Cepharadione A
Basic information
- CAS
55610-01-0- Standard SMILES
CN1C(=O)C(=O)c2cc3c(c4c2c1cc1ccccc14)OCO3- InChIKey
RZIGKFTVXWUUCX-UHFFFAOYSA-N- Molecular formula
- C18H11NO4
- Average molar mass
- 305.3 g/mol
- Monoisotopic mass
- 305.06880783
Overview
Cepharadione A is an isoquinoline alkaloid.
Names & identifiers
- Preferred name
- Cepharadione A
- IUPAC
- 11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,12,14,16,18-heptaene-9,10-dione
- English name
- 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline-5,6(7H)-dione, 7-methy l-
- Molecular formula
- C18H11NO4
- Molecular weight
- 305.28
Names & synonyms
Cepharadione A55610-01-0E5UG6W56QW11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,12,14,16,18-heptaene-9,10-dioneNSC-6504355H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline-5,6(7H)-dione, 7-methyl-5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline-5,6(7H)-dione, 7-methyl-11-methyl-3,5-dioxa-11-azapentacyclo(10.7.1.0^(2,6).0^(8,20).0^(14,19))icosa-1,6,8(20),12,14,16,18-heptaene-9,10-dione11-methyl-3,5-dioxa-11-azapentacyclo(10.7.1.02,6.08,20.014,19)icosa-1(20),2(6),7,12,14,16,18-heptaene-9,10-dione11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1,6,8(20),12,14,16,18-heptaene-9,10-dioneRefChem:124427NSC 650435
Show more names
7-Methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline-5,6(7H)-dione
UNII-E5UG6W56QW5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline-5,6(7H)-dione, 7-methy l-CHEMBL235921orb1682971SCHEMBL29477307DTXSID40970950CHEBI:174924RZIGKFTVXWUUCX-UHFFFAOYSA-N
Database identifiers
- CAS
55610-01-0- PubChem CID
- 94577
- DTXSID
DTXSID40970950- ChEMBL
CHEMBL235921- ChEBI
CHEBI:174924- UNII
- E5UG6W56QW
- Nikkaji
- J11.856G
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 55.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 549
Experimental & physicochemical properties
Melting Point340 - 342 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 350 °C · >350°C
- FDA UNII
- 5 UG6W56QW · E5UG6W56QW
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
DescriptionThe callus tissue of Stephania cepharantha has provided a number of alkaloids that have been discovered and characterized by Japanese investigators. This base forms orange needles which melt above 350°C and possess a bright orange fluorescence. The ultraviolet spectrum has absorption maxima at 219, 238, 279, 290, 303, 315 and 439 nm with a shoulder at 265 nm. It belongs to the aporphine class and contains a methylenedioxy group and a methylimino group in the molecule.
UsesCepharadione A can be isolated from the roots of Piper betle Linn. Cepharadione A inhibits FMLP/CB induced elastase release by human neutrophils[1].
Additional notes
DefinitionChEBI: Cepharadione A is an isoquinoline alkaloid.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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