ChemSpider 2D Image | Leuprorelin | C59H84N16O12

Leuprorelin

  • Molecular FormulaC59H84N16O12
  • Average mass1209.398 Da
  • Monoisotopic mass1208.645508 Da
  • ChemSpider ID571356

  • defined stereocentres - 9 of 9 defined stereocentres

More details:

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

Leuprorelin [INN] [Wiki]
53714-56-0 [RN]
5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamid [German] [ACD/IUPAC Name]
5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-seryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-ethyl-L-prolinamide [ACD/IUPAC Name]
5-Oxo-L-prolyl-L-histidyl-L-tryptophyl-L-séryl-L-tyrosyl-D-leucyl-L-leucyl-L-arginyl-N-éthyl-L-prolinamide [French] [ACD/IUPAC Name]
des-Gly10-[D-Leu6]-LH-RH ethylamide
EFY6W0M8TG
Leuprolide [Wiki]
Leuprolide acetate [USAN]
leuprorelina [Spanish]
More...

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

5025 [DBID]
CHEBI:6427 [DBID]
HSDB 6518 [DBID]
L0399_SIGMA [DBID]
NSC 377526 [DBID]
  • Experimental Physico-chemical Properties
  • Miscellaneous

    • Chemical Class:

      An oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, <stereo>D</stereo>-leucyl, leucyl, arginyl, and <element>N</element>-ethylprolinamide residues joined in sequence. It is a synthetic nonapeptide analogue of gonadotropin-releasing hormone, and is used as a subcutaneous hydrogel implant (particularly as the acetate salt) for the treatment of prostate cancer and for the s uppression of gonadal sex hormone production in children with central precocious puberty. ChEBI CHEBI:6427
      An oligopeptide comprising pyroglutamyl, histidyl, tryptophyl, seryl, tyrosyl, D-leucyl, leucyl, arginyl, and N-ethylprolinamide residues joined in sequence. It is a synthetic nonapeptide analogue of gonadotropin-releasing hormone, and is used as a subcutaneous hydrogel implant (particularly as the acetate salt) for the treatment of prostate cancer and for the suppression of gonadal sex hormone pr oduction in children with central precocious puberty. ChEBI CHEBI:6427

    • Bio Activity:

      GNRH Receptor MedChem Express HY-12553
      GPCR/G protein MedChem Express HY-12553
      GPCR/G protein; MedChem Express HY-12553
      Leuprolide is an agonist at pituitary GnRH receptors. MedChem Express HY-12553
      Leuprolide is an agonist at pituitary GnRH receptors. ;Target: GnRH receptorLeuprorelin is a gonadotrophin-releasing hormone (GnRH) analogue used to treat a wide range of sex hormone-related disorders including advanced prostatic cancer, endometriosis and precocious puberty. Leuprorelin acts primarily on the anterior pituitary, inducing a transient early rise in gonadotrophin release. With continued use, Leuprorelin causes pituitary desensitisation and/or down-regulation, leading to suppressed circulating levels of gonadotrophins and sex hormones. [1] By interrupting the normal pulsatile stimulation of, and thus desensitizing, the GnRH receptors, it indirectly downregulates the secretion of gonadotropins luteinizing hormone (LH) and follicle-stimulating hormone (FSH), leading to hypogonadism and thus a dramatic reduction in estradiol and testosterone levels in both sexes. [2] MedChem Express HY-12553

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

Density: 1.4±0.1 g/cm3
Boiling Point:
Vapour Pressure:
Enthalpy of Vaporization:
Flash Point:
Index of Refraction: 1.682
Molar Refractivity: 316.0±0.5 cm3
#H bond acceptors: 28
#H bond donors: 17
#Freely Rotating Bonds: 33
#Rule of 5 Violations: 3
ACD/LogP: 0.41
ACD/LogD (pH 5.5): -3.74
ACD/BCF (pH 5.5): 1.00
ACD/KOC (pH 5.5): 1.00
ACD/LogD (pH 7.4): -2.77
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.00
Polar Surface Area: 429 Å2
Polarizability: 125.3±0.5 10-24cm3
Surface Tension: 61.7±7.0 dyne/cm
Molar Volume: 834.6±7.0 cm3

Click to predict properties on the Chemicalize site


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