NPASS Natural Product

Natural Product: NPC292366

Natural Product ID:	NPC292366
Common Name:	Sulforaphane
IUPAC Name:	1-isothiocyanato-4-methylsulfinylbutane
Synonyms:	4-(Methylsulfinyl)Butyl Isothiocyanate
Molecular Formula:	C6H11NOS2
Standard InCHIKey:	SUVMJBTUFCVSAD-UHFFFAOYSA-N
Standard InCHI:	InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3
Canonical SMILES:	S=C=NCCCCS(=O)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Reference
NPO1797	Homo sapiens	Species	Hominidae	Eukaryota	blood	PMID[16289008]
NPO29910	Cardaria draba	NA	NA	NA		TCM_Taiwan*
NPO5510	Lepidium draba	Species	Brassicaceae	Eukaryota		TCM_Taiwan*
NPO7539	Raphanus sativus	Species	Brassicaceae	Eukaryota		TM-MC*
NPO16741	Codonopsis pilosula	Species	Campanulaceae	Eukaryota		TCMID*
NPO7576.2	Brassica oleracea var. sabauda	Varieties	Brassicaceae	Eukaryota		TCMID*
NPO5510	Lepidium draba	Species	Brassicaceae	Eukaryota		TCMID*

Biological Activity

Activity Type	# Activity
EC50	2
IC50	31
Others	120

Activity Type	# Activity
Cell Line	27
Individual Protein	49
Organism	5
Others	72

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	CD	=	0.2	nM	8289191
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	>	120000	nM	12190320
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	=	15000	nM	12190320
NPT2	Others	Unspecified		Activity	=	0.26	nM	17316918
NPT2	Others	Unspecified		Activity	=	0.28	nM	17316918
NPT365	Individual Protein	NAD(P)H dehydrogenase [quinone] 1	Mus musculus	CD	=	0.26	nM	19200740
NPT365	Individual Protein	NAD(P)H dehydrogenase [quinone] 1	Mus musculus	Ratio	=	3.89		19200740
NPT4683	Individual Protein	Cytochrome P450 1A1	Mus musculus	Ratio	=	0.92		19200740
NPT2	Others	Unspecified		Ratio	=	4.22		19200740
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	CD	=	0.43	nM	14510590
NPT2	Others	Unspecified		Ratio	=	25		14510590
NPT2	Others	Unspecified		Inhibition	=	83.7	%	14510590
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	CD	=	0.087	ug/ml	14510596
NPT2	Others	Unspecified		Ratio	=	24.1		14510596
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	CD	=	0.43	nM	12762787
NPT2	Others	Unspecified		IC50	=	27300	nM	12762787
NPT2	Others	Unspecified		Inhibition	=	83.7	%	12762787
NPT2	Others	Unspecified		Ratio	=	7.2		12762787
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	CD	=	0.43	nM	9322358
NPT2	Others	Unspecified		IC50	=	11000	nM	9322358
NPT2	Others	Unspecified		Ratio	=	25		9322358
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	CD	=	0.49	nM	12932130
NPT2	Others	Unspecified		Ratio	=	23.9		12932130
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	CD	=	0.087	ug/ml	12444686
NPT2	Others	Unspecified		Ratio	=	23.8		12444686
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	CD	=	0.49	nM	12027740
NPT2	Others	Unspecified		Ratio	=	23.9		12027740
NPT2	Others	Unspecified		Ratio	=	1.1		12027740
NPT2	Others	Unspecified		Ratio	=	18		16562858
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	Activity	=	0.3	nM	16562858
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	Activity	=	0.49	nM	16562858
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	Activity	=	0.33	nM	16562858
NPT2	Others	Unspecified		IC50	=	6300	nM	16562858
NPT2	Others	Unspecified		IC50	=	7600	nM	16562858
NPT2	Others	Unspecified		IC50	=	5900	nM	16562858
NPT2	Others	Unspecified		Ratio	=	21		16562858
NPT2	Others	Unspecified		Ratio	=	16		16562858
NPT65	Cell Line	HepG2	Homo sapiens	EC50	=	4000	nM	16562850
NPT2	Others	Unspecified		Activity	=	59.3	%	18855447
NPT2	Others	Unspecified		Activity	=	50.4	%	18855447
NPT2	Others	Unspecified		Activity	=	52.8	%	18855447
NPT2	Others	Unspecified		Activity	=	45.7	%	18855447
