Compound Detail

CHEMBL48802

SULFORAPHANE

🧪 Phase III

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

Research home View demo workspace

🧪 Phase III

C[S+]([O-])CCCCN=C=S

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL48802
Name	SULFORAPHANE
Phase	Phase III
Structure Type	MOL
InChI Key	SUVMJBTUFCVSAD-UHFFFAOYSA-N

Known Names

(-)-sulforaphane (r)-sulforaphane 4-(methylsulfinyl)butyl isothiocyanate Sfx-01 Sulforaphane Sulforaphane, (r)-

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Molecular Properties

177.3

MW (Da)

1.25

ALogP

HBA

HBD

35.4

PSA (Å²)

0.27

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

Extended Properties

Molecular Formula	C6H11NOS2
MW	177.29
Aromatic Rings	0
Heavy Atoms	10
NP-Likeness	0.73

Indications

Autistic Disorder Psychotic Disorders Psychotic Disorders Aging Breast Neoplasms Breast Neoplasms Child Development Disorders, Pervasive Depressive Disorder Diabetes Mellitus, Type 2 Kidney Diseases Lung Neoplasms Parkinson Disease Prostatic Neoplasms Renal Insufficiency, Chronic Schizophrenia Subarachnoid Hemorrhage Urinary Bladder Neoplasms Urinary Bladder Neoplasms Urinary Bladder Neoplasms Prostatic Neoplasms, Castration-Resistant

Activity Summary

IC50 71 meas. best 6.4

EC50 9 meas. best 6.24

Ki 1 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Nitric oxide synthase, inducible CHEMBL3464	IC50	6.4	6.4	400.0	1
Nuclear factor erythroid 2-related factor 2 CHEMBL1075094	EC50	6.24	5.9033	580.0	6
Keap1/Nrf2 CHEMBL3038498	EC50	6.06	6.06	870.0	1
Unchecked CHEMBL612545	EC50	5.68	5.68	2089.3	1
Macrophage migration inhibitory factor CHEMBL2085	IC50	5.66	5.31	2200.0	2
Jurkat CHEMBL397	IC50	5.42	5.12	3800.0	2
HepG2 CHEMBL395	EC50	5.4	5.4	4000.0	1
Unchecked CHEMBL612545	IC50	5.23	4.8889	5900.0	9
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.2	4.724	6250.0	5
PC-9 CHEMBL614102	IC50	5.2	5.2	6308.0	1
NCI-H1299 CHEMBL612255	IC50	5.12	5.03	7648.0	2
SMMC-7721 CHEMBL613831	IC50	5.1	5.1	7870.0	1
HepG2 CHEMBL395	IC50	5.08	4.8025	8357.0	4
Epidermal growth factor receptor CHEMBL203	IC50	5.05	5.05	9000.0	1
DU-145 CHEMBL613508	IC50	5.0	4.93	10000.0	2
ARPE-19 CHEMBL4296399	IC50	5.0	5.0	10000.0	1
SiHa CHEMBL612542	IC50	5.0	5.0	9953.0	1
ADMET CHEMBL612558	IC50	4.96	4.896	11000.0	5
HCT-116 CHEMBL394	IC50	4.94	4.685	11590.0	2
A549 CHEMBL392	IC50	4.92	4.7475	11930.0	4
Vero CHEMBL391	IC50	4.86	4.86	13720.0	1
Trypanosoma cruzi CHEMBL368	IC50	4.82	4.82	15000.0	1
A-431 CHEMBL614069	IC50	4.8	4.8	15760.0	1
BACH1/MafK CHEMBL4523627	IC50	4.8	4.8	15848.9	1
Leishmania infantum CHEMBL612848	IC50	4.78	4.78	16500.0	1
SW480 CHEMBL612544	IC50	4.75	4.75	17840.0	1
MCF7 CHEMBL387	IC50	4.75	4.695	17660.0	2
AGS CHEMBL613860	IC50	4.74	4.74	18410.0	1
OVCAR-3 CHEMBL614213	IC50	4.73	4.73	18440.0	1
LoVo CHEMBL614721	IC50	4.73	4.67	18520.0	3
HONE1 cell line CHEMBL614830	IC50	4.71	4.71	19260.0	1
NCI-H460 CHEMBL396	IC50	4.67	4.67	21250.0	1
NCI-H1650 CHEMBL1075518	IC50	4.66	4.66	22010.0	1
MDA-MB-231 CHEMBL400	IC50	4.65	4.65	22180.0	1
U-251 CHEMBL615022	IC50	4.65	4.65	22470.0	1
Leishmania donovani CHEMBL367	IC50	4.63	4.63	23300.0	1
A-375 CHEMBL613859	IC50	4.61	4.61	24520.0	1
SGC-7901 CHEMBL614909	IC50	4.6	4.6	24950.0	1
PC-3 CHEMBL390	IC50	4.49	4.49	32380.0	1
MRC5 CHEMBL614181	IC50	4.33	4.33	46580.0	1
Caco-2 CHEMBL614058	IC50	4.26	4.18	55270.0	2
HeLa CHEMBL399	IC50	4.18	4.18	66090.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
F	74.0	%	Homo sapiens
T1/2	2.2	hr	Rattus norvegicus
T1/2	1.77	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Nitric oxide synthase, inducible	IC50	=	400.0	nM	6.4	Inhibition of iNOS in LPS-stimulated mouse RAW264.7 cells assessed as inhibition...	25965897
Nuclear factor erythroid 2-related factor 2	EC50	=	580.0	nM	6.24	Activation of NRF2 in human U2OS cells co-expressing Keap1 assessed as induction...	30540174
Nuclear factor erythroid 2-related factor 2	EC50	=	580.0	nM	6.24	Activation of Nrf2 (unknown origin) expressed in human U2OS cells co-expressing ...	33387904
Nuclear factor erythroid 2-related factor 2	EC50	=	580.0	nM	6.24	Activation of ED-tagged Nrf2 in human U2OS cells co-expressing Keap1 assessed as...	31312409
Keap1/Nrf2	EC50	=	870.0	nM	6.06	Activation of NRF2 in human U2OS cells co-expressing Keap1 (unknown origin) asse...	31670201
Nuclear factor erythroid 2-related factor 2	EC50	=	879.0	nM	6.06	Activation of Nrf2 in human U2OS cells co-expressing Keap1 assessed as induction...	37187090
Nuclear factor erythroid 2-related factor 2	EC50	=	1200.0	nM	5.92	Activation of Nrf2 (unknown origin) expressed in human HepG2 cells after 5 hrs b...	28126440
Unchecked	EC50	=	2089.3	nM	5.68	Activation of Keap1/Cul3/Nrf2 in human BEAS2B cells assessed as increase in NQO1...	30626555
Macrophage migration inhibitory factor	IC50	=	2200.0	nM	5.66	Inhibition of macrophage migration inhibitory factor tautomerase activity in hum...	25743213
Jurkat	IC50	=	3800.0	nM	5.42	Antiproliferative activity against human lymphoblastoid cells using annexin-V FI...	18855447
HepG2	EC50	=	4000.0	nM	5.4	Induction of ARE in human HepG2 cells by luciferase assay	16562850
Unchecked	IC50	=	5900.0	nM	5.23	Inhibition of mouse Hepa-1c1c7 TAOc1Bprc1 mutant cells assessed as cell viabilit...	16562858
Unchecked	IC50	=	6300.0	nM	5.2	Inhibition of mouse Hepa-1c1c7 cells assessed as cell viability	16562858
NON-PROTEIN TARGET	IC50	=	6250.0	nM	5.2	Antiproliferative activity against human LTEP-A2 cells after 24 hrs by trypan bl...	18855447
PC-9	IC50	=	6308.0	nM	5.2	Antiproliferative activity against human PC9 cells assessed as inhibition of cel...	31376566
Unchecked	IC50	=	7600.0	nM	5.12	Inhibition of mouse Hepa-1c1c7 Bprc1 mutant cells assessed as cell viability	16562858
NCI-H1299	IC50	=	7648.0	nM	5.12	Antiproliferative activity against human H1299 cells assessed as inhibition of c...	31376566
SMMC-7721	IC50	=	7870.0	nM	5.1	Antiproliferative activity against human SMMC7721 cells after 72 hrs by CCK8 ass...	30282324
HepG2	IC50	=	8357.0	nM	5.08	Antiproliferative activity against human HepG2 cells assessed as inhibition of c...	31376566
Epidermal growth factor receptor	IC50	=	9000.0	nM	5.05	Inhibition of EGFR-TK in human A431 cell lysate assessed as reduction in EGF sti...	27135370

