Meleagrin
Molecular Formula
C23H23N5O4
M.W.
433.46
CAS number
71751-77-4
Source
Penicillium chrysogenum
Fermentek product Code
MEG-001
Brand/grade
For research
Appearance
Light yellow powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear light yellow solution at 10mg/ml of Methanol
Names and identifiers

Synonyms: 6-O-Methyloxaline

Chemical names:

IUPAC: (3E,7aS,12aR)-6-hydroxy-3-(1H-imidazol-4-ylmethylidene)-12-methoxy-7a-(2-methylbut-3-en-2-yl)-7a,12-dihydro-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2,5(3H)-dione

RTECS#

Chemical name
Meleagrin
Description

Meleagrin, a fungal alcaloide antibiotic, posesses antitumor and antibiotic activity. Meleagrin has been identified as an inhibitor of the bacterial enoyl-acyl carrier protein reductase.

Meleagrin, CAS 71751-77-4, the fungal alcaloide, should not be confused with the low molecular weight peptide cas 121272-63-7, which is isolated from turkey also called meleagrin.

 

InChl Key
JTJJJLSLKZFEPJ-YVLHZVERSA-N
Canonical SMILES
CC(C)(C=C)C12C=C(C(=O)N3C1(NC(=O)C3=CC4=CN=CN4)N(C5=CC=CC=C25)OC)O
Isomeric SMILES
CC(C)(C=C)[C@]12C=C(C(=O)N\3[C@@]1(NC(=O)/C3=C\C4=CN=CN4)N(C5=CC=CC=C25)OC)O
Solubility ( literature )

Ethanol, methanol, DMF or DMSO. Poor water solubility

Compound Classification

Alcaloide antibiotic

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from light !
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Applications

Inhibitor of:  Enoyl-[acyl-carrier-protein] reductase [NADH] FabI

Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Title
Lot 001 special tests
Value
NMR: complies with structure
Title
Transport information
Value
Not dangerous goods.
Title
Enzyme affected
Value
A Fabl inhibitor
Title
Research fields
Value
Immunology, Inflamation,
Title
madcow category
Value
V=veg fermentation
Signal to sort
M