Compound Detail

CHEMBL444478

ACETOSIDE

🧪 Phase II

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🧪 Phase II

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](OCCc3ccc(O)c(O)c3)O[C@H](CO)[C@H]2OC(=O)/C=C/c2ccc(O)c(O)c2)[C@H](O)[C@H](O)[C@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL444478
Name	ACETOSIDE
Phase	Phase II
Structure Type	MOL
InChI Key	FBSKJMQYURKNSU-ZLSOWSIRSA-N

Known Names

Acetoside Acteoside Verbacoside Verbascoside

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

624.6

MW (Da)

-1.02

ALogP

HBA

HBD

245.3

PSA (Å²)

0.09

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Oligosaccharide
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C29H36O15
MW	624.59
Aromatic Rings	2
Heavy Atoms	44
NP-Likeness	1.82

Indications

Glomerulonephritis, IGA

Activity Summary

IC50 23 meas. best 8.2

EC50 4 meas. best 5.98

Ki 3 meas. best 6.16

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Beta-secretase 1 CHEMBL4822	IC50	8.2	8.2	6.3	1
Protein kinase C (PKC) CHEMBL2094266	IC50	7.17	5.4833	68.0	3
Arginase CHEMBL3108635	Ki	6.16	6.16	700.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	5.98	5.98	1040.0	1
Unchecked CHEMBL612545	IC50	5.85	5.175	1407.0	2
HCT-15 CHEMBL612263	IC50	5.56	5.56	2730.0	1
Hepatocyte CHEMBL3140324	IC50	5.34	5.34	4600.0	1
Replicase polyprotein 1ab CHEMBL4523582	IC50	5.34	5.34	4540.0	1
A549 CHEMBL392	IC50	5.24	5.24	5810.0	1
SK-OV-3 CHEMBL614925	IC50	5.12	5.12	7610.0	1
Human immunodeficiency virus type 1 integrase CHEMBL3471	IC50	5.11	5.11	7800.0	1
SK-MEL-2 CHEMBL614917	IC50	5.07	5.07	8520.0	1
Protein kinase C alpha type CHEMBL299	IC50	5.03	5.03	9300.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.01	4.595	9700.0	4
Prostaglandin G/H synthase 2 CHEMBL4102	IC50	4.95	4.95	11300.0	1
L1210 CHEMBL386	IC50	4.89	4.89	13000.0	1
Leishmania donovani CHEMBL367	EC50	4.85	4.85	14000.0	1
Radical scavenging activity CHEMBL613712	IC50	4.82	4.61	15300.0	3
Leishmania amazonensis CHEMBL612877	EC50	4.72	4.72	19000.0	1
Protein kinase C (PKC) CHEMBL2094266	Ki	4.66	4.605	22000.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
F	4.0	%	Canis lupus familiaris
T1/2	1.5	hr	Canis lupus familiaris
Tmax	0.5	hr	Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Beta-secretase 1	IC50	=	6.3	nM	8.2	Inhibition of BACE1 (unknown origin)	33984802
Protein kinase C (PKC)	IC50	=	68.0	nM	7.17	Displacement of [3H]PDBu from rat brain PKC by scintillation counting	1812212
Arginase	Ki	=	700.0	nM	6.16	Competitive inhibition of Leishmania amazonensis arginase assessed as inhibition...	27096224
NON-PROTEIN TARGET	EC50	=	1040.0	nM	5.98	Antioxidant activity assessed as protection against peroxyl radical-induced alka...	19361168
Unchecked	IC50	=	1407.0	nM	5.85	PubChem BioAssay. TR-FRET-based biochemical high throughput dose response assay ...	-
HCT-15	IC50	=	2730.0	nM	5.56	Cytotoxicity against human HCT15 cells assessed as inhibition of cell growth inc...	25981688
Replicase polyprotein 1ab	IC50	=	4540.0	nM	5.34	SARS-CoV-2 3CL-Pro protease inhibition IC50 determined by FRET kind of response ...	-
Hepatocyte	IC50	=	4600.0	nM	5.34	Hepatoprotective activity in ddY mouse primary cultured hepatocytes assessed as ...	20159656
A549	IC50	=	5810.0	nM	5.24	Cytotoxicity against human A549 cells assessed as inhibition of cell growth incu...	25981688
SK-OV-3	IC50	=	7610.0	nM	5.12	Cytotoxicity against human SKOV3 cells assessed as inhibition of cell growth inc...	25981688
Human immunodeficiency virus type 1 integrase	IC50	=	7800.0	nM	5.11	Inhibitory activity against HIV-1 integrase	10969990
SK-MEL-2	IC50	=	8520.0	nM	5.07	Cytotoxicity against human SK-MEL-2 cells assessed as inhibition of cell growth ...	25981688
Protein kinase C alpha type	IC50	=	9300.0	nM	5.03	Inhibition of human recombinant PKCalpha	9834166
NON-PROTEIN TARGET	IC50	=	9700.0	nM	5.01	Antioxidant activity assessed as inhibition of lipid peroxidation after 60 mins ...	19674906
Prostaglandin G/H synthase 2	IC50	=	11300.0	nM	4.95	Inhibition of recombinant ovine COX2 using arachidonic acid as substrate preincu...	31255927
L1210	IC50	=	13000.0	nM	4.89	Antiproliferative activity against mouse L1210 cells after 48 hrs by coulter cou...	1812212
Leishmania donovani	EC50	=	14000.0	nM	4.85	Antileishmanial activity against Leishmania donovani axenic amastigotes after 72...	27096224
Radical scavenging activity	IC50	=	15300.0	nM	4.82	Antioxidant activity assessed as DPPH radical scavenging activity after 30 mins ...	19674906
Leishmania amazonensis	EC50	=	19000.0	nM	4.72	Antileishmanial activity against Leishmania amazonensis MHOM/BR/1973/M2269 proma...	27096224
Radical scavenging activity	IC50	=	20000.0	nM	4.7	Antioxidant activity assessed as DPPH free radical scavenging activity after 30 ...	16124783

Literature References

PubMed	DOI	Target Context	# Activities
-	10.1016/j.indcrop.2012.05.014	Spodoptera frugiperda	32
12141858	10.1021/np010454p	Mesenteric artery	11
-	10.1016/j.indcrop.2012.12.038	Spodoptera frugiperda	10
1812212	10.1021/np50078a016	Protein kinase C (PKC)	9
-	10.1016/j.indcrop.2012.05.014	Drosophila melanogaster	8
19674906	10.1016/j.bmc.2009.07.065	NON-PROTEIN TARGET	6
9599250	10.1021/np9703914	ADMET	5
12141858	10.1021/np010454p	Artery	5
20159656	10.1016/j.bmc.2010.01.047	L929	5
-	10.1016/j.indcrop.2012.12.038	Drosophila melanogaster	4
20159656	10.1016/j.bmc.2010.01.047	Mus musculus	4
20159656	10.1016/j.bmc.2010.01.047	Hepatocyte	4
30817148	10.1021/acs.jnatprod.8b00975	Cryptococcus neoformans	3
19674906	10.1016/j.bmc.2009.07.065	Radical scavenging activity	3
33038797	10.1016/j.ejmech.2020.112563	ADMET	3
9599250	10.1021/np9703914	Respiratory syncytial virus	3
11520237	10.1021/np010128+	Radical scavenging activity	2
15270567	10.1021/np049879c	NON-PROTEIN TARGET	2
1812212	10.1021/np50078a016	L1210	2
1812212	10.1021/np50078a016	Unchecked	2

Data from ChEMBL 36 via Core Engine