ERGOCORNINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C31H39N5O5
Molecular Weight	561.6719
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CCCN1C(=O)[C@H](C(C)C)N3C(=O)[C@](NC(=O)[C@H]4CN(C)[C@]5([H])CC6=CNC7=CC=CC(=C67)C5=C4)(O[C@@]23O)C(C)C

InChI

InChIKey=UJYGDMFEEDNVBF-OGGGUQDZSA-N

InChI=1S/C31H39N5O5/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/h6,8-9,12,14,16-17,19,23-24,26,32,40H,7,10-11,13,15H2,1-5H3,(H,33,37)/t19-,23-,24+,26+,30-,31+/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17149427 | https://www.ncbi.nlm.nih.gov/pubmed/5089657 | http://www.t3db.ca/toxins/T3D3689

Ergocornine is an ergot alkaloid. Ergocornine can inhibit prolactin release by a direct action on the anterior pituitary. It can modulate activity at both dopamine and serotonin receptors.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
prolactin secretion 1 Target ID: GO:0070459 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5540057 \| https://www.ncbi.nlm.nih.gov/pubmed/5089657	Inhibitor 8297
Serotonin (5-HT) receptor 34 Target ID: CHEMBL2096904 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6164081 \| https://www.ncbi.nlm.nih.gov/pubmed/7700242 \| https://www.ncbi.nlm.nih.gov/pubmed/1173234	Activator 1430
Dopamine receptor 60 Target ID: CHEMBL2096905 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4837435 \| https://www.ncbi.nlm.nih.gov/pubmed/1146654 \| https://www.ncbi.nlm.nih.gov/pubmed/6769681	Activator 1430

Conditions

Condition	Modality	Targets	Highest Phase	Product
Breast cancer 434 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5560385	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Clinical studies on the action of ergocornine in women.	1966 Dec	5342550
Semiquantitative determination of ergot alkaloids in seed, straw, and digesta samples using a competitive enzyme-linked immunosorbent assay.	2001 May	11482600
The effect of topical natural ergot alkaloids on the intraocular pressure and aqueous humor dynamics in rabbits with alpha-chymotrypsin-induced ocular hypertension.	2002 Apr	11981648
Effects of topical natural ergot alkaloids on intraocular pressure and aqueous humor dynamics in ocular normotensive rabbits.	2002 Feb	11858614
Luteal 3beta-hydroxysteroid dehydrogenase and 20alpha-hydroxysteroid dehydrogenase activities in the rat corpus luteum of pseudopregnancy: effect of the deciduoma reaction.	2004 May 12	15140254
Fragmentation patterns of selected ergot alkaloids by electrospray ionization tandem quadrupole mass spectrometry.	2004 Nov	15470699
Recognition properties and competitive assays of a dual dopamine/serotonin selective molecularly imprinted polymer.	2008 Dec	19330079
Simultaneous determination of six major ergot alkaloids and their epimers in cereals and foodstuffs by LC-MS-MS.	2008 May	18415090
Bromocriptine, a dopamine D(2) receptor agonist with the structure of the amino acid ergot alkaloids, induces neurite outgrowth in PC12 cells.	2008 Nov 19	18835264
Determination of ergot alkaloids: purity and stability assessment of standards and optimization of extraction conditions for cereal samples.	2008 Nov-Dec	19202797
A basic tool for risk assessment: a new method for the analysis of ergot alkaloids in rye and selected rye products.	2009 Apr	19360756
Development and validation of an LC-MS method for quantitation of ergot alkaloids in lateral saphenous vein tissue.	2009 Aug 26	19642695
Toxicity of endophyte-infected tall fescue alkaloids and grass metabolites on Pratylenchus scribneri.	2009 Dec	19899999
Contractile response of fescue-naive bovine lateral saphenous veins to increasing concentrations of tall fescue alkaloids.	2010 Jan	19783700

Patents

Sample Use Guides

In Vivo Use Guide

4 different ways of ergocornine administration: 2, 8, 10 mg for 5 days and 20 mg for 10 days. Each of these treatments started from the second day of high temperature phase.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

ERGOCORNINE

Common Name

English

NSC-407316

Code

English

ERGOCORNIN

Common Name

English

ERGOTAMAN-3',6',18-TRIONE, 12'-HYDROXY-2',5'-BIS(1-METHYLETHYL)-, (5'-ALPHA)-

Common Name

English

ERGOCORNINE [MI]

Common Name

English

Code System Code Type Description

PUBCHEM

73453