Elliptinium Acetate
Basic information
- CAS
58337-35-2- Standard SMILES
CC(=O)[O-].Cc1c2cc[n+](C)cc2c(C)c2c1[nH]c1ccc(O)cc12- InChIKey
BOMZMNZEXMAQQW-UHFFFAOYSA-N- Molecular formula
- C20H20N2O3
- Average molar mass
- 336.4 g/mol
- Monoisotopic mass
- 336.1473925
Overview
Elliptinium Acetate is acetate salt of elliptinium, a derivative of the alkaloid ellipticine isolated from species of the plant family Apocynaceae, including Bleekeria vitensis, a plant with anti-cancer properties. As a topoisomerase II inhibitor and intercalating agent, elliptinium stabilizes the cleavable complex of topoisomerase II and induces DNA breakages, thereby inhibiting DNA replication and RNA and protein synthesis.
Names & identifiers
- Preferred name
- Elliptinium Acetate
- IUPAC
- 2,5,11-trimethyl-6H-pyrido[4,3-b]carbazol-2-ium-9-ol acetate
- English name
- elliptinium acetate
- Molecular formula
- C20H20N2O3
- Molecular weight
- 336.3844
Names & synonyms
ELLIPTINIUM ACETATECeliptium58337-35-2Acetato de eliptinioAcetate d'elliptiniumElliptinii acetasNSC-264137N-2-Methyl-9-hydroxyellipticinium acetateH9B41234P49-Hydroxy-2-methylellipticinium acetate9-Hydroxy-2,5,11-trimethyl-6H-pyrido(4,3-b)carbazolium acetateDTXSID10207068
Show more names
H9m2EElliptiniumEllipticine analogEllipticine acetomethylateNSC 264137|||Celiptium|||NSC 2641372-Methyl-9-hydroxyellipticinium acetateN2-Methyl-9-hydroxyellipticinium acetate2,5,11-trimethyl-6H-pyrido[4,3-b]carbazol-2-ium-9-ol:acetate
NSC264137RefChem:136528DTXCID101295596H-Pyrido(4, 3-b)carbazolium, 9-hydroxy-2,5,11-trimethyl-acetate (salt)9-Hydroxy-2,5,11-trimethyl-6H-pyrido(4,3-b)carbazolium Acetate (Salt)261-216-0Elliptinium (acetate)9-hydroxy-2,5,11-trimethyl-6H-pyrido[4,3-b]carbazol-2-ium acetate
Database identifiers
Properties
Computed structural properties
- Topological polar surface area
- 80 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 426
Physicochemical properties
- FDA UNII
- 9 B41234P4 · H9B41234P4
- NCI Drug Dictionary
- elliptinium acetate
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Substances that inhibit or prevent the proliferation of NEOPLASMS.
Agents that are capable of inserting themselves between the successive bases in DNA, thus kinking, uncoiling or otherwise deforming it and therefore preventing its proper functioning. They are used in the study of DNA.
Applications
UsesElliptinium acetate (NSC 264137) is a DNA intercalating agent that is highly cytotoxic to L1 210 cells and covalently binds to nucleic acids from L1210 cells. Elliptinium acetate can be used in cancer research, particularly in metastatic breast cancer[1][2].
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Compound notes
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