CHEBI:132648 - galgravin

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ChEBI Name galgravin
ChEBI ID CHEBI:132648
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter qingping liu
Supplier Information
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Formula C22H28O5
Net Charge 0
Average Mass 372.456
Monoisotopic Mass 372.19367
InChI InChI=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+
InChIKey JLJAVUZBHSLLJL-DQEHQXCCSA-N
SMILES C1(=C(C=CC(=C1)[C@@H]2O[C@@H]([C@H]([C@H]2C)C)C3=CC=C(C(=C3)OC)OC)OC)OC
Metabolite of Species Details
Acorus tatarinowii (NCBI:txid123564) Found in rhizome (BTO:0001181). See: PubMed
Schisandra propinqua (NCBI:txid124790) Found in stem (BTO:0001300). See: PubMed
Piper mullesua (NCBI:txid126644) See: PubMed
Machilus thunbergii (NCBI:txid128685) Found in bark (BTO:0001301). See: PubMed
Aristolochia arcuata (NCBI:txid158533) See: PubMed
Piper wallichii (NCBI:txid450288) See: PubMed
Nectandra megapotamica (NCBI:txid881593) See: PubMed
Nectandra megapotamica (NCBI:txid881593) Found in leaf (BTO:0000713). See: PubMed
Nectandra rigida (NCBI:txid881595) 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.
Application(s): 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.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Xrefs Databases
C00007212 KNApSAcK
CN101085129 Patent
US2008214661 Patent
WO2006113981 Patent
View more database links
Registry Numbers Types Sources
528-63-2 CAS Registry Number KNApSAcK
528-63-2 CAS Registry Number ChemIDplus
97007 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15324487 PubMed citation Europe PMC
15684486 PubMed citation Europe PMC
16986930 PubMed citation Europe PMC
18536373 PubMed citation Europe PMC
18688887 PubMed citation Europe PMC
19555186 PubMed citation Europe PMC
22526488 PubMed citation Europe PMC
23713285 PubMed citation Europe PMC
24055467 PubMed citation Europe PMC
2609983 PubMed citation Europe PMC
26184150 PubMed citation Europe PMC
310781 Chinese Abstracts citation Europe PMC
7400821 PubMed citation Europe PMC
8216803 PubMed citation Europe PMC
8987506 PubMed citation Europe PMC
Last Modified
20 May 2022