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> Main
CHEBI:66360 - vinylamycin
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ChEBI Ontology
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ChEBI Name
vinylamycin
ChEBI ID
CHEBI:66360
Definition
A 15-membered cyclodepsipeptide isolated from
Streptomyces
sp.M1982-63F1. It exhibits moderate activity against Gram-positive bacteria.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C26H43N3O6
Net Charge
0
Average Mass
493.63610
Monoisotopic Mass
493.31519
InChI
InChI=1S/C26H43N3O6/c1-
7-
8-
9-
10-
11-
17(4)
23-
20(14-
15-
30)
25(33)
27-
18(5)
12-
13-
21(31)
28-
19(6)
24(32)
29-
22(16(2)
3)
26(34)
35-
23/h12-
13,16-
17,19-
20,22-
23,30H,5,7-
11,14-
15H2,1-
4,6H3,(H,27,33)
(H,28,31)
(H,29,32)
/b13-
12+/t17?,19-
,20?,22+,23?/m0/s1
InChIKey
ONGSLGFACDWAIV-OIXFFAKGSA-N
SMILES
CCCCCCC(C)C1OC(=O)[C@H](NC(=O)[C@H](C)NC(=O)\C=C\C(=C)NC(=O)C1CCO)C(C)C
Metabolite of Species
Details
Streptomyces
sp.
(NCBI:txid1931)
of strain MI982-63F1 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):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
vinylamycin (
CHEBI:66360
)
has role
antibacterial agent (
CHEBI:33282
)
vinylamycin (
CHEBI:66360
)
has role
antimicrobial agent (
CHEBI:33281
)
vinylamycin (
CHEBI:66360
)
has role
metabolite (
CHEBI:25212
)
vinylamycin (
CHEBI:66360
)
is a
cyclodepsipeptide (
CHEBI:35213
)
vinylamycin (
CHEBI:66360
)
is a
macrocycle (
CHEBI:51026
)
vinylamycin (
CHEBI:66360
)
is a
primary alcohol (
CHEBI:15734
)
IUPAC Name
(3
R
,6
S
,9
E
)-
14-
(2-
hydroxyethyl)-
3-
isopropyl-
6-
methyl-
11-
methylene-
15-
(octan-
2-
yl)-
1-
oxa-
4,7,12-
triazacyclopentadec-
9-
ene-
2,5,8,13-
tetrone
Citations
Types
Sources
10604756
PubMed citation
Europe PMC
22591554
PubMed citation
Europe PMC
Last Modified
12 October 2012
General Comment
2012-10-12
The structure depicted (see: Carr G. et al, Org. Lett., 2012, 14, 2822) is a revised structure from the one originally proposed by Igarashi M. et al, (J. Antibiot., 1999, 52, 873).