NPT2	Others	Unspecified		Activity	=	25.4	%	18855447
NPT2	Others	Unspecified		Activity	=	29.2	%	18855447
NPT2	Others	Unspecified		Activity	=	25.2	%	18855447
NPT2	Others	Unspecified		Activity	=	29.4	%	18855447
NPT2	Others	Unspecified		Activity	=	15.3	%	18855447
NPT2	Others	Unspecified		Activity	=	20.3	%	18855447
NPT2	Others	Unspecified		Activity	=	22	%	18855447
NPT2	Others	Unspecified		Activity	=	24	%	18855447
NPT2	Others	Unspecified		Activity	=	55.6	%	18855447
NPT2	Others	Unspecified		Activity	=	55.4	%	18855447
NPT2	Others	Unspecified		Activity	=	52.1	%	18855447
NPT2	Others	Unspecified		Activity	=	26.5	%	18855447
NPT2	Others	Unspecified		Activity	=	26.4	%	18855447
NPT2	Others	Unspecified		Activity	=	19.3	%	18855447
NPT2	Others	Unspecified		Activity	=	42.5	%	18855447
NPT2	Others	Unspecified		Activity	=	64.7	%	18855447
NPT2	Others	Unspecified		Activity	=	18.1	%	18855447
NPT2	Others	Unspecified		Activity	=	25.3	%	18855447
NPT2	Others	Unspecified		Activity	=	5.4	%	18855447
NPT2	Others	Unspecified		Activity	=	8.8	%	18855447
NPT2	Others	Unspecified		Activity	=	1.41	%	18855447
NPT2	Others	Unspecified		Activity	=	0.96	%	18855447
NPT2	Others	Unspecified		Activity	=	0.77	%	18855447
NPT2	Others	Unspecified		Activity	=	1.13	%	18855447
NPT2	Others	Unspecified		Activity	=	0.88	%	18855447
NPT2	Others	Unspecified		Activity	=	6.13	%	18855447
NPT2	Others	Unspecified		Activity	=	31.9	%	18855447
NPT2	Others	Unspecified		Activity	=	22.3	%	18855447
NPT2	Others	Unspecified		Activity	>	70	%	18855447
NPT15	Cell Line	Jurkat	Homo sapiens	IC50	=	3800	nM	18855447
NPT90	Cell Line	DU-145	Homo sapiens	IC50	=	10000	nM	18855447
NPT2	Others	Unspecified		IC50	=	95000	nM	18855447
NPT2	Others	Unspecified		Activity	=	40	%	18855447
NPT306	Cell Line	PC-3	Homo sapiens	Activity	>	50	%	18855447
NPT461	Cell Line	PANC-1	Homo sapiens	Activity	=	40	%	18855447
NPT2	Others	Unspecified		IC50	=	6250	nM	18855447
NPT440	Individual Protein	Quinone oxidoreductase	Mus musculus	CD	=	0.245	nM	18939864
NPT935	Individual Protein	Quinone reductase 1)	Homo sapiens	Activity	=	50	%	19813747
NPT1651	Individual Protein	Nuclear factor erythroid 2-related factor 2	Mus musculus	FC	=	3.5		20304643
NPT1651	Individual Protein	Nuclear factor erythroid 2-related factor 2	Mus musculus	FC	=	3.2		20304643
NPT1651	Individual Protein	Nuclear factor erythroid 2-related factor 2	Mus musculus	Activity	=	40	%	20304643
NPT1651	Individual Protein	Nuclear factor erythroid 2-related factor 2	Mus musculus	Activity	=	20	%	20304643
NPT4437	Individual Protein	Aryl hydrocarbon receptor	Mus musculus	Activity	=	0.92		20392544
NPT935	Individual Protein	Quinone reductase 1)	Homo sapiens	CD	=	0.21	nM	20392544
NPT935	Individual Protein	Quinone reductase 1)	Homo sapiens	FC	=	3.7		20392544
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	=	120000	nM	20185316
NPT580	Organism	Trypanosoma cruzi	Trypanosoma cruzi	IC50	=	102000	nM	20185316
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	2.7		21539383
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	3.6		21539383
NPT2	Others	Unspecified		Activity	=	97.3	%	21539383
NPT365	Individual Protein	NAD(P)H dehydrogenase [quinone] 1	Mus musculus	CD	=	0.23	nM	21105712
NPT15	Cell Line	Jurkat	Homo sapiens	IC50	=	15000	nM	22200402
NPT306	Cell Line	PC-3	Homo sapiens	FC	=	0.07		22998472
NPT306	Cell Line	PC-3	Homo sapiens	FC	=	0.02		22998472
NPT2	Others	Unspecified		FC	=	4.3		22998472
NPT2	Others	Unspecified		FC	=	6.9		22998472
NPT2	Others	Unspecified		FC	=	2.4		22998472
NPT2	Others	Unspecified		FC	=	3.3		22998472
NPT2	Others	Unspecified		FC	=	3.5		22998472
NPT2	Others	Unspecified		FC	=	4.8		22998472
NPT306	Cell Line	PC-3	Homo sapiens	IC50	=	32380	nM	22998472
