ChemSpider 2D Image | Leuprorelin | C59H84N16O12


  • 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
Leuprolide [Wiki]
Leuprolide acetate [USAN]

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

HSDB 6518 [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
    • 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

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