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Details

Stereochemistry ABSOLUTE
Molecular Formula C31H41N5O5
Molecular Weight 563.6877
Optical Activity UNSPECIFIED
Defined Stereocenters 7 / 7
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDROERGOCORNINE

SMILES

[H][C@@]12CCCN1C(=O)[C@H](C(C)C)N3C(=O)[C@](NC(=O)[C@H]4CN(C)[C@]5([H])CC6=CNC7=C6C(=CC=C7)[C@@]5([H])C4)(O[C@@]23O)C(C)C

InChI

InChIKey=SEALOBQTUQIVGU-QNIJNHAOSA-N
InChI=1S/C31H41N5O5/c1-16(2)26-28(38)35-11-7-10-24(35)31(40)36(26)29(39)30(41-31,17(3)4)33-27(37)19-12-21-20-8-6-9-22-25(20)18(14-32-22)13-23(21)34(5)15-19/h6,8-9,14,16-17,19,21,23-24,26,32,40H,7,10-13,15H2,1-5H3,(H,33,37)/t19-,21-,23-,24+,26+,30-,31+/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/2869188 | https://www.ncbi.nlm.nih.gov/pubmed/4205319 | https://www.ncbi.nlm.nih.gov/pubmed/14350151 | https://www.ncbi.nlm.nih.gov/pubmed/17941060

Dihydroergocornine is an ergot alkaloid, one of the three components of ergoloid (trade name Hydergine). Dihydroergocornine (as the component of Ergoloid mesylates) has been used to treat dementia and age-related cognitive impairment (such as in Alzheimer disease), as well as to aid in recovery after stroke. There is no specific evidence which clearly establishes the mechanism by which Hydergine® (ergoloid mesylates) preparations produce mental effects, nor is there conclusive evidence that the drug particularly affects cerebral arteriosclerosis or cerebrovascular insufficiency. Hydergine may stimulates dopaminergic and serotonergic receptors and blocks alpha-adrenoreceptors.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Hydergine

Approved Use

Unknown

Launch Date

2.52288008E11
Primary
Hydergine

Approved Use

Unknown

Launch Date

2.52288008E11
Primary
Hydergine

Approved Use

Unknown

Launch Date

2.52288008E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.04 μg/L
27 mg single, oral
dose: 27 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DIHYDROERGOCRISTINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
0.04 μg/L
27 mg single, oral
dose: 27 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DIHYDROERGOCRYPTINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
0.04 μg/L
27 mg single, oral
dose: 27 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
DIHYDROERGOCORNINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
0.98 μg/L
27 mg single, oral
dose: 27 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
HYDROXY-DIHYDROERGOCORNIN plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
0.53 μg/L
27 mg single, oral
dose: 27 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
HYDROXY-DIHYDROERGOCRYPTINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
0.3 μg/L
27 mg single, oral
dose: 27 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
HYDROXY-DIHYDROERGOCRISTINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
PubMed

PubMed

TitleDatePubMed
The treatment of minocycline-induced brainstem vertigo by the combined administration of piracetam and ergotoxin.
1989
Contractile responses to ergotamine and dihydroergotamine in the perfused middle cerebral artery of rat.
2007 Apr
Identification and human pharmacokinetics of dihydroergotoxine metabolites in man: preliminary results.
2008 Jan
Patents

Patents

Sample Use Guides

In Vivo Use Guide
1 mg of ergoloid mesylates three times daily. 1 mg of ergoloid mesylates contains: dihydroergocornine mesylate 0.333 mg, dihydroergocristine mesylate 0.333 mg, and dihydroergocryptine (dihydro-alpha-ergocryptine and dihydro-beta-ergocryptine in the proportion of 2:1) mesylate 0.333 mg,
Route of Administration: Oral
Biotransformation assays were performed in incubates of rat liver microsomes. Dihydroergotoxine alkaloids in CH3CN–H2O (1:1, v/v) were individually added (30 mm, final concentration) to cold Sorensen buffer 0.1 m pH 7.4 containing the liver enzyme preparation (5mgprot/ml), MgCl2 (10mm), glucose 6-phosphate (10mm), NADP (0.5mm) and glucose 6-phosphate dehydrogenase (1 U/ml) in a total volume of 500 ml. Blank and control incubates were performed similarly, except by adding the buffer solution instead of the drug and NADPH regenerating system, respectively. After incubation at 378C for 30 min, the reactions were terminated by the addition of 50 ml NaOH 0.1m, and vortex-mixing (30 s) with 4ml of diethyl ether. After 15 min at -80C, the upper organic layers were separated and concentrated under a gentle N2 stream.
Name Type Language
DIHYDROERGOCORNINE
VANDF   WHO-DD  
Common Name English
9,10-DIHYDROERGOCORNINE
Common Name English
ERGOTAMAN-3',6',18-TRIONE, 9,10-DIHYDRO-12'-HYDROXY-2',5'-BIS(1-METHYLETHYL)-, (5'ALPHA,10ALPHA)-
Common Name English
Dihydroergocornine [WHO-DD]
Common Name English
DIHYDROERGOCORNINE [VANDF]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66884
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
NCI_THESAURUS C29713
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
Code System Code Type Description
EVMPD
SUB13584MIG
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
CAS
25447-65-8
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
DRUG BANK
DB11273
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
SMS_ID
100000079783
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
ECHA (EC/EINECS)
246-992-0
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
WIKIPEDIA
DIHYDROERGOCORNINE
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
RXCUI
3415
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY RxNorm
DAILYMED
IK4C1OC8NE
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
DRUG CENTRAL
3184
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
NCI_THESAURUS
C75936
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
PUBCHEM
168871
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
CHEBI
59909
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
FDA UNII
IK4C1OC8NE
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY
EPA CompTox
DTXSID1044013
Created by admin on Fri Dec 15 15:43:16 UTC 2023 , Edited by admin on Fri Dec 15 15:43:16 UTC 2023
PRIMARY