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ChEBI
> Main
CHEBI:66445 - scutebarbatine E
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ChEBI Ontology
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ChEBI Name
scutebarbatine E
ChEBI ID
CHEBI:66445
Definition
A diterpene alkaloid of group of
neo
-clerodanes isolated from the whole plants of
Scutellaria barbata
and has been shown to exhibit neoplastic activity.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C33H33NO8
Net Charge
0
Average Mass
571.61700
Monoisotopic Mass
571.22062
InChI
InChI=1S/C33H33NO8/c1-
20-
24(35)
12-
13-
25-
31(2,15-
14-
21-
17-
26(36)
40-
19-
21)
33(4,39)
28(42-
29(37)
22-
9-
6-
5-
7-
10-
22)
27(32(20,25)
3)
41-
30(38)
23-
11-
8-
16-
34-
18-
23/h5-
11,14-
18,25,27-
28,39H,1,12-
13,19H2,2-
4H3/b15-
14+/t25-
,27+,28+,31-
,32+,33+/m1/s1
InChIKey
QIEGXQSSMCKBHF-OUMZYSQDSA-N
SMILES
C[C@]
1(O)
[C@@H]
(OC(=O)
c2ccccc2)
[C@H]
(OC(=O)
c2cccnc2)
[C@]
2(C)
[C@H]
(CCC(=O)
C2=C)
[C@@]
1(C)
\C=C\C1=CC(=O)
OC1
Metabolite of Species
Details
Scutellaria barbata
(NCBI:txid396367)
Found in whole plant
(BTO:0001461)
. 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.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via
alkaloid
)
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
scutebarbatine E (
CHEBI:66445
)
has role
antineoplastic agent (
CHEBI:35610
)
scutebarbatine E (
CHEBI:66445
)
has role
plant metabolite (
CHEBI:76924
)
scutebarbatine E (
CHEBI:66445
)
is a
benzoate ester (
CHEBI:36054
)
scutebarbatine E (
CHEBI:66445
)
is a
butenolide (
CHEBI:50523
)
scutebarbatine E (
CHEBI:66445
)
is a
diterpene alkaloid (
CHEBI:23847
)
scutebarbatine E (
CHEBI:66445
)
is a
diterpene lactone (
CHEBI:49193
)
scutebarbatine E (
CHEBI:66445
)
is a
pyridine alkaloid (
CHEBI:26416
)
IUPAC Name
rel
-
(1
R
,2
S
,3
R
,4
R
,4a
S
,8a
R
)-
2-
(benzoyloxy)-
3-
hydroxy-
3,4,8a-
trimethyl-
8-
methylidene-
7-
oxo-
4-
[(
E
)-
2-
(5-
oxo-
2,5-
dihydrofuran-
3-
yl)ethenyl]decahydronaphthalen-
1-
yl pyridine-
3-
carboxylate
Manual Xref
Database
C00031328
KNApSAcK
View more database links
Registry Number
Type
Source
10408134
Reaxys Registry Number
Reaxys
Citation
Type
Source
16755060
PubMed citation
Europe PMC
Last Modified
01 December 2014