Compound Detail

CHEMBL226335

RUTIN

🧪 Phase III

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🧪 Phase III

C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3c(-c4ccc(O)c(O)c4)oc4cc(O)cc(O)c4c3=O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL226335
Name	RUTIN
Phase	Phase III
Structure Type	MOL
InChI Key	IKGXIBQEEMLURG-NVPNHPEKSA-N

Known Names

Birutan C.I. 75730 Globulariacitrin Ilixanthin Myrticolorin Novarrutina NSC-9220 Osyritrin Paliuroside Quercetin 3-rutinoside Quercetin-3-o-rutinoside Rutin +6 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

610.5

MW (Da)

-1.69

ALogP

HBA

HBD

269.4

PSA (Å²)

0.14

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula	C27H30O16
MW	610.52
Aromatic Rings	3
Heavy Atoms	43
NP-Likeness	2.01

Indications

Venous Thrombosis Cardiovascular Diseases Prostatic Neoplasms, Castration-Resistant

ATC Classification

C05CA01

rutoside

Level 1: CARDIOVASCULAR SYSTEM

Level 2: VASOPROTECTIVES

C05CA51

rutoside, combinations

Level 1: CARDIOVASCULAR SYSTEM

Level 2: VASOPROTECTIVES

Activity Summary

IC50 66 meas. best 8.42

Ki 5 meas. best 5.03

EC50 3 meas. best 5.92

Kd 1 meas. best 4.18

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Beta-secretase 1 CHEMBL4822	IC50	8.42	8.42	3.8	1
Acetylcholinesterase CHEMBL220	IC50	7.92	7.92	12.0	1
No relevant target CHEMBL2362975	IC50	5.93	4.9956	1170.0	9
Neuromedin-U receptor 2 CHEMBL1075144	EC50	5.92	5.92	1200.0	1
Dengue virus CHEMBL613757	IC50	5.77	5.77	1700.0	1
Unchecked CHEMBL612545	IC50	5.72	5.058	1886.0	5
Nonstructural protein 5 CHEMBL4295629	IC50	5.68	5.68	2100.0	1
Lysine-specific histone demethylase 1A CHEMBL6136	IC50	5.67	5.67	2160.0	1
Amine oxidase [flavin-containing] A CHEMBL1951	IC50	5.41	5.41	3890.0	1
Leishmania amazonensis CHEMBL612877	IC50	5.36	5.36	4400.0	1
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.33	4.93	4700.0	4
Radical scavenging activity CHEMBL613712	IC50	5.33	4.978	4700.0	5
Trypanosoma brucei rhodesiense CHEMBL612348	IC50	5.16	5.16	6900.0	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.03	5.03	9340.0	1
Alpha-2C adrenergic receptor CHEMBL1916	Ki	5.02	5.02	9637.0	1
Aldo-keto reductase family 1 member B1 CHEMBL2622	IC50	4.89	4.89	13000.0	1
RAW264.7 CHEMBL612557	IC50	4.82	4.5767	15070.0	3
Trypsin CHEMBL2095204	IC50	4.8	4.8	16000.0	1
Trypsin CHEMBL2095204	Ki	4.76	4.76	17500.0	1
BV-2 CHEMBL614781	IC50	4.62	4.62	24290.0	1
Bifunctional epoxide hydrolase 2 CHEMBL2409	IC50	4.61	4.61	24300.0	1
Sialidase CHEMBL5189	IC50	4.51	4.51	30900.0	1
Neuraminidase CHEMBL6135	Ki	4.47	4.47	33800.0	1
Neuraminidase CHEMBL6135	IC50	4.46	4.2667	34400.0	3
Albumin CHEMBL3728	IC50	4.38	4.38	41900.0	1
Trypanosoma cruzi CHEMBL368	IC50	4.31	4.31	49140.0	1
Leishmania donovani CHEMBL367	IC50	4.31	4.31	49140.0	1
Xanthine dehydrogenase/oxidase CHEMBL1929	IC50	4.28	4.28	52200.0	1
Cystic fibrosis transmembrane conductance regulator CHEMBL4051	Kd	4.18	4.18	65800.0	1
Tyrosinase CHEMBL3318	IC50	4.16	4.16	70000.0	1
Neuraminidase CHEMBL3559643	IC50	4.02	4.015	95900.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Beta-secretase 1	IC50	=	3.8	nM	8.42	Inhibition of BACE1 (unknown origin)	33984802
Acetylcholinesterase	IC50	=	12.0	nM	7.92	Inhibition of AChE (unknown origin)	-
No relevant target	IC50	=	1170.0	nM	5.93	Antioxidant activity assessed as nitric oxide scavenging activity by fluorescent...	19781949
Neuromedin-U receptor 2	EC50	=	1200.0	nM	5.92	Agonist activity at human NMU2R transfected in HEK293 cells after 7 hrs by lucif...	25262941
Dengue virus	IC50	=	1700.0	nM	5.77	Antiviral activity against Dengue virus assessed as inhibition of viral replicat...	25305334
Unchecked	IC50	=	1886.0	nM	5.72	Inhibition of beef heart mitochondrial NADH oxidase assessed per mg of protein	2959755
Nonstructural protein 5	IC50	=	2100.0	nM	5.68	Inhibition of DENV/NS5 RNA-dependent RNA polymerase	37159959
Lysine-specific histone demethylase 1A	IC50	=	2160.0	nM	5.67	Inhibition of LSD1 (unknown origin) by fluorescence assay	30552007
No relevant target	IC50	=	2300.0	nM	5.64	Antioxidant activity assessed as DPPH radical scavenging activity measured after...	29300477
No relevant target	IC50	=	2530.0	nM	5.6	Antioxidant activity assessed as nitric oxide scavenging activity by spectrophot...	20709556
Unchecked	IC50	=	3660.0	nM	5.44	Nitric oxide scavenging activity assessed as inhibition of DAF2 oxidation	17624791
Amine oxidase [flavin-containing] A	IC50	=	3890.0	nM	5.41	Inhibition of MAO-A (unknown origin) incubated for 60 mins by fluorometric spect...	29335210
Leishmania amazonensis	IC50	=	4400.0	nM	5.36	Antileishmanial activity against Leishmania amazonensis MHOM/77BR/LTB0016 amasti...	30145372
NON-PROTEIN TARGET	IC50	=	4700.0	nM	5.33	Antioxidant activity assessed as superoxide radical scavenging activity by NBT r...	24387661
Radical scavenging activity	IC50	=	4700.0	nM	5.33	Antioxidant activity assessed as DPPH radical scavenging activity	24387661
Radical scavenging activity	IC50	=	4700.0	nM	5.33	Antioxidant activity assessed as DPPH free radical scavenging activity by spectr...	23691929
No relevant target	IC50	=	4700.0	nM	5.33	Antioxidant activity assessed as nitric oxide scavenging activity after 150 mins...	23691929
Trypanosoma brucei rhodesiense	IC50	=	6900.0	nM	5.16	Antitrypanosomal activity against Trypanosoma brucei rhodesiense STIB 900 trypom...	30145372
Alpha-2A adrenergic receptor	Ki	=	9340.0	nM	5.03	Binding affinity to adrenergic alpha2A receptor	20408551
Alpha-2C adrenergic receptor	Ki	=	9637.0	nM	5.02	Binding affinity to adrenergic alpha2c receptor	20408551

