MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 581383 | Name: EM 523

Description:

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

EM 523 is a Gastrointestinal Agent.

Chemical Structure

EM 523
EM 523
CAS#110205-60-2

Theoretical Analysis

MedKoo Cat#: 581383

Name: EM 523

CAS#: 110205-60-2

Chemical Formula: C38H67NO12

Exact Mass: 729.4663

Molecular Weight: 729.95

Elemental Analysis: C, 62.53; H, 9.25; N, 1.92; O, 26.30

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
EM 523; EM523L; EM-523; EM523;
IUPAC/Chemical Name
(2R,3R,4S,5R,8R,9S,10S,11R,12R)-5-ethyl-11-(((2S,3R,4S,6R)-4-(ethyl(methyl)amino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-3,4-dihydroxy-9-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-2,4,8,10,12,14-hexamethyl-6,15-dioxabicyclo[10.2.1]pentadec-1(14)-en-7-one
InChi Key
UTTLXGDLSXWDJI-QZCZOBQCSA-N
InChi Code
InChI=1S/C38H67NO12/c1-14-26-38(11,44)31(41)21(5)29-19(3)17-37(10,51-29)33(50-35-28(40)25(39(12)15-2)16-20(4)46-35)22(6)30(23(7)34(43)48-26)49-27-18-36(9,45-13)32(42)24(8)47-27/h20-28,30-33,35,40-42,44H,14-18H2,1-13H3/t20-,21+,22+,23-,24+,25+,26-,27+,28-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
SMILES Code
CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@H]2C[C@@](C)(OC)[C@@H](O)[C@H](C)O2)[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3O)N(C)CC)[C@@]4(C)CC(=C(O4)[C@H](C)[C@@H](O)[C@]1(C)O)C
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

Preparing Stock Solutions

The following data is based on the product molecular weight 729.95 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.

