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:84057 - trapoxin A
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
trapoxin A
ChEBI ID
CHEBI:84057
Definition
A homodetic cyclic tetrapeptide constructed from
L
-phenylalanyl (x2),
D
-pipecolinyl and
L
-2-amino-8-oxo-9,10-epoxydecanoyl residues.
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
C34H42N4O6
Net Charge
0
Average Mass
602.72050
Monoisotopic Mass
602.31044
InChI
InChI=1S/C34H42N4O6/c39-
29(30-
22-
44-
30)
18-
9-
3-
8-
16-
25-
31(40)
36-
26(20-
23-
12-
4-
1-
5-
13-
23)
32(41)
37-
27(21-
24-
14-
6-
2-
7-
15-
24)
34(43)
38-
19-
11-
10-
17-
28(38)
33(42)
35-
25/h1-
2,4-
7,12-
15,25-
28,30H,3,8-
11,16-
22H2,(H,35,42)
(H,36,40)
(H,37,41)
/t25-
,26-
,27-
,28+,30-
/m0/s1
InChIKey
GXVXXETYXSPSOA-UFEOFEBPSA-N
SMILES
O=C(CCCCC[C@@H]1NC(=O)[C@H]2CCCCN2C(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccccc2)NC1=O)[C@@H]1CO1
Metabolite of Species
Details
Helicoma ambiens
(NCBI:txid314151)
of strain RF-1023 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):
EC 3.5.1.98 (histone deacetylase) inhibitor
An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98).
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
trapoxin A (
CHEBI:84057
)
has role
antineoplastic agent (
CHEBI:35610
)
trapoxin A (
CHEBI:84057
)
has role
EC 3.5.1.98 (histone deacetylase) inhibitor (
CHEBI:61115
)
trapoxin A (
CHEBI:84057
)
has role
fungal metabolite (
CHEBI:76946
)
trapoxin A (
CHEBI:84057
)
is a
epoxide (
CHEBI:32955
)
trapoxin A (
CHEBI:84057
)
is a
homodetic cyclic peptide (
CHEBI:24613
)
trapoxin A (
CHEBI:84057
)
is a
ketone (
CHEBI:17087
)
IUPAC Name
(3
S
,6
S
,9
S
,15a
R
)-
6,9-
dibenzyl-
3-
{6-
[(2
S
)-
oxiran-
2-
yl]-
6-
oxohexyl}octahydro-
2
H
-
pyrido[1,2-
a][1,4,7,10]tetraazacyclododecine-
1,4,7,10(3
H
,12
H
)-
tetrone
Synonyms
Sources
Cyclo((S)-
gamma-
oxo-
L-
alpha-
aminooxiraneoctanoyl-
L-
phenylalanyl-
L-
phenylalanyl-
D-
2-
piperidinecarbonyl)
ChemIDplus
Cyclo((S)-phenylalanyl-(S)-phenylalanyl-(R)-pipecolinyl-(2S,9S)-2-amino-8-oxo-9,10-epoxydecanoyl)
ChemIDplus
RF 1023A
KNApSAcK
Manual Xref
Database
C00017061
KNApSAcK
View more database links
Registry Numbers
Types
Sources
133155-89-2
CAS Registry Number
ChemIDplus
8817133
Reaxys Registry Number
Reaxys
Citations
Types
Sources
1930826
PubMed citation
Europe PMC
2276972
PubMed citation
Europe PMC
Last Modified
15 January 2015