Basic information
- CAS
55610-02-1- Standard SMILES
COc1cc2c3c(cc4ccccc4c3c1OC)N(C)C(=O)C2=O- InChIKey
AFKGBLKLNRDQFN-UHFFFAOYSA-N- Molecular formula
- C19H15NO4
- Average molar mass
- 321.3 g/mol
- Monoisotopic mass
- 321.10010796
Overview
Cepharadione B is an isoquinoline alkaloid. It is functionally related to an aporphine.
Names & identifiers
- Preferred name
- Cepharadione B
- IUPAC
- 15,16-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,8,13,15-heptaene-11,12-dione
- English name
- 1,2-Dimethoxy-6-methyl-4H-dibenzo[de,g]quinoline-4,5(6H)-dione
- Molecular formula
- C19H15NO4
- Molecular weight
- 321.33
Names & synonyms
Cepharadione B55610-02-147F7X76GJ6DTXSID7020415915,16-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,8,13,15-heptaene-11,12-dione15,16-dimethoxy-10-methyl-10-azatetracyclo(7.7.1.0^(2,7).0^(13,17))heptadeca-1(16),2,4,6,8,13(17),14-heptaene-11,12-dione15,16-dimethoxy-10-methyl-10-azatetracyclo(7.7.1.02,7.013,17)heptadeca-1(17),2,4,6,8,13,15-heptaene-11,12-dione15,16-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2,4,6,8,13(17),14-heptaene-11,12-dioneRefChem:124428DTXCID201266501,2-dimethoxy-6-methyl-4h-dibenzo[de,g]quinoline-4,5(6h)-dione4H-Dibenzo[de,g]quinoline-4,5(6H)-dione, 1,2-dimethoxy-6-methyl-
Show more names
1,2-DIMETHOXY-6-METHYL-4H-DIBENZO(DE,G)QUINOLINE-4,5(6H)-DIONE4H-DIBENZO(DE,G)QUINOLINE-4,5(6H)-DIONE, 1,2-DIMETHOXY-6-METHYL-UNII-47F7X76GJ6CHEMBL396085orb1991998CHEBI:188963FCA61002AKOS040734745
Properties
Computed structural properties
- XLogP
- 3.3
- Topological polar surface area
- 55.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 535
Experimental & physicochemical properties
Melting Point267 - 268 °C
Physical DescriptionSolid
Physicochemical properties
- FDA UNII
- 47 F7X76GJ6 · 47F7X76GJ6
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
DescriptionA further aporphine type alkaloid obtained from the callus tissue of Stephania cepharantha, this alkaloid is the dimethoxy analogue of the preceding base. It also forms orange needles and gives a bright orange fluorescence. The ultraviolet spectrum in EtOH has absorption maxima at 213, 244, 303, 315 and 440 nm with a shoulder at 273 nm.
UsesCepharadione B (compound 22) is a natural compound isolated from the leaves of Piper sanctum. Cepharadione B is a tyrosinase inhibitor with an IC50 value of 170 μM, and inhibits cell growth in A-549, SK-OV-3, SK-MEL-2, XF-498 and HCT-15 cells[1][2][3].
Upstream & downstream products
Downstream products
Suppliers7 total
云南西力生物技术股份有限公司0871-65217109 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
上海萄普生物医药技术有限公司15900573766 18018507602 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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