Artemisinin 50μM R08 exp450

Sesquiterpene endoperoxide activated by heme, kills malaria parasite through oxidative damage

Class / Subclass 1: Infectious Disease / Antimalarial

Compound References

PubChem Name: Artemisinin
Synonyms: Qinghaosu; NSC 369397
CAS #: 63968-64-9
PubChem CID: 68827
IUPAC: (1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one
INCHI Name: InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1
INCHI Key: BLUAFEHZUWYNDE-NNWCWBAJSA-N
Molecular Weight: 282.33
Canonical SMILES: CC1CCC2C(C(=O)OC3C24C1CCC(O3)(OO4)C)C
Isomeric SMILES: C[C@@H]1CC[C@H]2[C@H](C(=O)O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)C
Molecular Formula: C15H22O5

Compound Supplier

Supplier Name: Combi-Blocks
Catalog #: QA-7358
Lot #: B22262

Compound Characterization

HRMS (ESI-TOF) m/z: (M+H)+ Calcd for C15H22O5 283.154; found 283.15465

Dose Response Curve

Platform ID: Artemisinin
Min: -15.4586; Max: 33.8695

IC	Concentration (µM)
IC10	7.4780
IC20	34.7400
IC30	96.4000
IC40	N/A
IC50	N/A
IC60	N/A
IC70	N/A
IC80	N/A
IC90	N/A

Screen Summary

Round: 08
Dose: 50µM
Days of incubation: 8
Doublings: 1.9
Numbers of reads: 31050357

Sensitive/Resistant hits (FDR<0.05)	CRANKS	Score Plot	Top 30 Genes	Screen Similarity	Top 30 Sensitive GO terms	Top 30 Resistant GO terms
23/126	Scores	View	View	View	View	View

Gene	CRANKS Score	FDR
PSMB8	-3.90	<0.01
SEPHS1	-3.58	<0.01
PRKAA1	-3.36	<0.01
NGLY1	-3.33	<0.01
GCLM	-3.15	<0.01
NPRL2	-3.12	0.01
NPRL3	-2.98	0.01
ABCB10	-2.94	<0.01
PSMD2	-2.88	0.01
STARD7	-2.86	0.01
GPX4	-2.85	<0.01
CYB561A3	-2.79	0.03
THAP11	-2.69	0.01
C6orf136	-2.65	0.03
NFATC3	-2.62	0.03
HEXIM1	-2.52	0.03
PSMD1	-2.49	0.08
NFE2L1	-2.48	0.04
ITFG2	-2.45	0.03
UPF3B	-2.43	0.03
DEPDC5	-2.42	0.06
PSMA3	-2.41	0.10
UBE2N	-2.41	0.04
SLC25A39	-2.38	0.04
DDX3X	-2.37	0.04
OSGIN2	-2.34	0.08
THBS1	-2.34	0.04
PSMA2	-2.33	0.17
CDC73	-2.32	0.12
PSMA1	-2.29	0.19
URM1	3.18	0.00
NDUFS2	3.21	0.00
GRSF1	3.33	0.00
NDRG3	3.35	0.00
ATIC	3.36	0.00
ENY2	3.45	0.00
TPK1	3.47	0.00
RFK	3.50	0.00
KLF16	3.51	0.00
RNASEH1	3.53	0.00
NUBPL	3.54	0.00
NFU1	3.68	0.00
BAK1	3.78	0.00
NDUFB11	3.81	0.00
ATP2B1	3.86	0.00
IBA57	3.96	0.00
NDUFB9	4.03	0.00
YTHDF2	4.21	0.00
UROS	5.21	0.00
MIPEP	5.48	0.00
SUCLG1	5.68	0.00
CPOX	5.77	0.00
PDXK	6.13	0.00
FECH	6.57	0.00
SUCLA2	6.83	0.00
GLRX5	7.22	0.00
ALAS1	8.02	0.00
ALAD	8.42	0.00
PPOX	8.49	0.00
HMBS	8.49	0.00

Screen	Correlation	Plot
Atovaquone 15μM R08 exp451	0.137	View
Genistein 15μM R07 exp360	0.107	View
HMS-I2 10μM R06 exp288	0.098	View
UM0125461 0.74μM R02 exp84	0.097	View
Oligomycin-A 2μM R00 exp25	0.097	View
UM0129480 7μM R02 exp85	0.094	View
Thimerosal 0.85μM R08 exp529	0.091	View
PU-H71 1μM R08 exp515	0.091	View
Hydroxyurea 100μM R07 exp329	0.089	View
MS023 7μM R03 exp135	0.085	View
Tubacin 1.6μM R07 exp416	0.084	View
Doxorubicin 0.02μM R08 exp478	0.083	View
Bleomycin 5μM R08 exp459	0.079	View
Mitomycin-C 0.06μM R08 exp503	0.078	View
Hippuristanol 0.12μM R08 exp489 no dilution day6	0.078	View
MS023 2μM R03 exp134	0.076	View
CR131-b 0.005μM R08 exp474	0.076	View
Hippuristanol 0.12μM R08 exp488	0.074	View
Benzoate 20000μM R08 exp456	0.072	View
CI-1040 9.5μM R08 exp472	0.07	View
Quercetin 20μM R08 exp517	0.07	View
CB-5083 0.4μM R08 exp468	0.069	View
SNS-032 15μM R08 exp443	0.066	View
Olaparib 4μM R08 exp512	0.066	View
Calcium Ionophore 0.4μM R07 exp342	0.066	View
JQ1 0.8μM R08 exp435	0.061	View
Tanespimycin 14μM R08 exp527	0.06	View
LY2090314 0.003μM R08 exp500 no dilution day6	0.059	View
Etoposide 0.3μM R05 exp199	0.056	View
ONC212 0.15μM R08 exp513	0.055	View
Mubritinib 0.2μM R01 exp48	0.054	View
MLN-4924 0.2μM R00 exp21	0.054	View
RO-3307 4.7μM R02 exp80	0.053	View
Cryptotanshinone 12μM R05 exp227	0.053	View
Dynasore 10μM R04 exp180	0.053	View
UM131593 0.2μM R03 exp106	0.053	View
Staurosporine 0.02μM R08 exp524	0.051	View
Docosahexaenoic-acid 50μM R07 exp356	0.051	View
LY2090314 0.003μM R08 exp499	0.051	View
Aphidicolin 0.4μM R08 exp440	0.092	View
AICAR 240μM R05 exp211	0.076	View
Ammonium tetrathiomolybdate 10μM R08 exp448	0.073	View
AICAR 240μM R03 exp116	0.073	View
6-Thio-2-deoxyguanosine 2μM R06 exp259	0.069	View
2-Deoxy-D-glucose 800μM R05 exp214	0.061	View
5-Fluorouracil 20μM R00 exp2	0.052	View

