Fertirelin - ≥99% , CAS No.38234-21-8

CAS: 38234-21-8 Cat. No.: F650250 Molecular Weight: 1153.29 EC Number: 636-807-5 PubChem CID: 188304

GRADE & PURITY ≥99%

Synonyms

MS-32015 | DTXSID8057728 | Fertirelina | Q27286835 | DTXCID9031517 | CHEBI:177856 | NCGC00262930-01 | Fertirelin [INN:BAN] | Fertireline [INN-French] | Fertirelinum [INN-Latin] | CAS-38234-21-8 | 1-9-Luteinizing hormone-releasing factor (swine),9-(N-ethyl

Storage

Desiccated,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Fertirelin is a GnRH and LH-RH analogue; it also becomes the treatment choice for reversing cow follicular cysts.

In Vivo

Fertirelin, an analog of GnRH 2.5 to 10 times more potent than native GnRH , has become the treatment of choice for reversing follicular cysts . Administration of high doses of Fertirelin is found to reduce superovulatory responses. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Animal administration

Mice iparious female mice weighed 25-28 g (8-9 weeks) are used throughout the study. The mice are ddY strain and specific pathohen-free. As ovulation can be induced in mice at any time with administration of human chorionic gonadotrophin (hCG), 5.0 IU of hCG is injected subcutaneously into each mouse at 17:00, irrespective of the stage of the estrus cycle. This day is designated as Day 0. Nine groups are established according to the dose of Fertirelin ranging from 0.001 to 1.0 μg , and the administration are carried out at 22:00 on Day 0 and at 2:00, 6:00, 10:00 and 14:00 on Day 1 . aladdin has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Synonyms

MS-32015 | DTXSID8057728 | Fertirelina | Q27286835 | DTXCID9031517 | CHEBI:177856 | NCGC00262930-01 | Fertirelin [INN:BAN] | Fertireline [INN-French] | Fertirelinum [INN-Latin] | CAS-38234-21-8 | 1-9-Luteinizing hormone-releasing factor (swine), 9-(N-ethyl

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Fertirelin is a GnRH and LH-RH analogue; it also becomes the treatment choice for reversing cow follicular cysts.

Storage

Desiccated, Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CCNC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)CNC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(CO)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CN=CN5)NC(=O)C6CCC(=O)N6
• IUPAC Name: (2S)-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-[(2S)-2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
• InChIKey: DGCPIBPDYFLAAX-YTAGXALCSA-N
• INCHI: 1S/C55H76N16O12/c1-4-59-53(82)44-12-8-20-71(44)54(83)38(11-7-19-60-55(56)57)66-49(78)39(21-30(2)3)65-46(75)27-62-47(76)40(22-31-13-15-34(73)16-14-31)67-52(81)43(28-72)70-50(79)41(23-32-25-61-36-10-6-5-9-35(32)36)68-51(80)42(24-33-26-58-29-63-33)69-48(77)37-17-18-45(74)64-37/h5-6,9-10,13-16,25-26,29-30,37-44,61,72-73H,4,7-8,11-12,17-24,27-28H2,1-3H3,(H,58,63)(H,59,82)(H,62,76)(H,64,74)(H,65,75)(H,66,78)(H,67,81)(H,68,80)(H,69,77)(H,70,79)(H4,56,57,60)/t37-,38-,39-,40-,41-,42-,43-,44-/m0/s1
• Isomeric SMILES: CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](CC2=CC=C(C=C2)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=CC=CC=C43)NC(=O)[C@H](CC5=CN=CN5)NC(=O)[C@@H]6CCC(=O)N6
• Alternate CAS: 38234-21-8,66002-66-2 (acetate)
• PubChem CID: 188304
• MeSH Entry Terms: 9-(N)-Et-ProNH2-10-des-GlyNH2-LHRH;9-N-Et-ProNH2-LHRH;desGly(10)-Pro(9)-LHRH ethylamide;DGNH-LHRH;fertilerine;fertilerine acetate;fertirelin;fertirelin acetate;GnRH, (N)-Et-ProNH2(9)-;GnRH, N-Et-ProNH2(9)-;LHRH, (N)-Et-ProNH2(9)-;LHRH, (N)-ethylprolinamid
• Molecular Weight: 1153.29

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Oligopeptides
• Alternative Parents: Tyrosine and derivatives Phenylalanine and derivatives Histidine and derivatives Leucine and derivatives N-acyl-alpha amino acids and derivatives Proline and derivatives Tryptamines and derivatives Serine and derivatives Alpha amino acid amides Amphetamines and derivatives 3-alkylindoles N-acylpyrrolidines Pyrrolidinecarboxamides 1-hydroxy-2-unsubstituted benzenoids Substituted pyrroles N-acyl amines Pyrrolidine-2-ones Tertiary carboxylic acid amides Imidazoles Heteroaromatic compounds Secondary carboxylic acid amides Guanidines Lactams Propargyl-type 1,3-dipolar organic compounds Carboximidamides Azacyclic compounds Carbonyl compounds Organopnictogen compounds Organic oxides Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-oligopeptide - Tyrosine or derivatives - Phenylalanine or derivatives - Histidine or derivatives - Leucine or derivatives - N-acyl-alpha amino acid or derivatives - Proline or derivatives - Alpha-amino acid amide - Triptan - Serine or derivatives - 3-alkylindole - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Amphetamine or derivatives - Indole or derivatives - Indole - N-acylpyrrolidine - Pyrrolidine-2-carboxamide - Pyrrolidine carboxylic acid or derivatives - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Fatty amide - N-acyl-amine - Fatty acyl - Pyrrolidone - 2-pyrrolidone - Substituted pyrrole - Benzenoid - Pyrrole - Tertiary carboxylic acid amide - Azole - Pyrrolidine - Heteroaromatic compound - Imidazole - Secondary carboxylic acid amide - Lactam - Carboxamide group - Guanidine - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Carboximidamide - Organoheterocyclic compound - Azacycle - Primary alcohol - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Organic oxide - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

LHCGR Tclin Luteinizing hormone/Choriogonadotropin receptor (373 Activities)

Discover Target: LHCGR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GNRHR Tclin Gonadotropin-releasing hormone receptor (3398 Activities)

Discover Target: GNRHR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : ≥ 100 mg/mL (86.71 mM) H2O : 100 mg/mL (86.71 mM; Need ultrasonic)
• Molecular Weight: 1153.300 g/mol
• XLogP3: -1.000
• Hydrogen Bond Donor Count: 15
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 30
• Exact Mass: 1152.58 Da
• Monoisotopic Mass: 1152.58 Da
• Topological Polar Surface Area: 432.000 Ų
• Heavy Atom Count: 83
• Formal Charge: 0
• Complexity: 2280.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1