for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Toralactone, isolated from Cassia obtusifolia , mediates hepatoprotection via an Nrf2-dependent anti-oxidative mechanism.
In Vitro
Toralactone sensitize resistant MCF-7 adr cell line to paclitaxel via inhibiting P-glycoprotein efflux activity. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
| Canonical Smiles | CC1=CC2=CC3=CC(=CC(=C3C(=C2C(=O)O1)O)O)OC |
|---|---|
| IUPAC Name | 9,10-dihydroxy-7-methoxy-3-methylbenzo[g]isochromen-1-one |
| InChIKey | WEHXAEGTVPWKDY-UHFFFAOYSA-N |
| INCHI | 1S/C15H12O5/c1-7-3-8-4-9-5-10(19-2)6-11(16)12(9)14(17)13(8)15(18)20-7/h3-6,16-17H,1-2H3 |
| Isomeric SMILES | CC1=CC2=CC3=CC(=CC(=C3C(=C2C(=O)O1)O)O)OC |
| Alternate CAS | 41743-74-2 |
| PubChem CID | 5321980 |
| MeSH Entry Terms | toralactone |
| Molecular Weight | 272.25 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Naphthopyrans |
| Subclass | Naphthopyranones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Naphthopyranones |
| Alternative Parents | Naphthols and derivatives Isocoumarins and derivatives 2-benzopyrans Anisoles Pyranones and derivatives Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Heteroaromatic compounds Lactones Oxacyclic compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Naphthopyranone - Isocoumarin - 1-naphthol - Benzopyran - Naphthalene - 2-benzopyran - Anisole - Alkyl aryl ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Pyran - Benzenoid - Heteroaromatic compound - Vinylogous acid - Lactone - Ether - Oxacycle - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as naphthopyranones. These are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. |
| External Descriptors | aromatic ether - organic heterotricyclic compound - phenols - polyketide - lactone |
| Molecular Weight | 272.250 g/mol |
|---|---|
| XLogP3 | 3.300 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 1 |
| Exact Mass | 272.068 Da |
| Monoisotopic Mass | 272.068 Da |
| Topological Polar Surface Area | 76.000 Ų |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Complexity | 432.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
