[Sar,D-Phe8,des-Arg9]bradykinin   Click here for help

GtoPdb Ligand ID: 643

Synonyms: [N-methylglycine,D-Phe8,des-Arg9]bradykinin | [sarcosine,D-Phe8,des-Arg9]bradykinin | Sar[DPhe8][des-Arg9]BK
Compound class: Peptide or derivative
Comment: This is a metabolocally stabilised analogue of bradykinin (BK) [2]. It ellicits a hypotensive effect in LPS-treated rabbits [1].
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Ligand Activity Visualisation Charts

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View interactive charts of activity data across species

[Sar,D-Phe8,des-Arg9]bradykinin is commercially available from our sponsors

2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES CNCC(=O)NC(C(=O)N1CCCC1C(=O)N1CCCC1C(=O)NCC(=O)NC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)O)Cc1ccccc1)CO)Cc1ccccc1)CCCN=C(N)N
Isomeric SMILES CNCC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N1CCC[C@H]1C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](C(=O)O)Cc1ccccc1)CO)Cc1ccccc1)CCCN=C(N)N
InChI InChI=1S/C47H66N12O11/c1-50-26-38(61)53-31(16-8-20-51-47(48)49)43(66)59-23-11-19-37(59)45(68)58-22-9-17-35(58)41(64)52-27-39(62)54-32(24-29-12-4-2-5-13-29)40(63)56-34(28-60)44(67)57-21-10-18-36(57)42(65)55-33(46(69)70)25-30-14-6-3-7-15-30/h2-7,12-15,31-37,50,60H,8-11,16-28H2,1H3,(H,52,64)(H,53,61)(H,54,62)(H,55,65)(H,56,63)(H,69,70)(H4,48,49,51)/t31-,32-,33+,34-,35-,36-,37-/m0/s1
InChI Key YIUBSFCQATYQJB-VCMDLEIESA-N
Classification Click here for help
Compound class Peptide or derivative
IUPAC Name Click here for help
(2R)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[2-[[(2S)-1-[(2S)-1-[(2S)-5-(diaminomethylideneamino)-2-[(2-methylaminoacetyl)amino]pentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-3-hydroxypropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic acid
Synonyms Click here for help
[N-methylglycine,D-Phe8,des-Arg9]bradykinin | [sarcosine,D-Phe8,des-Arg9]bradykinin | Sar[DPhe8][des-Arg9]BK
Database Links Click here for help
Specialist databases
GPCRdb Ligand [Sar,D-Phe8,des-Arg9]bradykinin
Other databases
GtoPdb PubChem SID 135652451
PubChem CID 164234
Search Google for chemical match using the InChIKey YIUBSFCQATYQJB-VCMDLEIESA-N
Search Google for chemicals with the same backbone YIUBSFCQATYQJB
UniChem Compound Search for chemical match using the InChIKey YIUBSFCQATYQJB-VCMDLEIESA-N
UniChem Connectivity Search for chemical match using the InChIKey YIUBSFCQATYQJB-VCMDLEIESA-N

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Tocris
Sar-[D-Phe8]-des-Arg9-Bradykinin (links to external site)
Cat. No. 3230