grandisin
furan, tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)-, (2alpha,3beta,4alpha,5beta)-(-)-
Identification
| Name | grandisin |
| IUPAC | (2S,3S,4S)-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane |
| CAS Number | 53250-50-3 |
| FDA UNII | Search |
| Molecular Formula | C24 H32 O7 |
| Molecular Weight | 432.51344000 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 521.07 °C. @ 760.00 mm Hg (est) |
| Flash Point | 399.00 °F. TCC ( 203.70 °C. ) (est) |
| logP (o/w) | 3.358 (est) |
| Soluble in | water, 0.6513 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for grandisin usage levels up to | not for fragrance use. |
| Recommendation for grandisin flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
(2S,3S,4S)-3,4-
dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)oxolane
furan, tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)-, (2alpha,3beta,4alpha,5beta)-(-)-
(2alpha,3beta,4alpha,5beta)-(-)-
tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl) furan
PubMed:
In vitro metabolism of grandisin, a lignan with anti-chagasic activity.
PubMed:
In vitro metabolism study of the promising anticancer agent the lignan (-)-grandisin.
PubMed:
Secondary metabolites from the phloem of Piper solmsianum (Piperaceae) in the honeydew of Edessa meditabunda.
PubMed:
Chemoprotective effect of the tetrahydrofuran lignan grandisin in the in-vivo rodent micronucleus assay.
PubMed:
In vitro basal cytotoxicity assay applied to estimate acute oral systemic toxicity of grandisin and its major metabolite.
PubMed:
Cytotoxicity and antiangiogenic activity of grandisin.
PubMed:
Antinociceptive and antiinflammatory activities of grandisin extracted from Virola surinamensis.
PubMed:
Larvicidal activity of grandisin against Aedes aegypti.
PubMed:
Disruption of Chrysomya megacephala growth caused by lignan grandisin.
PubMed:
Three new compounds from Kadsura longipedunculata.
PubMed:
Metabolism of (-)-grandisin from Piper solmsianum in Coleoptera and Lepidoptera species.
PubMed:
Synthesis and trypanocidal activity of 1,4-bis-(3,4,5-trimethoxy-phenyl)-1,4-butanediol and 1,4-bis-(3,4-dimethoxyphenyl)-1,4-butanediol.
PubMed:
Arylfurans as potential trypanosoma cruzi trypanothione reductase inhibitors.
PubMed:
Trypanocidal tetrahydrofuran lignans from inflorescences of Piper solmsianum.
PubMed:
Antimalarial compounds from Rhaphidophora decursiva.
PubMed:
Phenylpropanoids and tetrahydrofuran lignans from Piper solmsianum.
PubMed:
Infraspecific variation of sulfur-containing bisamides from Aglaia leptantha.
PubMed:
(-)-Grandisin form Cryptocarya crassinervia.
PubMed:
[Neolignans from Piper polysyphorum C.DC].