Compound Detail

CHEMBL3348861

AMPELOPSIN

🧪 Phase II

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🧪 Phase II

O=C1c2c(O)cc(O)cc2O[C@H](c2cc(O)c(O)c(O)c2)[C@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3348861
Name	AMPELOPSIN
Phase	Phase II
Structure Type	MOL
InChI Key	KJXSIXMJHKAJOD-LSDHHAIUSA-N

Known Names

Ampelopsin Ampeloptin Dihydromyricetin Myriceline spe Telocapil

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

320.2

MW (Da)

0.89

ALogP

HBA

HBD

147.7

PSA (Å²)

0.42

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C15H12O8
MW	320.25
Aromatic Rings	2
Heavy Atoms	23
NP-Likeness	2.27

Indications

Diabetes Mellitus, Type 2 Alcohol-Related Disorders

Activity Summary

IC50 10 meas. best 6.75

EC50 2 meas. best 4.87

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Replicase polyprotein 1ab CHEMBL4523582	IC50	6.75	6.345	180.0	2
Synaptojanin-2 CHEMBL4523129	IC50	5.5	5.5	3170.0	3
Amyloid-beta precursor protein CHEMBL2487	IC50	4.89	4.89	12800.0	1
SARS-CoV-2 CHEMBL4303835	EC50	4.87	4.87	13560.0	2
Unchecked CHEMBL612545	IC50	4.66	4.63	22000.0	2
BV-2 CHEMBL614781	IC50	4.49	4.49	32660.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Replicase polyprotein 1ab	IC50	=	180.0	nM	6.75	SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ...	-
Replicase polyprotein 1ab	IC50	=	1140.0	nM	5.94	Inhibition of SARS-CoV-2 3CLp using fluorescent substrate by FRET assay	38048696
Synaptojanin-2	IC50	=	3170.0	nM	5.5	Inhibition of C-Myc/DDK-tagged human recombinant SYNJ2 expressed in HEK293T cell...	-
Synaptojanin-2	IC50	=	3170.0	nM	5.5	Inhibition of C-Myc/DDK-tagged human recombinant SYNJ2 expressed in HEK293T cell...	-
Synaptojanin-2	IC50	=	3170.0	nM	5.5	Inhibition of recombinant full length C-Myc/DDK-tagged human SYNJ2 expressed in ...	-
Amyloid-beta precursor protein	IC50	=	12800.0	nM	4.89	Inhibition of amyloid beta (1 to 42) (unknown origin) aggregation by Thioflavin-...	28128562
SARS-CoV-2	EC50	=	13560.0	nM	4.87	Antiviral activity against SARS-CoV-2	38048696
SARS-CoV-2	EC50	=	13560.0	nM	4.87	Antiviral activity against SARS-CoV-2 UC-1074 infected in African green monkey V...	37597436
Unchecked	IC50	=	22000.0	nM	4.66	Inhibition of biotinylated 5-(4-((Z)-3-Carboxy-3-hydroxyacryloyl)-4-(4-chloroben...	32883638
Unchecked	IC50	=	25300.0	nM	4.6	Inhibition of amyloid beta (1 to 42) aggregation in Escherichia coli competent c...	28128562
BV-2	IC50	=	32660.0	nM	4.49	Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induc...	28165740

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	4
28165740	10.1021/acs.jnatprod.6b00981	C6	2
37683361	10.1016/j.ejmech.2023.115791	RAW264.7	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
28165740	10.1021/acs.jnatprod.6b00981	BV-2	2
28165740	10.1021/acs.jnatprod.6b00981	SK-MEL-2	1
28165740	10.1021/acs.jnatprod.6b00981	BT-549	1
28128562	10.1021/acs.jnatprod.6b00643	Amyloid-beta precursor protein	1
28128562	10.1021/acs.jnatprod.6b00643	Unchecked	1
-	10.21203/rs.3.rs-23951/v1	SARS-CoV-2	1
28165740	10.1021/acs.jnatprod.6b00981	SK-OV-3	1
32883638	10.1016/j.ejmech.2020.112754	Unchecked	1
28165740	10.1021/acs.jnatprod.6b00981	A549	1
38048696	10.1016/j.ejmech.2023.115979	Replicase polyprotein 1ab	1
38048696	10.1016/j.ejmech.2023.115979	SARS-CoV-2	1
37597436	10.1016/j.ejmech.2023.115726	Vero C1008	1
37597436	10.1016/j.ejmech.2023.115726	SARS-CoV-2	1
26922036	10.1016/j.bmc.2016.02.018	Unchecked	1

Data from ChEMBL 36 via Core Engine