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ChEBI
> Main
CHEBI:191175 -
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
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ChEBI Name
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
ChEBI ID
CHEBI:191175
ChEBI ASCII Name
L-Phe-Gly-L-Leu-L-Met-NH2
Definition
A tetrapeptide composed of
L
-phenylalanine, glycine,
L
-leucine, and
L
-methioninamide joined in sequence by peptide linkages. It is a C-terminal fragment of substance P.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C22H35N5O4S
Net Charge
0
Average Mass
465.610
Monoisotopic Mass
465.24098
InChI
InChI=1S/C22H35N5O4S/c1-
14(2)
11-
18(22(31)
27-
17(20(24)
29)
9-
10-
32-
3)
26-
19(28)
13-
25-
21(30)
16(23)
12-
15-
7-
5-
4-
6-
8-
15/h4-
8,14,16-
18H,9-
13,23H2,1-
3H3,(H2,24,29)
(H,25,30)
(H,26,28)
(H,27,31)
/t16-
,17-
,18-
/m0/s1
InChIKey
JIJRURCWBONLPN-BZSNNMDCSA-N
SMILES
CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@@H](N)CC1=CC=CC=C1)C(N)=O
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
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
(
CHEBI:191175
)
has functional parent
L
-leucine (
CHEBI:15603
)
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
(
CHEBI:191175
)
has functional parent
L
-methioninamide (
CHEBI:21362
)
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
(
CHEBI:191175
)
has functional parent
L
-phenylalanine (
CHEBI:17295
)
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
(
CHEBI:191175
)
has functional parent
glycine (
CHEBI:15428
)
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
(
CHEBI:191175
)
is a
tetrapeptide (
CHEBI:48030
)
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
(
CHEBI:191175
)
is conjugate base of
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
(1+) (
CHEBI:190698
)
Incoming
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
(1+) (
CHEBI:190698
)
is conjugate acid of
L
-Phe-Gly-
L
-Leu-
L
-Met-NH
2
(
CHEBI:191175
)
IUPAC Name
L
-phenylalanylglycyl-
L
-leucyl-
L
-methioninamide
Synonyms
Sources
FGLM-NH
2
ChEBI
H-Phe-Gly-Leu-Met-NH
2
ChEBI
Phe-Gly-Leu-Met-NH
2
ChEBI
phenylalanyl-glycyl-leucyl-methioninamide
ChEBI
substance P fragment 8-11
ChEBI
substance P(8-11)
ChEBI
Manual Xref
Database
8116650
ChemSpider
View more database links
Registry Number
Type
Source
51165-03-8
CAS Registry Number
ChEBI
Citations
Types
Sources
10385250
PubMed citation
Europe PMC
25574743
PubMed citation
Europe PMC
6188452
PubMed citation
Europe PMC
7479292
PubMed citation
Europe PMC
Last Modified
13 April 2022