DIHYDROERGOTAMINE MESYLATE

Search structure
Trade Names:
Synonyms:
Status: Approved (1946)
Entry Type: Small molecule
Molecule Category: Salt
UNII: 81AXN7R2QT
Parent Compound: DIHYDROERGOTAMINE

Structure
InChI Key ADYPXRFPBQGGAH-UMYZUSPBSA-N
Smile CN1C[C@H](C(=O)N[C@]2(C)O[C@@]3(O)[C@@H]4CCCN4C(=O)[C@H](Cc4ccccc4)N3C2=O)C[C@@H]2c3cccc4[nH]cc(c34)C[C@H]21.CS(=O)(=O)O
InChI
InChI=1S/C33H37N5O5.CH4O3S/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32;1-5(2,3)4/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39);1H3,(H,2,3,4)/t21-,23-,25-,26+,27+,32-,33+;/m1./s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C34H41N5O8S
Molecular Weight 679.8
AlogP 2.08
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 4.0
Polar Surface Area 118.21
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 43.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Serotonin 1d (5-HT1d) receptor agonist
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 0.3058
Enzyme Transferase
- - - - 3.35
Enzyme
- - - - 0.3058
Ion channel Ligand-gated ion channel 5HT3 receptor
- - - - 1.05
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Neuropeptide receptor
2188.88 - - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- - - 154.01 14.21
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Free fatty acid receptor
2571.77 - - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR)
1914.23 - - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
2830 - - 118.74 101.68
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - 2948.83 100.02
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - - 3.01
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 107.89 103.29
Membrane receptor Family B G protein-coupled receptor Peptide receptor (family B GPCR) Glucagon-like receptor Glucagon-like peptide receptor
2404.63 - - - -
Membrane receptor
1914.23 - - 107.89 100.02
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- - - - 21.21
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 10.07

Indications

Mesh Heading Maximum Phase Mesh ID Reference

Related Entries

Scaffolds

Parent
Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
23.38
Injury, poisoning and procedural complications
16.02
Vascular disorders
14.72
Nervous system disorders
9.52
Product issues
8.23
Respiratory, thoracic and mediastinal disorders
6.49
Gastrointestinal disorders
4.33
Skin and subcutaneous tissue disorders
4.33
Investigations
2.6

Cross References

Resources Reference
ChEBI 59756
ChEMBL CHEMBL1200517
FDA SRS 81AXN7R2QT
Guide to Pharmacology 121
KEGG C07798
PubChem 71171
SureChEMBL SCHEMBL40843
ZINC ZINC03978005
CONTENTS