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ChEBI
> Main
CHEBI:69436 - 3-
O
-feruloylcycloartenol
Main
ChEBI Ontology
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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.
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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 (2
E
)-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
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