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Details

Stereochemistry ABSOLUTE
Molecular Formula C32H43N5O5
Molecular Weight 577.7143
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EPICRIPTINE

SMILES

[H][C@@]12CCCN1C(=O)[C@]([H])([C@H](C)CC)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=SBFXHXZNBNFPHV-PXXBSISHSA-N
InChI=1S/C32H43N5O5/c1-6-18(4)27-29(39)36-12-8-11-25(36)32(41)37(27)30(40)31(42-32,17(2)3)34-28(38)20-13-22-21-9-7-10-23-26(21)19(15-33-23)14-24(22)35(5)16-20/h7,9-10,15,17-18,20,22,24-25,27,33,41H,6,8,11-14,16H2,1-5H3,(H,34,38)/t18-,20-,22-,24-,25+,27+,31-,32+/m1/s1

HIDE SMILES / InChI

Molecular Formula C32H43N5O5
Molecular Weight 577.7143
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Epicriptine or beta-dihydroergocryptine is a dopamine agonist of the ergoline class. It constitutes one third of the mixture known as dihydroergocryptine, the other two thirds consisting of alpha-dihydroergocryptine. The alpha differs from the beta form only in the position of a single methyl group, which is a consequence of the biosynthesis in which the proteinogenic amino acid isoleucine is replaced by leucine. Mesylate salt of dihydro-β-ergocryptine is an active part of the drug: Ergoloid Mesylate, which is used for treatment of symptoms of an idiopathic decline in mental capacity (i.e., cognitive and interpersonal skills, mood, self-care, apparent motivation) can experience some symptomatic relief upon treatment with ergoloid mesylates preparations.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Ergoloid Mesylates
Primary
ERGOLOID MESYLATES

Sample Use Guides

In Vivo Use Guide
1 mg three times a day
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
5M64643B5U
Record Status Validated (UNII)
Record Version