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Ergovaline

Ergovaline structure

Ergovaline 

structure
  • CAS No:

    2873-38-3

  • Formula:

    C29H35N5O5

  • Chemical Name:

    Ergovaline

  • Synonyms:

    Ergotaman-3′,6′,18-trione,12′-hydroxy-2′-methyl-5′-(1-methylethyl)-,(5′α)-;Ergovaline;8H-Oxazolo[3,2-a]pyrrolo[2,1-c]pyrazine,ergotaman-3′,6′,18-trione deriv.;Indolo[4,3-fg]quinoline,ergotaman-3′,6′,18-trione deriv.;(5′α)-12′-Hydroxy-2′-methyl-5′-(1-methylethyl)ergotaman-3′,6′,18-trione;Indolo[4,3-fg]quinoline-9-carboxamide,4,6,6a,7,8,9-hexahydro-7-methyl-N-(octahydro-10b-hydroxy-5-isopropyl-2-methyl-3,6-dioxo-8H-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-;33066-64-7

Ergovaline Basic Attributes

533.625

533.62

059E2O9IV4

Characteristics

118

1.4

1.45±0.1 g/cm3(Predicted)

221-222 °C

Drug Information

Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)

12'-hydroxy-2'-methyl-5' alpha-(1-methylethyl)-ergotaman-3',6',18-trione

Ergovaline Use and Manufacturing

Ergovaline is an ergopetine alkaloid commonly found in endophyte-infected species of tall grass fescue. Ergovaline is known to cause tall fescue toxicosis and is toxic to cattle feeding on the infected grass as it inhibits vesicular glutamate transporter activity in cow cerebral synatic vesicles.

Computed Properties

Molecular Weight:533.6
XLogP3:1.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:533.26381923
Monoisotopic Mass:533.26381923
Topological Polar Surface Area:118
Heavy Atom Count:39
Complexity:1130
Defined Atom Stereocenter Count:6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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