Ebiratide | CAS#105250-86-0 | ACTH 4-9 analog

MedKoo Cat#: 597637 | Name: Ebiratide

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ebiratide is an analog of ACTH 4-9; RR given in Toxlit 10/88.

Chemical Structure

Ebiratide

CAS#105250-86-0

Theoretical Analysis

MedKoo Cat#: 597637

Name: Ebiratide

CAS#: 105250-86-0

Chemical Formula: C48H73N11O10S

Exact Mass: 995.5263

Molecular Weight: 996.23

Elemental Analysis: C, 57.87; H, 7.39; N, 15.47; O, 16.06; S, 3.22

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

Ebiratide; Ebiratidum; Ebiratida;

IUPAC/Chemical Name

(4S,7S,10S,13R)-7-((1H-imidazol-4-yl)methyl)-23-amino-15-((S)-1-amino-1-oxo-3-phenylpropan-2-yl)-4-((S)-2-amino-4-(methylsulfonyl)butanamido)-13-(4-aminobutyl)-10-benzyl-5,8,11,14-tetraoxo-6,9,12,15-tetraazatricosanoic acid

InChi Key

UMGYZFNFUVMLKV-BDPXDZDXSA-N

InChi Code

InChI=1S/C48H73N11O10S/c1-70(68,69)27-23-36(51)44(63)55-37(21-22-42(60)61)45(64)58-40(30-35-31-53-32-54-35)47(66)57-39(28-33-16-8-6-9-17-33)46(65)56-38(20-12-14-25-50)48(67)59(26-15-5-3-2-4-13-24-49)41(43(52)62)29-34-18-10-7-11-19-34/h6-11,16-19,31-32,36-41H,2-5,12-15,20-30,49-51H2,1H3,(H2,52,62)(H,53,54)(H,55,63)(H,56,65)(H,57,66)(H,58,64)(H,60,61)/t36-,37-,38+,39-,40-,41-/m0/s1

SMILES Code

O=C(N)[C@H](CC1=CC=CC=C1)N(C([C@@H](CCCCN)NC([C@H](CC2=CC=CC=C2)NC([C@H](CC3=CNC=N3)NC([C@H](CCC(O)=O)NC([C@H](CCS(C)(=O)=O)N)=O)=O)=O)=O)=O)CCCCCCCCN

