Basic information
- CAS
20223-76-1- Standard SMILES
C=C1C(=O)OC2C(=O)OC(CCCCCCCC)C12- InChIKey
GSTQYRQXFPSWSH-UHFFFAOYSA-N- Molecular formula
- C15H22O4
- Average molar mass
- 266.33 g/mol
- Monoisotopic mass
- 266.15180918
Overview
See also: Avenaciolide (annotation moved to).
Names & identifiers
- Preferred name
- 3-methylidene-4-octyl-4,6a-dihydro-3aH-furo[3,4-b]furan-2,6-dione
- IUPAC
- 3-methylidene-4-octyl-4,6a-dihydro-3aH-furo[3,4-b]furan-2,6-dione
- English name
- Furo(3,4-b)furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-, (+-)-
- Molecular formula
- C15H22O4
- Molecular weight
- 266.33
Names & synonyms
16993-42-33-methylidene-4-octyl-4,6a-dihydro-3aH-furo[3,4-b]furan-2,6-dione(-)-AvenaciolideFuro[3,4-b]furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-,(3aR,4R,6aR)-DTXSID70942302BBA05770NSC179483Furo[3,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-3-Methylidene-4-octyldihydrofuro[3,4-b]furan-2,6(3H,4H)-dioneFuro(3,4-b)furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-, (+-)-Furo[3,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-, [3aR-(3a.alpha.,4.alpha.,6a.alpha.)]-Avenaciolid
Show more names
Furo[3,4-b]furan-2,6(3H,4H)-dione, dihydro-3-methylene-4-octyl-, (3aR,4R,6aR)-rel-
Database identifiers
- CAS
20223-76-1、26057-70-5
Properties
Computed structural properties
- XLogP
- 4.3
- Topological polar surface area
- 52.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 7
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 374
Physicochemical properties
- Melting point
- 55 · 55-56 °C
- Boiling point
- 458.2 · 458.2±45.0 °C(Predicted)
- Density
- 1.1 · 1.10±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Soluble in DMSO
Chemistry & industry
Applications
DescriptionAvenaciolide is a water-insoluble fungal metabolite originally isolated from A. avenaceus. It inhibits glutamate transport in isolated rat liver mitochondria (Ki = 8 μM).
UsesAvenaciolide is an antifungal bis-γ-lactone found in Aspergillus avenaceus. Avenaciolide has also antibacterial action. Avenaciolide is a specific inhibitor of glutamate transport in rat liver mitochondria. Avenaciolide interferes with the ability of ADP to stimulate the rate of glutamate oxidation[1][2].
Upstream & downstream products
Upstream raw materials
Suppliers5 total
北京百奥创新科技有限公司15522676233 · [email protected]
上海一研生物科技有限公司021-69985186 13611928337 · [email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
ChemeGen 中国18818260767 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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