Basic information
- CAS
88660-47-3- Standard SMILES
CC[C@@H](C)[C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@](NC(=O)[C@@H]3C[C@@H]4c5cccc6[nH]cc(c56)C[C@H]4N(C)C3)(C(C)C)C(=O)N12- InChIKey
SBFXHXZNBNFPHV-PXXBSISHSA-N- Molecular formula
- C32H43N5O5
- Average molar mass
- 577.7 g/mol
- Monoisotopic mass
- 577.32641949
Overview
Epicriptine is a peptide ergot alkaloid.
Names & identifiers
- Preferred name
- Epicriptine
- IUPAC
- (6aR,9R,10aR)-N-[(1S,2S,4R,7S)-7-[(2R)-butan-2-yl]-2-hydroxy-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
- Epicriptine
- Molecular formula
- C32H43N5O5
- Molecular weight
- 577.722
Names & synonyms
Epicriptine88660-47-3EpicriptinaEpicriptinumEpicryptineEpicriptine [INN]Epicriptinum [Latin]Epicriptina [Spanish]dihydro-beta-ergocryptinedihydro-.beta.-ergocryptine5M64643B5U(6aR,9R,10aR)-N-[(1S,2S,4R,7S)-7-[(2R)-butan-2-yl]-2-hydroxy-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
Show more names
DCN 203-922(R)-9,10-Dihydro-β-ergocryptineErgotaman-3',6',18-trione, 9,10-dihydro-12'-hydroxy-2'-(1-methylethyl)-5'-[(1R)-1-methylpropyl]-, (5'α,10α)-(6aR,9R,10aR)-N-[(2R,5S,10aS,10bS)-10b-hydroxy-2-(1-methylethyl)-5-(2-methylpropyl)-3,6-dioxooctahydro-8H-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl]-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxamide(α-dihydroergocryptine),(6aR,9R,10aR)-N-[(2R,5S,10aS,10bS)-10b-hydroxy-2-(1-methylethyl)-5-[(1RS-1-methylpropyl]-3,6-dioxooctahydro-8H-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl]-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline-9-carboxamide (β-dihydroergocryptine or epicriptine),
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 118 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 5
- Heavy atoms
- 42
- Formal charge
- 0
- Complexity
- 1,130
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Boiling point
- 848.4 · 848.4±65.0 °C(Predicted)
- Density
- 1.36 · 1.36±0.1 g/cm3(Predicted)
- pka
- 9.62 · 9.62±0.60(Predicted)
- FDA UNII
- 5 M64643B5U · 5M64643B5U
Chemistry & industry
Pharmacology
Protein BindingPlease refer to [DB01049] and to know more about the isomer please refer to [DB11274].
PharmacodynamicsPlease refer to [DB01049] and to know more about the isomer please refer to [DB11274].
Mechanism of Action
Epicriptine effect is mainly due to the agonistic activity on dopamine receptor. This activity is categorized as part of the ergoline class which is defined as a producer of a vasoconstrictive effect. Please refer to [DB01049] and to know more about the isomer please refer to [DB11274].
Biological Half-LifePlease refer to [DB01049] and to know more about the isomer please refer to [DB11274].
Metabolism/MetabolitesPlease refer to [DB01049] and to know more about the isomer please refer to [DB11274].
Absorption, Distribution and Excretion
Please refer to [DB01049] and to know more about the isomer please refer to [DB11274].
Please refer to [DB01049] and to know more about the isomer please refer to [DB11274].
Please refer to [DB01049] and to know more about the isomer please refer to [DB11274].
Please refer to [DB01049] and to know more about the isomer please refer to [DB11274].
Applications
Uses(R)-9,10-Dihydro-β-ergocryptinen is a dopaminomimetic compound, a hormone-lowering effect drug, which possess a prolactin suppressant.
Suppliers4 total
中梦研（湖北）科技有限公司0717-6300888 18062399888 · [email protected]
珠海安哲生物科技有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…