Basic information
- CAS
8067-24-1- Standard SMILES
CCC(C)(C)C1C(=O)N2CCCC2C2(O)OC(NC(=O)C3CC4c5cccc6[nH]cc(c56)CC4N(C)C3)(C(C)C)C(=O)N12- InChIKey
ONYMVHQTXOEAOV-TZWRWDCZNA-N- Molecular formula
- C33H45N5O5
- Average molar mass
- 591.7 g/mol
- Monoisotopic mass
- 591.34206955
Overview
Alkergot is a peptide ergot alkaloid.
Names & identifiers
- Preferred name
- Dihydroergotoxine Mesylate
- IUPAC
- N-[2-hydroxy-7-(2-methylbutan-2-yl)-5,8-dioxo-4-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
- English name
- Dihydroergotoxine mesylate
- Molecular formula
- C20H29N3O5S
- Molecular weight
- 423.53
Names & synonyms
AlkergotErgoloid mesylateGerimalHydergine LCDeapril-STCO-Dergocrine mesylateDeaprildihydroergotoxine mesilateDihydroergotoxine methanesulfonateDihydroergotoxine methanesulphonateRedergineDTXSID5031428
Show more names
ERGOLOID MESYLATEShydergineEposcircanolcck179DecrilTrigotInorterDacoren
Co Dergine MesylateCo-Dergine Mesylatecodergocrine mesylateCo Dergocrine MesilateCo Dergocrine Mesylateergoloid methanesulfonateergoloid methanesulfonatesRefChem:920215
Database identifiers
- CAS
8067-24-1- PubChem CID
- 592735
- ChEMBL
CHEMBL2311030- ChEBI
CHEBI:181460
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 118 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 5
- Heavy atoms
- 43
- Formal charge
- 0
- Complexity
- 1,180
Experimental & physicochemical properties
SolubilityPartially soluble
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Boiling PointDecomposes
Physicochemical properties
- storage temp.
- Store at RT
- solubility
- 1 mg/ml · DMSO: Slightly Soluble; Methanol: 1 mg/ml
- form
- Solid
- color
- White to off-white
- InChIKey
- ONYMVHQTXOEAOV-TZWRWDCZNA-N
- SMILES
- C12C3=CC=CC=1[C@@]1([H])C[C@H](CN(C)[C@]1([H])CC2=CN3)C(=O)N[C@@H](C)CO.S(=O)(=O)(O)C |&1:6,9,13,22,r|
- FDA UNII
- 3 S33EX3KW · X3S33EX3KW
- ATC code
- 4 AE01,C04AE51 · C04AE01,C04AE51
- Symbol(GHS)
- 7 · GHS07
- Signal word
Safety & regulation
GHS classification
GHS Classification
Danger
H228 (57.1%): Flammable solid [Danger Flammable solids]
P203, P210, P240, P241, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 7 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesFlam. Sol. 1 (57.1%)
Safety data
- rtecs
- KE8800000
- ridadr
- 1544
- hs_code
- 3003490000
- risk_code
- 60
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- T
- safety_code
- 53-36/37/39-45
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard statements
- H302
- Precautionary statements
- P301+P312+P330
Chemistry & industry
Pharmacology
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
Protein BindingErgoloid mesylate presents a very large plasma protein binding that accounts for 81% of the administered dose. To know more about the individual components of the ergoloid mixture, please visit [DB11274] and [DB13345].
Pharmacodynamics
The mechanism of action of ergoloid mesylate is not completely established but it is thought that it increases both the blood flow and cerebral metabolism. Some studies have shown a significant improvement in alertness and memory, as well as a decline in confusion while some other benefits have shown a lack of effect. Its action produces a damper in the impulses from the vasomotor center which reduces the vascular tone which translates in the slow of pulse rate, prevention of compensatory tachycardia. To know more about the individual components of the ergoloid mixture, please visit [DB11274], [DB11273] and [DB13345].
Mechanism of Action
The general mechanism of action of ergoloid mesylate is the dual action of partial agonism/antagonism of adrenergic, dopaminergic and serotonergic receptors. The pharmacological activity is determined by the degree of activity of each component at the receptor site. To know more about the individual components of the ergoloid mixture, please visit [DB11275], [DB11274], [DB11273] and [DB13345].
Biological Half-LifeThe reported plasma half-life of ergoloid mesylate is 3.5 hours while the terminal half-life is of 13 hours. To know more about the individual components of the ergoloid mixture, please visit [DB11274].
Metabolism/Metabolites
Most of the metabolism of ergoloid mesylate is hepatic and it is performed very rapidly after absorption. After exposition in vitro, the major metabolites identified are hydroxy-dihydroergocornine, hydroxy-dihydroergocryptine and hydroxy-dihydroergocristine. All metabolic transformations seem to be related to the activity of the cytochrome CYP3A4. To know more about the individual components of the ergoloid mixture, please visit [DB11274], [DB11273] and [DB13345].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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