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Ergovaline - CAS 2873-38-3

Ergovaline (CAS 2873-38-3) 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.

Catalog Number: R039970

CAS Number: 2873-38-3

PubChem Substance ID:355164287

Molecular Formula: C29H35N5O5

Molecular Weight:533.629

Purity: ≥95%

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Synonym

Synonyms(5’α)-12’-Hydroxy-2’-methyl-5’-(1-methylethyl)-ergotaman-3’,6’,18-trione;?8H-Oxazolo[3,2-a]pyrrolo[2,1-c]pyrazine, ergotaman-3’,6’,18-trione deriv.; 4,6,6a,7,8,9-hexahydro-7-methyl-N-(octahydro-10b-hydroxy-5-isopropyl-2-methyl-3,6-dioxo-8H-oxazolo[3,

Property

Molecular Formula: C29H35N5O5
Molecular Weight533.629
Purity≥95%
Storage2°C to 8°C

Computed Descriptor

IUPAC Name(6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-methyl-5,8-dioxo-7-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
InChIInChI=1S/C29H35N5O5/c1-15(2)24-26(36)33-10-6-9-22(33)29(38)34(24)27(37)28(3,39-29)31-25(35)17-11-19-18-7-5-8-20-23(18)16(13-30-20)12-21(19)32(4)14-17/h5,7-8,11,13,15,17,21-22,24,30,38H,6,9-10,12,14H2,1-4H3,(H,31,35)/t17-,21-,22+,24+,28-,29+/m1/s1
InChIKeyBGHDUTQZGWOQIA-VQSKNWBGSA-N
SMILESCC(C)C1C(=O)N2CCCC2C3(N1C(=O)C(O3)(C)NC(=O)C4CN(C5CC6=CNC7=CC=CC(=C67)C5=C4)C)O