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Merck
CN

45510

Ergotamine D-tartrate

≥97.0% (calc. based on dry substance, NT)

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About This Item

Empirical Formula (Hill Notation):
C33H35N5O5 · 0.5C4H6O6
CAS Number:
Molecular Weight:
656.70
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-835-9
Beilstein/REAXYS Number:
6173437
MDL number:
Assay:
≥97.0% (calc. based on dry substance, NT)
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Quality Level

assay

≥97.0% (calc. based on dry substance, NT)

mp

~195 °C (dec.) (lit.)

functional group

amide, carboxylic acid, ether, hydroxyl, phenyl

storage temp.

2-8°C

SMILES string

O[C@H]([C@@H](O)C(O)=O)C(O)=O.CN1C[C@@H](C=C2C1Cc3c[nH]c4cccc2c34)C(=O)N[C@]5(C)O[C@@]6(O)C7CCCN7C(=O)[C@H](Cc8ccccc8)N6C5=O.CN9C[C@@H](C=C%10C9Cc%11c[nH]c%12cccc%10c%11%12)C(=O)N[C@]%13(C)O[C@@]%14(O)C%15CCCN%15C(=O)[C@H](Cc%16ccccc%16)N%14C%13=O

InChI

1S/2C33H35N5O5.C4H6O6/c2*1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32;5-1(3(7)8)2(6)4(9)10/h2*3-6,8-11,15,17,21,25-27,34,42H,7,12-14,16,18H2,1-2H3,(H,35,39);1-2,5-6H,(H,7,8)(H,9,10)/t2*21-,25-,26+,27+,32-,33+;1-,2-/m111/s1

InChI key

CJMJLDQKTOJACI-BGQAIRJTSA-N

General description

Ergotamine D-tartrate is an ergot alkaloid.

Application

Ergotamine D-tartrate has been used as a standard in myograph protocol to study its effect on vasoconstriction of bovine mesenteric vasculature.

Other Notes

Sales restrictions may apply


pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Repr. 2

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Stefan Merkel et al.
Analytical and bioanalytical chemistry, 404(8), 2489-2497 (2012-09-13)
The degradation and epimerization of ergot alkaloids (EAs) in rye flour were investigated after baking cookies and subsequently subjecting them to an in vitro digestion model. Different steps of digestion were analyzed using salivary, gastric, and duodenal juices. The degradation
Interaction of isoflavones and endophyte-infected tall fescue seed extract on vasoactivity of bovine mesenteric vasculature.
Jia Y, et al.
Frontiers in nutrition, 2 (2015)
Priyanka Reddy et al.
Scientific reports, 10(1), 9714-9714 (2020-06-18)
The complex ergot alkaloids, ergovaline and ergotamine, cause dysregulation of physiological functions, characterised by vasoconstriction as well as thermoregulatory and cardiovascular effects in grazing livestock. To assess the effect of the mycotoxins, blood pressure and heart rate of male mice



Global Trade Item Number

SKUGTIN
45510-1G-F04061826652589
45510-250MG-F04061833280201