ChemSpider 2D Image | Bradykinin | C50H73N15O11

Bradykinin

  • Molecular FormulaC50H73N15O11
  • Average mass1060.208 Da
  • Monoisotopic mass1059.561401 Da
  • ChemSpider ID388341

  • defined stereocentres - 8 of 8 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

Bradykinin [Wiki]
(Z)-N2-[(2S)-2-{(E)-[{(2S)-1-[(E)-N-{(2S)-2-[(Z)-{2-[(Z)-{[(2S)-1-(L-Arginyl-L-prolyl)-2-pyrrolidinyl](hydroxy)methylen}amino]-1-hydroxyethyliden}amino]-1-hydroxy-3-phenylpropyliden}-L-seryl]-2-pyrr olidinyl}(hydroxy)methylen]amino}-1-hydroxy-3-phenylpropyliden]-L-arginin [German] [ACD/IUPAC Name]
(Z)-N2-[(2S)-2-{(E)-[{(2S)-1-[(E)-N-{(2S)-2-[(Z)-{2-[(Z)-{[(2S)-1-(L-Arginyl-L-prolyl)-2-pyrrolidinyl](hydroxy)methylene}amino]-1-hydroxyethylidene}amino]-1-hydroxy-3-phenylpropylidene}-L-seryl]-2-p yrrolidinyl}(hydroxy)methylene]amino}-1-hydroxy-3-phenylpropylidene]-L-arginine [ACD/IUPAC Name]
(Z)-N2-[(2S)-2-{(E)-[{(2S)-1-[(E)-N-{(2S)-2-[(Z)-{2-[(Z)-{[(2S)-1-(L-Arginyl-L-prolyl)-2-pyrrolidinyl](hydroxy)méthylène}amino]-1-hydroxyéthylidène}amino]-1-hydroxy-3-phénylpropylidène}-L-séryl]-2-p yrrolidinyl}(hydroxy)méthylène]amino}-1-hydroxy-3-phénylpropylidène]-L-arginine [French] [ACD/IUPAC Name]
200-398-8 [EINECS]
58-82-2 [RN]
L-Arginine, L-arginyl-L-prolyl-L-prolylglycyl-L-phenylalanyl-L-seryl-L-prolyl-L-phenylalanyl- [ACD/Index Name]
L-Arginine, N2-[(2S)-2-[[(1E)-[(2S)-1-[(2S)-2-[[(1E,2S)-2-[[(1Z)-2-[[(1Z)-[(2S)-1-[[(2S)-1-[(2S)-2-amino-5-[(aminoiminomethyl)amino]-1-oxopentyl]-2-pyrrolidinyl]carbonyl]-2-pyrrolidinyl]hydroxymethy 
lene]amino]-1-hydroxyethylidene]amino]-1-hydroxy-3-phenylpropylidene]amino]-3-hydroxy-1-oxopropyl]-2-pyrrolidinyl]hydroxymethylene]amino]-1-hydroxy-3-phenylpropylidene]-, (Z)- [ACD/Index Name]
L-Arginyl-L-prolyl-L-prolylglycyl-L-phenylalanyl-L-seryl-L-prolyl-L-phenylalanyl-L-arginin [German] [ACD/IUPAC Name]
L-Arginyl-L-prolyl-L-prolylglycyl-L-phenylalanyl-L-seryl-L-prolyl-L-phenylalanyl-L-arginine [ACD/IUPAC Name]
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

BRS 640 [DBID]
C00306 [DBID]
PRS 640 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      A linear nonapeptide messenger belonging to the kinin group of proteins, with amino acid sequence RPPGFSPFR. Enzymatically produced from kallidin in the blood, it is a powerful vasodilator that causes smooth muscle contraction, and may mediate inflammation. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:3165, CHEBI:3165

    • Bio Activity:

      <p>Bradykinin is an endogenous bradykinin receptor agonist with selectivity for B<sub>2</sub> over B<sub>1</sub> receptors.</p> <p><br />Bradykinin interacts with its GPCRs (G-protein-coupled receptors) to induce changes in intracellular calcium via a variety of mechanisms (PLC, prostaglandins, protein kinases and PLA<sub>2</sub>). Addition of bradykinin to NG 108-15 neural cells causes a transient hyperpolarization followed by prolonged cell depolarization.</p> <p>Recently Bradykinin has also been shown to neuron-generating division of neural progenitor cells through ERK activation</p> <p><br />The peptide is involved in a variety of physiological and pathopysiological activities. It is a pro-inflammatory mediator and a potent vasodilator which exerts its vasodilatory actions by inducing endothelial release of NO (nitric oxide), prostacyclin and EDHF.</p> <p><br />It is involved in cardiovascular homeostasis, inflammation and nociception. It also shows anti-proliferative and anti Ÿ?? fibrogenic effects.</p> Hello Bio HB3101
      <p>Bradykinin is an endogenous bradykinin receptor agonist with selectivity for B<sub>2</sub> over B<sub>1</sub> receptors.</p> <p><br />Bradykinin interacts with its GPCRs (G-protein-coupled receptors) to induce changes in intracellular calcium via a variety of mechanisms (PLC, prostaglandins, protein kinases and PLA<sub>2</sub>). Addition of bradykinin to NG 108-15 neural cells causes a transient hyperpolarization followed by prolonged cell depolarization.</p> <p>Recently Bradykinin has also been shown to neuron-generating division of neural progenitor cells through ERK activation</p> <p><br />The peptide is involved in a variety of physiological and pathopysiological activities. It is a pro-inflammatory mediator and a potent vasodilator which exerts its vasodilatory actions by inducing endothelial release of NO (nitric oxide), prostacyclin and EDHF.</p> <p><br />It is involved in cardiovascular homeostasis, inflammation and nociception. It also shows anti-proliferative and anti – fibrogenic effects.</p> Hello Bio HB3101
      7-TM Receptors Tocris Bioscience 3004
      Biochemicals & small molecules/Agonists & activators Hello Bio HB3101
      Bradykinin Receptors Tocris Bioscience 3004
      Endogenous agonist at bradykinin receptors (B2 > B1) Tocris Bioscience 3004
      Endogenous bradykinin receptor agonist Hello Bio HB3101
      Endogenous bradykinin receptor agonist that displays selectivity for B2 over B1 receptors. Proinflammatory peptide. Tocris Bioscience 3004
      Peptide Receptors Tocris Bioscience 3004
      Receptors & Transporters/G protein coupled receptors/Bradykinin/B<sub>2</sub> Hello Bio HB3101

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.5±0.1 g/cm3
Boiling Point: 1269.9±75.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.3 mmHg at 25°C
Enthalpy of Vaporization: 198.9±3.0 kJ/mol
Flash Point: 721.8±37.1 °C
Index of Refraction: 1.693
Molar Refractivity: 272.4±0.5 cm3
#H bond acceptors: 26
#H bond donors: 17
#Freely Rotating Bonds: 29
#Rule of 5 Violations: 3
ACD/LogP: 1.51
ACD/LogD (pH 5.5): -5.89
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -4.02
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 431 Å2
Polarizability: 108.0±0.5 10-24cm3
Surface Tension: 69.4±7.0 dyne/cm
Molar Volume: 710.2±7.0 cm3

Click to predict properties on the Chemicalize site


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