EM574 [Motilide]
Product Code: AG-CN2-0102
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0102-C250 | 250 ug | £120.00 |
Quantity:
| AG-CN2-0102-M001 | 1 mg | £340.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
Motilide; Idremcinal; 8,9-Didehydro-N-demethyl-9-deoxo-6-deoxy-6,9-epoxy-N-(1-methylethyl)-erythromycin
Appearance:
White to off-white powder.
CAS:
110480-13-2
EClass:
32160000
Form (Short):
liquid
Handling Advice:
After reconstitution, prepare aliquots and store at -20°C.
InChi:
InChI=1S/C39H69NO12/c1-15-27-39(12,45)32(42)22(6)30-20(4)17-38(11,52-30)34(51-36-29(41)26(16-21(5)47-36)40(13)19(2)3)23(7)31(24(8)35(44)49-27)50-28-18-37(10,46-14)33(43)25(9)48-28/h19,21-29,31-34,36,41-43,45H,15-18H2,1-14H3/t21-,22+,23+,24-,25+,26+,27-,28+,29-,31+,32-,33+,34-,36+,37?,38-,39-/m1/s1
InChiKey:
FPBKIOZMKHHNLL-FMUXYZBNSA-N
Long Description:
Chemical. CAS: 110480-13-2. Formula: C39H69NO12. MW: 744. Semisynthetic from erythromycin A. Shows strong gastrointestinal motor stimulating (GMS) activity. Motilin receptor agonist. Stimulates smooth muscle cell contraction. Stimulates cholinergic neurons in a non-vagal pathway. Enhances gastrointestinal contractile activity and accelerates gastric emptying. Shows orexigenic activity with affinity for the growth-hormone secretagogue receptor (GHS-R, ghrelin receptor).
MDL:
MFCD00886575
Molecular Formula:
C39H69NO12
Molecular Weight:
744
Package Type:
Vial
Product Description:
Shows strong gastrointestinal motor stimulating (GMS) activity [1, 2, 5]. Motilin receptor agonist [3, 6]. Stimulates smooth muscle cell contraction [3]. Stimulates cholinergic neurons in a non-vagal pathway [4]. Enhances gastrointestinal contractile activity and accelerates gastric emptying [7, 8]. Shows orexigenic activity with affinity for the growth-hormone secretagogue receptor (GHS-R, ghrelin receptor) [9].
Purity:
>95% (HPLC)
SMILES:
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]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C(C)C)[C@@]2(C)CC(C)=C(O2)[C@H](C)[C@@H](O)[C@]1(C)O
Solubility Chemicals:
Soluble in methanol, ethanol, DMSO, chloroform, acetone, ethyl acetate or acetonitrile. Insoluble in water or hexane.
Source / Host:
Semisynthetic from erythromycin A.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 3 years after receipt when stored at -20°C.
References
Gastrointestinal motor-stimulating activity of macrolide antibiotics and the structure-activity relationship: S. Omura, et al.; J. Antibiot. (Tokyo) 38, 1631 (1985) | Macrolides with gastrointestinal motor stimulating activity: S. Omura, et al.; J. Med. Chem. 30, 1941 (1987) | EM574, an erythromycin derivative, is a potent motilin receptor agonist in human gastric antrum: M. Satoh, et al.; J. Pharmacol. Exp. Ther. 271, 574 (1994) | Vagus-dependent and vagus-independent mechanisms of action of the erythromycin derivative EM574 and motilin in dogs: N. Inatomi, et al.; Jpn. J. Pharmacol. 71, 29 (1996) | Bioactive metabolites of EM574 and EM523, erythromycin derivatives having strong gastrointestinal motor stimulating activity: Y. Funabashi, et al.; J. Antibiot. (Tokyo) 49, 794 (1996) | EM574, an erythromycin derivative, is a motilin receptor agonist in the rabbit: F. Sato, et al.; Eur. J. Pharmacol. 322, 63 (1997) | Effects of EM574 and cisapride on gastric contractile and emptying activity in normal and drug-induced gastroparesis in dogs: T. Tanaka, et al.; J. Pharmacol. Exp. Ther. 287, 712 (1998) | Effect of EM574 on postprandial pancreaticobiliary secretion, gastric motor activity, and emptying in conscious dogs: T. Tanaka, et al.; Dig. Dis. Sci. 44, 1100 (1999) | EM574, a motilide, has an orexigenic activity with affinity for growth-hormone secretagogue receptor: A. Asakawa, et al.; J. Gastroenterol. Hepatol. 18, 881 (2003)