(3R,3aS,6R,6aS)-3,6-bis(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
Basic information
- CAS
526-06-7- Standard SMILES
COc1ccc([C@@H]2OC[C@@H]3[C@H]2CO[C@H]3c2ccc(OC)c(OC)c2)cc1OC- InChIKey
PEUUVVGQIVMSAW-DJDZNOHASA-N- Molecular formula
- C22H26O6
- Average molar mass
- 386.4 g/mol
- Monoisotopic mass
- 386.17293854
Overview
(3R,3aS,6R,6aS)-3,6-bis(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan has been reported in Stellera chamaejasme, Metrodorea nigra, and other organisms with data available.
Names & identifiers
- Preferred name
- (3R,3aS,6R,6aS)-3,6-bis(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
- IUPAC
- (3R,3aS,6R,6aS)-3,6-bis(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan
- English name
- EUDESMINE
- Molecular formula
- C22H26O6
- Molecular weight
- 386.44
Names & synonyms
(-)-EudesminEudesmine(3R,3aS,6R,6aS)-3,6-bis(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan(1R,3aS,4R,6aS)-1,4-Bis(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan1H,3H-Furo[3,4-c]furan, 1,4-bis(3,4-dimethoxyphenyl)tetrahydro-,(1R,3aS,4R,6aS)-(-)-Eudesmin; NSC35476(1R,3AS,4R,6AS)-1,4-BIS(3,4-DIMETHOXYPHENYL)-HEXAHYDROFURO[3,4-C]FURANSCHEMBL167340CHEMBL523743orb1220285WLZ4731DTXSID701318017
Show more names
eudesminEudesaminNSC 35476Eudesmin, 10 mM in DMSOPinoresinol dimethyl ether(+)-Pinoresinol dimethyl ether(3aβ,6aβ)-3β,6β-Bis(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan(1R,3aα,6aα)-1,4α-Bis(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan(1R,3aα,6aα)-1α,4α-Bis(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan
HY-N2357MFCD00274496AKOS037514983Eudesmine, >=95% (LC/MS-ELSD)CID 325601EBC-616867AC-33993DA-63320
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 55.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 457
Physicochemical properties
- Melting point
- 108.5 · 108.5-109.5℃
- Boiling point
- 517.3 · 517.3±50.0 °C(Predicted)
- Density
- 1.173 · 1.173±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 100 mg/mL · DMSO : 100 mg/mL (258.77 mM)
- form
- Solid
- color
- White to off-white
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- InChI
- 1S/C22H26O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-28-22(16(15)12-27-21)14-6-8-18(24-2)20(10-14)26-4/h5-10,15-16,21-22H,11-12H2,1-4H3/t15-,16-,21+,22+/m1/s1
- InChIKey
- PEUUVVGQIVMSAW-DJDZNOHASA-N
- SMILES
- COc1ccc(cc1OC)[C@@H]2OCC3C2CO[C@H]3c4ccc(OC)c(OC)c4
- CAS DataBase Reference
- 526 · 526-06-7
- FDA UNII
- 3 TPV0HJ9B0 · 3TPV0HJ9B0
- UNSPSC Code
- 12352205 · 12352205
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
DescriptionCineole can be obtained by extraction from natural plants, such as Umbelliferae, Rutaceae, Aurelianaceae, Magnoliaceae, Daphneaceae.
UsesEudesmin is used in the bioguided isolation identification and activity evaluation of antifungal compounds from Acorus tatarinowii Schott.
General DescriptionNatural product derived from plant source.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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