CHEBI:4354 - decursinol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name decursinol
ChEBI ID CHEBI:4354
Definition An organic heterotricyclic compound that is 7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-2-one substituted by a β-hydroxy group at position 7 and two methyl groups at position 8. It is isolated from the roots of Angelica gigas and has been found to possess significant inhibitory activity against acetylcholinesterase enzyme (EC 3.1.1.7).
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:65731
Supplier Information
Download Molfile XML SDF
Formula C14H14O4
Net Charge 0
Average Mass 246.25860
Monoisotopic Mass 246.08921
InChI InChI=1S/C14H14O4/c1-14(2)12(15)6-9-5-8-3-4-13(16)17-10(8)7-11(9)18-14/h3-5,7,12,15H,6H2,1-2H3/t12-/m0/s1
InChIKey BGXFQDFSVDZUIW-LBPRGKRZSA-N
SMILES CC1(C)Oc2cc3oc(=O)ccc3cc2C[C@@H]1O
Metabolite of Species Details
Angelica gigas (NCBI:txid85712) Found in root (BTO:0001188). See: PubMed
Roles Classification
Biological Role(s): EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing decursinol (CHEBI:4354) has role analgesic (CHEBI:35480)
decursinol (CHEBI:4354) has role antineoplastic agent (CHEBI:35610)
decursinol (CHEBI:4354) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
decursinol (CHEBI:4354) has role metabolite (CHEBI:25212)
decursinol (CHEBI:4354) is a δ-lactone (CHEBI:18946)
decursinol (CHEBI:4354) is a cyclic ether (CHEBI:37407)
decursinol (CHEBI:4354) is a organic heterotricyclic compound (CHEBI:26979)
decursinol (CHEBI:4354) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(7S)-7-hydroxy-8,8-dimethyl-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-2-one
Synonyms Sources
(+)-decursinol ChEBI
(S)-(+)-decursinol ChEBI
Decursinol KEGG COMPOUND
Manual Xrefs Databases
C00002466 KNApSAcK
C09259 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
1621844 Reaxys Registry Number Reaxys
23458-02-8 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
11374978 PubMed citation Europe PMC
19557373 PubMed citation Europe PMC
21170925 PubMed citation Europe PMC
21657833 PubMed citation Europe PMC
22116603 PubMed citation Europe PMC
Last Modified
28 July 2014