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Compound Detail

CHEMBL518421

LARICIRESINOL
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COc1cc(C[C@H]2CO[C@H](c3ccc(O)c(OC)c3)[C@H]2CO)ccc1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL518421
Name LARICIRESINOL
Phase Preclinical
Structure Type MOL
InChI Key MHXCIKYXNYCMHY-AUSJPIAWSA-N
5
Targets
6
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

360.4
MW (Da)
2.65
ALogP
6
HBA
3
HBD
88.4
PSA (Ų)
0.73
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C20H24O6
MW 360.41
Aromatic Rings 2
Heavy Atoms 26
NP-Likeness 1.59

Activity Summary

IC50 6 meas. best 4.93

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
XF498
CHEMBL613533
 IC50 4.93 4.93 11650.0 1
A549
CHEMBL392
 IC50 4.61 4.61 24510.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.59 4.59 25600.0 1
BV-2
CHEMBL614781
 IC50 4.29 4.29 51800.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 4.14 4.14 72580.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
XF498 IC50 = 11650.0 nM 4.93 Anticancer activity against human XF498 cells by SRB assay 21420296
A549 IC50 = 24510.0 nM 4.61 Anticancer activity against human A549 cells by SRB assay 21420296
Cytochrome P450 3A4 IC50 = 25600.0 nM 4.59 Inhibition of CYP3A4 after 30 mins by fluorometric assay 21138310
BV-2 IC50 = 51800.0 nM 4.29 Antiinflammatory activity in mouse BV2 cells assessed as inhibition of lipopolys... 21420296
NON-PROTEIN TARGET IC50 = 72580.0 nM 4.14 Anti-neuroinflammatory activity in LPS-activated mouse BV2 cells assessed as inh... 26988298

Literature References

PubMed DOI Target Context # Activities
14518939 10.1021/jf034644c Lactuca sativa 5
12762798 10.1021/np0205710 Macrophage 5
14518939 10.1021/jf034644c Allium cepa 4
14518939 10.1021/jf034644c Solanum lycopersicum 4
22066904 10.1021/jf203222w Lolium multiflorum 3
14518939 10.1021/jf034644c Lepidium sativum 3
22066904 10.1021/jf203222w Lactuca sativa 2
26988298 10.1016/j.bmcl.2016.03.023 C6 2
24035341 10.1016/j.bmcl.2013.08.004 RAW264.7 2
26988298 10.1016/j.bmcl.2016.03.023 NON-PROTEIN TARGET 2
30207720 10.1021/acs.jnatprod.8b00450 Tyrosine-protein phosphatase non-receptor type 1 2
20189399 10.1016/j.bmc.2010.01.046 Unchecked 1
21138310 10.1021/np100665j Cytochrome P450 2D6 1
21138310 10.1021/np100665j Cytochrome P450 3A4 1
20189399 10.1016/j.bmc.2010.01.046 ADMET 1
33939429 10.1021/acs.jnatprod.1c00146 RAW264.7 1
19541489 10.1016/j.bmc.2009.06.010 Unchecked 1
7931362 10.1021/np50108a005 Vesicular stomatitis virus 1
7931362 10.1021/np50108a005 Human alphaherpesvirus 1 1
7931362 10.1021/np50108a005 Aspergillus niger 1

Data from ChEMBL 36 via Core Engine