(2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one
Basic information
- CAS
3466-09-9- Standard SMILES
C=C(C)C1Cc2c(ccc3c(=O)c4c(oc23)COc2cc(OC)c(OC)cc2-4)O1- InChIKey
GFERNZCCTZEIET-UHFFFAOYSA-N- Molecular formula
- C23H20O6
- Average molar mass
- 392.4 g/mol
- Monoisotopic mass
- 392.12598835
Overview
LSM-21590 is a member of rotenones.
Names & identifiers
- Preferred name
- (2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one
- IUPAC
- 16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-1(13),3(11),4(8),9,14,16,18-heptaen-12-one
- English name
- (2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one
- Molecular weight
- 0
Names & synonyms
(2R)-2-Isopropenyl-8,9-dimethoxy-1,2-dihydro[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-oneSpectrum_000687SpecPlus_000107Spectrum2_001930Spectrum3_000686Spectrum4_001520Spectrum5_000319BSPBio_002411KBioGR_002219KBioSS_001167SPECTRUM201154DivK1c_006203
Show more names
Dehydrorotenone7,8-Didehydrorotenone(2R)-1,2-Dihydro-2α-isopropenyl-8,9-dimethoxy[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one(2R)-1,2-Dihydro-2α-isopropenyl-8,9-dimethoxy-[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one(R)-1,2-Dihydro-8,9-dimethoxy-2-(1-methylethenyl)-[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(12H)-one
SPBio_001939SCHEMBL4284934CHEMBL3039287KBio1_001147KBio2_003735KBio2_006303KBio3_001631CHEBI:110163
Properties
Computed structural properties
- XLogP
- 4
- Topological polar surface area
- 63.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 729
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Rotenoid flavonoids [PK1206]
Collision Cross Section
192.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
174.57 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- FDA UNII
- 7 FPD8FYQ76 · 7FPD8FYQ76
Chemistry & industry
Applications
DescriptionDehydrorotenone is a retinoid of Tephrosia egregia and has high antioxidant activity.
UsesDehydrorotenone is a rotenone analog that is resistant to alkali decomposition. When treated with alkaline solution or alkaline solution containing zinc, dehydrorotenone can absorb 2 molecules of water and convert into acid solution.
Additional notes
DefinitionChEBI: LSM-21590 is a member of rotenones.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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