Chemical Formula: C12H12N2O
Chemical Formula C12H12N2O
Found 92 metabolite its formula value is C12H12N2O
Harmalol
C12H12N2O (200.09495819999998)
Harmalol is found in fruits. Harmalol is an alkaloid from Passiflora incarnata (maypops). Harmaline is a reversible inhibitor of MAO-A (RIMA). Harmine is a reversible inhibitor of MAO-A (RIMA). It is important to note that unlike synthetic pharmaceutical MAOIs such as phenelzine, harmine is reversible and selective meaning it does not have nearly as high a risk for the "cheese syndrome" caused by consuming tyramine-containing foods, which is a risk associated with monoamine oxidase A inhibitors, but not monoamine oxidase B inhibitors. Several alkaloids that function as monoamine oxidase inhibitors (MAOIs) are found in the seeds of Peganum harmala (also known as Harmal or Syrian Rue), including harmine, harmaline, and harmalol, which are members of a group of substances with a similar chemical structure collectively known as harmala alkaloids. These alkaloids are of interest for their use in Amazonian shamanism, where they are derived from other plants. The harmala alkaloid harmine which was once known as Telepathine and Banisterine is a naturally occurring beta-carboline alkaloid that is structurally related to harmaline, and also found in the vine Banisteriopsis caapi. Tetrahydroharmine is also found in B. caapi, but not P. harmala. Dr. Alexander Shulgin has suggesed that harmaline may be a breakdown product of harmine. Harmine and harmaline are reversible MAOIs of the MAO-A isoform of the enzyme, and can stimulate the central nervous system by inhibiting the metabolism of monoamine compounds such as serotonin and norepinephrine. The harmala alkaloids occur in Peganum harmala in concentrations of roughly 3\\%, though tests have documented anywhere from 2-7\\%, as natural sources tend to vary widely in chemical makeup. Harmala alkaloids are also found in the Banisteriopsis caapi vine, the key plant ingredient in the sacramental beverage Ayahuasca, in concentrations that range between 0.31-8.43\\% for harmine, 0.03-0.83\\% for harmaline and 0.05-2.94\\% for tetrahydroharmine. Other psychoactive plants are often added to Ayahuasca to achieve visionary states of consciousness; for example leaves from Psychotria viridis, which is a source of dimethyltryptamine (DMT). The harmala alkaloids serve to potentiate these brewed compounds by preventing their breakdown in the digestive tract. The harmala alkaloids are not especially psychoactive on their own, even at high dosages, when vomiting and diarrhea become the main effect Alkaloid from Passiflora incarnata (maypops)
N-hydroxy-2-naphthalen-1-ylethanimidamide
C12H12N2O (200.09495819999998)
Harmolol
C12H12N2O (200.09495819999998)
A harmala alkaloid in which the harman skeleton is hydroxy-substituted at C-7 and has been reduced across the 3,4 bond. relative retention time with respect to 9-anthracene Carboxylic Acid is 0.398 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.395 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.387 relative retention time with respect to 9-anthracene Carboxylic Acid is 0.386
8,9-Dihydro-6H-pyrido[2,1-b]quinazolin-11(7H)-one
C12H12N2O (200.09495819999998)
1H-Benzimidazole,1-ethenyl-2-[(ethenyloxy)methyl]-(9CI)
C12H12N2O (200.09495819999998)
ACETAMIDE, N-(4-AMINO-1-NAPHTHYL)-
C12H12N2O (200.09495819999998)
2-PHENYL-4,5,6,7-TETRAHYDROOXAZOLO[5,4-C]PYRIDINE
C12H12N2O (200.09495819999998)
1-(4-AMINO-2-FLUOROPHENYL)ETHANONE
C12H12N2O (200.09495819999998)
1H-Benzimidazole,1-(5,6-dihydro-2H-pyran-2-yl)-,(S)-(9CI)
C12H12N2O (200.09495819999998)
1-(4-(4-Methyl-1H-imidazol-1-yl)phenyl)ethanone
C12H12N2O (200.09495819999998)
Benzenamine, 4-(6-methoxy-3-pyridinyl)- (9CI)
