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ChEBI
> Main
CHEBI:45353 - phosphoramidon
Main
ChEBI Ontology
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ChEBI Name
phosphoramidon
ChEBI ID
CHEBI:45353
Definition
A dipeptide isolated from the cultures of
Streptomyces tanashiensis
.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:8164
Supplier Information
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Molfile
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Wikipedia
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Read full article at Wikipedia
Formula
C23H34N3O10P
Net Charge
0
Average Mass
543.50390
Monoisotopic Mass
543.19818
InChI
InChI=1S/C23H34N3O10P/c1-
11(2)
8-
16(26-
37(33,34)
36-
23-
20(29)
19(28)
18(27)
12(3)
35-
23)
21(30)
25-
17(22(31)
32)
9-
13-
10-
24-
15-
7-
5-
4-
6-
14(13)
15/h4-
7,10-
12,16-
20,23-
24,27-
29H,8-
9H2,1-
3H3,(H,25,30)
(H,31,32)
(H2,26,33,34)
/t12-
,16-
,17-
,18-
,19+,20+,23-
/m0/s1
InChIKey
ZPHBZEQOLSRPAK-XLCYBJAPSA-N
SMILES
CC(C)
C[C@H]
(NP(O)
(=O)
O[C@@H]
1O[C@@H]
(C)
[C@H]
(O)
[C@@H]
(O)
[C@H]
1O)
C(=O)
N[C@@H]
(Cc1c[nH]
c2ccccc12)
C(O)
=O
Metabolite of Species
Details
Streptomyces tanashiensis
(NCBI:txid67367)
See:
DOI
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):
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 3.4.24.11 (neprilysin) inhibitor
An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of neprilysin (EC 3.4.24.11).
EC 3.4.24.71 (endothelin-converting enzyme 1) inhibitor
An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of endothelin-converting enzyme 1 (EC 3.4.24.71).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
phosphoramidon (
CHEBI:45353
)
has role
bacterial metabolite (
CHEBI:76969
)
phosphoramidon (
CHEBI:45353
)
has role
EC 3.4.24.11 (neprilysin) inhibitor (
CHEBI:82973
)
phosphoramidon (
CHEBI:45353
)
has role
EC 3.4.24.71 (endothelin-converting enzyme 1) inhibitor (
CHEBI:82974
)
phosphoramidon (
CHEBI:45353
)
is a
deoxyaldohexose phosphate (
CHEBI:23627
)
phosphoramidon (
CHEBI:45353
)
is a
dipeptide (
CHEBI:46761
)
IUPAC Name
N
-
(hydroxy{[(2
S
,3
R
,4
R
,5
R
,6
S
)-
3,4,5-
trihydroxy-
6-
methyltetrahydro-
2
H
-
pyran-
2-
yl]oxy}phosphoryl)-
L
-
leucyl-
L
-
tryptophan
Synonyms
Sources
(2S)-
2-
{[(2S)-
2-
{[(S)-
hydroxy{[(2S,3R,4R,5R,6S)-
3,4,5-
trihydroxy-
6-
methyltetrahydro-
2H-
pyran-
2-
yl]oxy}phosphoryl]amino}-
4-
methylpentanoyl]amino}-
3-
(1H-
indol-
3-
yl)propanoic acid (non-
preferred name)
PDBeChem
N
-
(
N
-
(((6-
deoxy-
α-
L
-
mannopyranosyl)oxy)hydroxyphosphinyl)-
L
-
leucyl)-
L
-
tryptophan
ChemIDplus
N-ALPHA-L-RHAMNOPYRANOSYLOXY(HYDROXYPHOSPHINYL)-L-LEUCYL-L-TRYPTOPHAN
PDBeChem
Manual Xrefs
Databases
C00017972
KNApSAcK
C00563
KEGG COMPOUND
Phosphoramidon
Wikipedia
RDF
PDBeChem
View more database links
Registry Numbers
Types
Sources
36357-77-4
CAS Registry Number
KEGG COMPOUND
36357-77-4
CAS Registry Number
ChemIDplus
5368869
Reaxys Registry Number
Reaxys
Citations
Types
Sources
1579051
PubMed citation
Europe PMC
23988485
PubMed citation
Europe PMC
24000822
PubMed citation
Europe PMC
6363990
PubMed citation
Europe PMC
7687732
PubMed citation
Europe PMC
Last Modified
08 January 2015