Gramine
- Formula: C11H14N2
- Molecular weight: 174.2423
- IUPAC Standard 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
- IUPAC Standard InChIKey: OCDGBSUVYYVKQZ-UHFFFAOYSA-N
- CAS Registry Number: 87-52-5
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: 1H-Indole-3-methanamine, N,N-dimethyl-; Indole, 3-[(dimethylamino)methyl]-; Donaxin; Donaxine; Gramin; 3-[(Dimethylamino)methyl]indole; β-Dimethylaminomethylindole; beta-(Dimethylaminomethyl)indole; 3-(N,N-Dimethylaminomethyl)indole; N,N-Dimethyl-1H-indole-3-methylamine; (1H-Indol-3-ylmethyl)-dimethyl-amine; NSC 16892; b-(Dimethylaminomethyl)indole; 3-Dimethylaminomethylindol (gramin); 1H-Indol-3-yl-N,N-dimethylmethanamine; indol-3-ylmethyldimethylamine
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Gas phase ion energetics data
Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.69 ± 0.16 | PE | Domelsmith, Munchausen, et al., 1977 | Vertical value |
Mass spectrum (electron ionization)
Go To: Top, Gas phase ion energetics data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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| Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | NIST Mass Spectrometry Data Center |
| NIST MS number | 352447 |
Gas Chromatography
Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 1620. | Przybylak, Ciesiolka, et al., 2005 | He, 180. C @ 2. min, 5. K/min, 300. C @ 10. min; Column length: 30. m; Column diameter: 0.25 mm |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-1 | 1620. | El-Shazly, Ateya, et al., 2001 | Helium; Column length: 15. m; Column diameter: 0.317 mm; Program: 150 0C (2 min) 15 0C/min -> 250 0C 25 0C/min -> 300 0C (5 min) |
| Capillary | DB-1 | 1622. | Wink, Meissner, et al., 1995 | Column length: 30. m; Column diameter: 0.3 mm; Program: not specified |
References
Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Domelsmith, Munchausen, et al., 1977
Domelsmith, L.N.; Munchausen, L.L.; Houk, K.N.,
Photoelectron spectra of psychotropic drugs. 1. Phenethylamines, tryptamines, and LSD,
J. Am. Chem. Soc., 1977, 99, 4311. [all data]
Przybylak, Ciesiolka, et al., 2005
Przybylak, J.K.; Ciesiolka, D.; Wysocka, W.; García-López, P.M.; Ruiz-López, M.A.; Wysocki, W.; Gulewicz, K.,
Alkaloid profiles of Mexican wild lupin and an effect of alkaloid preparation from Lupinus exaltatus seeds on growth and yield of paprika (Capsicum annuum L.),
Ind. Crops Prod., 2005, 21, 1, 1-7, https://doi.org/10.1016/j.indcrop.2003.12.001
. [all data]
El-Shazly, Ateya, et al., 2001
El-Shazly, A.; Ateya, A.-M.M.; Wink, M.,
Quinolizidine alkaloid profiles of lupunus varius orientalis. L. albus albus, L. hartwegii, and L. densiflorus,
Z. Naturforsch., 2001, 56c, 21-30. [all data]
Wink, Meissner, et al., 1995
Wink, M.; Meissner, C.; Witte, L.,
Patterns of quinolizidine alkaloids in 56 species of the genus Lupinus,
Phytochemistry, 1995, 38, 1, 139-153, https://doi.org/10.1016/0031-9422(95)91890-D
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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