C12H12N2O (200.09495819999998)
2-[(1-METHYL-3-OXO-3-PHENYL-1-PROPENYL)AMINO]ACETONITRILE
C12H12N2O (200.09495819999998)
2-(1-METHYL-1H-IMIDAZOL-2-YL)-1-PHENYLETHANONE
C12H12N2O (200.09495819999998)
(5-Ethoxy-1H-indol-3-yl)acetonitrile
C12H12N2O (200.09495819999998)
4-METHOXY-NAPHTHALENE-1-CARBOXAMIDINE
C12H12N2O (200.09495819999998)
2-BENZOYL-3-(DIMETHYLAMINO)ACRYLONITRILE
C12H12N2O (200.09495819999998)
2-(5-METHOXY-PYRIDIN-2-YL)-PHENYLAMINE
C12H12N2O (200.09495819999998)
2-Methoxy-1-naphthalenecarboximidamide
C12H12N2O (200.09495819999998)
6-(3,6-dihydro-2h-pyran-4-yl)-1h-indazole
C12H12N2O (200.09495819999998)
(4-Methyl-2,2-bipyridin-4-yl)methanol
C12H12N2O (200.09495819999998)
2-PHENYL-4,5,6,7-TETRAHYDROOXAZOLO[4,5-C]PYRIDINE
C12H12N2O (200.09495819999998)
3-[3-(dimethylamino)prop-2-enoyl]benzonitrile
C12H12N2O (200.09495819999998)
3-Pyridinemethanamine,6-phenoxy-(9CI)
C12H12N2O (200.09495819999998)
5-(3,6-dihydro-2h-pyran-4-yl)-1h-indazole
C12H12N2O (200.09495819999998)
N-[2-AMINO-1-(3-METHYLTHIEN-2-YL)ETHYL]-N,N-DIMETHYLAMINE HYDROCHLORIDE
C12H12N2O (200.09495819999998)
4-(3,5-Dimethyl-1H-pyrazol-1-yl)benzaldehyde
C12H12N2O (200.09495819999998)
1-Methyl-5-p-tolyl-1H-pyrazole-4-carbaldehyde
C12H12N2O (200.09495819999998)
2-imidazol-1-yl-1-(4-methylphenyl)ethanone
C12H12N2O (200.09495819999998)
2-Methyl-5-(p-methoxyphenyl)pyrimidine
C12H12N2O (200.09495819999998)
2,3,4,5-Tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one
C12H12N2O (200.09495819999998)
BOC-(4S,2RS)-2-PHENYLTHIAZOLIDINE-4-CARBOXYLIC ACID
C12H12N2O (200.09495819999998)
4-acetyl-5-methyl-1-phenylpyrazole
C12H12N2O (200.09495819999998)
N-(1-Cyano-2,3-dihydro-1H-inden-5-yl)acetamide
C12H12N2O (200.09495819999998)
5-methyl-1-(2-methylphenyl)pyrazole-4-carbaldehyde
C12H12N2O (200.09495819999998)
Benzenamine, N-methyl-4-(4-pyridinyloxy)- (9CI)
C12H12N2O (200.09495819999998)
6-amino-1-methyl-4-phenylpyridin-2-one
C12H12N2O (200.09495819999998)
2,5-Dimethyl-1-pyridin-3-yl-1H-pyrrole-3-carbaldehyde
C12H12N2O (200.09495819999998)
4-Isobutyloxy-1,3-benzenedicarbonitrile
C12H12N2O (200.09495819999998)
(4-METHYL-2,5-DIOXO-4-PHENYLIMIDAZOLIDIN-1-YL)ACETICACID
C12H12N2O (200.09495819999998)
Pyrido[1,2-a]benzimidazol-1(2H)-one, 3,4-dihydro-3-methyl- (9CI)
C12H12N2O (200.09495819999998)
4-(2-OXO-PIPERIDIN-1-YL)-BENZONITRILE
C12H12N2O (200.09495819999998)
Conivaptan hydrochloride Impurity E
C12H12N2O (200.09495819999998)
5-(4-Methoxyphenyl)-2-pyridinamine
C12H12N2O (200.09495819999998)
6-(4-Methoxyphenyl)pyridin-3-amine
C12H12N2O (200.09495819999998)
4(3H)-Pyrimidinone,6-methyl-2-(phenylmethyl)-
C12H12N2O (200.09495819999998)
3,5-Dimethyl-1-phenyl-1H-pyrazole-4-carbaldehyde
C12H12N2O (200.09495819999998)
2-(2-methylimidazol-1-yl)-1-phenyl-ethanone
C12H12N2O (200.09495819999998)
3-(3,4-dihydro-1H-isoquinolin-2-yl)-3-oxo-propanenitrile
C12H12N2O (200.09495819999998)
1H-Benzimidazole-2-carboxaldehyde,1-(2-methyl-2-propenyl)-(9CI)
C12H12N2O (200.09495819999998)
2,5-DIMETHYL-1-PYRIDIN-2-YL-1H-PYRROLE-3-CARBALDEHYDE
C12H12N2O (200.09495819999998)
(4-PHENOXYPHENYL)HYDRAZINE HYDROCHLORIDE
C12H12N2O (200.09495819999998)
3-(1H-IMIDAZOL-1-YL)-1-PHENYL-1-PROPANONE
C12H12N2O (200.09495819999998)
3-phenyl-4,5,6,7-tetrahydro-[1,2]oxazolo[4,5-c]pyridine
C12H12N2O (200.09495819999998)
3-Methyl-4-(3-pyridinyloxy)aniline
C12H12N2O (200.09495819999998)
1H-Benzimidazole,5-methoxy-1-methyl-2-(1-propynyl)-(9CI)
C12H12N2O (200.09495819999998)
4-Oxo-1-(2-pyridinyl)cyclohexanecarbonitrile
C12H12N2O (200.09495819999998)
Quinoline, 1-(cyanoacetyl)-1,2,3,4-tetrahydro- (9CI)
C12H12N2O (200.09495819999998)
4-methoxy-N-(2-pyrrolylidenemethyl)aniline
C12H12N2O (200.09495819999998)
N-(1,2,3,9-Tetrahydrocarbazol-4-ylidene)hydroxylamine
C12H12N2O (200.09495819999998)