Literature References

PubMed	DOI	Target Context	# Activities
21780738	10.1021/jf201611b	Heterodera zeae	28
25496805	10.1016/j.bmc.2014.10.023	K562	21
-	10.1007/s00044-011-9750-x	Candida albicans	13
24485782	10.1016/j.bmcl.2014.01.028	NON-PROTEIN TARGET	7
24679441	10.1016/j.bmcl.2014.03.014	RAW264.7	7
27106712	10.1016/j.bmcl.2016.04.008	HepG2	6
21824690	10.1016/j.ejmech.2011.07.031	HepG2	6
-	10.1007/s00044-009-9217-5	Mus musculus	5
24387661	10.1021/np400360h	NON-PROTEIN TARGET	5
17190444	10.1021/np068016b	Unchecked	5
27106712	10.1016/j.bmcl.2016.04.008	No relevant target	5
9287415	10.1021/np960581z	L929	5
8350094	10.1021/np50096a018	Platelet	4
10096863	10.1021/np9801559	NON-PROTEIN TARGET	4
20189399	10.1016/j.bmc.2010.01.046	Unchecked	4
2959755	10.1021/np50051a014	Unchecked	4
25496805	10.1016/j.bmc.2014.10.023	Nannizzia gypsea	4
-	10.1007/s00044-010-9444-9	NON-PROTEIN TARGET	4
17190444	10.1021/np068016b	Raji	4
25496805	10.1016/j.bmc.2014.10.023	No relevant target	4

Data from ChEMBL 36 via Core Engine