3,4-Divanillyltetrahydrofuran

HCID 182210CAS 34730-78-4

Substructure search Find similar structures

Basic information

Standard SMILES: COc1cc(CC2COCC2Cc2ccc(O)c(OC)c2)ccc1O
InChIKey: ROGUIJKVZZROIQ-UHFFFAOYSA-N
Molecular formula: C20H24O5
Average molar mass: 344.4 g/mol
Monoisotopic mass: 344.16237387

Overview

3,4-Divanillyltetrahydrofuran has been reported in Punica granatum, Dracaena draco, and Illicium verum with data available.

Names & identifiers

Preferred name: 3,4-Divanillyltetrahydrofuran
IUPAC: 4-[[4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl]-2-methoxyphenol
English name: Scutellarein tetramethylether(rg)
Molecular formula: C20H24O5
Molecular weight: 344.4

Names & synonyms

3,4-divanillyltetrahydrofuran34730-78-44-[[4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl]-2-methoxyphenolDTXSID209562174-((4-((4-hydroxy-3-methoxyphenyl)methyl)oxolan-3-yl)methyl)-2-methoxyphenolRefChem:910647DTXCID3013841893,4-DivanilyltetrahydrofuranSCUTELLAREIN TETRAMETHYLETHER(RG)divanillyltetrahydrofuran3,4-Divanilyletrahydrofuran3,4-divanillyl tetrahydrofuran

Show more names

4-Divanillyltetrahydrofuran3,4-divanillyltetrahydrofura (Neetle Root extract)3,4-divanillyltetrahydrofuran (Nettle root extract )4,4'-(tetrahydrofuran-3,4-diyldiMethanediyl)bis(2-Methoxyphenol)4,4'-(Tetrahydrofuran-3,4-diyl)bis(methylene)bis(2-methoxyphenol)4,4'-[(Tetrahydro-3,4-furandiyl)bis(methylene)]bis[2-methoxyphenol]Phenol, 4,4'-[(tetrahydro-3,4-furandiyl)bis(methylene)]bis[2-methoxy-

CHEMBL405043Creosol, alpha,alpha'-(tetrahydro-3,4-furandiyl)di-SCHEMBL3470642SCHEMBL30098864Phenol, 4,4'-[[(3R,4R)-tetrahydro-3,4-furandiyl]bis(methylene)]bis[2-methoxy-ROGUIJKVZZROIQ-UHFFFAOYSA-N(-) 3,4-divanillyl tetrahydrofuran4,4'-Dihydroxy-3,3'-dimethoxy-9,9'-epoxylignan

Database identifiers

CAS: 34730-78-4
PubChem CID: 182210
DTXSID: DTXSID20956217
ChEMBL: CHEMBL405043
Nikkaji: J978.723B

Properties

Computed structural properties

XLogP: 3.5
Topological polar surface area: 68.2 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 6
Heavy atoms: 25
Formal charge: 0
Complexity: 368

Physicochemical properties

Melting point: 116 · 116-117℃
Boiling point: 527.8 · 527.8±45.0 °C(Predicted)
Density: 1.224 · 1.224
pka: 9.8 · 9.80±0.20(Predicted)
InChI: InChI=1S/C20H24O5/c1-23-19-9-13(3-5-17(19)21)7-15-11-25-12-16(15)8-14-4-6-18(22)20(10-14)24-2/h3-6,9-10,15-16,21-22H,7-8,11-12H2,1-2H3
InChIKey: ROGUIJKVZZROIQ-UHFFFAOYSA-N
SMILES: O1CC(CC2=CC=C(O)C(OC)=C2)C(CC2=CC=C(O)C(OC)=C2)C1

Chemistry & industry

Applications

Uses3,4-Divanilyltetrahydrofuran is the main active ingredient of nettle root which can increase steroid hormones in the bloodstream for many of bodybuilders. 3,4-Divanilyltetrahydrofuran is used in preparations for enhancing libido in mammals.