ChemSpider 2D Image | Bradykinin | C50H73N15O11


  • 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]

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 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]
      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

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

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