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(-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin
A lignan that consists of tetrahydrofuran-2-ol substituted by a 1,3-benzodioxol-5-ylmethyl group at positions 3 and a 3,4-dimethoxybenzyl group at position 4 (the 3R,4R stereoisomer). It is isolated from the leaves of Piper nigrum and exhibts histamine release inhibitory activity.

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07. Part of Biological Source of Chemical: plant structure [PO:0009011] > multi-tissue plant structure [PO:0025496]
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03. Biological Effects of Specific Chemicals: pharmacological uses [CHEBI:52210] > neurotransmitter agent [CHEBI:35942] > histaminergic drug [CHEBI:37957]
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more general categories    information about this item
03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 pharmacological uses [CHEBI:52210] (736) 
 neurotransmitter agent [CHEBI:35942] (471) 
 histaminergic drug [CHEBI:37957] (94) 
 histamine antagonist [CHEBI:37956] (87) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Magnoliopsida (1649) 
 Piperales (63) 
 Piperaceae (62) 
 Piper (62) 
 Piper nigrum (3)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 plant structure [PO:0009011] (1497) 
 multi-tissue plant structure [PO:0025496] (1114) 
 plant organ [PO:0009008] (970) 
 phyllome [PO:0006001] (351) 
 leaf [PO:0025034] (351)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 hemiacetal [CHEBI:5653] (52) 
 lactol [CHEBI:38131] (51) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 hemiacetal [CHEBI:5653] (52) 
 lactol [CHEBI:38131] (51) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 oxacycle [CHEBI:38104] (2002) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 acetal [CHEBI:59769] (62) 
 cyclic acetal [CHEBI:59770] (28) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 oxacycle [CHEBI:38104] (2002) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 acetal [CHEBI:59769] (62) 
 cyclic acetal [CHEBI:59770] (28) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 oxacycle [CHEBI:38104] (2002) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 acetal [CHEBI:59769] (62) 
 cyclic acetal [CHEBI:59770] (28) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 hemiacetal [CHEBI:5653] (52) 
 lactol [CHEBI:38131] (51) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 lignan [CHEBI:25036] (34) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 bicyclic compound [CHEBI:33636] (1511) 
 heterobicyclic compound [CHEBI:33672] (1315) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 lignan [CHEBI:25036] (34) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 lignan [CHEBI:25036] (34) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 heterobicyclic compound [CHEBI:33672] (1315) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 oxacycle [CHEBI:38104] (2002) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 benzodioxoles [CHEBI:38298] (21) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 organic aromatic compound [CHEBI:33659] (3593) 
 phenylpropanoid [CHEBI:26004] (374) 
 lignan [CHEBI:25036] (34) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 alcohol [CHEBI:30879] (1371) 
 secondary alcohol [CHEBI:35681] (342) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
 hemiacetal [CHEBI:5653] (52) 
 lactol [CHEBI:38131] (51) 
 (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin [CHEBI:65685] (1)
ChEBI Compound Accession Identifier:   [CHEBI:65685]
ChEBI Compound Description:   A lignan that consists of tetrahydrofuran-2-ol substituted by a 1,3-benzodioxol-5-ylmethyl group at positions 3 and a 3,4-dimethoxybenzyl group at position 4 (the 3R,4R stereoisomer). It is isolated from the leaves of Piper nigrum and exhibts histamine release inhibitory activity.
ChEBI Compound Identification Number:   65685
ChEBI InChI Value:   InChI=1S/C21H24O6/c1-23-17-5-3-13(9-19(17)24-2)7-15-11-25-21(22)16(15)8-14-4-6-18-20(10-14)27-12-26-18/h3-6,9-10,15-16,21-22H,7-8,11-12H2,1-2H3/t15-,16+,21?/m0/s1
ChEBI InChIKey Value:   VHLUROMCVXTWNM-PTHSTZKBSA-N
ChEBI Compound Name:   (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin
ChEBI SMILES Value:   [H][C@@]1(COC(O)[C@]1([H])Cc1ccc2OCOc2c1)Cc1ccc(OC)c(OC)c1
ChEBI Substance ID:   160709511
ChEBI URL:   ChEBI:65685
ChemSpider ID:   8220352
Ontomatica Chemical Accession Key (OnChAKey):   VHLUROMCVXTWNM_PTHSTZKBSA_N_000_000000
PubChem Compound ID:   10044788