Literature References

PubMed	DOI	Target Context	# Activities
18855447	10.1021/np800233q	Molecular identity unknown	25
30282324	10.1016/j.ejmech.2018.07.038	SMMC-7721	18
23685571	10.1016/j.ejmech.2013.03.045	HepG2	11
18855447	10.1021/np800233q	Unchecked	10
32159343	10.1021/acs.jnatprod.9b01265	Nuclear factor erythroid 2-related factor 2	8
20304643	10.1016/j.bmcl.2010.01.044	Nuclear factor erythroid 2-related factor 2	8
36565668	10.1016/j.bmc.2022.117136	Leishmania donovani	8
31376566	10.1016/j.ejmech.2019.07.038	A549	7
31376566	10.1016/j.ejmech.2019.07.038	NCI-H1299	7
18855447	10.1021/np800233q	NON-PROTEIN TARGET	7
30227999	10.1016/j.bmc.2018.09.010	Nuclear factor erythroid 2-related factor 2	7
28342398	10.1016/j.ejmech.2017.03.028	LoVo	7
22998472	10.1021/jm300929v	PC-3	7
21241062	10.1021/jm101199t	Cellular tumor antigen p53	6
24053646	10.1021/jm400944k	Nuclear factor erythroid 2-related factor 2	6
32902980	10.1021/acs.jmedchem.0c01116	Keap1/Nrf2	6
-	10.1039/C2MD20196H	Transcriptional activator protein LasR	6
16562858	10.1021/np050362q	Unchecked	6
26338358	10.1016/j.bmcl.2015.08.065	Tyrosine-protein phosphatase non-receptor type 11	5
24512214	10.1021/jm5000529	Kelch-like ECH-associated protein 1	5

Data from ChEMBL 36 via Core Engine