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(-)-NORTRACHELOGENIN

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(-)-NORTRACHELOGENIN Basic information

Product Name:
(-)-NORTRACHELOGENIN
Synonyms:
  • (-)-Wikstromol
  • (3S)-4,5-Dihydro-4β-(4-hydroxy-3-methoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)-3β-hydroxyfuran-2(3H)-one
  • (3S,4S)-4,5-Dihydro-3,4-bis(4-hydroxy-3-methoxybenzyl)-3-hydroxyfuran-2(3H)-one
  • (3S,4S)-4,5-Dihydro-3-hydroxy-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]furan-2(3H)-one
  • Pinopalustrin
  • 2(3H)-Furanone,dihydro-3-hydroxy-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-,(3R-cis)
  • 8'-(R)-4,4',8-Trihydroxy-3,3'-dimethoxylignanolide
  • Dibenzylbutyrolactone
CAS:
34444-37-6
MF:
C20H22O7
MW:
374.38
EINECS:
200-158-5
Mol File:
34444-37-6.mol
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(-)-NORTRACHELOGENIN Chemical Properties

Boiling point:
609.1±50.0 °C(Predicted)
Density 
1.370±0.06 g/cm3(Predicted)
pka
10.02±0.20(Predicted)
form 
Solid
color 
White to off-white
InChI
InChI=1S/C20H22O7/c1-25-17-8-12(3-5-15(17)21)7-14-11-27-19(23)20(14,24)10-13-4-6-16(22)18(9-13)26-2/h3-6,8-9,14,21-22,24H,7,10-11H2,1-2H3/t14-,20-/m0/s1
InChIKey
ZITBJWXLODLDRH-XOBRGWDASA-N
SMILES
O1C[C@H](CC2=CC=C(O)C(OC)=C2)[C@@](O)(CC2=CC=C(O)C(OC)=C2)C1=O
LogP
0.920 (est)
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Safety Information

Hazard Codes 
N
Risk Statements 
50
Safety Statements 
61
RIDADR 
UN 3077 9 / PGIII
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(-)-NORTRACHELOGENIN Usage And Synthesis

Uses

Nortrachelogenin ((-)-Wikstromol) from Partrinia scabiosaefolia elicits an apoptotic response in Candida albicans[1].

Definition

ChEBI: Nortrachelogenin is a lignan.

References

[1] Heejeong Lee, et al. (-)-Nortrachelogenin from Partrinia scabiosaefolia elicits an apoptotic response in Candida albicans. FEMS Yeast Res. 2016 May;16(3):fow013. DOI:10.1093/femsyr/fow013

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