CHEBI:191176 - L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2

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ChEBI Name L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2
ChEBI ID CHEBI:191176
ChEBI ASCII Name L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2
Definition A pentapeptide composed of L-phenylalanine, 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.
Supplier Information
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Formula C31H44N6O5S
Net Charge 0
Average Mass 612.790
Monoisotopic Mass 612.30939
InChI InChI=1S/C31H44N6O5S/c1-20(2)16-25(31(42)36-24(28(33)39)14-15-43-3)35-27(38)19-34-30(41)26(18-22-12-8-5-9-13-22)37-29(40)23(32)17-21-10-6-4-7-11-21/h4-13,20,23-26H,14-19,32H2,1-3H3,(H2,33,39)(H,34,41)(H,35,38)(H,36,42)(H,37,40)/t23-,24-,25-,26-/m0/s1
InChIKey RBKYMAQIAMFDOE-CQJMVLFOSA-N
SMILES CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](CC1=CC=CC=C1)NC(=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 (Bronsted acid).
(via organic amino compound )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191176) has functional parent L-leucine (CHEBI:15603)
L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191176) has functional parent L-methioninamide (CHEBI:21362)
L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191176) has functional parent L-phenylalanine (CHEBI:17295)
L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191176) has functional parent glycine (CHEBI:15428)
L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191176) is a pentapeptide (CHEBI:48545)
L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191176) is conjugate base of L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2(1+) (CHEBI:190697)
Incoming L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2(1+) (CHEBI:190697) is conjugate acid of L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191176)
IUPAC Name
L-phenylalanyl-L-phenylalanylglycyl-L-leucyl-L-methioninamide
Synonyms Sources
FFGLM-NH2 ChEBI
H-Phe-Phe-Gly-Leu-Met-NH2 ChEBI
Phe-Phe-Gly-Leu-Met-NH2 ChEBI
SP(7-11) ChemIDplus
substance P (7-11) ChemIDplus
substance P fragment 7-11 ChEBI
substance P(7-11) ChEBI
Manual Xref Database
2341956 ChemSpider
View more database links
Registry Number Type Source
51165-05-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10729628 PubMed citation Europe PMC
16330493 PubMed citation Europe PMC
16618119 PubMed citation Europe PMC
2477716 PubMed citation Europe PMC
7522864 PubMed citation Europe PMC
7684899 PubMed citation Europe PMC
7686613 PubMed citation Europe PMC
9224821 PubMed citation Europe PMC
9686947 PubMed citation Europe PMC
9835395 PubMed citation Europe PMC
Last Modified
13 April 2022