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ChEBI
> Main
CHEBI:66803 - obolactone
Main
ChEBI Ontology
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ChEBI Name
obolactone
ChEBI ID
CHEBI:66803
Definition
A pyranone isolated from the trunk barks of
Cryptocarya obovata
and has been shown to exhibit cytotoxicity against the KB cell line.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
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Molfile
Formula
C19H18O4
Net Charge
0
Average Mass
310.345
Monoisotopic Mass
310.12051
InChI
InChI=1S/C19H18O4/c20-
15-
11-
17(10-
9-
14-
5-
2-
1-
3-
6-
14)
22-
18(12-
15)
13-
16-
7-
4-
8-
19(21)
23-
16/h1-
6,8-
11,16,18H,7,12-
13H2/b10-
9+/t16-
,18+/m1/s1
InChIKey
NZGGCMIUTMKVIG-WADNSWHXSA-N
SMILES
C1=CC=CC(/C=C/C2=CC(C[C@](O2)(C[C@H]3CC=CC(O3)=O)[H])=O)=C1
Metabolite of Species
Details
Cryptocarya obovata
(NCBI:txid29743)
Found in trunk bark
(BTO:0001494)
. See:
PubMed
Cryptocarya obovata
(NCBI:txid29743)
Found in fruit
(BTO:0000486)
. See:
PubMed
Roles Classification
Biological Role
(s):
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
obolactone (
CHEBI:66803
)
has role
antineoplastic agent (
CHEBI:35610
)
obolactone (
CHEBI:66803
)
has role
plant metabolite (
CHEBI:76924
)
obolactone (
CHEBI:66803
)
is a
2-pyranones (
CHEBI:75885
)
obolactone (
CHEBI:66803
)
is a
4-pyranones (
CHEBI:131906
)
IUPAC Name
(6
R
)-
6-
({(2
R
)-
4-
oxo-
6-
[(
E
)-
2-
phenylethenyl]-
3,4-
dihydro-
2
H
-
pyran-
2-
yl}methyl)-
5,6-
dihydro-
2
H
-
pyran-
2-
one
Synonym
Source
(2
R
)-
2-
[[(2
R
)-
6-
oxo-
2,3-
dihydropyran-
2-
yl]methyl]-
6-
[(
E
)-
2-
phenylethenyl]-
2,3-
dihydropyran-
4-
one
ChEBI
Registry Number
Type
Source
10689895
Reaxys Registry Number
Reaxys
Citations
Types
Sources
15165150
PubMed citation
Europe PMC
16555857
PubMed citation
Europe PMC
23451721
PubMed citation
Europe PMC
Last Modified
11 May 2016