2-(2-Hydroxypropan-2-yl)-2,3-dihydrofuro(3,2-g)chromen-7-one
Basic information
- CAS
13849-08-6- Standard SMILES
CC(C)(O)C1Cc2cc3ccc(=O)oc3cc2O1- InChIKey
FWYSBEAFFPBAQU-UHFFFAOYSA-N- Molecular formula
- C14H14O4
- Average molar mass
- 246.26 g/mol
- Monoisotopic mass
- 246.08920892
Overview
Marmesin is a member of psoralens and a tertiary alcohol.
Names & identifiers
- Preferred name
- 2-(2-Hydroxypropan-2-yl)-2,3-dihydrofuro(3,2-g)chromen-7-one
- IUPAC
- 2-(2-hydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-7-one
- English name
- marmesin
- Molecular formula
- C14H14O4
- Molecular weight
- 246.26
Names & synonyms
2-(2-hydroxypropan-2-yl)-2,3-dihydrofuro[3,2-g]chromen-7-one2-(2-Hydroxypropan-2-yl)-2,3-dihydrofuro(3,2-g)chromen-7-oneRefChem:93536213710-70-8(+/-)-Marmesin( inverted exclamation markA)-Marmesin2-(1-Hydroxy-1-methylethyl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one2-(2-hydroxypropan-2-yl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one2-(1-hydroxy-1-methyl-ethyl)-2,3-dihydrofuro[3,2-g]chromen-7-one(+)-Marmesin;(S)-MarmesinMFCD20274953()-Marmesin
Show more names
marmesinNSC 340840(S)-Marmesin(+)-marmesin(+)-Marmesin-RMmarmesin USP/EP/BPS-(+)-Marmesin, >99%S-(+)-Marmesin (Standard)(S)-2-(2-Hydroxypropan-2-yl)-2H-furo[3,2-g]chromen-7(3H)-one(S)-2-(2-Hydroxypropan-2-yl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one
Nodakenitin [M+H]+(? currency)-MarmesinOprea1_172287Oprea1_468691SCHEMBL546574orb1222173orb17014312-(1-Hydroxy-1-methylethyl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one #
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 55.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 387
Experimental & physicochemical properties
Melting Point189.5 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 189 · 189-191℃
- Boiling point
- 434 ℃ · 434℃
- Density
- 1.334 · 1.334
- Flash point
- 168 ℃ · 168℃
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 2 · Ethanol:2.0(Max Conc. mg/mL);8.12(Max Conc. mM)DMSO:50.0(Max Conc. mg/mL);203.04(Max Conc. mM)
- form
- A crystalline solid
- pka
- 14.34 · 14.34±0.29(Predicted)
- color
- White to off-white
- InChI
- 1S/C14H14O4/c1-14(2,16)12-6-9-5-8-3-4-13(15)18-10(8)7-11(9)17-12/h3-5,7,12,16H,6H2,1-2H3/t12-/m0/s1
- InChIKey
- FWYSBEAFFPBAQU-LBPRGKRZSA-N
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
- H302-H315-H319-H335
- Hazard Classifications
- Acute Tox. 4 OralSkin Sens. 1
- Precautionary statements
- P261-P264-P270-P271-P280-P301+P312-P330-P302+P352-P321-P304+P340-P305+P351+P338-P332+P313-P362+P364-P337+P313-P403+P233-P405-P501
- Hazardous Substances Data
- 13849-08-6(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Applications
Uses(+)-Marmesin is a chemical compound precursor in psoralen and linear furanocoumarins biosynthesis. Has been shown to exhibit anti-diabetic potential.
Additional notes
DefinitionChEBI: (+)-marmesin is a marmesin. It is an enantiomer of a nodakenetin.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…