CHEBI:141003 - 4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol

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ChEBI Name 4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol
ChEBI ID CHEBI:141003
ChEBI ASCII Name 4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol
Definition A furofuran that is tetrahydro-1H,3H-furo[3,4-c]furan which is substituted at positions 1 and 4 by 4-hydroxy-3-methoxyphenyl and 1,3-benzodioxol-5-yl groups, respectively (the 1S,3aR,4S,6aR stereoisomer). The biosynthetic precursor of (+)-sesamin.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C20H20O6
Net Charge 0
Average Mass 356.370
Monoisotopic Mass 356.12599
InChI InChI=1S/C20H20O6/c1-22-17-6-11(2-4-15(17)21)19-13-8-24-20(14(13)9-23-19)12-3-5-16-18(7-12)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19+,20+/m0/s1
InChIKey VBIRCRCPHNUJAS-AFHBHXEDSA-N
SMILES [C@]12([C@@]([C@H](OC1)C3=CC(=C(C=C3)O)OC)(CO[C@@H]2C4=CC5=C(C=C4)OCO5)[H])[H]
Metabolite of Species Details
Paulownia tomentosa (NCBI:txid39353) See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing 4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol (CHEBI:141003) has role plant metabolite (CHEBI:76924)
4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol (CHEBI:141003) is a aromatic ether (CHEBI:35618)
4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol (CHEBI:141003) is a benzodioxoles (CHEBI:38298)
4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol (CHEBI:141003) is a furofuran (CHEBI:47790)
4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol (CHEBI:141003) is a lignan (CHEBI:25036)
4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol (CHEBI:141003) is a phenols (CHEBI:33853)
IUPAC Name
4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenol
Synonyms Sources
(+)-piperitol UniProt
(+)-piperitol
Note: (2018-06-13) Not recommended. The name 'piperitol' is widely used for the allylic alcohol arising by formal reduction of the carbonyl group of piperitone.
 ChEBI
Manual Xref Database
CPD-8921 MetaCyc
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Citations Waiting for Citations Types Sources
16785429 PubMed citation SUBMITTER
17269086 PubMed citation Europe PMC
24009153 PubMed citation Europe PMC
26197306 PubMed citation Europe PMC
Last Modified
13 June 2018