Methysergide maleateProduct ingredient for Methysergide
- Name
- Methysergide maleate
- Drug Entry
- Methysergide
An ergot derivative that is a congener of lysergic acid diethylamide. It antagonizes the effects of serotonin in blood vessels and gastrointestinal smooth muscle, but has few of the properties of other ergot alkaloids. Methysergide is used prophylactically in migraine and other vascular headaches and to antagonize serotonin in the carcinoid syndrome.
- Accession Number
- DBSALT000895
- Structure
Structure for Methysergide maleate (DBSALT000895)
- Synonyms
- Not Available
- UNII
- 2U7H1466GH
- CAS Number
- 129-49-7
- Weight
- Average: 469.538
Monoisotopic: 469.22128573 - Chemical Formula
- C25H31N3O6
- InChI Key
- LWYXFDXUMVEZKS-ZVFOLQIPSA-N
- InChI
- InChI=1S/C21H27N3O2.C4H4O4/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14;5-3(6)1-2-4(7)8/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,15+,19-;/m1./s1
- IUPAC Name
- (2Z)-but-2-enedioic acid; (4R,7R)-N-[(2S)-1-hydroxybutan-2-yl]-6,11-dimethyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide
- SMILES
- OC(=O)\C=C/C(O)=O.CC[C@@H](CO)NC(=O)[C@H]1CN(C)[C@@H]2CC3=CN(C)C4=CC=CC(=C34)C2=C1
- External Links
- PubChem Compound
- 5281073
- ChemSpider
- 4444530
- ChEBI
- 6894
- ChEMBL
- CHEMBL1200938
- Wikipedia
- Methysergide
- Predicted Properties
Property Value Source Water Solubility 0.224 mg/mL ALOGPS logP 2.22 ALOGPS logP 1.82 Chemaxon logS -3.2 ALOGPS pKa (Strongest Acidic) 15.01 Chemaxon pKa (Strongest Basic) 7.85 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 57.5 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 104.47 m3·mol-1 Chemaxon Polarizability 40.86 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon