Tanespimycin 14μM R08 exp527

Inhibits HSP90, derivative of geldanamycin, a.k.a 17-AAG

Class / Subclass 1: Proteostasis / Chaperone Inhibitor
Class / Subclass 2: Infectious Disease / Antibiotic

Compound References

PubChem Name: Tanespimycin
Synonyms: 17-AAG; NSC 330507; CP 127374
CAS #: 75747-14-7
PubChem CID: 6505803
IUPAC: [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-19-(prop-2-enylamino)-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate
INCHI Name: InChI=1S/C31H43N3O8/c1-8-12-33-26-21-13-17(2)14-25(41-7)27(36)19(4)15-20(5)29(42-31(32)39)24(40-6)11-9-10-18(3)30(38)34-22(28(21)37)16-23(26)35/h8-11,15-17,19,24-25,27,29,33,36H,1,12-14H2,2-7H3,(H2,32,39)(H,34,38)/b11-9-,18-10+,20-15+/t17-,19+,24+,25+,27-,29+/m1/s1
INCHI Key: AYUNIORJHRXIBJ-TXHRRWQRSA-N
Molecular Weight: 585.7
Canonical SMILES: CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCC=C)C)OC)OC(=O)N)C)C)O)OC
Isomeric SMILES: C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](/C=C\\C=C(\\C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCC=C)/C)OC)OC(=O)N)\\C)C)O)OC
Molecular Formula: C31H43N3O8

Compound Supplier

Supplier Name: Med Chem Express
Catalog #: HY-10211
Lot #: 33641

Compound Characterization

HRMS (ESI-TOF) m/z: (M+Na)+ Calcd for C31H43N3O8 608.29424; found 608.295

Dose Response Curve

Platform ID: Tanespimycin
Min: -15.1928; Max: 92.7461

IC	Concentration (µM)
IC10	3.3140
IC20	5.6820
IC30	8.1310
IC40	10.9100
IC50	14.2800
IC60	18.7000
IC70	25.0900
IC80	35.9100
IC90	61.5700

Screen Summary

Round: 08
Dose: 14µM
Days of incubation: 8
Doublings: -0.0
Numbers of reads: 17340648

Sensitive/Resistant hits (FDR<0.05)	CRANKS	Score Plot	Top 30 Genes	Screen Similarity	Top 30 Sensitive GO terms	Top 30 Resistant GO terms
1/28	Scores	View	View	View	View	View

Gene	CRANKS Score	FDR
MDM2	-3.33	0.03
RPL8	-3.26	0.29
RPS4X	-2.71	0.19
THAP4	-2.69	0.06
OTUB1	-2.66	0.10
KPTN	-2.64	0.06
NSF	-2.49	0.27
EIF2S1	-2.47	0.52
AAMP	-2.42	0.28
VPS54	-2.39	0.19
POLD3	-2.39	0.55
ATXN7L3	-2.37	0.27
TSSC1	-2.36	0.19
EIF5	-2.35	0.27
EP300	-2.32	0.30
PSMD7	-2.30	0.39
ANKFY1	-2.30	0.19
NUP160	-2.30	0.39
POLR1B	-2.28	0.57
PSMD13	-2.28	0.23
ZFAND5	-2.27	0.19
CMYA5	-2.27	0.28
COPZ1	-2.25	0.19
TAF1	-2.24	0.26
PCYT1A	-2.24	0.19
RBM39	-2.22	0.52
SCYL1	-2.21	0.27
UBE2D2	-2.16	0.23
TINF2	-2.16	0.30
C3orf17	-2.15	0.23
RPUSD4	2.34	0.04
PMM2	2.35	0.04
HSD17B10	2.44	0.04
DIABLO	2.48	0.02
SNX27	2.51	0.02
COA5	2.52	0.06
DARS2	2.52	0.15
RNMT	2.56	0.03
BAP1	2.58	0.03
N6AMT1	2.60	0.09
TAZ	2.60	0.14
FAF2	2.63	0.04
NDUFA2	2.63	0.02
TMEM126B	2.68	0.02
ENY2	2.70	0.02
CHCHD4	2.71	<0.01
CYSLTR1	2.76	<0.01
CYCS	2.76	<0.01
MBTPS2	2.79	<0.01
TP53	2.92	<0.01
HCCS	3.01	0.01
ATP5J	3.02	<0.01
NDUFAF4	3.09	<0.01
UBQLN1	3.14	<0.01
GMPPB	3.17	0.08
DOHH	3.18	<0.01
APAF1	3.23	<0.01
MARCH5	3.67	<0.01
PLAA	3.93	<0.01
BAK1	5.54	<0.01

