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SML0241

Sigma-Aldrich

Ganirelix acetate salt

≥95% (HPLC), lyophilized powder, GnRH antagonist

Synonym(s):

Antagon, N-Acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N6-[bis(ethylamino)methylene]-D-lysyl-L-leucyl-N6-[bis(ethylamino)methylene]-L-lysyl-L-prolyl-D-alaninamide diacetate, Orgalutran

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About This Item

Empirical Formula (Hill Notation):
C80H113ClN18O13 · 2C2H4O2
CAS Number:
Molecular Weight:
1690.42
UNSPSC Code:
51111800
NACRES:
NA.77

Product Name

Ganirelix acetate salt, ≥95% (HPLC)

Quality Level

assay

≥95% (HPLC)

form

lyophilized powder

color

white

storage temp.

−20°C

SMILES string

Clc1ccc(cc1)C[C@H](NC(=O)C(NC(=O)C)Cc5cc6c(cc5)cccc6)C(=O)N[C@@H](Cc4cnccc4)C(=O)N[C@H](CO)C(=O)N[C@H](Cc3ccc(cc3)O)C(=O)N[C@H](CCCCN=C(NCC)NCC)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN=C(NCC)NCC)C(=O)N2C(CCC2)C(=O)N[C@H](C)C(=O)N.OC(=O)C.OC(=O)C

InChI

1S/C80H113ClN18O13.2C2H4O2/c1-9-84-79(85-10-2)88-38-17-15-24-60(70(104)94-62(41-49(5)6)71(105)93-61(25-16-18-39-89-80(86-11-3)87-12-4)78(112)99-40-20-26-68(99)77(111)90-50(7)69(82)103)92-73(107)64(44-53-30-35-59(102)36-31-53)97-76(110)67(48-100)98-75(109)66(46-55-21-19-37-83-47-55)96-74(108)65(43-52-28-33-58(81)34-29-52)95-72(106)63(91-51(8)101)45-54-27-32-56-22-13-14-23-57(56)42-54;2*1-2(3)4/h13-14,19,21-23,27-37,42,47,49-50,60-68,100,102H,9-12,15-18,20,24-26,38-41,43-46,48H2,1-8H3,(H2,82,103)(H,90,111)(H,91,101)(H,92,107)(H,93,105)(H,94,104)(H,95,106)(H,96,108)(H,97,110)(H,98,109)(H2,84,85,88)(H2,86,87,89);2*1H3,(H,3,4)/t50-,60-,61+,62+,63?,64-,65+,66+,67-,68?;;/m1../s1

InChI key

OVBICQMTCPFEBS-HYVLHXRFSA-N

Biochem/physiol Actions

Ganirelix is a decapeptide GnRH antagonist. Ganirelix acts by blocking the action of GnRH upon the pituitary, thus rapidly suppressing the production and action of LH and FSH.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Kevin J Doody et al.
Reproductive biomedicine online, 23(4), 449-456 (2011-08-23)
The relationship between endogenous LH concentrations and ongoing pregnancy rates among normogonadotrophic patients undergoing ovarian stimulation in a gonadotrophin-releasing hormone antagonist protocol were examined. In the Engage trial, 1506 patients received corifollitropin alfa (150 μg) or daily recombinant FSH (rFSH)
Juan Antonio García-Velasco et al.
Reproductive biomedicine online, 24(2), 153-162 (2011-12-27)
This trial assessed the impact of early initiation of gonadotrophin-releasing hormone (GnRH) antagonist on follicular and endocrine profiles compared with the fixed GnRH-antagonist protocol. Eighty-five oocyte donors were randomized to GnRH antagonist starting in the mid-luteal phase of the prestimulation
D Kyrou et al.
European journal of obstetrics, gynecology, and reproductive biology, 162(2), 165-168 (2012-03-20)
To investigate the relationship between premature progesterone (P) rise and serum estradiol (E(2)) levels and the number of follicles in GnRH antagonist/rec-FSH stimulated cycles. Two hundred and seven patients treated by IVF/ICSI at the Centre for Reproductive Medicine of the
Juan C Castillo et al.
Journal of assisted reproduction and genetics, 29(3), 249-253 (2012-01-13)
This study aimed to explore the incidence of empty follicle syndrome (EFS) in oocyte donors who had final oocyte maturation triggered with GnRHa and to compare the incidence of EFS in this group of patients with IVF patients who had
Vienna E Brunt et al.
American journal of physiology. Heart and circulatory physiology, 305(7), H1041-H1049 (2013-07-23)
The individual effects of estrogen and progesterone on baroreflex function remain poorly understood. We sought to determine how estradiol (E2) and progesterone (P4) independently alter the carotid-cardiac and carotid-vasomotor baroreflexes in young women by using a hormone suppression and exogenous

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