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Compound Detail

CHEMBL497001

ALOIN
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O=C1c2c(O)cccc2C([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2cc(CO)cc(O)c21

Basic Information

ChEMBL ID CHEMBL497001
Name ALOIN
Phase Preclinical
Structure Type MOL
InChI Key AFHJQYHRLPMKHU-CGISPIQUSA-N

Known Names

Alloin Aloin Aloin a Aloins Aloinum Barbaloin
1
Targets
2
Activities
2
Assay Types
0
PK Parameters
11
Publications
6
Known Names

Molecular Properties

418.4
MW (Da)
-0.89
ALogP
9
HBA
7
HBD
167.9
PSA (Ų)
0.33
QED
1
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Racemic

Flags

Natural Product

Extended Properties

Molecular Formula C21H22O9
MW 418.40
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness 2.07

Activity Summary

IC50 1 meas. best 4.43
Ki 1 meas. best 4.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Bifunctional epoxide hydrolase 2
CHEMBL2409
IC50 4.43 4.43 37400.0 1
Bifunctional epoxide hydrolase 2
CHEMBL2409
Ki 4.24 4.24 57300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
26372074 10.1016/j.bmc.2015.09.003 Bifunctional epoxide hydrolase 2 4
9371243 10.1021/jm970292n Molecular identity unknown 2
19463000 10.1021/jm9003297 P2Y purinoceptor 12 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
9371243 10.1021/jm970292n No relevant target 1
9371243 10.1021/jm970292n Arachidonate 5-lipoxygenase 1
9371243 10.1021/jm970292n HaCaT 1
21106380 10.1016/j.bmc.2010.10.045 Thioredoxin reductase 1, cytoplasmic 1
21106380 10.1016/j.bmc.2010.10.045 Thioredoxin reductase 2, mitochondrial 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B3 1
23571415 10.1124/mol.112.084152 Solute carrier organic anion transporter family member 1B1 1

Data from ChEMBL 36 via Core Engine