IUPAC/Chemical Name
(S)-2-(5-propyldihydrofuran-2(3H)-ylidene)cyclopentane-1,3-dione
InChi Key
AFHDYMGMZUYZQT-QMMMGPOBSA-N
InChi Code
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
SMILES Code
CCC[C@H]1CCC(O1)=C2C(=O)CCC2=O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
208.26
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Ono M, Okamoto M, Kawabe N, Umezawa H, Takeuchi T. Oudenone, a novel tyrosine hydroxylase inhibitor from microbial origin. J Am Chem Soc. 1971 Mar 10;93(5):1285-6. doi: 10.1021/ja00734a054. PMID: 5545929.
2: Ozawa H, Koide T. Pharmacodynamic actions of (S)-2-[4,5-dihydro-5-propyl-2-(3H)-furylidene]-1,3-cyclopentanedione (oudenone). Jpn J Pharmacol. 1976 Oct;26(5):581-92. doi: 10.1254/jjp.26.581. PMID: 1003711.
3: Koizumi S, Nagatsu T, Iinuma H, Ohno M, Takeuchi T, Umezawa H. Inhibition of phenylalanine hydroxylase, a pterin-requiring monooxygenase, by oudenone and its derivatives. J Antibiot (Tokyo). 1982 Apr;35(4):458-62. doi: 10.7164/antibiotics.35.458. PMID: 7096201.
4: Tsantrizos YS, Yang X, McClory A. 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. 1999 Sep 3;64(18):6609-6614. doi: 10.1021/jo9901135. PMID: 11674663.
5: Nagatsu T, Nagatsu I, Umezawa H, Takeuchi T. Effect of oudenone on adrenal tyrosine hydroxylase activity in vivo and on tissue catecholamine concentrations. Biochem Pharmacol. 1971 Sep;20(9):2505-7. doi: 10.1016/0006-2952(71)90251-6. PMID: 4147779.
6: Umezawa H, Takeuchi T, Linuma H, Suzuki K, Ito M. A new microbial product, oudenone, inhibiting tyrosine hydroxylase. J Antibiot (Tokyo). 1970 Oct;23(10):514-8. doi: 10.7164/antibiotics.23.514. PMID: 4991641.
