Appl. Entomol. Zool., 35, 251 (2000); Lovett, J. & Hoult, A.: Proc. of the 6th Aust. Agron. Conf., Armidale, Australia, No vol given, No pp given (1992); Wightman, F., et al.: Phytochemistry, 1, 30 (1961); Wippich, C. & Wink, M.: Experientia, 41, 1477 (1985)

Formula: C₁₁H₁₄N₂

Color and Shape: Beige

Molecular weight: 174.24

Ref: TR-G779950

Gramine

Controlled Product

CAS: 87-52-5

Gramine is a plant-derived fatty acid that has been shown to have biological properties. The molecule has been found to act as an agonist of epidermal growth factor receptor (EGFR) and prostate cancer cells, leading to the induction of apoptosis. Gramine also inhibits detoxification enzymes such as cytochrome P450, glutathione S-transferase, and UDP-glucuronosyltransferase. This inhibition may be due to the ability of gramine to bind to these enzymes through electrochemical impedance spectroscopy or titration calorimetry. Gramine has been shown to have potent anti-inflammatory effects in vitro and in vivo, which may be due to its ability to inhibit prostaglandin synthesis.

Formula: C₁₁H₁₄N₂

Purity: Min. 97 Area-%

Color and Shape: Red Powder

Molecular weight: 174.24 g/mol

Ref: 3D-FG39390

3-(Dimethylaminomethyl)indole

CAS: 87-52-5

Formula: C₁₁H₁₄N₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 174.247

Ref: 10-F093159