Compound Summary
Xanthohumol
Compound Information
Xanthohumol
Compound Name: | Xanthohumol |
Compound CID: | 639665 |
Synonyms: | Xanthohumol 6754-58-1 569-83-5 1-(2,4-Dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one UNII-T4467YT1NT More... |
Iupac Name: | (E)-1-[2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one |
InChI: | InChI=1S/C21H22O5/c1-13(2)4-10-16-18(24)12-19(26-3)20(21(16)25)17(23)11-7-14-5-8-15(22)9-6-14/h4-9,11-12,22,24-25H,10H2,1-3H3/b11-7+ |
InChIKey: | ORXQGKIUCDPEAJ-YRNVUSSQSA-N |
Canonical Smiles: | CC(=CCC1=C(C(=C(C=C1O)OC)C(=O)C=CC2=CC=C(C=C2)O)O)C |
Isomeric Smiles: | CC(=CCC1=C(C(=C(C=C1O)OC)C(=O)/C=C/C2=CC=C(C=C2)O)O)C |
Molecular Weight: | 354.4 |
Molecular Formula: | C21H22O5 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Xanthohumol
Molecular Weight: | 354.4 |
Molecular Formula: | C21H22O5 |
Hydrogen Bond Donor Count: | 3 |
Hydrogen Bond Acceptor Count: | 5 |
Rotatable Bond Count: | 6 |
Heavy Atom Count: | 26 |
Complexity: | 515 |
Synonyms
Xanthohumol
| Xanthohumol | Xanthohumol |
|---|---|
Xanthohumol |
6754-58-1 |
569-83-5 |
1-(2,4-Dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one |
UNII-T4467YT1NT |
(E)-1-2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl-3-(4-hydroxyphenyl)prop-2-en-1-one |
T4467YT1NT |
CHEBI:66331 |
Xanthohumol(Random Configuration) |
2,4,4-trihydroxy-6-methoxy-3-prenylchalcone |
1-(2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl)-3-(4-hydroxyphenyl)-2-propen-1-one |
(2E)-1-2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl-3-(4-hydroxyphenyl)prop-2-en-1-one |
(E)-1-(2,4-Dihydroxy-6-methoxy-3-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one |
1-2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl-3-(4-hydroxyphenyl)-2-propen-1-one |
MFCD00210576 |
(E)-1-(2,4-dihydroxy-6-methoxy-3-(3-methylbut-2-enyl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one |
XANTHOHUMO |
2,4,4-Trihydroxy-3-prenyl-6-methoxychalcone |
SCHEMBL143683 |
CHEMBL253896 |
MEGxp0_000104 |
ACon1_001634 |
CHEBI:94745 |
DTXSID00893171 |
HMS3886H19 |
BCP18498 |
ZINC5158937 |
0397AC |
BDBM50384998 |
LMPK12120294 |
s7889 |
AKOS016010098 |
CCG-268086 |
DB15359 |
MCULE-7307777782 |
(E)-1-2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl-3-(4-hydroxyphenyl)propenone |
SMP2_000278 |
NCGC00180304-01 |
AC-31276 |
BS-17392 |
W2672 |
A867246 |
Q408088 |
BRD-K77390737-001-01-6 |
Q27166535 |
Xanthohumol, primary pharmaceutical reference standard |
Xanthohumol from hop (Humulus lupulus), >=96% (HPLC) |
(2E)-1-2,4-Dihydroxy-6-methoxy-3-(3-methyl-2-buten-1-yl)phenyl-3-(4-hydroxyphenyl)-2-propen-1-one |
1-2,4-Dihydroxy-6-methoxy-3-(3-methyl-but-2-enyl)-phenyl-3-(4-hydroxy-phenyl)-propenone |
2-Propen-1-one, 1-(2,4-hydroxy-6-methoxy-3-(3-methyl-2-butenyl)phenyl)-3-(4-hydroxyphenyl)-, (E)- |
Experimental Data
Xanthohumol
| 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 |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Drosophila melanogaster | 0.100000000000000 | mg/mL | 47.000000000000000 | 48.000000000000000 | 50.000000000000000 | 90.000000000000000 | 94.000000000000000 | 0.040000000000000 | NS | Oregon-R-C | 33549830 | Inactive | |
| Drosophila melanogaster | 0.500000000000000 | mg/mL | 47.000000000000000 | 48.000000000000000 | 53.000000000000000 | 90.000000000000000 | 98.000000000000000 | 0.090000000000000 | S | Oregon-R-C | 33549830 | Active |
Experimental Data Visualization
Xanthohumol
Statistics Data
Xanthohumol
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Drosophila melanogaster | 53.000000000000000 | 0.090000000000000 | 1 | 2 |
Statistics Data Visualization
Xanthohumol