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 996.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Okagawa T, Fujita T, Murakami M, Yamamoto A, Shimura T, Tabata S, Kondo S, Muranishi S. Susceptibility of ebiratide to proteolysis in rat intestinal fluid and homogenates and its protection by various protease inhibitors. Life Sci. 1994;55(9):677-83. PubMed PMID: 8065230. 2: Matsumoto T, Tsuda S, Nakamura S. The neurotrophic effects of ebiratide, an analog of ACTH4-9, on cultured septal cells and aged rats. J Neural Transm Gen Sect. 1995;100(1):1-15. PubMed PMID: 8748659. 3: Yamamoto A, Okagawa T, Kotani A, Uchiyama T, Shimura T, Tabata S, Kondo S, Muranishi S. Effects of different absorption enhancers on the permeation of ebiratide, an ACTH analogue, across intestinal membranes. J Pharm Pharmacol. 1997 Nov;49(11):1057-61. PubMed PMID: 9401937. 4: Shimura T, Tabata S, Ohnishi T, Terasaki T, Tsuji A. Transport mechanism of a new behaviorally highly potent adrenocorticotropic hormone (ACTH) analog, ebiratide, through the blood-brain barrier. J Pharmacol Exp Ther. 1991 Aug;258(2):459-65. PubMed PMID: 1650827. 5: Ogiso T, Paku T, Iwaki M, Tanino T, Nishioka S. Percutaneous absorption of physiologically active peptides, ebiratide and elcatonin, in rats. Biol Pharm Bull. 1994 Aug;17(8):1094-100. PubMed PMID: 7820115. 6: Pan W, Banks WA, Kastin AJ. Blood-brain barrier permeability to ebiratide and TNF in acute spinal cord injury. Exp Neurol. 1997 Aug;146(2):367-73. PubMed PMID: 9270046. 7: Terasaki T, Takakuwa S, Saheki A, Moritani S, Shimura T, Tabata S, Tsuji A. Absorptive-mediated endocytosis of an adrenocorticotropic hormone (ACTH) analogue, ebiratide, into the blood-brain barrier: studies with monolayers of primary cultured bovine brain capillary endothelial cells. Pharm Res. 1992 Apr;9(4):529-34. PubMed PMID: 1323100. 8: Shimura T, Tabata S, Hayashi S. Brain transfer of a new neuromodulating ACTH analog, ebiratide, in rats. Peptides. 1991 May-Jun;12(3):509-12. PubMed PMID: 1681522. 9: Sprague JE, Maickel RP. Effects of stress and ebiratide (Hoe-427) on free-choice ethanol consumption: comparison of Lewis and Sprague-Dawley rats. Life Sci. 1994;55(11):873-8. PubMed PMID: 8072388. 10: Shimura T, Tabata S, Terasaki T, Deguchi Y, Tsuji A. In-vivo blood-brain barrier transport of a novel adrenocorticotropic hormone analogue, ebiratide, demonstrated by brain microdialysis and capillary depletion methods. J Pharm Pharmacol. 1992 Jul;44(7):583-8. PubMed PMID: 1357139. 11: Hock FJ, Gerhards HJ, Wiemer G, Usinger P, Geiger R. Learning and memory processes of an ACTH4-9 analog (ebiratide; Hoe 427) in mice and rats. Peptides. 1988 May-Jun;9(3):575-81. PubMed PMID: 2843833. 12: Hamachi Y, Tsujiyama T, Nakashima K, Akiyama S. High-performance liquid chromatography with fluorescence detection of ebiratide using 4-(N,N-dimethylamino-sulphonyl)-7-fluoro-2,1,3-benzoxadiazole as a fluorogenic reagent. Biomed Chromatogr. 1995 Sep-Oct;9(5):216-20. PubMed PMID: 8593421. 13: Wiemer G, Gerhards HJ, Hock FJ, Usinger P, Von Rechenberg W, Geiger R. Neurochemical effects of the synthetic ACTH4-9-analog Hoe 427 (Ebiratide) in rat brain. Peptides. 1988 Sep-Oct;9(5):1081-7. PubMed PMID: 2854245. 14: Shimura T, Tabata S, Matsumoto T, Kondo S, Tsuda S, Deguchi Y, Terasaki T, Tsuji A. Blood-brain barrier transport of ebiratide and its uptake by cerebral neuronal cells. Ann N Y Acad Sci. 1993 May 31;680:609-11. PubMed PMID: 8390202. 15: Steiger A, von Bardeleben U, Guldner J, Lauer C, Rothe B, Holsboer F. The sleep EEG and nocturnal hormonal secretion studies on changes during the course of depression and on effects of CNS-active drugs. Prog Neuropsychopharmacol Biol Psychiatry. 1993 Jan;17(1):125-37. PubMed PMID: 8416599. 16: Heuser I, Heuser-Link M, Gotthardt U, Grasser A, Holsboer F. Behavioral effects of a synthetic corticotropin 4-9 analog in patients with depression and patients with Alzheimer's disease. J Clin Psychopharmacol. 1993 Jun;13(3):171-4. PubMed PMID: 8394847. 17: Krishnan S, Maickel RP. The effect of Hoe-427 (an ACTH4-9 analog) on free-choice ethanol consumption in male and female rats. Life Sci. 1991;49(26):2005-11. PubMed PMID: 1660954. 18: Steiger A, Guldner J, Knisatschek H, Rothe B, Lauer C, Holsboer F. Effects of an ACTH/MSH(4-9) analog (HOE 427) on the sleep EEG and nocturnal hormonal secretion in humans. Peptides. 1991 Sep-Oct;12(5):1007-10. PubMed PMID: 1666179. 19: Pepeu G, Spignoli G. Nootropic drugs and brain cholinergic mechanisms. Prog Neuropsychopharmacol Biol Psychiatry. 1989;13 Suppl:S77-88. Review. PubMed PMID: 2694231. 20: Sai Y, Kajita M, Tamai I, Wakama J, Wakamiya T, Tsuji A. Adsorptive-mediated endocytosis of a basic peptide in enterocyte-like Caco-2 cells. Am J Physiol. 1998 Sep;275(3 Pt 1):G514-20. PubMed PMID: 9724263.