Compound Summary
Arctigenin
Compound Information
Arctigenin
Compound Name: | Arctigenin |
Compound CID: | 64981 |
Synonyms: | Arctigenin (-)-Arctigenin 7770-78-7 UNII-U76MR9VS6M C21H24O6 More... |
Iupac Name: | (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one |
InChI: | InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1 |
InChIKey: | NQWVSMVXKMHKTF-JKSUJKDBSA-N |
Canonical Smiles: | COC1=C(C=C(C=C1)CC2COC(=O)C2CC3=CC(=C(C=C3)O)OC)OC |
Isomeric Smiles: | COC1=C(C=C(C=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O)OC)OC |
Molecular Weight: | 372.4 |
Molecular Formula: | C21H24O6 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Arctigenin
Molecular Weight: | 372.4 |
Molecular Formula: | C21H24O6 |
Hydrogen Bond Donor Count: | 1 |
Hydrogen Bond Acceptor Count: | 6 |
Rotatable Bond Count: | 7 |
Heavy Atom Count: | 27 |
Complexity: | 483 |
Synonyms
Arctigenin
| Arctigenin | Arctigenin |
|---|---|
Arctigenin |
(-)-Arctigenin |
7770-78-7 |
UNII-U76MR9VS6M |
C21H24O6 |
CHEBI:79 |
U76MR9VS6M |
(3R,4R)-4-(3,4-dimethoxybenzyl)-3-(4-hydroxy-3-methoxybenzyl)dihydrofuran-2(3H)-one |
2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R-trans)- |
(3R,4R)-4-(3,4-dimethoxyphenyl)methyl-3-(4-hydroxy-3-methoxyphenyl)methyloxolan-2-one |
(3R,4R)-4-(3,4-Dimethoxyphenyl)methyldihydro-3-(4-hydroxy-3-methoxyphenyl)methyl-2(3H)-furanone |
2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R,4R)- |
(3R,4R)-4-(3,4-dimethoxyphenyl)methyl-3- (4-hydroxy-3-methoxyphenyl)methyl-2-tetrahydrofuranone |
(+/-)-Arctigenin |
Arctigenin, (+/-)- |
Arctigenen |
Arctigenin, trans-((+/-)- |
2(3H)-Furanone, 4-(3,4-dimethoxyphenyl)methyldihydro-3-(4-hydroxy-3-methoxyphenyl)methyl-, (3R,4R)- |
Tocris-1777 |
SCHEMBL381820 |
CHEMBL435734 |
MEGxp0_001799 |
ACon1_000416 |
DTXSID60998919 |
HMS3268E18 |
HMS3412H04 |
HMS3676H04 |
HY-N0035 |
ZINC1615344 |
BDBM50375656 |
MFCD00870597 |
s3897 |
STL565840 |
AKOS015897121 |
CCG-268327 |
MCULE-1275881531 |
MCULE-5621583813 |
NCGC00025291-01 |
NCGC00025291-02 |
NCGC00025291-03 |
NCGC00025291-04 |
144901-91-7 |
2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, (3R,4R)-rel- |
2(3H)-Furanone, 4-((3,4-dimethoxyphenyl)methyl)dihydro-3-((4-hydroxy-3-methoxyphenyl)methyl)-, trans- |
AC-33952 |
AS-56162 |
AB0019692 |
(-)-Arctigenin, >=95% (LC/MS-ELSD) |
N2399 |
770A787 |
A865172 |
SR-01000597504 |
Q-100825 |
Q4787603 |
SR-01000597504-1 |
BRD-K53523901-001-01-0 |
UNII-2FD8L150E7 component NQWVSMVXKMHKTF-JKSUJKDBSA-N |
4-(3,4-dimethoxyphenyl)methyl-3-(4-hydroxy-3-methoxyphenyl)methyloxolan-2-one |
(3R,4R)-4-(3,4-dimethoxyphenyl)methyl-3-(3-methoxy-4-oxidanyl-phenyl)methyloxolan-2-one |
(3R,4R)-4-(3,4-dimethoxyphenyl)methyl-3-(4-hydroxy-3-methoxy-phenyl)methyltetrahydrofuran-2-one |
(3R,4R)-4-(3,4-DIMETHOXYPHENYL)METHYLDIHYDRO-3-(4-HYDROXY-3-METHOXYPHENYL)METHYL-2(3H)-FURANONE;2(3H)-FURANONE,4-(3,4-DIMETHOXYPHENYL)METHYLDIHYDRO-3-(4-HYDROXY-3-METHOXYPHENYL)METHYL-,(3R,4R);(-)-ARCTIGENIN;ARCTIGENIN;ARCTIGENIN(P) |
(3R-trans)-4-(3,4-dimethoxyphenyl)methyl-3-(4-hydroxy- 3-methoxyphenyl)methyl-4,5-dihydrofuran-2(3H)-one |
4-(3,4-Dimethoxyphenyl)methyldihydro-3-(4-hydroxy-3-methoxyphenyl)methyl-(3R,4R)-2(3H)-Furanone |
4-(3,4-Dimethoxyphenyl)methyldihydro-3-(4-hydroxy-3-methoxyphenyl)methyl-(3R-trans)-2(3H)-Furanone |
EQC |
Experimental Data
Arctigenin
| 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 | 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 | Unclear | N2 | 33683565 | ||||||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 13.700000000000000 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 10.000000000000000 | umol/L | 6.700000000000000 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 11.360000000000000 | 12.930000000000000 | 13.700000000000000 | S | N2 | 26141518 | Active | ||||
| Caenorhabditis elegans | 10.000000000000000 | umol/L | 11.360000000000000 | 12.120000000000000 | 6.700000000000000 | S | N2 | 26141518 | Active |
Experimental Data Visualization
Arctigenin
Statistics Data
Arctigenin
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 13.700000000000000 | 2 | 8 |
Statistics Data Visualization
Arctigenin
