Compound Detail

CHEMBL13883

VANILLIN

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COc1cc(C=O)ccc1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL13883
Name	VANILLIN
Phase	Preclinical
Structure Type	MOL
InChI Key	MWOOGOJBHIARFG-UHFFFAOYSA-N

Known Names

4-hydroxy-3-methoxy-benzyldehyde FEMA NO. 3107 H-0264 Lioxin Methylprotocatechuic aldehyde NPLC-0145 NSC-15351 NSC-403658 NSC-48383 P-hydroxy-m-methoxybenzaldehyde Rhovanil Vanillic aldehyde +4 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

152.2

MW (Da)

1.21

ALogP

HBA

HBD

46.5

PSA (Å²)

0.65

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C8H8O3
MW	152.15
Aromatic Rings	1
Heavy Atoms	11
NP-Likeness	0.85

Activity Summary

IC50 16 meas. best 6.79

Kd 1 meas.

Ki 1 meas. best 4.53

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Transcription intermediary factor 1-alpha CHEMBL3108638	IC50	6.79	6.79	162.0	1
E3 ubiquitin-protein ligase TRIM33 CHEMBL2176772	IC50	6.49	6.49	325.6	1
DNA CHEMBL2364041	IC50	5.25	5.25	5600.0	1
Succinate-semialdehyde dehydrogenase, mitochondrial CHEMBL1911	IC50	4.81	4.81	15600.0	1
4-aminobutyrate aminotransferase, mitochondrial CHEMBL2044	IC50	4.77	4.77	17100.0	1
Unchecked CHEMBL612545	Ki	4.53	4.53	29700.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	4.31	4.31	49200.0	1
Pancreatic triacylglycerol lipase CHEMBL1687677	IC50	4.13	4.13	74400.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Transcription intermediary factor 1-alpha	IC50	=	162.0	nM	6.79	Inhibition of recombinant TRIM24 (unknown origin) using biotinylated H3 peptide ...	-
E3 ubiquitin-protein ligase TRIM33	IC50	=	325.6	nM	6.49	Inhibition of recombinant TRIM33 PHD bromodomain (unknown origin) using biotinyl...	-
DNA	IC50	=	5600.0	nM	5.25	Antioxidant activity assessed as protection against AAPH-induced DNA damage in E...	29220795
Succinate-semialdehyde dehydrogenase, mitochondrial	IC50	=	15600.0	nM	4.81	Inhibitory activity against SSADH	16290145
4-aminobutyrate aminotransferase, mitochondrial	IC50	=	17100.0	nM	4.77	Inhibitory activity against GABAT	16290145
Unchecked	Ki	=	29700.0	nM	4.53	Inhibition of Cochliobolus lunatus CYP53A15 expressed in Escherichia coli	18505250
NON-PROTEIN TARGET	IC50	=	49200.0	nM	4.31	Antimelanogenic activity in theophylline-stimulated mouse B16-4A5 cells assessed...	27756508
Pancreatic triacylglycerol lipase	IC50	=	74400.0	nM	4.13	Inhibition of pig pancreatic lipase assessed as p-NPB hydrolysis by ELISA	21282056

Literature References

PubMed	DOI	Target Context	# Activities
26986086	10.1016/j.ejmech.2016.03.008	Unchecked	12
29655608	10.1016/j.bmc.2018.04.015	Hemoglobin HbA	9
3599019	10.1021/jm00390a002	No relevant target	6
27756508	10.1016/j.bmc.2016.10.001	NON-PROTEIN TARGET	5
12696928	10.1021/jf026083f	Fusarium verticillioides	5
27756508	10.1016/j.bmc.2016.10.001	Mushroom tyrosinase	4
27756508	10.1016/j.bmc.2016.10.001	Mus musculus	4
29655608	10.1016/j.bmc.2018.04.015	Erythrocyte	4
29220795	10.1016/j.ejmech.2017.11.072	No relevant target	3
26079087	10.1016/j.ejmech.2015.06.010	No relevant target	3
32822761	10.1016/j.bmcl.2020.127505	No relevant target	3
28783339	10.1021/acs.jnatprod.7b00085	No relevant target	2
25686593	10.1016/j.ejmech.2015.02.007	Nakaseomyces glabratus	2
28254698	10.1016/j.ejmech.2017.02.054	Unchecked	2
18505250	10.1021/jm800030e	Curvularia lunata	2
25686593	10.1016/j.ejmech.2015.02.007	Candida tropicalis	2
24803365	10.1016/j.bmcl.2014.04.026	NON-PROTEIN TARGET	2
17258462	10.1016/j.bmc.2006.12.038	Unchecked	2
19822425	10.1016/j.bmcl.2009.09.088	NON-PROTEIN TARGET	2
25686593	10.1016/j.ejmech.2015.02.007	ADMET	2

Data from ChEMBL 36 via Core Engine