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> Main
CHEBI:91267 - vitexilactone
Main
ChEBI Ontology
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ChEBI Name
vitexilactone
ChEBI ID
CHEBI:91267
Definition
A labdane diterpenoid that is isolated from the fruits of
Vitex trifolia
L. and
Vitex agnus-castus
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Kristian Axelsen
Supplier Information
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Molfile
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Formula
C22H34O5
Net Charge
0
Average Mass
378.503
Monoisotopic Mass
378.24062
InChI
InChI=1S/C22H34O5/c1-
14-
11-
17(27-
15(2)
23)
19-
20(3,4)
8-
6-
9-
21(19,5)
22(14,25)
10-
7-
16-
12-
18(24)
26-
13-
16/h12,14,17,19,25H,6-
11,13H2,1-
5H3/t14-
,17-
,19+,21+,22-
/m1/s1
InChIKey
FBWWXAGANVJTLU-HEXLTJKYSA-N
SMILES
C(CC1=CC(OC1)=O)[C@]2([C@@H](C[C@H]([C@]3(C(CCC[C@@]32C)(C)C)[H])OC(=O)C)C)O
Metabolite of Species
Details
Vitex trifolia
(NCBI:txid204215)
See:
PubMed
Vitex agnus-castus
(NCBI:txid54477)
Found in fruit
(BTO:0000486)
. See:
PubMed
Roles Classification
Biological Role
(s):
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
vitexilactone (
CHEBI:91267
)
has role
antineoplastic agent (
CHEBI:35610
)
vitexilactone (
CHEBI:91267
)
has role
apoptosis inducer (
CHEBI:68495
)
vitexilactone (
CHEBI:91267
)
has role
plant metabolite (
CHEBI:76924
)
vitexilactone (
CHEBI:91267
)
is a
acetate ester (
CHEBI:47622
)
vitexilactone (
CHEBI:91267
)
is a
butenolide (
CHEBI:50523
)
vitexilactone (
CHEBI:91267
)
is a
carbobicyclic compound (
CHEBI:36785
)
vitexilactone (
CHEBI:91267
)
is a
labdane diterpenoid (
CHEBI:36770
)
vitexilactone (
CHEBI:91267
)
is a
tertiary alcohol (
CHEBI:26878
)
IUPAC Name
(1
R
,3
R
,4
R
,4a
S
,8a
S
)-
4-
hydroxy-
3,4a,8,8-
tetramethyl-
4-
[2-
(5-
oxo-
2,5-
dihydrofuran-
3-
yl)ethyl]decahydronaphthalen-
1-
yl acetate
Manual Xref
Database
C00022251
KNApSAcK
View more database links
Registry Numbers
Types
Sources
1265867
Reaxys Registry Number
Reaxys
61263-49-8
CAS Registry Number
ChemIDplus
Citations
Types
Sources
10785426
PubMed citation
Europe PMC
10865453
PubMed citation
Europe PMC
11201231
PubMed citation
Europe PMC
15577254
PubMed citation
Europe PMC
15621610
PubMed citation
SUBMITTER
17262892
PubMed citation
SUBMITTER
23275721
PubMed citation
Europe PMC
23662135
PubMed citation
Europe PMC
Last Modified
19 April 2016