CHEBI:69436 - 3-O-feruloylcycloartenol

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ChEBI Name 3-O-feruloylcycloartenol
ChEBI ID CHEBI:69436
ChEBI ASCII Name 3-O-feruloylcycloartenol
Definition A pentacyclic triterpenoid that is the cinnamate ester of cycloartenol. It has been isolated from the mycelia of Cordyceps sinensis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C40H58O4
Net Charge 0
Average Mass 602.88610
Monoisotopic Mass 602.43351
InChI InChI=1S/C40H58O4/c1-26(2)10-9-11-27(3)29-18-20-38(7)33-16-15-32-36(4,5)34(19-21-39(32)25-40(33,39)23-22-37(29,38)6)44-35(42)17-13-28-12-14-30(41)31(24-28)43-8/h10,12-14,17,24,27,29,32-34,41H,9,11,15-16,18-23,25H2,1-8H3/b17-13+/t27?,29-,32+,33+,34+,37-,38+,39-,40+/m1/s1
InChIKey FODTZLFLDFKIQH-CYEBEXFSSA-N
SMILES COc1cc(ccc1O)\C=C\C(=O)O[C@H]1CC[C@]23C[C@]22CC[C@]4(C)[C@H](CC[C@@]4(C)[C@@H]2CC[C@H]3C1(C)C)C(C)CCC=C(C)C
Metabolite of Species Details
Cordyceps sinensis (NCBI:txid72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Roles Classification
Biological Role(s): fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): central nervous system drug
A class of drugs producing both physiological and psychological effects through a variety of mechanisms involving the central nervous system.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-O-feruloylcycloartenol (CHEBI:69436) has functional parent cycloartenol (CHEBI:17030)
3-O-feruloylcycloartenol (CHEBI:69436) has functional parent ferulic acid (CHEBI:17620)
3-O-feruloylcycloartenol (CHEBI:69436) has role antineoplastic agent (CHEBI:35610)
3-O-feruloylcycloartenol (CHEBI:69436) has role central nervous system drug (CHEBI:35470)
3-O-feruloylcycloartenol (CHEBI:69436) has role fungal metabolite (CHEBI:76946)
3-O-feruloylcycloartenol (CHEBI:69436) has role plant metabolite (CHEBI:76924)
3-O-feruloylcycloartenol (CHEBI:69436) is a cinnamate ester (CHEBI:36087)
3-O-feruloylcycloartenol (CHEBI:69436) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name
9β,19-cyclolanost-24-en-3β-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Synonyms Sources
(3β)-9,19-cyclolanost-24-en-3-yl 4-hydroxy-3-methoxycinnamate ChemIDplus
3β-(4-hydroxy-3-methoxy-trans-cinnamoyloxy)-9β,19-cyclo-lanost-24-ene ChEBI
cycloartenol ferulate ChEBI
cycloartenol ferulic acid ester ChEBI
Registry Numbers Types Sources
21238-33-5 CAS Registry Number ChemIDplus
3188008 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
19577449 PubMed citation Europe PMC
21848266 PubMed citation Europe PMC
3444123 PubMed citation Europe PMC
8369001 PubMed citation Europe PMC
9821812 PubMed citation Europe PMC
Last Modified
14 January 2014