GO Term	Fold Change	Genes
GATOR1 complex	591.75	NPRL2,NPRL3
regulation of mitochondrial transcription	295.88	PRKAA1,THAP11
Seh1-associated complex	253.61	NPRL2,NPRL3,DEPDC5
proteasome core complex	93.43	PSMB8,PSMA3,PSMA2
negative regulation of TORC1 signaling	86.60	PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5,UBE2N
heme biosynthetic process	71.01	ABCB10,NFE2L1,SLC25A39
porphyrin-containing compound biosynthetic process	63.40	ABCB10,NFE2L1,SLC25A39
tetrapyrrole biosynthetic process	63.40	ABCB10,NFE2L1,SLC25A39
negative regulation of TOR signaling	53.80	PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5,UBE2N
proteasome complex	49.31	PSMB8,PSMD2,PSMD1,PSMA3,PSMA2
cellular response to amino acid starvation	49.31	NPRL2,NPRL3,ITFG2,DEPDC5
response to amino acid starvation	46.41	NPRL2,NPRL3,ITFG2,DEPDC5
regulation of TORC1 signaling	41.28	PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5,UBE2N
endopeptidase complex	35.22	PSMB8,PSMD2,PSMD1,PSMA3,PSMA2
regulation of TOR signaling	26.30	PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5,UBE2N
peptidase complex	24.86	PSMB8,PSMD2,PSMD1,PSMA3,PSMA2
cellular response to starvation	17.30	PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5
proteasomal protein catabolic process	10.90	PSMB8,NGLY1,PSMD2,PSMD1,PSMA3,UBE2N,PSMA2
negative regulation of intracellular signal transduction	9.25	PRKAA1,NPRL2,NPRL3,ITFG2,DEPDC5,UBE2N,DDX3X,THBS1

GO Term	Fold Change	Genes
protoporphyrinogen IX biosynthetic process	414.23	HMBS,PPOX,ALAD,ALAS1,CPOX,UROS
protoporphyrinogen IX metabolic process	386.61	HMBS,PPOX,ALAD,ALAS1,FECH,CPOX,UROS
porphyrin-containing compound biosynthetic process	177.53	HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,CPOX,UROS,IBA57
tetrapyrrole biosynthetic process	157.80	HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,UROS,IBA57
heme biosynthetic process	154.64	HMBS,PPOX,ALAD,ALAS1,FECH,CPOX,IBA57
heme metabolic process	113.29	HMBS,PPOX,ALAD,ALAS1,FECH,CPOX,UROS,IBA57
porphyrin-containing compound metabolic process	108.06	HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,CPOX,UROS,IBA57
pigment biosynthetic process	107.77	HMBS,PPOX,ALAD,ALAS1,FECH,CPOX,UROS,IBA57
tetrapyrrole metabolic process	92.05	HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,CPOX,UROS,IBA57
iron-sulfur cluster assembly	81.82	GLRX5,IBA57,NFU1,NUBPL
metallo-sulfur cluster assembly	81.82	GLRX5,IBA57,NFU1,NUBPL
pigment metabolic process	69.04	HMBS,PPOX,ALAD,ALAS1,FECH,CPOX,UROS,IBA57
metal cluster binding	41.22	GLRX5,FECH,NFU1,NUBPL,NDUFS2
iron-sulfur cluster binding	41.22	GLRX5,FECH,NFU1,NUBPL,NDUFS2
sulfur compound metabolic process	13.19	GLRX5,SUCLA2,SUCLG1,IBA57,NFU1,NUBPL,TPK1
mitochondrial matrix	11.65	ALAS1,GLRX5,SUCLA2,FECH,SUCLG1,MIPEP,IBA57,NUBPL,GRSF1,NDUFS2
ribonucleotide metabolic process	11.47	SUCLA2,SUCLG1,NDUFB9,NDUFB11,RFK,ATIC,NDUFS2
heterocycle biosynthetic process	10.42	HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,PDXK,CPOX,UROS,NDUFB9,IBA57,NDUFB11,RFK,TPK1,ENY2,ATIC,NDUFS2
aromatic compound biosynthetic process	10.33	HMBS,PPOX,ALAD,ALAS1,SUCLA2,FECH,PDXK,CPOX,UROS,NDUFB9,IBA57,NDUFB11,RFK,TPK1,ENY2,ATIC,NDUFS2

Artemisinin 50μM R08 exp450

Mechanism of Action

Technical Notes

Compound References

Compound Supplier

Compound Characterization

Dose Response Curve

Screen Summary

Screen Results