Preferred name
(Rac)-Hesperetin
Synonyms
Hesperetin-13C-d3 ()
rac-Hesperetin-d3 ()
P&D ID
PD056258
CAS
69097-99-0
2750534-85-9
1346605-26-2
Tags
natural product
available
Structure
SMILES
COc1ccc(C2CC(=O)c3c(O)cc(O)cc3O2)cc1O
InChI
InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3
InChIkey
AIONOLUJZLIMTK-UHFFFAOYSA-N
MOL
(Rac)-Hesperetin
RDKit 2D
22 24 0 0 0 0 0 0 0 0999 V2000
3.0000 -7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.7500 -6.4952 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.0000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 -5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 -3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 3.8971 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.0000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-5.2500 1.2990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 -1.2990 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
3.0000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.7500 -3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.2500 -3.8971 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 3 1 0
3 4 2 0
4 5 1 0
5 6 2 0
6 7 1 0
7 8 1 0
8 9 1 0
9 10 2 0
9 11 1 0
11 12 2 0
12 13 1 0
12 14 1 0
14 15 2 0
15 16 1 0
15 17 1 0
17 18 2 0
18 19 1 0
6 20 1 0
20 21 2 0
21 22 1 0
21 3 1 0
19 7 1 0
18 11 1 0
M END
> <ID>
PD056258
> <Name>
(Rac)-Hesperetin
5
5
MAPT Microtubule-associated protein tau
BIOCHEM 1.6x
3
1
4.8
CYP3A4 Cytochrome P450 3A4
7
1
4.65
HPGD 15-hydroxyprostaglandin dehydrogenase [NAD(+)]
4
1
4.55
FTL Ferritin light chain
4
1
4.5
SMN1 Survival motor neuron protein
2
1
20
Activation of AMPK downstream of NMDARs
MAPT
Aflatoxin activation and detoxification
CYP3A4
Aspirin ADME
CYP3A4
Atorvastatin ADME
CYP3A4
Biosynthesis of D-series resolvins
HPGD
Biosynthesis of E-series 18(S)-resolvins
HPGD
Biosynthesis of maresin-like SPMs
CYP3A4
Caspase-mediated cleavage of cytoskeletal proteins
MAPT
Golgi Associated Vesicle Biogenesis
FTL
Iron uptake and transport
FTL
Neutrophil degranulation
FTL
Phase I - Functionalization of compounds
CYP3A4
PKR-mediated signaling
MAPT
Prednisone ADME
CYP3A4
SARS-CoV-2 modulates host translation machinery
SMN1
Scavenging by Class A Receptors
FTL
snRNP Assembly
SMN1
Synthesis of Lipoxins (LX)
HPGD
Synthesis of Prostaglandins (PG) and Thromboxanes (TX)
HPGD
Xenobiotics
CYP3A4
1
PUBCHEM_BIOASSAY: qHTS Assay for Inhibitors and Activators of N370S glucocerebrosidase as a Potential Chaperone Treatment of Gaucher Disease: Purified N370S Glucocerebrosidase. (Class of assay: confirmatory) [Related pubchem assays: 2101 ]
AID 2597
4
Mcule
MedChem Express Bioactive Compound Library
23
ChEMBL CHEMBL88169
Brenda 172907
CCDC CANPOA
ChEBI 95167
ChemicalBook CB92699300
ChemSpider 3467
CompTox DTXSID80274404
eMolecules 766232
IBM NIH 9F64EE1B1D8E258...
LINCS LSM-6444
Mcule MCULE-9396529091
Nikkaji J294.471E
NMRShiftDB 60022028
PubChem TPS 14873866
Reactome 3467
SureChEMBL SCHEMBL765368
(calculated by RDKit )
Molecular Weight
302.08
Hydrogen Bond Acceptors
6
Hydrogen Bond Donors
3
Rotatable Bonds
2
Ring Count
3
Aromatic Ring Count
2
cLogP
2.52
TPSA
96.22
Fraction CSP3
0.19
Chiral centers
1.0
Largest ring
6.0
QED
0.79
0
No structural alerts detected
(extracted from source data)
Pathway
Apoptosis
Autophagy
MAPK/ERK Pathway
Target
p38 MAPK