Gramine
Gramine structure
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Common Name | Gramine | ||
|---|---|---|---|---|
| CAS Number | 87-52-5 | Molecular Weight | 174.242 | |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 293.9±15.0 °C at 760 mmHg | |
| Molecular Formula | C11H14N2 | Melting Point | 132-134 °C(lit.) | |
| MSDS | Chinese USA | Flash Point | 131.5±20.4 °C | |
Use of GramineGramine (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]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | 1-(1H-indol-3-yl)-N,N-dimethylmethanamine |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| 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]. |
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| Related Catalog | |
| 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 |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| 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 |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Hazard Codes | Xi:Irritant; |
|---|---|
| Risk Phrases | R36 |
| Safety Phrases | S45-S36/37/39-S26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | NL7525000 |
| HS Code | 2933990090 |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 9 | |
|---|---|
| DownStream 10 | |
CAS#:120-72-9
CAS#:50-00-0
CAS#:124-40-3
CAS#:30354-18-8
CAS#:51-80-9
CAS#:27409-13-8
CAS#:487-89-8
CAS#:62992-33-0
CAS#:83-34-1
CAS#:4837-74-5
CAS#:19260-03-8
CAS#:25796-04-7
CAS#:999-59-7
CAS#:832-97-3
CAS#:80360-14-1
CAS#:81630-83-3
CAS#:87-51-4This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2933990090 |
|---|---|
| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
This table lists relevant public references with title, journal and publication metadata for this compound.
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A retro-biosynthetic approach to the prediction of biosynthetic pathways from position-specific isotope analysis as shown for tramadol.
Proc. Natl. Acad. Sci. U. S. A. 112 , 8296-301, (2015) Tramadol, previously only known as a synthetic analgesic, has now been found in the bark and wood of roots of the African medicinal tree Nauclea latifolia. At present, no direct evidence is available ... |
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NMR-titrations with complexes between ds-DNA and indole derivatives including tryptophane containing peptides.
FEBS Lett. 374(3) , 387-92, (1995) It is shown that NMR titrations can be used on a quantitative basis to derive binding constants and binding modes of ds-DNA ligand complexes from several signals. The results are partially at variance... |
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Response of animals to dietary gramine. I. Performance and selected hematological, biochemical and histological parameters in growing chicken, rats and pigs.
Arch. Tierernahr. 55(1) , 1-16, (2001) The effects of feeding varied levels of low- and high-gramine yellow lupin seeds (LG and HG, respectively), and of synthetic gramine added to the diets in amounts ranging from 0.15 to 1.2 g per kg wer... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident pro...
Source: NCGC
Target: N/A
External Id: SERCaMPGLuc-p1-antagonist
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Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
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Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
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Name: USP8 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 8
External Id: USP8 FAST DUB HTS Primary
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Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
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Name: USP17 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 17 like family member 5
External Id: USP17 FAST DUB HTS Primary
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Name: USP7 deubiquitinase inhibition: Primary qHTS
Source: 24642
Target: ubiquitin specific peptidase 7
External Id: USP7 FAST DUB HTS Primary
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Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
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Name: A screen for compounds that inhibit the activity of LtaS in Staphylococcus aureus
Source: ICCB-Longwood/NSRB Screening Facility, Harvard Medical School
External Id: HMS979
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Name: Small Molecule Inhibitors of FGF22-Mediated Excitatory Synaptogenesis & Epilepsy Meas...
Source: Broad Institute
Target: FGF22 human recombinant
External Id: 7012-04_Inhibitor_Dose_CherryPick_Activity
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 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 |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the InChIKey of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine? |
| A: InChIKey of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine is OCDGBSUVYYVKQZ-UHFFFAOYSA-N. |
| Q: What is the safety information for 1-(1H-indol-3-yl)-N,N-dimethylmethanamine? |
| A: Safety information for 1-(1H-indol-3-yl)-N,N-dimethylmethanamine: S45-S36/37/39-S26. |
| Q: What is the polar surface area (PSA) of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine? |
| A: Polar surface area (PSA) of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine is 19.03000. |
| Q: What is the LogP of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine? |
| A: LogP of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine is 1.90. |
| Q: What is the molecular formula of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine? |
| A: Molecular formula of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine is C11H14N2. |
| Q: What are the uses of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine? |
| A: Main uses of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine: 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]. |
| Q: How is the water solubility of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine? |
| A: Water solubility of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine: PRACTICALLY INSOLUBLE. |
| Q: What are the upstream materials of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine? |
| A: Related upstream materials(CAS) of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine: 120-72-9;50-00-0;124-40-3;30354-18-8;51-80-9;27409-13-8;487-89-8;62992-33-0;83-34-1. |
| Q: What is the boiling point of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine? |
| A: Boiling point of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine is 293.9±15.0 °C at 760 mmHg. |
| Q: What is the English name of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine? |
| A: The English name of 1-(1H-indol-3-yl)-N,N-dimethylmethanamine is 1-(1H-indol-3-yl)-N,N-dimethylmethanamine. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| Dayang Chem (Hangzhou) Co., Ltd. |