Recalculate based on batch purity %
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: Duan H, Jiang Y, Zhang Y, Sun D, Liu C, Huang J, Lan X, Zhou H, Chen L, Zhong H. High quantum-yield CdSexS1-x/ZnS core/shell quantum dots for warm white light-emitting diodes with good color rendering. Nanotechnology. 2013 Jul 19;24(28):285201. doi: 10.1088/0957-4484/24/28/285201. Epub 2013 Jun 20. PubMed PMID: 23787792. 2: Ozaki K, Yogo K, Sudo H, Onoma M, Kamei K, Akima M, Koga H, Itoh Z, Omura S, Takanashi H. Effects of mitemcinal (GM-611), an acid-resistant nonpeptide motilin receptor agonist, on the gastrointestinal contractile activity in conscious dogs. Pharmacology. 2007;79(4):223-35. Epub 2007 Apr 5. PubMed PMID: 17426410. 3: Takanashi H, Yogo K, Ozaki K, Koga H, Itoh Z, Omura S. In vitro pharmacological characterization of mitemcinal (GM-611), the first acid-resistant non-peptide motilin receptor agonist, in smooth muscle of rabbit small intestine. Pharmacology. 2007;79(3):137-48. Epub 2006 Dec 20. PubMed PMID: 17183187. 4: Thielemans L, Depoortere I, Perret J, Robberecht P, Liu Y, Thijs T, Carreras C, Burgeon E, Peeters TL. Desensitization of the human motilin receptor by motilides. J Pharmacol Exp Ther. 2005 Jun;313(3):1397-405. Epub 2005 Mar 11. PubMed PMID: 15764739. 5: Kitazawa T, Taneike T, Ohga A. Functional characterization of neural and smooth muscle motilin receptors in the chicken proventriculus and ileum. Regul Pept. 1997 Aug 15;71(2):87-95. PubMed PMID: 9416990. 6: Ishii M, Nakamura T, Kasai F, Baba T, Takebe K. Erythromycin derivative improves gastric emptying and insulin requirement in diabetic patients with gastroparesis. Diabetes Care. 1997 Jul;20(7):1134-7. PubMed PMID: 9203450. 7: Tanaka T, Mizumoto A, Haga N, Itoh Z. A new method to measure gastric emptying in conscious dogs: a validity study and effects of EM523 and L-NNA. Am J Physiol. 1997 Apr;272(4 Pt 1):G909-15. PubMed PMID: 9142925. 8: Monji H, Yamaguchi M, Aoki I, Ueno H. Highly sensitive high-performance liquid chromatographic determination method for a new erythromycin derivative, EM523, and its major metabolites in human plasma and urine using post-column tris(2,2'-bipyridine) ruthenium(III) chemiluminescence detection. J Chromatogr B Biomed Sci Appl. 1997 Mar 7;690(1-2):305-13. PubMed PMID: 9106057. 9: Funabashi Y, Hakoda S, Inatomi N, Koyama K, Tanida S, Harada S, Itoh Z, Omura S. Microbial conversion of EM574 and EM523, gastrointestinal motor stimulating agents. J Antibiot (Tokyo). 1996 Aug;49(8):802-10. PubMed PMID: 8823514. 10: Funabashi Y, Maeshiba Y, Inatomi N, Tanayama S, Harada S, Itoh Z, Omura S. Bioactive metabolites of EM574 and EM523, erythromycin derivatives having strong gastrointestinal motor stimulating activity. J Antibiot (Tokyo). 1996 Aug;49(8):794-801. PubMed PMID: 8823513. 11: Okano H, Inui A, Ueno N, Morimoto S, Ohmoto A, Miyamoto M, Aoyama N, Nakajima Y, Baba S, Kasuga M. EM523L, a nonpeptide motilin agonist, stimulates gastric emptying and pancreatic polypeptide secretion. Peptides. 1996;17(6):895-900. PubMed PMID: 8899806. 12: De Clercq P, Depoortere I, Macielag M, Vandermeers A, Vandermeers-Piret MC, Peeters TL. Isolation, sequence, and bioactivity of chicken motilin. Peptides. 1996;17(2):203-8. PubMed PMID: 8801522. 13: Shiba Y, Mizumoto A, Satoh M, Inui A, Itoh Z, Omura S. Effect of nonpeptide motilin agonist EM523 on release of gut and pancreatic hormones in conscious dogs. Gastroenterology. 1996 Jan;110(1):241-50. PubMed PMID: 8536863. 14: Shiba Y, Mizuki A, Inatomi N, Yamamoto O, Sato S. [Mechanism of increased gastric motility effect of EM523]. J Smooth Muscle Res. 1995 Dec;31(6):492-5. Japanese. PubMed PMID: 8867984. 15: Depoortere I, Macielag MJ, Galdes A, Peeters TL. Antagonistic properties of [Phe3,Leu13]porcine motilin. Eur J Pharmacol. 1995 Nov 24;286(3):241-7. PubMed PMID: 8608785. 16: Shiba Y, Mizumoto A, Inatomi N, Haga N, Yamamoto O, Itoh Z. Stimulatory mechanism of EM523-induced contractions in postprandial stomach of conscious dogs. Gastroenterology. 1995 Nov;109(5):1513-21. PubMed PMID: 7557133. 17: Lartey PA, Nellans HN, Faghih R, Petersen A, Edwards CM, Freiberg L, Quigley S, Marsh K, Klein LL, Plattner JJ. Synthesis of 4"-deoxy motilides: identification of a potent and orally active prokinetic drug candidate. J Med Chem. 1995 May 12;38(10):1793-8. PubMed PMID: 7752203. 18: Nakamura T, Ishii M, Arai Y, Tandoh Y, Terada A, Takebe K. Effect of intravenous administration of EM523L on gastric emptying and plasma glucose levels after a meal in patients with diabetic gastroparesis: a pilot study. Clin Ther. 1994 Nov-Dec;16(6):989-99. PubMed PMID: 7697695. 19: Peeters TL, Depoortere I, Macielag MJ, Dharanipragada R, Marvin MS, Florance JR, Galdes A. The motilin antagonist ANQ-11125 blocks motilide-induced contractions in vitro in the rabbit. Biochem Biophys Res Commun. 1994 Jan 28;198(2):411-6. PubMed PMID: 8297350. 20: Depoortere I, Peeters TL, Vantrappen G. Distribution and characterization of motilin receptors in the cat. Peptides. 1993 Nov-Dec;14(6):1153-7. PubMed PMID: 8134297.