Toddalolactone
Completing data — refresh the page later to see the latest
Basic information
- CAS
483-90-9- Standard SMILES
COc1cc2oc(=O)ccc2c(OC)c1C[C@@H](O)C(C)(C)O- InChIKey
GLWPLQBQHWYKRK-CYBMUJFWSA-N- Molecular formula
- C16H20O6
- Average molar mass
- 308.33 g/mol
- Monoisotopic mass
- 308.12598836
Names & identifiers
- Preferred name
- Toddalolactone
- IUPAC
- 6-[(2R)-2,3-Dihydroxy-3-methylbutyl]-5,7-dimethoxy-2H-1-benzopyran-2-one
- English name
- toddalolactone
- Molecular formula
- C16H20O6
- Molecular weight
- 308.33
Names & synonyms
ToddalineToddaloactonetoddalolactoneToddalolactone-RM(+)-ToddalolactoneToddalolactone (Standard)Toddalolactone, 10 mM in DMSO6-[(2R)-2,3-dihydroxy-3-methyl-butyl]-5,7-dimethoxy-coumarin6-[(2R)-2,3-dihydroxy-3-methylbutyl]-5,7-dimethoxychromen-2-one6-[(2R)-2,3-dihydroxy-3-methyl-butyl]-5,7-dimethoxy-chromen-2-one
Database identifiers
- CAS
483-90-9- PubChem CID
- 160485
- DTXSID
DTXSID00197484- ChEMBL
CHEMBL2236569- ChEBI
CHEBI:228914- Nikkaji
- J482.325G
Properties
Physicochemical properties
- Melting point
- 269 · 269-270°C
- Boiling point
- 530 · 530.0±50.0 °C(Predicted)
- Density
- 1.269 · 1.269±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Soluble in DMSO
- pka
- 14.39 · 14.39±0.20(Predicted)
- form
- Solid
- color
- White to off-white
- InChI
- InChI=1S/C16H20O6/c1-16(2,19)13(17)7-10-11(20-3)8-12-9(15(10)21-4)5-6-14(18)22-12/h5-6,8,13,17,19H,7H2,1-4H3/t13-/m1/s1
- InChIKey
- GLWPLQBQHWYKRK-CYBMUJFWSA-N
- SMILES
- C1(=O)OC2=CC(OC)=C(C[C@@H](O)C(O)(C)C)C(OC)=C2C=C1
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
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
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
DescriptionToddalia aculeata Pers. (Rutaceae) contains, in addition to Berberine (q.v.), two closely related alkaloids. This particular base forms colourless crystals from CHC13 and is characterized as the hydrochloride monohydrate, m.p. 205-6°C; nitrate, yellow needles, m.p. 239° C (dec.) and the picrate, glancing needles, m.p. 237-8°C. Two methoxyl groups and a methylimino group have been shown to be present.
UsesToddalolactone is a prenylated coumarin which acts as a natural phosphodiesterase-4 inhibitor. Antiplasmodial and larvicidal agent.
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…