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Compound Detail

CHEMBL1414

SYRINGIC ACID
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COc1cc(C(=O)O)cc(OC)c1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1414
Name SYRINGIC ACID
Phase Preclinical
Structure Type MOL
InChI Key JMSVCTWVEWCHDZ-UHFFFAOYSA-N
15
Targets
19
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

198.2
MW (Da)
1.11
ALogP
4
HBA
2
HBD
76.0
PSA (Ų)
0.76
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C9H10O5
MW 198.17
Aromatic Rings 1
Heavy Atoms 14
NP-Likeness 0.54

Activity Summary

Ki 12 meas. best 5.5
IC50 6 meas. best 5.14
EC50 1 meas. best 7.37

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
No relevant target
CHEMBL2362975
 EC50 7.37 7.37 42.7 1
Carbonic anhydrase 2
CHEMBL205
 Ki 5.5 5.5 3190.0 1
Carbonic anhydrase 1
CHEMBL261
 Ki 5.38 5.38 4150.0 1
Carbonic anhydrase 5A, mitochondrial
CHEMBL4789
 Ki 5.2 5.2 6340.0 1
Radical scavenging activity
CHEMBL613712
 IC50 5.14 5.135 7300.0 2
Carbonic anhydrase 6
CHEMBL3025
 Ki 5.12 5.12 7550.0 1
Carbonic anhydrase 7
CHEMBL2326
 Ki 5.11 5.11 7810.0 1
Carbonic anhydrase 9
CHEMBL3594
 Ki 5.09 5.09 8200.0 1
Carbonic anhydrase 3
CHEMBL2885
 Ki 5.07 5.07 8580.0 1
Carbonic anhydrase 12
CHEMBL3242
 Ki 5.04 5.04 9010.0 1
Carbonic anhydrase 14
CHEMBL3510
 Ki 5.04 5.04 9140.0 1
Carbonic anhydrase 4
CHEMBL3729
 Ki 4.97 4.97 10600.0 1
Carbonic anhydrase 13
CHEMBL2186
 Ki 4.96 4.96 11000.0 1
Pyruvate kinase PKM
CHEMBL1075189
 IC50 4.86 4.86 13800.0 2
Carbonic anhydrase 5B, mitochondrial
CHEMBL3969
 Ki 4.45 4.45 35400.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
No relevant target EC50 = 42.7 nM 7.37 Antioxidant activity assessed as DPPH free radical scavenging activity 28415050
Carbonic anhydrase 2 Ki = 3190.0 nM 5.5 Inhibition of human CA2 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 1 Ki = 4150.0 nM 5.38 Inhibition of human CA1 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 5A, mitochondrial Ki = 6340.0 nM 5.2 Inhibition of human CA5A by stopped-flow CO2 hydration assay 20185318
Radical scavenging activity IC50 = 7300.0 nM 5.14 DPPH radical scavenging activity in ethanol solution 16713262
Radical scavenging activity IC50 = 7400.0 nM 5.13 DPPH radical scavenging activity in liposome 16713262
Carbonic anhydrase 6 Ki = 7550.0 nM 5.12 Inhibition of human CA6 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 7 Ki = 7810.0 nM 5.11 Inhibition of human CA7 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 9 Ki = 8200.0 nM 5.09 Inhibition of human CA9 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 3 Ki = 8580.0 nM 5.07 Inhibition of human CA3 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 14 Ki = 9140.0 nM 5.04 Inhibition of human CA14 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 12 Ki = 9010.0 nM 5.04 Inhibition of human CA12 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 4 Ki = 10600.0 nM 4.97 Inhibition of human CA4 by stopped-flow CO2 hydration assay 20185318
Carbonic anhydrase 13 Ki = 11000.0 nM 4.96 Inhibition of mouse CA13 by stopped-flow CO2 hydration assay 20185318
Pyruvate kinase PKM IC50 = 13800.0 nM 4.86 Inhibition of PKM2 (unknown origin) 34355179
Pyruvate kinase PKM IC50 = 13800.0 nM 4.86 Inhibition of PKM2 (unknown origin) 34726055
Carbonic anhydrase 5B, mitochondrial Ki = 35400.0 nM 4.45 Inhibition of human CA5B by stopped-flow CO2 hydration assay 20185318

Literature References

PubMed DOI Target Context # Activities
23145924 10.1021/jf303290g Diplodia seriata 4
11575945 10.1021/np010122k NON-PROTEIN TARGET 4
- 10.1016/j.cropro.2012.09.015 Lasiodiplodia theobromae 4
- 10.1016/j.cropro.2012.09.015 Diplodia seriata 3
37267066 10.1021/acs.jnatprod.3c00104 SARS-CoV-2 3
35395370 10.1016/j.bmcl.2022.128722 Unchecked 2
23145924 10.1021/jf303290g Neofusicoccum parvum 2
28415050 10.1016/j.ejmech.2017.03.061 No relevant target 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
27700070 10.1021/acs.jnatprod.6b00582 C6 2
- 10.1016/j.cropro.2012.09.015 Botryosphaeria dothidea 2
- 10.1016/j.cropro.2012.09.015 Neofusicoccum ribis 2
24268551 10.1016/j.bmcl.2013.10.066 Tyrosinase 2
16713262 10.1016/j.bmcl.2006.04.096 Radical scavenging activity 2
20185318 10.1016/j.bmc.2010.01.076 Carbonic anhydrase 9 1
20185318 10.1016/j.bmc.2010.01.076 Carbonic anhydrase 7 1
20185318 10.1016/j.bmc.2010.01.076 Carbonic anhydrase 6 1
20185318 10.1016/j.bmc.2010.01.076 Carbonic anhydrase 5B, mitochondrial 1
20185318 10.1016/j.bmc.2010.01.076 Carbonic anhydrase 14 1
18976928 10.1016/j.bmc.2008.10.003 Aldo-keto reductase family 1 member B1 1

Data from ChEMBL 36 via Core Engine