CHEBI:132648 - galgravin

ChEBI IDCHEBI:132648
ChEBI Namegalgravin
Stars
DefinitionA member of the class of aryltetrahydrofurans carrying two 3,4-dimethoxyphenyl substituents at positions 2 and 5 as well as two methyl groups at positions 3 and 4.
Last Modified20 May 2022
Submitterliuqingping
DownloadsMolfile
FormulaC22H28O5
Net Charge0
Average Mass372.461
Monoisotopic Mass372.19367
SMILESCOc1ccc([C@H]2O[C@@H](c3ccc(OC)c(OC)c3)[C@H](C)[C@@H]2C)cc1OC
InChIInChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14+,21-,22+
InChIKeyJLJAVUZBHSLLJL-DQEHQXCCSA-N
Species of MetaboliteComponentSourceComments
Piper wallichii (ncbitaxon:450288) - PubMed (2609983)
Nectandra rigida (ncbitaxon:881595) - PubMed (7400821)
Aristolochia arcuata (ncbitaxon:158533) - PubMed (15684486)
Nectandra megapotamica (ncbitaxon:881593)
leaf (BTO:0000713) PubMed (26184150)
- PubMed (15324487)
Acorus tatarinowii (ncbitaxon:123564) rhizome (BTO:0001181) PubMed (23713285)
Schisandra propinqua (ncbitaxon:124790) stem (BTO:0001300) PubMed (18536373)
Machilus thunbergii (ncbitaxon:128685) bark (BTO:0001301) PubMed (19555186)
Piper mullesua (ncbitaxon:126644) - PubMed (CBA:310781)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
bone density conservation agent  An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
platelet aggregation inhibitor  A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
galgravin (CHEBI:132648) has role bone density conservation agent (CHEBI:50646)
galgravin (CHEBI:132648) has role neuroprotective agent (CHEBI:63726)
galgravin (CHEBI:132648) has role plant metabolite (CHEBI:76924)
galgravin (CHEBI:132648) has role platelet aggregation inhibitor (CHEBI:50427)
galgravin (CHEBI:132648) is a aryltetrahydrofuran (CHEBI:47021)
galgravin (CHEBI:132648) is a dimethoxybenzene (CHEBI:51681)
galgravin (CHEBI:132648) is a lignan (CHEBI:25036)
galgravin (CHEBI:132648) is a ring assembly (CHEBI:36820)
IUPAC Name 
(2R,3R,4S,5S)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane
Manual XrefsDatabases
C00007212KNApSAcK
WO2006113981Patent
CN101085129Patent
US2008214661Patent
Registry NumbersSources
Reaxys:97007Reaxys
CAS:528-63-2KNApSAcK
CAS:528-63-2ChemIDplus
Citations