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
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
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
The influence of ergot-contaminated feed on growth and slaughtering performance, nutrient digestibility and carry over of ergot alkaloids in growing-finishing pigs.	2005 Dec	16429824
A comparative study of topical natural ergot alkaloids on the intraocular pressure and aqueous humor dynamics in oclular normotensive and alpha-chymotrypsin-induced ocular hypertensive rabbits.	2007 Oct	17505840
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