CAS Number87-52-5
SynonymsGramin; Donaxine; Indole,3-[(dimethylamino)methyl]; Gramine; MFCD00005629; 3-(Dimethylaminomethyl)indole; Indol-3-ylmethyldimethylamine; EINECS 201-749-8; Donaxin; N,N-dimethyl-1H-indole-3-methanamine; 3-(N,N-dimethylaminomethyl) indole; N-(1H-indol-3-ylmethyl)-N,N-dimethylamine; 1H-Indole-3-methanamine,N,N-dimethyl; 1-(1H-Indol-3-yl)-N,N-dimethylmethanamine; 3-[(Dimethylamino)methyl]indole; (indol-3-ylmethyl)dimethylamine
Molecular FormulaC11H14N2
Molecular Weight174.24
Purity97.5%
Density1.1±0.1 g/cm3
Boiling Point293.9±15.0 °C at 760 mmHg
Melting Point132-134 °C (lit.)
AppearanceWhite crystalline powder
EINECS201-749-8
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 87-52-5 |
| Catalog No. | 2A-9010226 |
| Chinese Name | 芦竹碱 |
| Synonyms | Gramin; Donaxine; Indole,3-[(dimethylamino)methyl]; Gramine; MFCD00005629; 3-(Dimethylaminomethyl)indole; Indol-3-ylmethyldimethylamine; EINECS 201-749-8; Donaxin; N,N-dimethyl-1H-indole-3-methanamine; 3-(N,N-dimethylaminomethyl) indole; N-(1H-indol-3-ylmethyl)-N,N-dimethylamine; 1H-Indole-3-methanamine,N,N-dimethyl; 1-(1H-Indol-3-yl)-N,N-dimethylmethanamine; 3-[(Dimethylamino)methyl]indole; (indol-3-ylmethyl)dimethylamine |
| Molecular Formula | C11H14N2 |
| Molecular Weight | 174.24 |
| Purity | 97.5 |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 293.9±15.0 °C at 760 mmHg |
| Melting Point | 132-134 °C (lit.) |
| Appearance | White crystalline powder |
| Water Solubility | PRACTICALLY INSOLUBLE |
| Storage Condition | Keep sealed. |
| Application | Gramine (Donaxine) is an alkaloid obtained from Arundo donax[2] and is a potent adiponectin receptor (AdipoR) agonist, with IC50 values of 3.2 and 4.2 µM for AdipoR2 and AdipoR1 respectively[1]. Gra |
| EINECS | 201-749-8 |
| HTC | 2933990090 |
| PubChem ID | 24895037 |
| MDL Number | MFCD00005629 |
| SMILES | CN(C)Cc1c[nH]c2ccccc12 |
| 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 |
| Beilstein/REAXYS | 140521 |
| NACRES Code | NA.22 |
| UNSPSC | 12352100 |
| Hazard Symbols | Transport |
| MSDS | msds/10226_1_87_52_5.pdf |
| Bioactivity | Gramine (Donaxine) is a natural alkaloid isolated from giant reed[2], acts as an active adiponectin receptor (AdipoR) agonist, with IC50s of 3.2 and 4.2 µM for AdipoR2 and AdipoR1, respectively[1]. Gramine is also a human and mouse β2-Adrenergic receptor (β2-AR) agonist[2]. Gramine (Donaxine) has anti-tumor, anti-viral and anti-inflammatory properties[1]. Related Catalog Signaling Pathways >> GPCR/G Protein >> Adiponectin Receptor Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor Research Areas >> Cancer Research Areas >> Infection Research Areas >> Metabolic Disease Natural Products >> Alkaloid Target IC50: 3.2 µM (AdipoR2), 4.2 µM (AdipoR1)[1] In Vitro Gramine is an active adiponectin receptor (AdipoR) agonist, with IC50s of 3.2 and 4.2 µM for AdipoR2 and AdipoR1, respectively[1]. Gramine is a potential β2-AR agonist[2]. Gramine (20 µM to 1.2 nM) dose-dependently inhibits the growth of AdipoR1/adipoR2-positive cancer cell lines (MDA-MB-231 and MCF-7 cells), with IC50s of 9.6±0.9 and 0.1±0.1 µM, respectively[1]. References [1]. Sun Y, et al. Identification of adiponectin receptor agonist utilizing a fluorescence polarization based high throughput assay. PLoS One. 2013 May 14;8(5):e63354. [2]. Chikazawa M, et al. Identification of Functional Food Factors as β2-Adrenergic Receptor Agonists and Their Potential Roles in Skeletal Muscle. J Nutr Sci Vitaminol (Tokyo). 2018;64(1):68-74. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 293.9±15.0 °C at 760 mmHg Melting Point 132-134 °C(lit.) Molecular Formula C11H14N2 Molecular Weight 174.242 Flash Point 131.5±20.4 °C Exact Mass 174.115692 PSA 19.03000 LogP 1.90 Vapour Pressure 0.0±0.6 mmHg at 25°C Index of Refraction 1.631 InChIKey OCDGBSUVYYVKQZ-UHFFFAOYSA-N SMILES CN(C)Cc1c[nH]c2ccccc12 Storage condition Refrigerator (+4°C) Water Solubility PRACTICALLY INSOLUBLE |
| Use of | Gramine (Donaxine) is a natural alkaloid isolated from giant reed[2], acts as an active adiponectin receptor (AdipoR) agonist, with IC50s of 3.2 and 4.2 µM for AdipoR2 and AdipoR1, respectively[1]. Gramine is also a human and mouse β2-Adrenergic receptor (β2-AR) agonist[2]. Gramine (Donaxine) has anti-tumor, anti-viral and anti-inflammatory properties[1]. Properties Articles26 Name 1-(1H-indol-3-yl)-N,N-dimethylmethanamine Synonym More Synonyms Gramine Biological Activity Description Gramine (Donaxine) is a natural alkaloid isolated from giant reed[2], acts as an active adiponectin receptor (AdipoR) agonist, with IC50s of 3.2 and 4.2 µM for AdipoR2 and AdipoR1, respectively[1]. Gramine is also a human and mouse β2-Adrenergic receptor (β2-AR) agonist[2]. Gramine (Donaxine) has anti-tumor, anti-viral and anti-inflammatory properties[1]. Related Catalog Signaling Pathways >> GPCR/G Protein >> Adiponectin Receptor Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor Research Areas >> Cancer Research Areas >> Infection Research Areas >> Metabolic Disease Natural Products >> Alkaloid IC50: 3.2 µM (AdipoR2), 4.2 µM (AdipoR1)[1] References [1]. Sun Y, et al. Identification of adiponectin receptor agonist utilizing a fluorescence polarization based high throughput assay. PLoS One. 2013 May 14;8(5):e63354. [2]. Chikazawa M, et al. Identification of Functional Food Factors as β2-Adrenergic Receptor Agonists and Their Potential Roles in Skeletal Muscle. J Nutr Sci Vitaminol (Tokyo). 2018;64(1):68-74. Chemical & Physical Properties Molecular Formula C11H14N2 Exact Mass 174.115692 PSA 19.03000 Index of Refraction 1.631 InChIKey OCDGBSUVYYVKQZ-UHFFFAOYSA-N Water Solubility PRACTICALLY INSOLUBLE |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 0.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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