Oudenone
Names
Preferred IUPAC name
2-[(5S )-5-Propyloxolan-2-ylidene]cyclopentane-1,3-dione
Identifiers
ChemSpider
UNII
InChI=1S/C12H16O3/c1-2-3-8-4-7-11(15-8)12-9(13)5-6-10(12)14/h8H,2-7H2,1H3/t8-/m0/s1
Y Key: AFHDYMGMZUYZQT-QMMMGPOBSA-N
Y InChI=1/C12H16O3/c1-2-3-8-4-7-11(15-8)12-9(13)5-6-10(12)14/h8H,2-7H2,1H3/t8-/m0/s1
Key: AFHDYMGMZUYZQT-QMMMGPOBBE
O=C1C(/C(=O)CC1)=C2/O[C@H](CC2)CCC
Properties
C12 H16 O3
Molar mass
208.25 g/mol
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Oudenone is a molecule found in fungus metabolism.[ 1] It is an inhibitor of the enzyme tyrosine hydroxylase .
References
^ Tsantrizos YS, Yang X, McClory A (September 1999). "Studies on the Biosynthesis of the Fungal Metabolite Oudenone. 2. Synthesis and Enzymatic Cyclization of an alpha-Diketone, Open-Chain Precursor into Oudenone in Cultures of Oudemansiella radicata ". J. Org. Chem . 64 (18): 6609– 6614. doi :10.1021/jo9901135 . PMID 11674663 .
Non-specific
AAAD Tooltip Aromatic L-amino acid decarboxylase MAO Tooltip Monoamine oxidase
Phenethylamines (dopamine , epinephrine ,norepinephrine )
PAH Tooltip Phenylalanine hydroxylase TH Tooltip Tyrosine hydroxylase DBH Tooltip Dopamine beta-hydroxylase PNMT Tooltip Phenylethanolamine N-methyltransferase
Inhibitors: CGS-19281A
SKF-64139
SKF-7698
COMT Tooltip Catechol-O-methyl transferase
Tryptamines (serotonin , melatonin )
TPH Tooltip Tryptophan hydroxylase AANAT Tooltip Serotonin N-acetyl transferase ASMT Tooltip Acetylserotonin O-methyltransferase
Histamine
HDC Tooltip Histidine decarboxylase HNMT Tooltip Histamine N-methyltransferase
Substrates→Products: Histamine →N-Methylhistamine
DAO Tooltip Diamine oxidase
Substrates→Products: Histamine →Imidazole acetic acid
See also: Receptor/signaling modulators • Adrenergics • Dopaminergics • Melatonergics • Serotonergics • Monoamine reuptake inhibitors • Monoamine releasing agents • Monoamine neurotoxins