Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:70400 - oxaline
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
oxaline
ChEBI ID
CHEBI:70400
Definition
An indole alkaloid with a heterotetracyclic skeleton isolated from
Penicillium oxalicum
and has been shown to exhibit cytotoxic activity.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
Wikipedia
License
Read full article at Wikipedia
Formula
C24H25N5O4
Net Charge
0
Average Mass
447.48640
Monoisotopic Mass
447.19065
InChI
InChI=1S/C24H25N5O4/c1-
6-
22(2,3)
23-
12-
19(32-
4)
21(31)
28-
18(11-
15-
13-
25-
14-
26-
15)
20(30)
27-
24(23,28)
29(33-
5)
17-
10-
8-
7-
9-
16(17)
23/h6-
14H,1H2,2-
5H3,(H,25,26)
(H,27,30)
/b18-
11+/t23-
,24-
/m1/s1
InChIKey
SOHAVULMGIITDH-SSDCDQDPSA-N
SMILES
CON1c2ccccc2[C@]2(C=C(OC)C(=O)N3\C(=C\c4c[nH]cn4)C(=O)N[C@]123)C(C)(C)C=C
Metabolite of Species
Details
Penicillium oxalicum
(NCBI:txid69781)
of strain F30 See:
PubMed
Roles Classification
Biological Role
(s):
Penicillium metabolite
Any fungal metabolite produced during a metabolic reaction in
Penicillium
.
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
oxaline (
CHEBI:70400
)
has role
Penicillium
metabolite (
CHEBI:76964
)
oxaline (
CHEBI:70400
)
has role
antineoplastic agent (
CHEBI:35610
)
oxaline (
CHEBI:70400
)
is a
enol ether (
CHEBI:47985
)
oxaline (
CHEBI:70400
)
is a
imidazoles (
CHEBI:24780
)
oxaline (
CHEBI:70400
)
is a
indole alkaloid (
CHEBI:38958
)
oxaline (
CHEBI:70400
)
is a
lactam (
CHEBI:24995
)
oxaline (
CHEBI:70400
)
is a
organic heterotetracyclic compound (
CHEBI:38163
)
IUPAC Name
(3
E
,7a
S
,12a
R
)-
3-
(1
H
-
imidazol-
4-
ylmethylidene)-
6,12-
dimethoxy-
7a-
(2-
methylbut-
3-
en-
2-
yl)-
7a,12-
dihydro-
1
H
,5
H
-
imidazo[1',2':1,2]pyrido[2,3-
b
]indole-
2,5(3
H
)-
dione
Manual Xref
Database
Oxaline
Wikipedia
View more database links
Registry Numbers
Types
Sources
55623-37-5
CAS Registry Number
ChemIDplus
5672077
Reaxys Registry Number
Reaxys
Citations
Types
Sources
12568352
PubMed citation
Europe PMC
15276324
PubMed citation
Europe PMC
15727480
PubMed citation
Europe PMC
21053938
PubMed citation
Europe PMC
22719429
PubMed citation
Europe PMC
Last Modified
13 January 2014