487-39-8

Basic information

• Product Name: (+)-SYLVATESMIN
• Synonyms: (+)-Phillygenin;(1S)-1β-(3-Methoxy-4-hydroxyphenyl)-4α-(3,4-dimethoxyphenyl)-3aβ,4,6,6aβ-tetrahydro-1H,3H-furo[3,4-c]furan;(1S,3aβ,6aβ)-1β-(3-Methoxy-4-hydroxyphenyl)-4α-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan;4-[[(1S)-4α-(3,4-Dimethoxyphenyl)-3aβ,4,6,6aβ-tetrahydro-1H,3H-furo[3,4-c]furan]-1β-yl]-2-methoxyphenol;Phillygenin;Epipinoresinol methyl ether;Phenol, 4-(4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo(3,4-C)furan-1-yl)-2-methoxy-, (1S-(1alpha,3aalpha,4beta,6aalpha))-;Phillygenol
• CAS NO: 487-39-8
• Molecular Formula: C₂₁H₂₄O₆
• Molecular Weight: 372.41166
• Product Categories: Miscellaneous Natural Products
• Mol File: 487-39-8.mol

Chemical Properties

• Melting Point: 133℃
• Boiling Point: 534.9°Cat760mmHg
• Flash Point: 277.3°C
• Appearance: /
• Density: 1.225
• Vapor Pressure: 4.68E-12mmHg at 25°C
• Refractive Index: 1.57
• Storage Temp.: 2-8°C(protect from light)
• PKA: 9.84±0.35(Predicted)
• CAS DataBase Reference: (+)-SYLVATESMIN(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-SYLVATESMIN(487-39-8)
• EPA Substance Registry System: (+)-SYLVATESMIN(487-39-8)

Safety Data

• Hazardous Substances Data: 487-39-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(+)-SYLVATESMIN is used as a potential anticancer agent for its ability to inhibit the growth of certain cancer cells, offering a natural alternative or supplement to conventional treatments.
Used in Medicinal Applications:
(+)-SYLVATESMIN is used as an antibacterial and antifungal agent, leveraging its natural properties to combat infections and support overall health.
Used in Nutraceutical Industry:
(+)-SYLVATESMIN is used as a dietary supplement for its antioxidant and anti-inflammatory properties, contributing to general well-being and potentially reducing the risk of certain diseases.
Used in Cosmetic Industry:
(+)-SYLVATESMIN is used as an ingredient in skincare products for its antioxidant properties, which may help protect the skin from environmental damage and promote a healthier complexion.
Used in Agricultural Industry:
(+)-SYLVATESMIN is used as a natural pesticide or fungicide, given its antibacterial and antifungal properties, to protect crops and enhance agricultural yields.
Further research is being conducted to explore the therapeutic potential and additional applications of (+)-SYLVATESMIN in various fields, as its multifaceted properties suggest a wide range of possible uses.

InChI:InChI=1/C21H24O6/c1-23-17-7-5-13(9-19(17)25-3)21-15-11-26-20(14(15)10-27-21)12-4-6-16(22)18(8-12)24-2/h4-9,14-15,20-22H,10-11H2,1-3H3/t14-,15-,20+,21-/m0/s1

Upstream product

• 526-06-7 eudesmin 
• 24404-49-7 (3R,4S,5S,6R)-2-{4-[(1S,3aR,4S,6aR)-4-(4-Hydroxy-3-methoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1-yl]-2-methoxy-phenoxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 487-36-5 (+/-)-pinoresinol 
• 81446-29-9 (-)-pinoresinol 
• 526-06-7 (+/-)-dimethylpinoresinol 
• 526-06-7 eudesmine 
• 487-41-2 phillyrin 
• 72536-39-1 threo-2,3-bis-(α-hydroxy-3,4-dimethoxybenzyl)butane-1,4-diol 
• 487-41-2 (3R,4S,5S,6R)-2-{4-[(1S,3aR,4S,6aR)-4-(3,4-Dimethoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1-yl]-2-methoxy-phenoxy}-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 

Relevant articles and documents

Enantioselective accumulation of (-)-pinoresinol through O- demethylation of (±)-eudesmin by Aspergillus niger

Microbial transformation of (±)-eudesmin by Aspergillus niger was investigated. Enantioselective accumulation of (-)-pinoresinol was shown through O-demethylation of (±)-eudesmin. This fungus O-demethylated both enantiomers of eudesmin, but the conversion

SERRULATANE DITERPENES FROM EREMOPHILA SPP.

Nine new serrulatane diterpenes have been isolated from various Eremophila species.Chemical and spectroscopic evidence for their structure is presented. Key Word Index - Eremophila spp.; Myoporaceae; serrulatane diterpenes.

Effects of O-Methylation and O-Glucosylation on Carbon-13 Nuclear Magnetic Resonance Chemical Shifts of Matairesinol, (+)-Pinoresinol and (+)-Epipinoresinol

The effects of O-methylation and O-glucosylation on the carbon-13 nuclear magnetic resonance chemical shifts of matairesinol (1), (+)-pinoresinol (6) and (+)-epipinoresinol (11) are discussed.The chemical shifts of carbons on the 2,3-dibenzylated butyrolactone and 2,6-diarylated 3,7-dioxabicyclooctane rings are not affected by methylation and glucosylation of hydroxy groups on the aromatic rings.As regards the chemical shifts of aromatic carbons caused by O-methylation, all the 1'(1''),3'(3''), and 4'(4'') carbons of the guaiacyl unit are characteristically shifted downfield by 1.6+/-0.1, 1.3+/-0.1, and 2.4+/-0.1 ppm, respectively, while the 5'(5'') carbons are shifted upfield by 3.5+/-0.1 ppm.In the case of the chemical shifts of aromatic carbons caused by O-glucosylation, all the 1'(1'')and 3'(3'') carbons of the guaiacyl unit are characteristically shifted downfield by 3.0+/-0.1 and 1.3+/-0.1 ppm, respectively.Keywords - 13C-NMR; O-methylation shift; O-glucosylation shift; ligan; matairesinol; (+)-pinoresinol; (+)-epipinoresinol; guaiacyl group