savinin (CHEBI:9044)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	savinin

ChEBI ID	CHEBI:9044

Definition	A lignan that is dihydrofuran-2(3H)-one (γ-butyrolactone) substituted by a 1,3-benzodioxol-5-ylmethylidene group at position 3 and a 1,3-benzodioxol-5-ylmethyl group at position 4 (the 3E,4R-isomer). It exhibits antiviral activity against SARS-CoV-2.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C20H16O6

Net Charge

Average Mass

352.342

Monoisotopic Mass

352.09469

InChI

InChI=1S/C20H16O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,6-8,14H,5,9-11H2/b15-6+/t14-/m0/s1

InChIKey

CMJGAYUQSLJSCR-ULIPXBITSA-N

SMILES

O=C1OC[C@H](CC2=CC=C3OCOC3=C2)\C1=C/C1=CC2=C(OCO2)C=C1

Metabolite of Species	Details
Acanthopanax henryi (IPNI:89458-1)	Found in Root (BTO:0001188). See: PubMed
Eleutherococcus sessiliflorus (NCBI:txid105886)	Species also known as Acanthopanax sessiliflorus. See: PubMed
Pterocarpus santalinus (NCBI:txid1071199)	See: PubMed
Amyris pinnata (NCBI:txid1123434)	Found in leaf (BTO:0000713). See: DOI
Hypoestes aristata (NCBI:txid141314)	Found in stem (BTO:0001300). See: PubMed
Hydrocotyle umbellata (NCBI:txid1475409)	See: PubMed
Chamaecyparis formosensis (NCBI:txid187461)	See: PubMed
Eleutherococcus divaricatus var. chiisanensis (NCBI:txid96666)	Found in Root (BTO:0001188). Species also known as Acanthopanax chiisanensis. See: PubMed

Roles Classification
Biological Role(s):	T-cell proliferation inhibitor An inhibitor that interferes with the process of T-cell proliferation. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor An EC 3.4.22.* (cysteine endopeptidase) inhibitor that interferes with the action of SARS coronavirus main proteinase (EC 3.4.22.69). anticoronaviral agent Any antiviral agent which inhibits the activity of coronaviruses.

Application(s):	anti-inflammatory agent Any compound that has anti-inflammatory effects.

ChEBI Ontology
Outgoing	savinin (CHEBI:9044) has role anti-inflammatory agent (CHEBI:67079) savinin (CHEBI:9044) has role anticoronaviral agent (CHEBI:149553) savinin (CHEBI:9044) has role EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor (CHEBI:147285) savinin (CHEBI:9044) has role plant metabolite (CHEBI:76924) savinin (CHEBI:9044) has role T-cell proliferation inhibitor (CHEBI:63173) savinin (CHEBI:9044) is a γ-lactone (CHEBI:37581) savinin (CHEBI:9044) is a benzodioxoles (CHEBI:38298) savinin (CHEBI:9044) is a lignan (CHEBI:25036)

IUPAC Name

(3E,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-(1,3-benzodioxol-5-ylmethylidene)dihydrofuran-2(3H)-one

Synonyms	Sources
(−)-hibalactone	KNApSAcK
(−)-savinin	KNApSAcK
(3E,4R)-4-(1,3-benzodioxol-5-ylmethyl)-3-(1,3-benzodioxol-5-ylmethylene)dihydro-2(3H)-furanone	ChEBI
(3E,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-3-[(2H-1,3-benzodioxol-5-yl)methylidene]oxolan-2-one	IUPAC
hibalactone	ChEBI
savinin	KEGG COMPOUND

Registry Number	Type	Source
493-95-8	CAS Registry Number	ChemIDplus

Last Modified

16 May 2022