Structure via PubChem · Public domain (PubChem)
cepharanthine
Sign in to saveAlso known as (+)-Cepharanthine, 6',12'-Dimethoxy-2,2'-dimethyl-6,7-(methylenebis(oxy))oxyacanthan
Cepharanthine is an antiinflammatory and antineoplastic compound isolated from Stephania. Due to these modalities, it has been shown effective against HTLV in lab research. Additionally, it has successfully been used to treat a diverse range of medical conditions, including radiation-induced leukopenia, idiopathic thrombocytopenic purpura, alopecia areata, alopecia pityrodes, venomous snakebites, xerostomia, sarcoidosis, refractory anemia and various cancer-related conditions. No safety issues have been observed with CEP, and side effects are very rarely reported.
In the Vinony graph
Vinony's link graph records 4 inbound references to cepharanthine, and connects out to medication, aspirin and digital object identifier.
It sits within the topics Anti-inflammatory agents, Benzylisoquinoline alkaloids and Chemical pages without DrugBank identifier.
Vinony links it to 8 Wikipedia language editions.
Chemical data
- Formula
- C37H38N2O6
- Molecular weight
- 606.7 g/mol
- IUPAC name
- (14S,27R)-22,33-dimethoxy-13,28-dimethyl-2,5,7,20-tetraoxa-13,28-diazaoctacyclo[25.6.2.216,19.13,10.121,25.04,8.031,35.014,39]nonatriaconta-1(33),3(39),4(8),9,16(38),17,19(37),21,23,25(36),31,34-dodecaene
- SMILES
- CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)C[C@@H]7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3
- InChIKey
- YVPXVXANRNDGTA-WDYNHAJCSA-N
- XLogP
- 6.5
- Polar surface area
- 61.9 Ų
- H-bond donors
- 0
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- COVID-19
via ChEMBL · EBI
Research
569 papers- Pharmacological Activity of Cepharanthine.Molecules (Basel, Switzerland) · 2023
- Cepharanthine sensitizes gastric cancer cells to chemotherapy by targeting TRIB3-FOXO3-FOXM1 axis to inhibit autophagy.Phytomedicine : international journal of phytotherapy and phytopharmacology · 2024
- Pharmacological Effects and Clinical Prospects of Cepharanthine.Molecules (Basel, Switzerland) · 2022
- Cepharanthine analogs mining and genomes of Stephania accelerate anti-coronavirus drug discovery.Nature communications · 2024
- Dissecting the molecular mechanism of cepharanthine against COVID-19, based on a network pharmacology strategy combined with RNA-sequencing analysis, molecular docking, and molecular dynamics simulation.Computers in biology and medicine · 2022
via PubMed
Wikidata facts
- Subclass of
- isoquinoline alkaloid
- Mass
- 606.273
Show 4 more facts
- found in taxon
- Stephania pierrei
- chemical formula
- C₃₇H₃₈N₂O₆
- canonical SMILES
- CN1CCC2=CC3=C(C4=C2C1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)CC7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3
- isomeric SMILES
- CN1CCC2=CC3=C(C4=C2[C@@H]1CC5=CC=C(C=C5)OC6=C(C=CC(=C6)C[C@@H]7C8=CC(=C(C=C8CCN7C)OC)O4)OC)OCO3
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Cepharanthine is an antiinflammatory and antineoplastic compound isolated from Stephania. Due to these modalities, it has been shown effective against HTLV in lab research. Additionally, it has successfully been used to treat a diverse range of medical conditions, including radiation-induced leukopenia, idiopathic thrombocytopenic purpura, alopecia areata, alopecia pityrodes, venomous snakebites, xerostomia, sarcoidosis, refractory anemia and various cancer-related conditions. No safety issues have been observed with CEP, and side effects are very rarely reported.
== References ==
Excerpted from Wikipedia’s “cepharanthine” article, available under the CC BY-SA 4.0 licence.