7-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
Basic information
- CAS
93-39-0- Standard SMILES
O=c1ccc2ccc(OC3OC(CO)C(O)C(O)C3O)cc2o1- InChIKey
VPAOSFFTKWUGAD-UHFFFAOYSA-N- Molecular formula
- C15H16O8
- Average molar mass
- 324.28 g/mol
- Monoisotopic mass
- 324.08451746
Overview
skimmin has been reported in Edgeworthia chrysantha, Daphne feddei, and other organisms with data available.
Names & identifiers
- Preferred name
- 7-[3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
- IUPAC
- 7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
- English name
- 7-Hydroxycoumarin glucoside
- Molecular formula
- C15H16O8
- Molecular weight
- 324.28
Names & synonyms
Skimmin [M+H]+7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one2H-1-Benzopyran-2-one, 7-(.beta.-D-glucopyranosyloxy)-SCHEMBL20777444NSC267696s9254Umbelliferone, .beta.-D-glucopyranosideST077080Coumarin, 7-(.beta.-D-glucopyranosyloxy)-7-[3,4,5-trihydroxy-6-(hydroxymethyl)-2H-3,4,5,6-tetrahydropyran-2-yloxy]chrom en-2-oneSKIMMINSkimmin (8ci)
Show more names
SkimmineNsc 2676966‘-succinylskimminSkimmin, 10 mM in DMSOUMBELLIFERONE GLUCOSIDE7-O-β-D-Glucosylcoumarin7-Hydroxycoumarin glucoside7-Hydroxycoumarin-7-glucoside
Database identifiers
- CAS
93-39-0
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 126 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 3
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 466
Physicochemical properties
- Melting point
- 221 · 221-222℃
- alpha
- 18 · D18 -80° (c = 10 in pyridine)
- Boiling point
- 422.63 °C · 422.63°C (rough estimate)
- Density
- 1.588 · 1.588
- refractive index
- 1.55 · 1.5500 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- 1 mg/mL · DMSO: 1mg/mL
- form
- Solid
- pka
- 12.73 · 12.73±0.70(Predicted)
- color
- White to off-white
- Major Application
- metabolomicsvitamins, nutraceuticals, and natural products
- InChI
- 1S/C15H16O8/c16-6-10-12(18)13(19)14(20)15(23-10)21-8-3-1-7-2-4-11(17)22-9(7)5-8/h1-5,10,12-16,18-20H,6H2/t10-,12-,13+,14-,15-/m1/s1
- InChIKey
- VPAOSFFTKWUGAD-TVKJYDDYSA-N
- SMILES
- O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)OC2=CC(O3)=C(C=C2)C=CC3=O
- FDA UNII
- 72 F03PQN · H072F03PQN
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
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362
Chemistry & industry
Applications
UsesSkimmin is a useful research chemical with neuroprotective effects.
Additional notes
DefinitionChEBI: Skimmin is a member of coumarins and a glycoside.
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Compound notes
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