Compound Summary
Compound Name: | Matairesinol |
Compound CID: | 119205 |
Synonyms: | Matairesinol (-)-Matairesinol 580-72-3 Artigenin congener (3R,4R)-3,4-bis(4-hydroxy-3-methoxyphenyl)methyloxolan-2-one More... |
Iupac Name: | (3R,4R)-3,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one |
InChI: | InChI=1S/C20H22O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h3-6,9-10,14-15,21-22H,7-8,11H2,1-2H3/t14-,15+/m0/s1 |
InChIKey: | MATGKVZWFZHCLI-LSDHHAIUSA-N |
Canonical Smiles: | COC1=C(C=CC(=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)O |
Isomeric Smiles: | COC1=C(C=CC(=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O)OC)O |
Molecular Weight: | 358.4 |
Molecular Formula: | C20H22O6 |
Molecular Weight: | 358.4 |
Molecular Formula: | C20H22O6 |
Hydrogen Bond Donor Count: | 2 |
Hydrogen Bond Acceptor Count: | 6 |
Rotatable Bond Count: | 6 |
Heavy Atom Count: | 26 |
Complexity: | 469 |
Matairesinol | Matairesinol |
---|---|
Matairesinol |
(-)-Matairesinol |
580-72-3 |
Artigenin congener |
(3R,4R)-3,4-bis(4-hydroxy-3-methoxyphenyl)methyloxolan-2-one |
(3R,4R)-3,4-bis(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one |
3R,4R-Bis((4-hydroxy-3-methoxyphenyl)methyl)dihydro-2(3H)-furanone |
UNII-XLW63P8WUA |
XLW63P8WUA |
CHEBI:6698 |
CHEMBL425148 |
rac Matairesinol |
Matai-resinol |
2(3H)-Furanone, dihydro-3,4-bis((4-hydroxy-3-methoxyphenyl)methyl)-, (3R-trans)- |
2(3H)-Furanone, dihydro-3,4-bis(4-hydroxy-3-methoxyphenyl)methyl-, (3R-trans)- |
SCHEMBL120499 |
MEGxp0_001689 |
2(3H)-Furanone, dihydro-3,4-bis(4-hydroxy-3-methoxyphenyl)methyl- |
ACon1_001075 |
Matairesinol, analytical standard |
(8R,8R)-(-)-Matairesinol |
DTXSID40920490 |
Matairesinol, >=85% (HPLC) |
HMS3649D06 |
ZINC1595957 |
(alphaR,betaR)-alpha,beta-Bis(4-hydroxy-3-methoxybenzyl)butyrolactone |
BDBM50240921 |
MFCD03453216 |
DB04200 |
MCULE-2004788067 |
NCGC00169701-01 |
NCGC00169701-03 |
2(3H)-Furanone, dihydro-3,4-divanillyl- |
W1805 |
A831721 |
SR-01000946700 |
Q4284467 |
SR-01000946700-1 |
BRD-K66216249-001-01-7 |
(2R,3R)-2,3-Bis(4-hydroxy-3-methoxybenzyl)-4-butanolide |
ARTIGENIN CONGENER; DIBENZYLBUTYROLACTONE LIGNANOLIDE |
3,4-Bis(4-hydroxy-3-methoxybenzyl)dihydro-2(3H)-furanone # |
(3R,4R)-3,4-Bis-(4-hydroxy-3-methoxy-benzyl)-dihydro-furan-2-one |
(3R,4R)-3,4-bis(4-hydroxy-3-methoxy-phenyl)methyltetrahydrofuran-2-one |
2(3H)-Furanone, dihydro-3,4-bis(4-hydroxy-3-methoxyphenyl)methyl-,(3R,4R)- |
Dihydro-3,4-bis(4-hydroxy-3-methoxyphenyl)methyl-(3R,4R)-2(3H)-Furanone |
Dihydro-3,4-bis(4-hydroxy-3-methoxyphenyl)methyl-(3R-trans)-2(3H)-Furanone |
Species | Dose | Unit | Control(Avg days) | Treatment(Avg days) | Avg/Med Lifespan Change(%) | Control(Max days) | Treatment(Max days) | Max Lifespan Change(%) | Significant | Strain | Gender | PubMed | Avg/Med Lifespan Change tab |
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Caenorhabditis elegans | 10.000000000000000 | umol/L | Unclear | N2 | 33683565 | ||||||||
Caenorhabditis elegans | 100.000000000000000 | umol/L | Unclear | N2 | 33683565 | ||||||||
Caenorhabditis elegans | 200.000000000000000 | umol/L | Unclear | N2 | 33683565 | ||||||||
Caenorhabditis elegans | 50.000000000000000 | umol/L | Unclear | N2 | 33683565 | ||||||||
Caenorhabditis elegans | 10.000000000000000 | umol/L | 14.000000000000000 | S | N2 | 33683565 | Active | ||||||
Caenorhabditis elegans | 100.000000000000000 | umol/L | 25.000000000000000 | S | N2 | 33683565 | Active | ||||||
Caenorhabditis elegans | 10.000000000000000 | umol/L | 11.360000000000000 | 12.950000000000000 | 14.000000000000000 | S | N2 | 26141518 | Active | ||||
Caenorhabditis elegans | 100.000000000000000 | umol/L | 11.360000000000000 | 14.210000000000000 | 25.000000000000000 | S | N2 | 26141518 | Active |
Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
---|---|---|---|---|
Caenorhabditis elegans | 25.000000000000000 | 2 | 8 |