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Compound Detail

CHEMBL267963

(+)-PINORESINOL
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COc1cc([C@@H]2OC[C@@H]3[C@H]2CO[C@H]3c2ccc(O)c(OC)c2)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL267963
Name (+)-PINORESINOL
Phase Preclinical
Structure Type MOL
InChI Key HGXBRUKMWQGOIE-NSMLZSOPSA-N
7
Targets
13
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

358.4
MW (Da)
3.19
ALogP
6
HBA
2
HBD
77.4
PSA (Ų)
0.87
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H22O6
MW 358.39
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 1.00

Activity Summary

IC50 11 meas. best 4.6
Ki 2 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.6 4.5333 25100.0 3
RAW264.7
CHEMBL612557
 IC50 4.47 4.41 33500.0 2
Acidic alpha-glucosidase
CHEMBL3513
 IC50 4.46 4.46 34300.0 1
N9
CHEMBL613516
 IC50 4.34 4.34 45540.0 1
Unchecked
CHEMBL612545
 IC50 4.17 4.17 67700.0 1
H9
CHEMBL614806
 IC50 4.17 4.17 67000.0 1
HeLa
CHEMBL399
 IC50 4.03 4.03 92500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NON-PROTEIN TARGET IC50 = 25100.0 nM 4.6 Antineuroinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-... 26774654
NON-PROTEIN TARGET IC50 = 28580.0 nM 4.54 Antiinflammatory activity in C57BL/6 mouse BMDCs assessed as inhibition of LPS-s... 23484668
RAW264.7 IC50 = 33500.0 nM 4.47 Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-... 22079762
Acidic alpha-glucosidase IC50 = 34300.0 nM 4.46 Inhibition of rat intestinal maltase using maltose as substrate preincubated for... 22818971
NON-PROTEIN TARGET IC50 = 34250.0 nM 4.46 Anti-neuroinflammatory activity in LPS-activated mouse BV2 cells assessed as inh... 26988298
RAW264.7 IC50 = 45100.0 nM 4.35 Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-... 25592708
N9 IC50 = 45540.0 nM 4.34 Antineuroinflammatory activity in mouse N9 cells assessed as inhibition of LPS-i... 28073678
H9 IC50 = 67000.0 nM 4.17 Cytotoxicity against human H9 cells 11473435
Unchecked IC50 = 67700.0 nM 4.17 Inhibition of Streptococcus mutans OMZ65 recombinant sortase A delta-40 mutant u... 24360605
HeLa IC50 = 92500.0 nM 4.03 Cytotoxicity against human HeLa cells after 72 hrs by MTT assay 18440233

Literature References

PubMed DOI Target Context # Activities
22818971 10.1016/j.bmcl.2012.06.068 Acidic alpha-glucosidase 6
23484668 10.1021/np300490v NON-PROTEIN TARGET 3
18440233 10.1016/j.bmc.2008.04.016 NON-PROTEIN TARGET 3
28073678 10.1016/j.bmcl.2016.12.075 N9 3
25592708 10.1016/j.bmcl.2014.12.012 RAW264.7 2
- 10.1007/s00044-009-9217-5 NON-PROTEIN TARGET 2
26988298 10.1016/j.bmcl.2016.03.023 C6 2
22079762 10.1016/j.bmcl.2011.10.043 RAW264.7 2
26988298 10.1016/j.bmcl.2016.03.023 NON-PROTEIN TARGET 2
18603435 10.1016/j.bmc.2008.06.032 A549 1
22818971 10.1016/j.bmcl.2012.06.068 Sucrase-isomaltase, intestinal 1
22818971 10.1016/j.bmcl.2012.06.068 Unchecked 1
18603435 10.1016/j.bmc.2008.06.032 NON-PROTEIN TARGET 1
18603435 10.1016/j.bmc.2008.06.032 SK-MEL-2 1
10514313 10.1021/np9901837 HL-60 1
18440233 10.1016/j.bmc.2008.04.016 HT-1080 1
18440233 10.1016/j.bmc.2008.04.016 HeLa 1
11473435 10.1021/np0101189 Human immunodeficiency virus 1 1
11473435 10.1021/np0101189 H9 1
18068371 10.1016/j.bmc.2007.11.041 Unchecked 1

Data from ChEMBL 36 via Core Engine