4-[3-(Hydroxymethyl)-5-(3-hydroxyprop-1-enyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol
Basic information
- CAS
4263-87-0- Standard SMILES
COc1cc(C2Oc3c(OC)cc(C=CCO)cc3C2CO)ccc1O- InChIKey
KUSXBOZNRPQEON-UHFFFAOYSA-N- Molecular formula
- C20H22O6
- Average molar mass
- 358.4 g/mol
- Monoisotopic mass
- 358.14163842
Overview
5-O-Methylhierochin D has been reported in Rosa multiflora and Clematis delavayi with data available.
Names & identifiers
- Preferred name
- 4-[3-(Hydroxymethyl)-5-(3-hydroxyprop-1-enyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol
- IUPAC
- 4-[3-(hydroxymethyl)-5-(3-hydroxyprop-1-enyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol
- English name
- dehydrodiconiferyl alcohol
- Molecular formula
- C20H22O6
- Molecular weight
- 358.39
Names & synonyms
4-[3-(Hydroxymethyl)-5-(3-hydroxyprop-1-enyl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol3-Benzofuranmethanol,2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-5-[(1E)-3-hydroxy-1-propenyl]-7-methoxy-, (2S,3R)-(2S)-2| cent-[4-Hydroxy-3-methoxyphenyl]-2,3-dihydro-5-[(E)-3-hydroxy-1-propenyl]-7-methoxybenzofuran-3|?-methanol4-(3-[hydroxymethyl]-5-[3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydrobenz ofuran-2-yl)-2-methoxyphenol4-[3-(hydroxymethyl)-5-(3-hydroxyprop-1-en-1-yl)-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoldehydrodiconiferyl alcohol3-Benzofuranmethanol, 2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxy-1-propen-1-yl)-7-methoxy-4-(3-(Hydroxymethyl)-5-(3-hydroxyprop-1-en-1-yl)-7-methoxy-2,3-dihydrobenzofuran-2-yl)-2-methoxyphenol(2S)-2α-(3-Methoxy-4-hydroxyphenyl)-5-(3-hydroxy-1-propenyl)-7-methoxy-2,3-dihydrobenzofuran-3β-methanol(2S)-2,3-Dihydro-2α-(4-hydroxy-3-methoxyphenyl)-5-(3-hydroxy-1-propenyl)-7-methoxy-3β-benzofuranmethanol4-[3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenol
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 88.4 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 469
Physicochemical properties
- Melting point
- 161 · 161-162℃
- Symbol(GHS)
- 7 · GHS07,GHS08,GHS02
- Signal word
- Danger
- Hazard statements
- 315 · H315-H319-H304-H225
- Precautionary statements
- 501 · P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P331-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P301+P310-P403+P235-P405
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
- Danger
- Symbol(GHS)
- GHS07,GHS08,GHS02
- Hazard statements
- H315-H319-H304-H225
- Precautionary statements
- P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P331-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P301+P310-P403+P235-P405
Chemistry & industry
Applications
UsesDehydrodiconiferyl alcohol is an estrogen receptor agonist that can promote BMP-2-induced osteoblastogenesis. Dehydrodiconiferyl alcohol also exerts anti-inflammatory activity through inactivation of NF-κB pathways[1][2].
Additional notes
DefinitionChEBI: A guaiacyl lignin obtained by cyclodimerisation of coniferol.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…