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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

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Certificates of Analysis (COA)

Lot/Batch Number
055H0725
108C0264

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István Moldvai et al.
The Journal of organic chemistry, 69(18), 5993-6000 (2004-09-18)
The first direct synthesis of (+)-lysergic acid (2a) suitable for scale-up has been achieved by the following reaction sequence. Bromoketones 4d or 4g were allowed to react with amine 5 followed by deprotection, and the resulting diketone 6c was transformed
Silvio Uhlig et al.
Rapid communications in mass spectrometry : RCM, 21(10), 1651-1660 (2007-04-28)
Ergot alkaloids are mycotoxins which are produced among fungi in the family Clavicipitaceae. Poisoning with ergot alkaloids is an important veterinary problem in animal husbandry and has recently also been recognised in wild animals. While the poisoning syndrome observed in
P Zhu et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 32(8), 629-632 (1997-08-01)
The stimulation of sodium deoxycholate (SDC) on alpha-ergocryptine production of Claviceps purpurea strain 94002 (EKPN94002) was investigated. Preliminary results indicated that SDC, as a stimulator and at appropriate concentrations, could obviously increase the extracellular and the total production levels of
B T Larson et al.
Journal of animal science, 77(4), 942-947 (1999-05-18)
Ergot and pyrrolizidine alkaloids, either extracted from endophyte-infected tall fescue, synthesized, or purchased commercially, were evaluated in cultured cells to estimate their binding to the D2 dopamine receptor and subsequent effects on cyclic AMP production in GH4ZR7 cells, transfected with
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
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