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L2761

[des-Gly10, D-His(Bzl)6]-LH-RH ethylamide

≥97% (HPLC), powder

Synonym(s):

Histrelin

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1 mg

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$299.00
$254.15

About This Item

Empirical Formula (Hill Notation):
C66H86N18O12
CAS Number:
76712-82-8
Molecular Weight:
1323.50
NACRES:
NA.32
PubChem Substance ID:
24896325
UNSPSC Code:
12352209
MDL number:
MFCD00133494

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Quality Segment

assay

≥97% (HPLC)

form

powder

composition

Peptide content, ~70%

UniProt accession no.

storage temp.

−20°C

SMILES string

CCNC(=O)C1CCCN1C(=O)C(CCCNC(N)=N)NC(=O)C(CC(C)C)NC(=O)C(Cc2cn(Cc3ccccc3)cn2)NC(=O)C(Cc4ccc(O)cc4)NC(=O)C(CO)NC(=O)C(Cc5c[nH]c6ccccc56)NC(=O)C(Cc7cnc[nH]7)NC(=O)C8CCC(=O)N8

InChI

1S/C66H86N18O12/c1-4-70-64(95)55-17-11-25-84(55)65(96)48(16-10-24-71-66(67)68)76-58(89)49(26-38(2)3)77-62(93)53(30-43-34-83(37-74-43)33-40-12-6-5-7-13-40)81-59(90)50(27-39-18-20-44(86)21-19-39)78-63(94)54(35-85)82-60(91)51(28-41-31-72-46-15-9-8-14-45(41)46)79-61(92)52(29-42-32-69-36-73-42)80-57(88)47-22-23-56(87)75-47/h5-9,12-15,18-21,31-32,34,36-38,47-55,72,85-86H,4,10-11,16-17,22-30,33,35H2,1-3H3,(H,69,73)(H,70,95)(H,75,87)(H,76,89)(H,77,93)(H,78,94)(H,79,92)(H,80,88)(H,81,90)(H,82,91)(H4,67,68,71)

InChI key

HHXHVIJIIXKSOE-UHFFFAOYSA-N

Gene Information

Application

[des-Gly10, D-His(Bzl)6]-LH-RH ethylamide has been used:
  • for inducing Batrachoseps gravid females to oviposit
  • for comparing the effect of LHRH (luteinizing hormone-releasing hormone) agonists and dopamine antagonists in Lithobates pipiens
  • for inducing oviposition in females of Taricha granulosa and Ensatina eschscoltzii
  • to induce spawning in Spea hammondii adults

Biochem/physiol Actions

Glp-His-Trp-Ser-Tyr-His(Bzl)-Leu-Arg-Pro-NHEt ([des-Gly10, D-His(Bzl)6]-LH-RH) is a GnRH (gonadotropin-releasing hormone) agonist, histerelin. GnRH (Glp-His-Trp-Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2), which is also referred as LHRH (luteinizing hormone-releasing hormone) or gonadorelin, is crucial for mammalian reproduction and is released from hypothalamic neurons. It is responsible for the secretion of gonadotropins, luteinizing hormone (LH) and follicle-stimulating hormone (FSH), from the pituitary glands. Mutations in GnRH are associated with normosmic congenital hypogonadotropic hypogonadism. Histerelin is used for the treatment of central precocious puberty in children. It inhibits actions of sex steroids on the male and female reproductive organs.

Features and Benefits

Has greater lipophilicity than other LH-RH agonists, but retains high water solubility

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This Item
L4897L9761L4513
[des-Gly10, D-His(Bzl)6]-LH-RH ethylamide ≥97% (HPLC), powder

Sigma-Aldrich

L2761

[des-Gly10, D-His(Bzl)6]-LH-RH ethylamide

Luteinizing hormone releasing hormone salmon ≥97% (HPLC)

Sigma-Aldrich

L4897

Luteinizing hormone releasing hormone salmon

[D-Trp6]-LH-RH ≥97% (HPLC), powder

Sigma-Aldrich

L9761

[D-Trp6]-LH-RH

[des-Gly10, D-Ala6]-LH-RH ethylamide acetate salt hydrate ≥97% (HPLC), powder

Sigma-Aldrich

L4513

[des-Gly10, D-Ala6]-LH-RH ethylamide acetate salt hydrate

description

≥97% (HPLC), powder

description

≥97% (HPLC)

description

≥97% (HPLC), powder

description

≥97% (HPLC), powder

assay

≥97% (HPLC)

assay

≥97% (HPLC)

assay

≥97% (HPLC)

assay

≥97% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

form

powder

form

-

form

powder

form

powder

Gene Information

human ... GNRH1(2796), GNRHR(2798)
mouse ... GNRH1(14714), GNRHR(14715)
rat ... GNRH1(25194), GNRHR(81668)

Gene Information

human ... GNRH1(2796), GNRHR(2798)
mouse ... GNRH1(14714), GNRHR(14715)
rat ... GNRH1(25194), GNRHR(81668)

Gene Information

human ... GNRH1(2796), GNRHR(2798)

Gene Information

mouse ... GNRH1(2796), GNRHR(2798)
rat ... GNRH1(14714), GNRHR(14715)

UniProt accession no.

P01148, Q01776, P30969, P13562, P55248, P07490, P30968

UniProt accession no.

P01148, P55248, P07490, P30968, P30969, P13562, Q01776

UniProt accession no.

P30968, P01148

UniProt accession no.

P13562, P01148, P30968, Q01776

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Codes

H360

Precautionary Statements

P201 - P308 + P313

Hazard Classifications

Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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