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

CC(C)[C@@H]1N2C(=O)[C@](NC(=O)[C@H]3CN(C)[C@@H]4CC5=CNC6=C5C(=CC=C6)C4=C3)(O[C@@]2(O)[C@@H]7CCCN7C1=O)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

Molecular Formula	C31H39N5O5
Molecular Weight	561.6719
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

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 8504
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 1447
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 1447

Conditions

Condition	Modality	Targets	Highest Phase	Product
Breast cancer 432 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5560385	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Contractile response of fescue-naive bovine lateral saphenous veins to increasing concentrations of tall fescue alkaloids.	2010-01	19783700
Toxicity of endophyte-infected tall fescue alkaloids and grass metabolites on Pratylenchus scribneri.	2009-12	19899999
Development and validation of an LC-MS method for quantitation of ergot alkaloids in lateral saphenous vein tissue.	2009-08-26	19642695
A basic tool for risk assessment: a new method for the analysis of ergot alkaloids in rye and selected rye products.	2009-04	19360756
Determination of ergot alkaloids: purity and stability assessment of standards and optimization of extraction conditions for cereal samples.	2009-02-11	19202797
Recognition properties and competitive assays of a dual dopamine/serotonin selective molecularly imprinted polymer.	2008-12	19330079
Bromocriptine, a dopamine D(2) receptor agonist with the structure of the amino acid ergot alkaloids, induces neurite outgrowth in PC12 cells.	2008-11-19	18835264
Simultaneous determination of six major ergot alkaloids and their epimers in cereals and foodstuffs by LC-MS-MS.	2008-05	18415090
LC-MS/MS multi-method for mycotoxins after single extraction, with validation data for peanut, pistachio, wheat, maize, cornflakes, raisins and figs.	2008-04	18348046
Ergot alkaloids in rye flour determined by solid-phase cation-exchange and high-pressure liquid chromatography with fluorescence detection.	2008-03	18311624
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.	2007-10	17505840
Ergot alkaloids in Norwegian wild grasses: a mass spectrometric approach.	2007	17465016
Pharmacological characterization of the ergot alkaloid receptor in the salivary gland of the ixodid tick Amblyomma hebraeum.	2006-07	16788036
Quantitative determination of five ergot alkaloids in rye flour by liquid chromatography-electrospray ionisation tandem mass spectrometry.	2006-05-05	16519893
Mass spectral characterization of ergot alkaloids by electrospray ionization, hydrogen/deuterium exchange, and multiple stage mass spectrometry: Usefulness of precursor ion scan experiments.	2006	16941545
The influence of ergot-contaminated feed on growth and slaughtering performance, nutrient digestibility and carry over of ergot alkaloids in growing-finishing pigs.	2005-12	16429824
Electrospray[+] tandem quadrupole mass spectrometry in the elucidation of ergot alkaloids chromatographed by HPLC: screening of grass or forage samples for novel toxic compounds.	2005-11	16278935
Fragmentation patterns of selected ergot alkaloids by electrospray ionization tandem quadrupole mass spectrometry.	2004-11	15470699
Luteal 3beta-hydroxysteroid dehydrogenase and 20alpha-hydroxysteroid dehydrogenase activities in the rat corpus luteum of pseudopregnancy: effect of the deciduoma reaction.	2004-05-12	15140254
The effect of topical natural ergot alkaloids on the intraocular pressure and aqueous humor dynamics in rabbits with alpha-chymotrypsin-induced ocular hypertension.	2002-04	11981648
Effects of topical natural ergot alkaloids on intraocular pressure and aqueous humor dynamics in ocular normotensive rabbits.	2002-02	11858614
Semiquantitative determination of ergot alkaloids in seed, straw, and digesta samples using a competitive enzyme-linked immunosorbent assay.	2001-05	11482600
Clinical studies on the action of ergocornine in women.	1966-12	5342550

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

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:56:06 GMT 2025` Edited by `admin` on `Mon Mar 31 19:56:06 GMT 2025`
Record UNII	7W36B25464
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-407316

Preferred Name

English

Ergocornine

Common Name

English

Ergocornin

Common Name

English

(5??)-12?-Hydroxy-2?,5?-bis(1-methylethyl)ergotaman-3?,6?,18-trione

Systematic Name

English

Ergotaman-3?,6?,18-trione, 12?-hydroxy-2?,5?-bis(1-methylethyl)-, (5??)-

Systematic Name

English

ERGOCORNINE [MI]

Common Name

English

Code System Code Type Description

PUBCHEM

73453