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Compound Detail

CHEMBL12208

HYMECROMONE
🧪 Phase II
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🧪 Phase II
Cc1cc(=O)oc2cc(O)ccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL12208
Name HYMECROMONE
Phase Phase II
Structure Type MOL
InChI Key HSHNITRMYYLLCV-UHFFFAOYSA-N

Known Names

4-methylumbelliferone Cantabiline Himecromona Hymecromone LM-94 NSC-19026 NSC-9408
13
Targets
25
Activities
3
Assay Types
2
PK Parameters
20
Publications
7
Known Names
3
Indications

Molecular Properties

176.2
MW (Da)
1.81
ALogP
3
HBA
1
HBD
50.4
PSA (Ų)
0.62
QED
0
Ro5 Violations
0
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Year 1978

Extended Properties

Molecular Formula C10H8O3
MW 176.17
Aromatic Rings 2
Heavy Atoms 13
NP-Likeness 0.43

Indications

Cholangitis, Sclerosing Hypertension, Pulmonary Respiratory Tract Diseases

ATC Classification

A05AX02
hymecromone
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: BILE AND LIVER THERAPY

Activity Summary

IC50 20 meas. best 6.24
Ki 3 meas. best 6.25
EC50 2 meas.

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Carbonic anhydrase 9
CHEMBL3594
 Ki 6.25 6.25 560.0 1
SK-MEL-28
CHEMBL614919
 IC50 6.24 6.24 580.0 1
17-beta-hydroxysteroid dehydrogenase type 3
CHEMBL4234
 IC50 6.0 6.0 1000.0 1
SK-MEL3
CHEMBL614920
 IC50 5.8 5.8 1600.0 1
Unchecked
CHEMBL612545
 IC50 5.16 4.4867 7000.0 3
Carbonic anhydrase 12
CHEMBL3242
 Ki 5.09 5.09 8100.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
 Ki 4.66 4.66 22150.0 1
NIH3T3
CHEMBL614822
 IC50 4.62 4.62 23990.0 1
Aldo-keto reductase family 1 member B1
CHEMBL1900
 IC50 4.61 4.61 24500.0 1
MCF7
CHEMBL387
 IC50 4.26 4.26 54770.0 1
Aldo-keto reductase family 1 member B1
CHEMBL2622
 IC50 4.21 4.21 62000.0 1
Amine oxidase [flavin-containing] B
CHEMBL2039
 IC50 4.09 4.09 80410.0 1
UDP-glucuronosyltransferase 1A1
CHEMBL1287617
 IC50 4.0 4.0 100000.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.1833 hr Homo sapiens
T1/2 0.06667 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Carbonic anhydrase 9 Ki = 560.0 nM 6.25 Inhibition of human recombinant CA9 after 6 hrs by stopped flow CO2 hydration as... 22077347
SK-MEL-28 IC50 = 580.0 nM 6.24 Anticancer activity against human SK-MEL-28 cells assessed as reduction in cell ... 37197457
17-beta-hydroxysteroid dehydrogenase type 3 IC50 = 1000.0 nM 6.0 Inhibition of human 17beta-HSD3 expressed in HeLa cells 19954971
SK-MEL3 IC50 = 1600.0 nM 5.8 Anticancer activity against human SK-MEL3 cells assessed as reduction in cell vi... 37197457
Unchecked IC50 = 7000.0 nM 5.16 Cytotoxicity against human C3PV cells assessed as reduction in cell viability in... 37197457
Carbonic anhydrase 12 Ki = 8100.0 nM 5.09 Inhibition of human recombinant CA12 after 6 hrs by stopped flow CO2 hydration a... 22077347
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 22150.0 nM 4.66 Displacement of FAM-Bid peptide from recombinant N-terminal His6x-tagged human M... 33218896
NIH3T3 IC50 = 23990.0 nM 4.62 Cytotoxicity against mouse 3T3 cells assessed as reduction in cell viability mea... 37252094
Aldo-keto reductase family 1 member B1 IC50 = 24500.0 nM 4.61 Inhibition human recombinant aldose reductase 1 by spectrophotometric analysis 20805028
MCF7 IC50 = 54770.0 nM 4.26 Cytotoxicity against human MCF7 cells assessed as reduction in cell viability me... 37252094
Unchecked IC50 = 56200.0 nM 4.25 Inhibition of alpha-glucosidase using para-nitrophenyl substrate 21053896
Aldo-keto reductase family 1 member B1 IC50 = 62000.0 nM 4.21 Compound was tested for inhibitory concentration against rat lens aldose reducta... 3086557
Amine oxidase [flavin-containing] B IC50 = 80410.0 nM 4.09 Inhibition of human recombinant MAOB by fluorimetric method 18834112
Unchecked IC50 = 89900.0 nM 4.05 Inhibition kidney aldose reductase 2 by spectrophotometric analysis 20805028
UDP-glucuronosyltransferase 1A1 IC50 = 100000.0 nM 4.0 Inhibition of human recombinant UGT1A1 expressed in HEK293 cells assessed as red... 21030469
UDP-glucuronosyltransferase 1A1 IC50 = 100000.0 nM 4.0 Inhibition of human recombinant UGT1A1 expressed in HEK293 cells assessed as red... 21030469

Literature References

PubMed DOI Target Context # Activities
17828251 10.1038/nchembio.2007.28 Oleandomycin glycosyltransferase 44
21680063 10.1016/j.ejmech.2011.05.052 J774 9
37252094 10.1039/d3md00031a Unchecked 7
18060791 10.1016/j.bmc.2007.11.038 U-937 7
22925447 10.1016/j.bmc.2012.07.043 U-937 7
37252094 10.1039/d3md00031a NIH3T3 5
- 10.6019/CHEMBL4495565 SARS-CoV-2 4
26982623 10.1021/acs.jmedchem.5b02025 ADMET 4
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1-6 3
20805028 10.1016/j.bmcl.2010.08.038 Unchecked 3
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1A10 3
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1A8 3
21030469 10.1124/dmd.110.035030 UDP-glucuronosyltransferase 1A1 2
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 2B7 2
24681028 10.1016/j.ejmech.2014.03.029 NON-PROTEIN TARGET 2
21964183 10.1016/j.bmc.2011.09.012 NON-PROTEIN TARGET 2
21439691 10.1016/j.ejmech.2011.03.006 Escherichia coli 2
10836148 10.1146/annurev.pharmtox.40.1.581 UDP-glucuronosyltransferase 1A9 2
21439691 10.1016/j.ejmech.2011.03.006 Staphylococcus aureus 2
- 10.1007/s00044-013-0470-2 Candida albicans 2

Data from ChEMBL 36 via Core Engine