General
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
(Rac)-Hesperetin
RO5
MW
302.08
HBA
6
HBD
3
RB
2
LOGP
2.52
56
2
0
5
Structure formats
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
Protein targets
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
Target pathways
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
References
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
Compound Sets
2
Cayman Chemical Bioactives
MedChem Express Bioactive Compound Library
Available from
4
Cayman Chemical Bioactives
MedChem Express Bioactive Compound Library
External IDs
23
Properties
(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
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Pathway
Apoptosis
Autophagy
MAPK/ERK Pathway
Target
p38 MAPK
Source data