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Details

Stereochemistry ABSOLUTE
Molecular Formula C35H41N5O5
Molecular Weight 611.7305
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDROERGOCRISTINE

SMILES

[H][C@@]12CCCN1C(=O)[C@H](CC3=CC=CC=C3)N4C(=O)[C@](NC(=O)[C@H]5CN(C)[C@]6([H])CC7=CNC8=C7C(=CC=C8)[C@@]6([H])C5)(O[C@@]24O)C(C)C

InChI

InChIKey=DEQITUUQPICUMR-HJPBWRTMSA-N
InChI=1S/C35H41N5O5/c1-20(2)34(37-31(41)23-16-25-24-11-7-12-26-30(24)22(18-36-26)17-27(25)38(3)19-23)33(43)40-28(15-21-9-5-4-6-10-21)32(42)39-14-8-13-29(39)35(40,44)45-34/h4-7,9-12,18,20,23,25,27-29,36,44H,8,13-17,19H2,1-3H3,(H,37,41)/t23-,25-,27-,28+,29+,34-,35+/m1/s1

HIDE SMILES / InChI

Molecular Formula C35H41N5O5
Molecular Weight 611.7305
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 7 / 7
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Dihydroergocristine is an ergot alkaloid that has an partial agonist activity on dopaminergic and alpha-adrenergic receptors and antagonist activity on serotonin receptors. The drug was approved by FDA in combination with other alkaloids (dihydroergocornine, dihydro-alpha-ergocryptine and dihydro-beta-ergocryptine mesylate salts) under the name Hydergine for the treatment of dimentia and cerebrovascular insufficiency.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.4 nM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
HYDERGINE
Primary
HYDERGINE

Cmax

ValueDoseCo-administeredAnalytePopulation
0.28 μg/L
18 mg single, oral
DIHYDROERGOCRISTINE plasma
Homo sapiens
5.63 μg/L
18 mg single, oral
8'-HYDROXY-DIHYDROERGOCRISTINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
0.46 μg × h/L
18 mg single, oral
DIHYDROERGOCRISTINE plasma
Homo sapiens
13.36 μg × h/L
18 mg single, oral
8'-HYDROXY-DIHYDROERGOCRISTINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
3.5 h
18 mg single, oral
DIHYDROERGOCRISTINE plasma
Homo sapiens
3.9 h
18 mg single, oral
8'-HYDROXY-DIHYDROERGOCRISTINE plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
The recommended dosage (in form of hydergine tablets containing dihydroergocornine, dihydroergocristine, dihydro-alpha-ergocryptine and dihydro-beta-ergocryptine mesylate salts in an approximate weight ratio of 1:1:1) in the US is 1 mg three times daily. In Europe and Japan, up to 12 mg of hydergine daily have been used without serious adverse effects.
Route of Administration: Oral
In Vitro Use Guide
C-1300 neuroblastoma cells were incubated with dihydroergocristine at concentration of 2 uM. In another experiment dihydroergocristine was added to the perfusion medium of the isolated rat brain in a concentration of 5 uM. In both experiments the drug caused changes in the concentrations of the high-energy phosphates.
Substance Class Chemical
Record UNII
05D48LUM4Z
Record Status Validated (UNII)
Record Version