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3,4-Divanillyltetrahydrofuran

PubChem CID: 182210

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Compound Synonyms 3,4-divanillyltetrahydrofuran, 34730-78-4, 4-[[4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl]-2-methoxyphenol, SCUTELLAREIN TETRAMETHYLETHER(RG), 3,4-Divanilyletrahydrofuran, 3,4-divanillyl tetrahydrofuran, CHEMBL405043, Creosol, alpha,alpha'-(tetrahydro-3,4-furandiyl)di-, SCHEMBL3470642, DTXSID20956217, ROGUIJKVZZROIQ-UHFFFAOYSA-N, (-) 3,4-divanillyl tetrahydrofuran, 4,4'-Dihydroxy-3,3'-dimethoxy-9,9'-epoxylignan, Q4634070, 4,4'-(Tetrahydrofuran-3,4-diyl)bis(methylene)bis(2-methoxyphenol)
Topological Polar Surface Area 68.2
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 25.0
Description 4,4'-dihydroxy-3,3'-dimethoxy-9,9'-epoxylignan, also known as 34-divanillyltetrahydrofuran or dv-tetrahydrofuran, is a member of the class of compounds known as 9,9'-epoxylignans. 9,9'-epoxylignans are lignans with a structure based on the 9,9'-epoxylignan skeleton, which consists of a tetrahydrofuran that carries two benzyl groups at the 3- and 4-positions. Additionally they are oxygenated at the 2-position to form dibenzylbutyrolactones (oxo group) or a dibenzylbutyrolactols (hydroxyl group). 4,4'-dihydroxy-3,3'-dimethoxy-9,9'-epoxylignan is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4,4'-dihydroxy-3,3'-dimethoxy-9,9'-epoxylignan can be found in sesame, which makes 4,4'-dihydroxy-3,3'-dimethoxy-9,9'-epoxylignan a potential biomarker for the consumption of this food product.
Isotope Atom Count 0.0
Molecular Complexity 368.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P04278
Iupac Name 4-[[4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl]-2-methoxyphenol
Prediction Hob 1.0
Class Furanoid lignans
Xlogp 3.5
Superclass Lignans, neolignans and related compounds
Subclass Tetrahydrofuran lignans
Molecular Formula C20H24O5
Prediction Swissadme 1.0
Inchi Key ROGUIJKVZZROIQ-UHFFFAOYSA-N
Fcsp3 0.4
Logs -4.068
Rotatable Bond Count 6.0
Logd 3.108
Synonyms 4,4'-[(Tetrahydro-3,4-furandiyl)bis(methylene)]bis[2-methoxyphenol], 9CI, a,a'-[Tetrahydro-3,4-furandiyl]bis[2-methoxy-p-cresol], 8CI, Anhydrosecoisolariciresinol, Divanillyltetrahydrofuran, Shonanin, DV-Tetrahydrofuran, 34-Divanillyltetrahydrofuran
Compound Name 3,4-Divanillyltetrahydrofuran
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 344.162
Formal Charge 0.0
Monoisotopic Mass 344.162
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 344.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteromonocyclic compounds
Esol -4.1458234
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
Smiles COC1=C(C=CC(=C1)CC2COCC2CC3=CC(=C(C=C3)O)OC)O
Nring 3.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent 9,9'-epoxylignans

  • 1. Outgoing r'ship FOUND_IN to/from Hippophae Rhamnoides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Sedum Sarmentosum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Trichosanthes Kirilowii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all