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71751-77-4

71751-77-4 structure
71751-77-4 structure
  • Name: Meleagrin
  • Chemical Name: meleagrine
  • CAS Number: 71751-77-4
  • Molecular Formula: C23H23N5O4
  • Molecular Weight: 433.46000
  • Catalog: Signaling Pathways Anti-infection Bacterial
  • Create Date: 2016-12-11 02:00:59
  • Modify Date: 2025-08-24 21:40:44
  • Meleagrin is a roquefortine C-derived alkaloid produced by fungi of the genus Penicillium and has antimicrobial and anti-proliferative activities. Meleagrin is a class of FabI inhibitor. Meleagrin is a lead c-Met inhibitory entity useful for the control of c-Met-dependent metastatic and invasive breast malignancies[1][2][3].

Name meleagrine
Synonyms [3E,7aR,12aS,(-)]-7a-(1,1-Dimethyl-2-propenyl)-7a,12-dihydro-6-hydroxy-3-(1H-imidazole-4-ylmethylene)-12-methoxy-1H,5H-imidazo[1',2':1,2]pyrido[2,3-b]indole-2(3H),5-dione
8,9-dehydroneoxaline
MELEAGRIN
Meleagrine
Description Meleagrin is a roquefortine C-derived alkaloid produced by fungi of the genus Penicillium and has antimicrobial and anti-proliferative activities. Meleagrin is a class of FabI inhibitor. Meleagrin is a lead c-Met inhibitory entity useful for the control of c-Met-dependent metastatic and invasive breast malignancies[1][2][3].
Related Catalog
In Vitro Meleagrin inhibits the growth of the human breast cancer cell lines MDA-MB-231, MDA-468, BT-474, SK BR-3, MCF7 and MCF7-dox[3]. Meleagrin causes a dose-dependent inhibition of HGF-induced cell migration, and invasion of breast cancer cell lines[3].
In Vivo Meleagrin potently suppresses the invasive triple negative breast tumor cell growth in an orthotopic athymic nude mice model[3].
References

[1]. Newmister SA, et al. Unveiling sequential late-stage methyltransferase reactions in the meleagrin/oxaline biosyntheticpathway. Org Biomol Chem. 2018 Sep 11;16(35):6450-6459.

[2]. Zheng CJ, et al. Meleagrin, a new FabI inhibitor from Penicillium chryosogenum with at least one additional mode of action. PLoS One. 2013 Nov 28;8(11):e78922.

[3]. Mady MS, et al. The indole alkaloid meleagrin, from the olive tree endophytic fungus Penicillium chrysogenum, as a novel lead for the control of c-Met-dependent breast cancer proliferation, migration and invasion. Bioorg Med Chem. 2016 Jan 15;24(2):113-22.

Density 1.47g/cm3
Molecular Formula C23H23N5O4
Molecular Weight 433.46000
Exact Mass 433.17500
PSA 110.79000
LogP 2.68160
Index of Refraction 1.717
Hazard Codes Xi
RIDADR NONH for all modes of transport
Precursor  1

DownStream  0

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