CHEBI:182764 - anisatin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name anisatin
ChEBI ID CHEBI:182764
Definition A sesquiterpene lactone with formula C15H20O8. It is a neurotoxic natural product found in plants of the family Illiciaceae.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter MetaboLights
Secondary ChEBI IDs CHEBI:2733
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C15H20O8
Net Charge 0
Average Mass 328.317
Monoisotopic Mass 328.11582
InChI InChI=1S/C15H20O8/c1-6-3-7(16)15(21)13(6)4-8(23-10(18)9(13)17)12(2,20)14(15)5-22-11(14)19/h6-9,16-17,20-21H,3-5H2,1-2H3/t6-,7-,8-,9+,12+,13+,14+,15-/m1/s1
InChIKey GEVWHIDSUOMVRI-QWNPAUMXSA-N
SMILES C[C@@H]1C[C@@H](O)[C@]2(O)[C@]3(COC3=O)[C@@](C)(O)[C@H]3C[C@@]12[C@@H](O)C(=O)O3
Metabolite of Species Details
Illicium religiosum (IPNI:554536-1) Found in seed (BTO:0001226). See: DOI
Illicium fargesii (NCBI:txid124774) Found in pericarp (BTO:0001017). See: PubMed
Illicium anisatum (NCBI:txid12479) Found in seed (BTO:0001226). See: PubMed
Illicium oligandrum (NCBI:txid145286) Found in pericarp (BTO:0001017). See: PubMed
Roles Classification
Biological Role(s): GABA antagonist
A compound that inhibits the action of gamma-aminobutyric acid.
neurotoxin
A poison that interferes with the functions of the nervous system.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): GABA antagonist
A compound that inhibits the action of gamma-aminobutyric acid.
phytogenic insecticide
An insecticide compound naturally occurring in plants.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing anisatin (CHEBI:182764) has role GABA antagonist (CHEBI:65259)
anisatin (CHEBI:182764) has role neurotoxin (CHEBI:50910)
anisatin (CHEBI:182764) has role phytogenic insecticide (CHEBI:22917)
anisatin (CHEBI:182764) has role plant metabolite (CHEBI:76924)
anisatin (CHEBI:182764) is a bridged compound (CHEBI:35990)
anisatin (CHEBI:182764) is a organic heterotetracyclic compound (CHEBI:38163)
anisatin (CHEBI:182764) is a secondary alcohol (CHEBI:35681)
anisatin (CHEBI:182764) is a sesquiterpene lactone (CHEBI:37667)
anisatin (CHEBI:182764) is a spiro compound (CHEBI:33599)
anisatin (CHEBI:182764) is a tertiary alcohol (CHEBI:26878)
anisatin (CHEBI:182764) is a tetrol (CHEBI:33573)
IUPAC Name
(1R,3'S,4R,5R,6aR,7R,9R,9aS)-1,5,6a,7-tetrahydroxy-5,9-dimethylhexahydrospiro[4,9a-methanocyclopenta[d]oxocine-6,3'-oxetane]-2,2'(1H)-dione
Synonyms Sources
(−)-anisatin ChEBI
(1R,3'S,4R,5R,6aR,7R,9R,9aS)-hexahydro-1,5,6a,7-tetrahydroxy-5,9-dimethylspiro[4H-4,9a-methanocyclopent[d]oxocin-6(2H),3'-oxetane]-2,2'-dione ChEBI
Anisatin KEGG COMPOUND
Manual Xrefs Databases
Anisatin Wikipedia
C00003212 KNApSAcK
C09294 KEGG COMPOUND
FDB005800 FooDB
HMDB0302686 HMDB
View more database links
Registry Number Type Source
5230-87-5 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
10413298 PubMed citation Europe PMC
10434749 PubMed citation Europe PMC
10455311 PubMed citation Europe PMC
11430054 PubMed citation Europe PMC
18670129 PubMed citation Europe PMC
19159273 PubMed citation Europe PMC
22369157 PubMed citation Europe PMC
22484123 PubMed citation Europe PMC
23802692 PubMed citation Europe PMC
23932223 PubMed citation Europe PMC
25133938 PubMed citation Europe PMC
26361344 PubMed citation Europe PMC
33426076 PubMed citation Europe PMC
37467672 PubMed citation Europe PMC
6292798 PubMed citation Europe PMC
6307484 PubMed citation Europe PMC
6974321 PubMed citation Europe PMC
7284788 PubMed citation Europe PMC
Last Modified
01 September 2023