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E5625

Sigma-Aldrich

α-Ergocryptine

Synonym(s):

12′-Hydroxy-2′-(1-methylethyl)-5′-α-(2-methylpropyl)ergotaman-3′,6′,18-trione

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About This Item

Empirical Formula (Hill Notation):
C32H41N5O5
CAS Number:
511-09-1
Molecular Weight:
575.70
EC Number:
208-121-2
MDL number:
MFCD26143009
UNSPSC Code:
12352200
PubChem Substance ID:
24894618

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.3 mg/mL
ethanol: 3.2 mg/mL
H2O: insoluble

storage temp.

−20°C

SMILES string

CC(C)C[C@@H]1N2C(=O)[C@](NC(=O)[C@H]3CN(C)[C@@H]4Cc5c[nH]c6cccc(C4=C3)c56)(O[C@@]2(O)[C@@H]7CCCN7C1=O)C(C)C

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Biochem/physiol Actions

Ergot alkaloid

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H361

Precautionary Statements

P281

Hazard Classifications

Repr. 2

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D J Smith et al.
Journal of animal science, 80(6), 1616-1622 (2002-06-25)
Purified ergopeptine alkaloids are often used in studies related to tall fescue toxicosis without regard to epimerization that occurs when ergopeptines are solvated. The objectives of this study were to measure the rates of alpha-ergocryptine epimerization to alpha-ergocryptinine at room
J R Strickland et al.
American journal of veterinary research, 55(5), 716-721 (1994-05-01)
Cultured rat pituitary cells were studied to: determine the effects of ergovaline and loline on in vitro prolactin release; delineate the agonistic activity of these alkaloids at the D2 dopamine receptor, using 2 selective D2 dopamine receptor antagonists; and compare
Thomas Haarmann et al.
Fungal genetics and biology : FG & B, 45(1), 35-44 (2007-06-15)
The ergot fungus Claviceps purpurea uses mainly the nonhomologous-end-joining (NHEJ) system for integration of exogenous DNA, leading to a low frequency of homologous integration (1-2%). To improve gene targeting efficiency we deleted the C. purpurea ku70 gene in two different
M S Choudhary et al.
Molecular pharmacology, 47(3), 450-457 (1995-03-01)
In this paper we show that a highly conserved aromatic residue, phenylalanine at the 340-position, is essential for ergoline binding to 5-hydroxytryptamine2A receptors. We hypothesized that F340 was essential for a specific aromatic-aromatic interaction (e.g., pi-pi or hydrophobic) between the
J A Mattheij et al.
European journal of endocrinology, 132(1), 91-96 (1995-01-01)
The cause of formation of luteinized unruptured follicles (LUF) is unknown. Formation of LUF was studied after injection of a varying small dose of luteinizing hormone (LH) with or without subsequent injection of gonadotrophin-releasing hormone (GnRH); in addition, the effect
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