NPT90	Cell Line	DU-145	Homo sapiens	IC50	=	13800	nM	22998472
NPT492	Cell Line	Caco-2	Homo sapiens	IC50	=	79830	nM	22998472
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	24890	nM	22998472
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	4.19	%	23685571
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	1.22	%	23685571
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	0.73	%	23685571
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	0.9	%	23685571
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	0.44	%	23685571
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	0.15	%	23685571
NPT65	Cell Line	HepG2	Homo sapiens	Activity	=	5.9	%	23685571
NPT189	Cell Line	Vero	Chlorocebus aethiops	IC50	=	13720	nM	23685571
NPT2	Others	Unspecified		IC50	=	13270	nM	23685571
NPT393	Cell Line	HCT-116	Homo sapiens	IC50	=	11590	nM	23685571
NPT83	Cell Line	MCF7	Homo sapiens	IC50	=	17660	nM	23685571
NPT81	Cell Line	A549	Homo sapiens	IC50	=	21990	nM	23685571
NPT65	Cell Line	HepG2	Homo sapiens	IC50	=	14050	nM	23685571
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	18.1		24053646
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	11.05		24053646
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	EC50	=	19080	nM	24053646
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	8.35		24053646
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	5.52		24053646
NPT152	Individual Protein	Nuclear factor erythroid 2-related factor 2	Homo sapiens	FC	=	2.7		24053646
NPT2	Others	Unspecified		IC50	=	20000	nM	24140951
NPT582	Individual Protein	Monoamine oxidase B	Homo sapiens	FC	=	1.01		24140951
NPT261	Individual Protein	Monoamine oxidase A	Homo sapiens	FC	=	0.78		24140951
NPT582	Individual Protein	Monoamine oxidase B	Homo sapiens	FC	=	0.99		24140951
NPT261	Individual Protein	Monoamine oxidase A	Homo sapiens	FC	=	0.92		24140951
NPT1651	Individual Protein	Nuclear factor erythroid 2-related factor 2	Mus musculus	Activity	=	229.3	%	24467268
NPT1548	Organism	Pseudomonas aeruginosa PAO1	Pseudomonas aeruginosa PAO1	Inhibition	>	70	%	10.1039/C2MD20196H
NPT2808	Individual Protein	Kelch-like ECH-associated protein 1	Homo sapiens	FC	=	1.34		24512214
NPT2808	Individual Protein	Kelch-like ECH-associated protein 1	Homo sapiens	FC	=	2.52		24512214
NPT2808	Individual Protein	Kelch-like ECH-associated protein 1	Homo sapiens	FC	=	5.26		24512214
NPT2808	Individual Protein	Kelch-like ECH-associated protein 1	Homo sapiens	FC	=	8.68		24512214
NPT2808	Individual Protein	Kelch-like ECH-associated protein 1	Homo sapiens	FC	=	18.1		24512214
NPT1250	Individual Protein	Macrophage migration inhibitory factor	Homo sapiens	IC50	=	2200	nM	25743213
NPT1250	Individual Protein	Macrophage migration inhibitory factor	Homo sapiens	IC50	=	11000	nM	25743213
NPT2	Others	Unspecified		Activity	=	25	%	22246389
NPT2	Others	Unspecified		Ratio	=	1.75		22246389
NPT2	Others	Unspecified		CD	=	200	nM	25965897
NPT270	Individual Protein	Nitric oxide synthase, inducible	Mus musculus	IC50	=	400	nM	25965897
NPT857	Cell Line	LLC-PK1	Sus scrofa	Activity	>	77	%	25466193
NPT365	Individual Protein	NAD(P)H dehydrogenase [quinone] 1	Mus musculus	CD	=	0.4	nM	26253633
NPT2	Others	Unspecified		IC50	=	11000	nM	26253633
NPT2	Others	Unspecified		Ratio	=	27		26253633
NPT1651	Individual Protein	Nuclear factor erythroid 2-related factor 2	Mus musculus	CD	=	0.3	nM	26348784
NPT1718	Cell Line	A431	Homo sapiens	IC50	=	15760	nM	27135370
NPT285	Individual Protein	Epidermal growth factor receptor erbB1	Homo sapiens	IC50	=	9000	nM	27135370
NPT285	Individual Protein	Epidermal growth factor receptor erbB1	Homo sapiens	Inhibition	=	69	%	27135370

Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

● The left chart: Distribution of similarity level between NPC292366 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	20744
0.1-0.2	8957
0.2-0.3	968
0.3-0.4	158
0.4-0.5	37
0.5-0.6	14
0.6-0.7	2
0.7-0.8	3
0.8-0.85	1
0.85-0.9	1
0.9-0.95	2
0.95-1	2

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC171713
1.0	High Similarity	NPC105023
0.9412	High Similarity	NPC180872
0.9412	High Similarity	NPC140734
0.8889	High Similarity	NPC149602
0.8438	Intermediate Similarity	NPC172064
0.7778	Intermediate Similarity	NPC266113
0.7368	Intermediate Similarity	NPC235767
0.7	Intermediate Similarity	NPC205586
0.6562	Remote Similarity	NPC245814
0.6176	Remote Similarity	NPC106203
0.5938	Remote Similarity	NPC51917
0.5938	Remote Similarity	NPC476548
0.5938	Remote Similarity	NPC326758
0.5882	Remote Similarity	NPC133836
0.5625	Remote Similarity	NPC476549

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC292366 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	2570
0.1-0.2	5626
0.2-0.3	781
0.3-0.4	138
0.4-0.5	42
0.5-0.6	2
0.6-0.7	2
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6047	Remote Similarity	NPD58	Approved
0.6047	Remote Similarity	NPD8806	Approved

Structure

External Identifiers

PubChem CID	5350
ChEMBL	CHEMBL48802
ZINC

Physicochemical Properties

Molecular Weight:	177.03
ALogP:	-0.9316
MLogP:	1.68
XLogP:	1.175
# Rotatable Bonds:	6
Polar Surface Area:	80.73
# H-Bond Aceptor:	2
# H-Bond Donor:	0
# Rings:	0
# Heavy Atoms:	10

Download Data

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