CHEMICAL AND PHYSICAL PROPERTIES
| Physical Description | Solid; [Merck Index] White solid; [MSDSonline] |
|---|---|
| Color/Form | STERNUTATIVE CRYSTALS FROM BENZENE |
| Taste | BITTER |
| Melting Point | 167-168 °C |
| Solubility | SLIGHTLY SOL IN WATER; SOL IN ALCOHOL, CHLOROFORM, HOT BENZENE |
| Optical Rotation | MAX ABSORPTION: 223 NM (E= 11,900); SPECIFIC OPTICAL ROTATION (C= 3.64 IN 95% ETHANOL): -102.8 DEG @ 25 °C/D |
| Chemical Classes | Biological Agents -> Plant Toxins |
COMPUTED DESCRIPTORS
| Molecular Weight | 262.30 g/mol |
|---|---|
| XLogP3 | 1.4 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 0 |
| Exact Mass | 262.12050905 g/mol |
| Monoisotopic Mass | 262.12050905 g/mol |
| Topological Polar Surface Area | 63.6 Ų |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Complexity | 506 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 6 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
PRODUCT INTRODUCTION
description
Helenalin is a sesquiterpene lactone that is 3,3a,4,4a,7a,8,9,9a-octahydroazuleno[6,5-b]furan-2,5-dione substituted by a hydroxy group at position 4, methyl groups at positions 4a and 8 and a methylidene group at position 3 (the 3aS,4S,4aR,7aR,8R,9aR stereoisomer). It has a role as an anti-inflammatory agent, an antineoplastic agent, a plant metabolite and a metabolite. It is a gamma-lactone, a cyclic ketone, an organic heterotricyclic compound, a sesquiterpene lactone and a secondary alcohol.