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> Main
CHEBI:66242 - TMC-86A
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ChEBI Ontology
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ChEBI Name
TMC-86A
ChEBI ID
CHEBI:66242
Definition
An epoxide that is oxiran-2-ylmethanol which is acylated at position 2 by
N
-butanoyl-
L
-seryl-4-methylidenenorvalinyl group. It is a proteasome inhibitor isolated from
Streptomyces
.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C16H26N2O6
Net Charge
0
Average Mass
342.38740
Monoisotopic Mass
342.17909
InChI
InChI=1S/C16H26N2O6/c1-
4-
5-
13(21)
17-
12(7-
19)
15(23)
18-
11(6-
10(2)
3)
14(22)
16(8-
20)
9-
24-
16/h11-
12,19-
20H,2,4-
9H2,1,3H3,(H,17,21)
(H,18,23)
/t11?,12-
,16?/m0/s1
InChIKey
JVPIPRZCKOLWKU-BGMSHATGSA-N
SMILES
CCCC(=O)N[C@@H](CO)C(=O)NC(CC(C)=C)C(=O)C1(CO)CO1
Metabolite of Species
Details
Streptomyces
sp.
(NCBI:txid1931)
of strain TC 1084 See:
PubMed
Roles Classification
Biological Role
(s):
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application
(s):
proteasome inhibitor
A drug that blocks the action of proteasomes, cellular complexes that break down proteins.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
TMC-86A (
CHEBI:66242
)
has role
antimicrobial agent (
CHEBI:33281
)
TMC-86A (
CHEBI:66242
)
has role
antineoplastic agent (
CHEBI:35610
)
TMC-86A (
CHEBI:66242
)
has role
bacterial metabolite (
CHEBI:76969
)
TMC-86A (
CHEBI:66242
)
has role
proteasome inhibitor (
CHEBI:52726
)
TMC-86A (
CHEBI:66242
)
is a
diol (
CHEBI:23824
)
TMC-86A (
CHEBI:66242
)
is a
epoxide (
CHEBI:32955
)
TMC-86A (
CHEBI:66242
)
is a
ketone (
CHEBI:17087
)
TMC-86A (
CHEBI:66242
)
is a
monocarboxylic acid amide (
CHEBI:29347
)
TMC-86A (
CHEBI:66242
)
is a
primary alcohol (
CHEBI:15734
)
TMC-86A (
CHEBI:66242
)
is a
secondary alcohol (
CHEBI:35681
)
IUPAC Name
N
-
[(2
S
)-
3-
hydroxy-
1-
[[1-
[2-
(hydroxymethyl)oxiran-
2-
yl]-
4-
methyl-
1-
oxopentan-
2-
yl]amino]-
1-
oxobutan-
2-
yl]-
3-
methylbutanamide
Registry Number
Type
Source
8510499
Reaxys Registry Number
Reaxys
Citations
Types
Sources
10695669
PubMed citation
Europe PMC
10724010
PubMed citation
Europe PMC
Last Modified
06 March 2014