Evoxine
Basic information
- CAS
522-11-2- Standard SMILES
COc1c2ccoc2nc2c(OC)c(OCC(O)C(C)(C)O)ccc12- InChIKey
FGANMDNHTVJAHL-UHFFFAOYSA-N- Molecular formula
- C18H21NO6
- Average molar mass
- 347.4 g/mol
- Monoisotopic mass
- 347.13688739
Overview
Evoxine is an organic heterotricyclic compound, an organonitrogen heterocyclic compound and an oxacycle.
Names & identifiers
- Preferred name
- Evoxine
- IUPAC
- 1-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbutane-2,3-diol
- English name
- EUDESMINE
- Molecular formula
- C18H21NO6
- Molecular weight
- 347.36
Names & synonyms
EVOXINE522-11-21-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methylbutane-2,3-diolDTXSID8010281381-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3-methyl-butane-2,3-diol1-(4,8-dimethoxyfuro(2,3-b)quinolin-7-yl)oxy-3-methyl-butane-2,3-diol1-(4,8-dimethoxyfuro(2,3-b)quinolin-7-yl)oxy-3-methylbutane-2,3-diolRefChem:139690DTXCID801513713NSC946531-[(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy]-3-methylbutane-2,3-diolEvoxine (Haploperine)
Show more names
Haplophytin BEvoxin, Haploperine(+)-1-[(4,8-Dimethoxyfuro[2,3-b]quinolin-7-yl)oxy]-3-methyl-2,3-butanediol2,3-Butanediol,1-[(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy]-3-methyl-, (2R)-
2,3-Butanediol, 1-((4,8-dimethoxyfuro(2,3-b)quinolin-7-yl)oxy)-3-methyl-, (+)-1-(4,8-dimethoxyfurano[2,3-b]quinolin-7-yloxy)-3-methylbutane-2,3-diol1-((4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy)-3-methylbutane-2,3-diol2,3-Butanediol, 1-[(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy]-3-methyl-, (+)-Prestwick_160NSC 94653Spectrum_001734SpecPlus_000604
Database identifiers
- CAS
522-11-2- PubChem CID
- 73416
- DTXSID
DTXSID801028138- ChEMBL
CHEMBL1416006- ChEBI
CHEBI:4952- Nikkaji
- J1.620.200B、J11.707B
Properties
Computed structural properties
- XLogP
- 2.2
- Topological polar surface area
- 94.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 6
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 447
Experimental & physicochemical properties
Collision Cross Section
184.29 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
181.4 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- storage temp.
- 2 · 2-8°C
- Safety Statements
- 22 · 22-24/25
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
- safety_code
- 22-24/25
Chemistry & industry
Applications
UsesEvoxine (Haplophytin B) is a compound that selectively inhibits CO2-induced immunosuppression and has activity in inhibiting the expression of interleukin-6 and chemokine CCL2 in human THP-1 macrophages. Evoxine shows antimicrobial activity against a wide range of bacteria, especially performing well in minimum inhibitory concentration (MIC) tests against Escherichia coli, Bacillus subtilis, and Staphylococcus aureus. Evoxine extracts may find application in crude drug preparations in West Africa, provided that their in vivo toxicity results are negative[1].
Additional notes
DefinitionChEBI: Evoxine is an organonitrogen heterocyclic compound, an oxacycle and an organic heterotricyclic compound.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…