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Gramine

CAT: 0013-GTR19159307-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159307-02Size:500 mg
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Description
Gramine, also known as Donaxine, is a naturally occurring indole alkaloid present in several plant species. Gramine may play a defensive role in these plants, since it is toxic to many organisms. Gramine inhibits angiogenesis and induces apoptosis via modulation of TGF-β signalling in 7,12 dimethylbenz[a]anthracene (DMBA) induced hamster buccal pouch carcinoma.
CAS Number
87-52-5
Product Name Alternative
Donaxine | Gramine | NSC 16892 | NSC-16892
Purity
>98% (HPLC)
Solubility
DMSO : ≥ 125 mg/mL; 717.40 mM
Smiles
CN (C) Cc1c[nH]c2ccccc12
Molecular Formula
C11H14N2
Molecular Weight
174.24
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
3- (Dimethylaminomethyl) indole

Chemical Information

Gramine

Gramine is an aminoalkylindole that is indole carrying a dimethylaminomethyl substituent at postion 3. It has a role as an antiviral agent, an antibacterial agent, a serotonergic antagonist and a plant metabolite. It is an aminoalkylindole, an indole alkaloid and a tertiary amino compound. It is a conjugate base of a gramine(1+).

CAS Number87-52-5
PubChem CID6890
IUPAC Name1-(1H-indol-3-yl)-N,N-dimethylmethanamine
Molecular FormulaC11H14N2
Molecular Weight174.24
XLogP1.8
Topological Polar Surface Area19
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Heavy Atom Count13
Formal Charge0
Complexity167
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
InChIKey
OCDGBSUVYYVKQZ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Gramine
CAS: 87-52-5
CID: 6890
Formula: C11H14N2
MW: 174.24
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight174.24
XLogP31.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass174.115698455
Monoisotopic Mass174.115698455
Topological Polar Surface Area19 Ų
Heavy Atom Count13
Formal Charge0
Complexity167
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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