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CHEBI:4354 - decursinol

Default Structure
ChEBI IDCHEBI:4354
ChEBI Namedecursinol
Stars
DefinitionAn 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).
Secondary ChEBI IDCHEBI:65731
Last Modified28 July 2014
DownloadsMolfile
FormulaC14H14O4
Net Charge0
Average Mass246.262
Monoisotopic Mass246.08921
SMILESCC1(C)Oc2cc3oc(=O)ccc3cc2C[C@@H]1O
InChIInChI=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
InChIKeyBGXFQDFSVDZUIW-LBPRGKRZSA-N
Species of MetaboliteComponentSourceComments
Angelica gigas (ncbitaxon:85712) root (BTO:0001188) PubMed (11374978)
Roles Classification
Biological Roles:
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
Applications:
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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 cyclic ether (CHEBI:37407)
decursinol (CHEBI:4354) is a organic heterotricyclic compound (CHEBI:26979)
decursinol (CHEBI:4354) is a secondary alcohol (CHEBI:35681)
decursinol (CHEBI:4354) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(7S)-7-hydroxy-8,8-dimethyl-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-2-one
Synonyms  Source
(+)-decursinolChEBI
DecursinolKEGG COMPOUND
(S)-(+)-decursinolChEBI
Manual XrefsDatabases
C00002466KNApSAcK
C09259KEGG COMPOUND
Registry NumbersSources
Reaxys:1621844Reaxys
CAS:23458-02-8KEGG COMPOUND
Citations