Compound Summary
Auraptene
Compound Information
Auraptene
Compound Name: | Auraptene |
Compound CID: | 1550607 |
Synonyms: | Auraptene Aurapten 495-02-3 7-Geranyloxycoumarin UNII-F79I1ZEL2E More... |
Iupac Name: | 7-[(2E)-3,7-dimethylocta-2,6-dienoxy]chromen-2-one |
InChI: | InChI=1S/C19H22O3/c1-14(2)5-4-6-15(3)11-12-21-17-9-7-16-8-10-19(20)22-18(16)13-17/h5,7-11,13H,4,6,12H2,1-3H3/b15-11+ |
InChIKey: | RSDDHGSKLOSQFK-RVDMUPIBSA-N |
Canonical Smiles: | CC(=CCCC(=CCOC1=CC2=C(C=C1)C=CC(=O)O2)C)C |
Isomeric Smiles: | CC(=CCC/C(=C/COC1=CC2=C(C=C1)C=CC(=O)O2)/C)C |
Molecular Weight: | 298.4 |
Molecular Formula: | C19H22O3 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Auraptene
Molecular Weight: | 298.4 |
Molecular Formula: | C19H22O3 |
Hydrogen Bond Donor Count: | 0 |
Hydrogen Bond Acceptor Count: | 3 |
Rotatable Bond Count: | 6 |
Heavy Atom Count: | 22 |
Complexity: | 469 |
Synonyms
Auraptene
| Auraptene | Auraptene |
|---|---|
Auraptene |
Aurapten |
495-02-3 |
7-Geranyloxycoumarin |
UNII-F79I1ZEL2E |
F79I1ZEL2E |
7-(2E)-3,7-dimethylocta-2,6-dienoxychromen-2-one |
2H-1-Benzopyran-2-one, 7-((3,7-dimethyl-2,6-octadienyl)oxy)-, (E)- |
(E)-7-((3,7-Dimethylocta-2,6-dien-1-yl)oxy)-2H-chromen-2-one |
7-{(2E)-3,7-dimethylocta-2,6-dien-1-yloxy}-2H-chromen-2-one |
SR-01000758940 |
Feronialactone |
7-((2E)-3,7-Dimethyl-2,6-octadienyloxy)-2H-chromen-2-one |
7-{(2E)-3,7-dimethyl-2,6-octadienyloxy}-2H-chromen-2-one |
CCRIS 8835 |
2H-1-Benzopyran-2-one, 7-(3,7-dimethyl-2,6-octadienyl)oxy-, (E)- |
7-O-geranylumbelliferone |
UPCMLD-DP061 |
Coumarin, 7-(geranyloxy)- |
MLS001049098 |
SPECTRUM1505176 |
CHEMBL307341 |
MEGxp0_000091 |
SCHEMBL2535029 |
SCHEMBL2535034 |
Auraptene, >=98% (HPLC) |
UPCMLD-DP061:001 |
ACon1_000071 |
CHEBI:93486 |
DTXSID80897576 |
CHEBI:134355 |
HMS2270C13 |
HMS3886N14 |
NP344 |
AMY36802 |
BCP23751 |
HY-N2388 |
ZINC1658901 |
BDBM50361373 |
MFCD00075948 |
NSC711511 |
s9052 |
STL457597 |
AKOS015969736 |
CCG-208550 |
MCULE-3823939164 |
NSC-711511 |
NCGC00096070-01 |
NCGC00096070-03 |
NCGC00096070-04 |
NCGC00096070-05 |
NCGC00096070-11 |
NCGC00168822-01 |
AC-34106 |
LS-14721 |
SMR000386931 |
CS-0022591 |
W1305 |
A871794 |
Q3629783 |
SR-01000758940-3 |
SR-01000758940-4 |
7-(3,7-Dimethyl-octa-2,6-dienyloxy)-chromen-2-one |
7-(3,7-Dimethyl-2,6-octadienyl)oxy-(E)-Coumarin |
BRD-K85013741-001-05-9 |
Coumarin, 7-(3,7-dimethyl-2,6-octadienyl)oxy-, (E)- |
(E)-7-(3,7-dimethylocta-2,6-dienyloxy)-2H-chromen-2-one |
7-((2E)-3,7-Dimethyl-2,6-octadienyloxy)-2H-chromen-2-one # |
7-(3,7-Dimethyl-2,6-octadienyl)oxy-2H-1-benzopyran-2-one, 9CI |
2H-1-Benzopyran-2-one, 7-(2E)-3,7-dimethyl-2,6-octadien-1-yloxy- |
7-{(2E)-3,7-dimethylocta-2,6-dien-1-yloxy}-2H-1-benzopyran-2-one |
NCGC00096070-07!7-(2E)-3,7-dimethylocta-2,6-dienoxychromen-2-one |
29527-66-0 |
Experimental Data
Auraptene
| 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 | 200.000000000000000 | umol/L | 43.170000000000000 | 43.070000000000000 | -0.217000000000000 | NS | MALES | 33008901 | Inactive | ||||
| Drosophila melanogaster | 20.000000000000000 | umol/L | 44.630000000000000 | 47.260000000000000 | 5.900000000000000 | S | FEMALES | 33008901 | Active | ||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 15.780000000000000 | 15.750000000000000 | -0.169000000000000 | NS | N2 | 33008901 | Inactive | ||||
| Caenorhabditis elegans | 10.000000000000000 | umol/L | 17.010000000000000 | 16.590000000000000 | -2.515000000000000 | NS | N2 | 33008901 | Inactive |
Experimental Data Visualization
Auraptene
Statistics Data
Auraptene
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | -0.169000000000000 | 1 | 2 | |
| Drosophila melanogaster | 5.900000000000000 | 1 | 2 |
Statistics Data Visualization
Auraptene
