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Literature summary extracted from
- Eugenol and its structural analogs inhibit monoamine oxidase A and exhibit antidepressant-like activity (2005), Bioorg. Med. Chem., 13, 4777-4788.
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.4.3.4 | 2,4-dimethoxy-5-hydroxybenzaldehyde | IC50: 0.042 mM, monoamine oxidase A; IC50: 0.39 mM | Homo sapiens |  |
| 1.4.3.4 | 2,6-dimethoxyphenol | IC50: 0.0624 mM, monoamine oxidase A; IC50: above 0.5 mM, monoamine oxidase B | Homo sapiens | |
| 1.4.3.4 | 2-methoxyphenol | IC50: 0.175 mM, monoamine oxidase A; IC50: above 0.5 mM, monoamine oxidase B | Homo sapiens | |
| 1.4.3.4 | 2-methyl-5-methylaniline | IC50: 0.15 mM, monoamine oxidase A; IC50: above 0.5 mM | Homo sapiens | |
| 1.4.3.4 | 3,4-dimethoxyaniline | IC50: 0.131 mM, monoamine oxidase A | Homo sapiens | |
| 1.4.3.4 | 3-methoxyphenol | IC50: 0.024 mM, monoamine oxidase A | Homo sapiens | |
| 1.4.3.4 | 4-hydroxy-3-methoxy-alpha(methylaminomethyl)benzyl alcohol | IC50: 0.0089 mM, monoamine oxidase B; IC50: 0.0134 mM, monoamine oxidase A | Homo sapiens | |
| 1.4.3.4 | 4-Hydroxy-3-methoxybenzylamine | IC50: 0.13 mM, monoamine oxidase A; IC50: 0.382 mM, monoamine oxidase B | Homo sapiens | |
| 1.4.3.4 | 4-hydroxy-3-methoxyphenethyl alcohol | IC50: 0.18 mM, monoamine oxidase A | Homo sapiens | |
| 1.4.3.4 | 4-hydroxy-3-methoxyphenyl acetone | IC50: 0.0302 mM, monoamine oxidase A | Homo sapiens | |
| 1.4.3.4 | cis-2,4,5-trimethoxypropenylbenzene | IC50: 0.142 mM, monoamine oxidase A; IC50: 0.362 mM, monoamine oxidase B | Homo sapiens | |
| 1.4.3.4 | ethyl 4-hydroxy-3-methoxycinnamate | IC50: 0.0057 mM, monoamine oxidase B; IC50: 0.0247 mM, monoamine oxidase A | Homo sapiens | |
| 1.4.3.4 | ethyl-4-hydroxy-3-methoxyphenylacetate | IC50: 0.081 mM, monoamine oxidase A | Homo sapiens | |
| 1.4.3.4 | eugenol | IC50: 0.0344 mM, monoamine oxidase A; IC50: 0.288 mM, monoamine oxidase B | Homo sapiens | |
| 1.4.3.4 | eugenol methyl ether | IC50: 0.11 mM, monoamine oxidase A; IC50: 0.269 mM, monoamine oxidase B | Homo sapiens | |
| 1.4.3.4 | metanephrine | IC50: 0.252 mM, monoamine oxidase A | Homo sapiens | |
| 1.4.3.4 | additional information | no inhibition by 4-hydroxy-3-methoxyophenylethyl alcohol, ethyl-4-hydroxy-3-methoxyphenylacetate, metanephrine, 3,4-dimethoxy-5-hydroxybenzaldehyde and 3-methoxyphenol | Homo sapiens | |
| 1.4.3.4 | o-eugenol | IC50: 0.101 mM, monoamine oxidase A; IC50: above 0.5 mM, monoamine oxidase B | Homo sapiens | |
| 1.4.3.4 | trans-2,4,5-trimethoxypropenylbenzene | IC50: 0.124 mM, monoamine oxidase A; IC50: 0.338 mM, monoamine oxidase B | Homo sapiens | |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.4.3.4 | 0.192 | - |
serotonin | monoamine oxidase A | Homo sapiens | |
| 1.4.3.4 | 0.192 | - |
serotonin | monoamine oxidase B | Homo sapiens | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.4.3.4 | Homo sapiens | P21397 | - |
- |
| 1.4.3.4 | Homo sapiens | P27338 | - |
- |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.4.3.4 | dopamine + H2O + O2 | - |
Homo sapiens | (3,4-dihydroxyphenyl)acetaldehyde + NH3 + H2O2 | - |
? | |
| 1.4.3.4 | serotonin + H2O + O2 | - |
Homo sapiens | (5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2 | - |
r | |
| 1.4.3.4 | serotonin + H2O + O2 | monoamine oxidase A | Homo sapiens | (5-hydroxy-1H-indol-3-yl)acetaldehyde + NH3 + H2O2 | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.4.3.4 | MAOA | - |
Homo sapiens |
| 1.4.3.4 | MAOB | - |
Homo sapiens |
| 1.4.3.4 | monoamine oxidase A | - |
Homo sapiens |
| 1.4.3.4 | monoamine oxidase B | - |
