Heraclenin

Base Information

• Chemical Name: Heraclenin
• CAS No.: 2880-49-1
• Deprecated CAS: 23459-97-4,27480-37-1
• Molecular Formula: C16H14 O5
• Molecular Weight: 286.28
• UNII: G71S84CX12
• DSSTox Substance ID: DTXSID40182990
• Nikkaji Number: J14.592K
• Wikidata: Q27278868
• Metabolomics Workbench ID: 139479
• ChEMBL ID: CHEMBL500034
• Mol file: 2880-49-1.mol

Synonyms:heraclenin

Chemical Property of Heraclenin

Chemical Property:

• Vapor Pressure: 4.67E-09mmHg at 25°C
• Melting Point: 111℃
• Boiling Point: 471.4°Cat760mmHg
• Flash Point: 238.9°C
• PSA: 65.11000
• Density: 1.32g/cm³
• LogP: 3.09540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 286.08412354
• Heavy Atom Count: 21
• Complexity: 471

Purity/Quality:

≥98% ^*data from raw suppliers

Heraclenin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(O1)COC2=C3C(=CC4=C2OC=C4)C=CC(=O)O3)C
• Isomeric SMILES: CC1([C@H](O1)COC2=C3C(=CC4=C2OC=C4)C=CC(=O)O3)C
• Description: Heraclenin is a member of the class of compounds known as psoralens. Psoralens are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one. Heraclenin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Heraclenin can be found in carrot, lemon, and wild carrot, which makes heraclenin a potential biomarker for the consumption of these food products.
• Uses: Heraclenin inhibits T cell-receptor-mediated proliferation in human primary T cells in a concentration-dependent manner. Heraclenin also induces apoptosis. While imperatorin induces DNA fragmentation at the G1/S phase of the cell cycle, heraclenin induces DNA fragmentation at the G2/M phases of the cell cycle, thus despite a close structural similarity they induce apoptosis in mechanistically different ways.
• Biological Functions: Heraclenin has anticoagulant, and anti-inflammatory activities, it also has mutagenicity in Chlamydomonas reinhardii. Heraclenin can induce apoptosis in Jurkat leukemia cells, it has a strong clastogenic effect . (+)-Heraclenin displays significant levels of antiplasmodial and moderate levels of antimicrobial activities.