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:66842 - 18-oxotryprostatin A
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
18-oxotryprostatin A
ChEBI ID
CHEBI:66842
Definition
An indole alkaloid that is tryprostatin A substituted by an oxo substituent at position 18. Isolated from
Aspergillus sydowii
, it exhibits cytotoxicity.
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
Formula
C22H25N3O4
Net Charge
0
Average Mass
395.45160
Monoisotopic Mass
395.18451
InChI
InChI=1S/C22H25N3O4/c1-
12(2)
9-
19(26)
20-
15(14-
7-
6-
13(29-
3)
10-
16(14)
23-
20)
11-
17-
22(28)
25-
8-
4-
5-
18(25)
21(27)
24-
17/h6-
7,9-
10,17-
18,23H,4-
5,8,11H2,1-
3H3,(H,24,27)
/t17-
,18-
/m0/s1
InChIKey
UJAJXFUZWQQKAG-ROUUACIJSA-N
SMILES
[H][C@@]1(Cc2c([nH]c3cc(OC)ccc23)C(=O)C=C(C)C)NC(=O)[C@]2([H])CCCN2C1=O
Metabolite of Species
Details
Aspergillus sydowii
(NCBI:txid75750)
of strain PFW 1-13 See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Biological Role
(s):
Aspergillus metabolite
Any fungal metabolite produced during a metabolic reaction in the mould,
Aspergillus
.
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
18-oxotryprostatin A (
CHEBI:66842
)
has functional parent
brevianamide F (
CHEBI:64530
)
18-oxotryprostatin A (
CHEBI:66842
)
has role
Aspergillus
metabolite (
CHEBI:76956
)
18-oxotryprostatin A (
CHEBI:66842
)
has role
antineoplastic agent (
CHEBI:35610
)
18-oxotryprostatin A (
CHEBI:66842
)
is a
aromatic ether (
CHEBI:35618
)
18-oxotryprostatin A (
CHEBI:66842
)
is a
aromatic ketone (
CHEBI:76224
)
18-oxotryprostatin A (
CHEBI:66842
)
is a
dipeptide (
CHEBI:46761
)
18-oxotryprostatin A (
CHEBI:66842
)
is a
enone (
CHEBI:51689
)
18-oxotryprostatin A (
CHEBI:66842
)
is a
indole alkaloid (
CHEBI:38958
)
18-oxotryprostatin A (
CHEBI:66842
)
is a
indoles (
CHEBI:24828
)
18-oxotryprostatin A (
CHEBI:66842
)
is a
pyrrolopyrazine (
CHEBI:48337
)
IUPAC Name
(3
S
,8a
S
)-
3-
{[6-
methoxy-
2-
(3-
methylbut-
2-
enoyl)-
1
H
-
indol-
3-
yl]methyl}hexahydropyrrolo[1,2-
a
]pyrazine-
1,4-
dione
Registry Number
Type
Source
18842461
Reaxys Registry Number
Reaxys
Citation
Type
Source
18505285
PubMed citation
Europe PMC
Last Modified
27 October 2016