Basic information
- CAS
75731-43-0- Standard SMILES
CN1C(=O)C23CCCCN2CC12CC1(C(=O)Nc4c1ccc1c4OC=CC(C)(C)O1)C(C)(C)C2C3- InChIKey
KYKUTNUWXQVSSU-UHFFFAOYSA-N- Molecular formula
- C28H35N3O4
- Average molar mass
- 477.6 g/mol
- Monoisotopic mass
- 477.26275661
Overview
marcfortine A has been reported in Penicillium with data available.
Names & identifiers
- Preferred name
- From Penicillium roqueforti
- IUPAC
- 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
- English name
- marcfortine A
- Molecular formula
- C28H35N3O4
- Molecular weight
- 477.602
Names & synonyms
From Penicillium roquefortiorb1694348Alkaloid from Penicillium roquefortiMFCD11111611NSC324645T35745UK 111866marcfortine ASpiro[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)-
Database identifiers
- CAS
75731-43-0- PubChem CID
- 433181
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 71.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 0
- Heavy atoms
- 35
- Formal charge
- 0
- Complexity
- 1,020
Physicochemical properties
- Melting point
- 245 °C · 245 °C
- Boiling point
- 660.6 · 660.6±55.0 °C(Predicted)
- Density
- 1.33 · 1.33±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Methanol: soluble
- form
- A solid
- pka
- 12.05 · 12.05±0.60(Predicted)
Chemistry & industry
Applications
DescriptionMarcfortine A is an indole alkaloid originally isolated from P. roqueforti. It has nematocidal activity against the parasitic nematode H. contortus (LD99 = 0.06 μg/ml) and inhibits motility of adult worms (EC50 = 2 μM)., Marcfortine A eliminates H. contortus, T. colubriformis, and O. ostertagi from experimentally infected jirds (ED95s = 0.33, 0.11, and 2.5 mg/animal, respectively). It dose-dependently inhibits nicotine-induced calcium mobilization in SH-SY5Y and TE-671 cells expressing α3 subunit-containing human nicotinic acetylcholine receptors (nAChRs) and muscle-type nAChRs, respectively.
UsesMarcfortine A is an indole alkaloid, isolated from Aspergillus and Pencillium species, with potent nematocidal activity. The marcfortines are structurally related to paraherquamides and are thought to act by blocking cholinergic neuromuscular transmission.
UsesMarcfortine A is an indole alkaloid isolated from Aspergillus and Pencillium species.
Suppliers11 total
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
孟成科技（上海）有限公司400-820-6829 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
西安莱茵生物科技有限公司86-(0)29-85992781 17792393971 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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