Cas no 75731-43-0 (Marcfortine A)

Marcfortine A is a macrocyclic alkaloid isolated from Penicillium species, recognized for its anthelmintic properties. This compound exhibits potent activity against parasitic nematodes, making it a subject of interest in veterinary and agricultural research. Its unique tetracyclic structure contributes to its mechanism of action, which involves disrupting neuromuscular function in target organisms. Marcfortine A is characterized by high selectivity and efficacy, reducing the likelihood of resistance development. The compound is typically studied in purified form for biochemical applications, with research focusing on its potential as a lead structure for novel antiparasitic agents. Stability and solubility profiles are favorable for experimental use in controlled settings.
Marcfortine A structure
Marcfortine A structure
Product Name:Marcfortine A
CAS No:75731-43-0
MF:C28H35N3O4
MW:477.595207452774
CID:572041
PubChem ID:10983639
Update Time:2025-06-08

Marcfortine A Chemical and Physical Properties

Names and Identifiers

    • Spiro[4H,8H-[1,4]dioxepino[2,3-g]indole-8,2'(3'H)-[1H,4H-3a,9a](iminomethano)cyclopenta[b]quinolizine]-9,11'(10H)-dione,6',7',8',9',10',10'a-hexahydro-1',1',4,4,12'-pentamethyl-,(2'R,3'aS,9'aS,10'aS)-
    • MARCFORTINE A
    • Spiro[4H,8H-[1,4]dioxepino[2,3-g]indole-8,2'(3'H)-[1H,4H-3a,9a](iminomethano)cyclopenta[b]quin...
    • Spiro[4H,8H-[1,4]dioxepino[2,3-g]indole-8,2'(3'H)-[1H,4H-3a,9a](iminomethano)cyclopenta[b]quinolizine]-9,11'(10H)-dione,6',7'
    • AC1L8UY4
    • AC1Q3XTS
    • AG-H-01966
    • Alkaloid from Penicillium roqueforti
    • CTK8G0750
    • From Penicillium roqueforti
    • NSC324645
    • NSC-324645
    • 75731-43-0
    • DTXSID90997132
    • 9-Hydroxy-1',1',4,4,12'-pentamethyl-6',7',8',9',10',10'a-hexahydro-1'H,3'H,4H,4'H-spiro[1,4-dioxepino[2,3-g]indole-8,2'-[3a,9a](epiminomethano)cyclopenta[b]quinolizin]-11'-one
    • Nb-Methylmarcfortine
    • Marcfortine A, (-)-
    • ZK3WQT3M9Z
    • AKOS040754801
    • CHEBI:208655
    • (1'S,8R,8'S,10'S)-4,4,11',11',14'-Pentamethylspiro[10H-[1,4]dioxepino[2,3-g]indole-8,12'-3,14-diazatetracyclo[6.5.2.01,10.03,8]pentadecane]-9,15'-dione
    • CHEMBL4986838
    • (2'R,3'aS,9'aS,10'aS)-6',7',8',9',10',10'a-Hexahydro-1',1',4,4,12'-pentamethylspiro[4H,8H-[1,4]dioxepino[2,3-g]indole-8,2'(3'H)-[1H,4H-3a,9a](iminomethano)cyclopenta[b]quinolizine]-9,11'(10H)-dione
    • (-)-Marcfortine A
    • Spiro[4H,8H-[1,4]dioxepino[2,3-g]indole-8,2'(3'H)-[1H,4H-3a,9a](iminomethano)cyclopenta[b]quinolizine]-9,11'(10H)-dione, 6',7',8',9',10',10'a-hexahydro-1',1',4,4,12'-pentamethyl-, (2'R,3'aS,9'aS,10'aS)-
    • [2'R-(2'alpha,3'aalpha,9'aalpha,10'aalpha)]-6',7',8',9',10',10'a-Hexahydro-1',1',4,4,12'-pentamethylspiro[4H,8H-[1,4]dioxepino[2,3-g]indole-8,2'(3'H)-[1H,4H-3a,9a](iminomethano)cyclopenta[b]quinolizine]-9,11'(10H)-dione
    • HY-126638
    • CS-0106473
    • Marcfortine A
    • Inchi： 1S/C28H35N3O4/c1-24(2)11-13-34-21-18(35-24)9-8-17-20(21)29-22(32)28(17)15-27-16-31-12-7-6-10-26(31,23(33)30(27)5)14-19(27)25(28,3)4/h8-9,11,13,19H,6-7,10,12,14-16H2,1-5H3,(H,29,32)/t19-,26-,27+,28+/m0/s1
    • InChI Key： KYKUTNUWXQVSSU-ZALBMCOMSA-N
    • SMILES： O=C1[C@@]23CCCCN2C[C@@]2(C[C@@]4(C(NC5C6=C(C=CC4=5)OC(C)(C)C=CO6)=O)C(C)(C)[C@@H]2C3)N1C

Computed Properties

  • Exact Mass: 477.26300
  • Monoisotopic Mass: 477.26275661g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 35
  • Rotatable Bond Count: 0
  • Complexity: 1020
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 71.1?2
  • XLogP3: 2.8

Experimental Properties

  • Density: 1.33
  • Boiling Point: 660.6°C at 760 mmHg
  • Flash Point: 353.3°C
  • Refractive Index: 1.658
  • PSA: 71.11000
  • LogP: 3.83910

Marcfortine A Pricemore >>

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