Homo sapiens |
Ki Value [mM]
| EC Number | Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.4.3.4 | 0.026 | - |
eugenol | monoamine oxidase A | Homo sapiens | |
| 1.4.3.4 | 0.211 | - |
eugenol | monoamine oxidase B | Homo sapiens | |
IC50 Value
| EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|---|
| 1.4.3.4 | 0.0057 | - |
IC50: 0.0057 mM, monoamine oxidase B | Homo sapiens | ethyl 4-hydroxy-3-methoxycinnamate | |
| 1.4.3.4 | 0.0089 | - |
IC50: 0.0089 mM, monoamine oxidase B | Homo sapiens | 4-hydroxy-3-methoxy-alpha(methylaminomethyl)benzyl alcohol | |
| 1.4.3.4 | 0.0134 | - |
IC50: 0.0134 mM, monoamine oxidase A | Homo sapiens | 4-hydroxy-3-methoxy-alpha(methylaminomethyl)benzyl alcohol | |
| 1.4.3.4 | 0.024 | - |
IC50: 0.024 mM, monoamine oxidase A | Homo sapiens | 3-methoxyphenol | |
| 1.4.3.4 | 0.0247 | - |
IC50: 0.0247 mM, monoamine oxidase A | Homo sapiens | ethyl 4-hydroxy-3-methoxycinnamate | |
| 1.4.3.4 | 0.0302 | - |
IC50: 0.0302 mM, monoamine oxidase A | Homo sapiens | 4-hydroxy-3-methoxyphenyl acetone | |
| 1.4.3.4 | 0.0344 | - |
IC50: 0.0344 mM, monoamine oxidase A | Homo sapiens | eugenol | |
| 1.4.3.4 | 0.042 | - |
IC50: 0.042 mM, monoamine oxidase A | Homo sapiens | 2,4-dimethoxy-5-hydroxybenzaldehyde | |
| 1.4.3.4 | 0.0624 | - |
IC50: 0.0624 mM, monoamine oxidase A | Homo sapiens | 2,6-dimethoxyphenol | |
| 1.4.3.4 | 0.081 | - |
IC50: 0.081 mM, monoamine oxidase A | Homo sapiens | ethyl-4-hydroxy-3-methoxyphenylacetate | |
| 1.4.3.4 | 0.101 | - |
IC50: 0.101 mM, monoamine oxidase A | Homo sapiens | o-eugenol | |
| 1.4.3.4 | 0.11 | - |
IC50: 0.11 mM, monoamine oxidase A | Homo sapiens | eugenol methyl ether | |
| 1.4.3.4 | 0.124 | - |
IC50: 0.124 mM, monoamine oxidase A | Homo sapiens | trans-2,4,5-trimethoxypropenylbenzene | |
| 1.4.3.4 | 0.13 | - |
IC50: 0.13 mM, monoamine oxidase A | Homo sapiens | 4-Hydroxy-3-methoxybenzylamine | |
| 1.4.3.4 | 0.131 | - |
IC50: 0.131 mM, monoamine oxidase A | Homo sapiens | 3,4-dimethoxyaniline | |
| 1.4.3.4 | 0.142 | - |
IC50: 0.142 mM, monoamine oxidase A | Homo sapiens | cis-2,4,5-trimethoxypropenylbenzene | |
| 1.4.3.4 | 0.15 | - |
IC50: 0.15 mM, monoamine oxidase A | Homo sapiens | 2-methyl-5-methylaniline | |
| 1.4.3.4 | 0.175 | - |
IC50: 0.175 mM, monoamine oxidase A | Homo sapiens | 2-methoxyphenol | |
| 1.4.3.4 | 0.18 | - |
IC50: 0.18 mM, monoamine oxidase A | Homo sapiens | 4-hydroxy-3-methoxyphenethyl alcohol | |
| 1.4.3.4 | 0.252 | - |
IC50: 0.252 mM, monoamine oxidase A | Homo sapiens | metanephrine | |
| 1.4.3.4 | 0.269 | - |
IC50: 0.269 mM, monoamine oxidase B | Homo sapiens | eugenol methyl ether | |
| 1.4.3.4 | 0.288 | - |
IC50: 0.288 mM, monoamine oxidase B | Homo sapiens | eugenol | |
| 1.4.3.4 | 0.338 | - |
IC50: 0.338 mM, monoamine oxidase B | Homo sapiens | trans-2,4,5-trimethoxypropenylbenzene | |
| 1.4.3.4 | 0.362 | - |
IC50: 0.362 mM, monoamine oxidase B | Homo sapiens | cis-2,4,5-trimethoxypropenylbenzene | |
| 1.4.3.4 | 0.382 | - |
IC50: 0.382 mM, monoamine oxidase B | Homo sapiens | 4-Hydroxy-3-methoxybenzylamine | |
| 1.4.3.4 | 0.39 | - |
IC50: 0.39 mM | Homo sapiens | 2,4-dimethoxy-5-hydroxybenzaldehyde | |
| 1.4.3.4 | 0.5 | - |
IC50: above 0.5 mM | Homo sapiens | 2-methyl-5-methylaniline | |
| 1.4.3.4 | 0.5 | - |
IC50: above 0.5 mM, monoamine oxidase B | Homo sapiens | 2,6-dimethoxyphenol | |
| 1.4.3.4 | 0.5 | - |
IC50: above 0.5 mM, monoamine oxidase B | Homo sapiens | 2-methoxyphenol | |
| 1.4.3.4 | 0.5 | - |
IC50: above 0.5 mM, monoamine oxidase B | Homo sapiens | o-eugenol | |
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