Compound Summary
naringenin
Compound Information
naringenin
Compound Name: | naringenin |
Compound CID: | 932 |
Synonyms: | naringenin 67604-48-2 5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one (+/-)-Naringenin 4,5,7-Trihydroxyflavanone More... |
Iupac Name: | 5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one |
InChI: | InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2 |
InChIKey: | FTVWIRXFELQLPI-UHFFFAOYSA-N |
Canonical Smiles: | C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O |
Isomeric Smiles: | C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC=C(C=C3)O |
Molecular Weight: | 272.25 |
Molecular Formula: | C15H12O5 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
naringenin
Molecular Weight: | 272.25 |
Molecular Formula: | C15H12O5 |
Hydrogen Bond Donor Count: | 3 |
Hydrogen Bond Acceptor Count: | 5 |
Rotatable Bond Count: | 1 |
Heavy Atom Count: | 20 |
Complexity: | 363 |
Synonyms
naringenin
| naringenin | naringenin |
|---|---|
naringenin |
67604-48-2 |
5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one |
(+/-)-Naringenin |
4,5,7-Trihydroxyflavanone |
480-41-1 |
naringetol |
salipurpol |
Naringenine |
93602-28-9 |
(-)-Naringenin |
NARIGENIN |
(R,S)-Naringenin |
5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one |
5,7,4-Trihydroxyflavanone |
( inverted exclamation markA)-Naringenin |
CHEMBL32571 |
MLS000028739 |
MLS000738094 |
CHEBI:50202 |
NSC11855 |
NSC34875 |
MFCD00006844 |
SMR000059039 |
4,7-Trihydroxyflavanone |
5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one |
Flavanone,5,7-trihydroxy- |
Flavanone, 4,5,7-trihydroxy- |
NSC-34875 |
BE-14348A |
Narngenn |
CCRIS 8135 |
NSC-11855 |
4H-1-Benzopyran-4-one,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)- |
4H-1-Benzopyran-4-one,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (S)- |
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (S)- |
Naringenin (NAR) |
Prestwick_531 |
EINECS 266-769-1 |
Naringenin, 90% |
Opera_ID_106 |
Prestwick0_000466 |
Prestwick1_000466 |
Prestwick2_000466 |
Prestwick3_000466 |
Oprea1_194140 |
SCHEMBL20571 |
BSPBio_000572 |
MLS001146907 |
SPBio_002511 |
5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one |
BPBio1_000630 |
MEGxp0_000358 |
SCHEMBL1934259 |
ACon1_000582 |
BDBM19461 |
GTPL10298 |
4,5,7-trihydroxyflavan-4-one |
DTXSID50274239 |
(+/-)-Naringenin, >=95% |
HMS1569M14 |
HMS2096M14 |
HMS2231O18 |
HMS3352B08 |
HMS3373N07 |
HMS3656G15 |
Naringenin, natural (US), 98% |
BCP31780 |
CN0031 |
MFCD00870553 |
SBB006461 |
AKOS015895052 |
(+/-)-Naringenin, analytical standard |
CS-W012357 |
HY-W011641 |
KS-5142 |
MCULE-5489217450 |
SB17305 |
(+/-)-Naringenin, ~95% (HPCE) |
SMP1_000060 |
NCGC00017346-02 |
NCGC00017346-03 |
NCGC00017346-04 |
NCGC00095963-01 |
NCGC00095963-02 |
NCGC00095963-03 |
AC-20273 |
K702 |
ST057236 |
SY049933 |
SY075819 |
DB-057415 |
FT-0617135 |
FT-0630981 |
FT-0778247 |
N0072 |
(R,S)-Naringenin 1000 microg/mL in Acetone |
S00279 |
A867234 |
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-one |
J-523457 |
Q-100521 |
BRD-A94669766-001-02-6 |
BRD-A94669766-001-04-2 |
Q57826857 |
EC19096C-4404-4A16-9BF9-92F9F358E005 |
( )-Naringenin; 4?,5,7-Trihydroxyflavanone; H-1-benzopyran-4-one |
5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one, (S)- # |
Experimental Data
naringenin
| 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 | 0.000100000000000 | % | Unclear | N2 | 33683565 | ||||||||
| Caenorhabditis elegans | 0.001000000000000 | % | Unclear | N2 | 33683565 | ||||||||
| Caenorhabditis elegans | 0.000050000000000 | % | Unclear | N2 | 33683565 | ||||||||
| Caenorhabditis elegans | 0.010000000000000 | % | Unclear | N2 | 33683565 | ||||||||
| Drosophila melanogaster | 200.000000000000000 | umol/L | 38.000000000000000 | 45.000000000000000 | 16.920000000000000 | S | Canton-S | FEMALES | 26520643 | Active | |||
| Drosophila melanogaster | 800.000000000000000 | umol/L | 38.000000000000000 | 28.000000000000000 | -27.400000000000000 | S | Canton-S | FEMALES | 26520643 | Inactive | |||
| Drosophila melanogaster | 600.000000000000000 | umol/L | 46.000000000000000 | 36.000000000000000 | -22.200000000000000 | S | Canton-S | MALES | 26520643 | Inactive | |||
| Apis mellifera | 4.167000000000000 | mg/mL | 25.000000000000000 | 27.000000000000000 | 0.080000000000000 | NS | 31923212 | Inactive | |||||
| Drosophila melanogaster | 600.000000000000000 | umol/L | 38.000000000000000 | 33.000000000000000 | -14.000000000000000 | S | Canton-S | FEMALES | 26520643 | Inactive | |||
| Drosophila melanogaster | 400.000000000000000 | umol/L | 38.000000000000000 | 47.000000000000000 | 22.620000000000000 | S | Canton-S | FEMALES | 26520643 | Active | |||
| Drosophila melanogaster | 800.000000000000000 | umol/L | 46.000000000000000 | 32.000000000000000 | -30.090000000000000 | S | Canton-S | MALES | 26520643 | Inactive | |||
| Drosophila melanogaster | 400.000000000000000 | umol/L | 46.000000000000000 | 52.180000000000000 | 13.430000000000000 | S | Canton-S | MALES | 26520643 | Active |
Experimental Data Visualization
naringenin
Statistics Data
naringenin
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Apis mellifera | 0.080000000000000 | 1 | 1 | |
| Caenorhabditis elegans | 1 | 4 | ||
| Drosophila melanogaster | 22.620000000000000 | 1 | 7 |
Statistics Data Visualization
naringenin