Screen	Correlation	Plot
Thimerosal 0.85μM R08 exp529	0.089	View
UM0129480 7μM R02 exp85	0.059	View
Tozasertib 0.1μM R07 exp414	0.056	View
UM0125461 0.74μM R02 exp84	0.051	View
CI-1040 9.5μM R08 exp472	0.131	View
GSK-J4 1.5μM R08 exp441	0.117	View
PU-H71 1μM R08 exp515	0.115	View
TIC10 10μM R08 exp532	0.112	View
Mitomycin-C 0.06μM R08 exp503	0.112	View
Pimelic-diphenylamide-106 5μM R00 exp28	0.108	View
Atovaquone 15μM R08 exp451	0.107	View
Aphidicolin 0.4μM R08 exp440	0.098	View
Bleomycin 5μM R08 exp459	0.096	View
ONC212 0.15μM R08 exp513	0.095	View
THZ1 0.06μM R08 exp531	0.089	View
Benzoate 20000μM R08 exp456	0.086	View
Etoposide 0.3μM R05 exp199	0.086	View
6-Thio-2-deoxyguanosine 2μM R06 exp259	0.084	View
Hydroxyurea 100μM R07 exp329	0.083	View
Ammonium tetrathiomolybdate 10μM R08 exp448	0.083	View
5-Fluorouracil 20μM R00 exp2	0.082	View
Actinomycin-D 0.001μM R00 exp3	0.079	View
SNS-032 15μM R08 exp443	0.077	View
Staurosporine 0.02μM R08 exp524	0.077	View
Hippuristanol 0.12μM R08 exp489 no dilution day6	0.075	View
RO-3307 4.7μM R02 exp80	0.073	View
CR131-b 0.005μM R08 exp474	0.072	View
MS023 7μM R03 exp135	0.072	View
AICAR 240μM R05 exp211	0.07	View
Doxorubicin 0.02μM R08 exp478	0.069	View
Etoposide 1μM R00 exp19	0.068	View
42°C R08 exp539	0.065	View
Rotenone 20μM R00 exp34	0.061	View
Artemisinin 50μM R08 exp450	0.06	View
Hippuristanol 0.12μM R08 exp488	0.06	View
Hinokiflavone 12μM R08 exp487	0.059	View
Monensin 0.3μM R08 exp507	0.057	View
JQ1 0.8μM R08 exp435	0.057	View
Milciclib 2μM R08 exp502	0.055	View
Dorsomorphin 5μM R07 exp357	0.053	View
MS023 2μM R03 exp134	0.052	View
Deferoxamine 11μM R07 exp350	0.051	View
GSK626616 14μM R08 exp485	0.051	View

GO Term	Fold Change	Genes
GDP-mannose biosynthetic process	368.20	GMPPB,PMM2
activation of cysteine-type endopeptidase activity involved in apoptotic process by cytochrome c	331.38	APAF1,CYCS,DIABLO
mitochondrial respiratory chain complex assembly	31.74	NDUFAF4,CHCHD4,TMEM126B,NDUFA2,COA5
intrinsic apoptotic signaling pathway	17.26	BAK1,APAF1,TP53,CYCS,DIABLO
response to endoplasmic reticulum stress	14.73	BAK1,APAF1,UBQLN1,TP53,MBTPS2,FAF2
mitochondrion organization	10.52	BAK1,NDUFAF4,TP53,CHCHD4,TMEM126B,NDUFA2,COA5,HSD17B10
mitochondrial envelope	7.35	BAK1,MARCHF5,NDUFAF4,ATP5PF,HCCS,CYCS,CHCHD4,TMEM126B,NDUFA2,DIABLO

GO Term	Fold Change	Genes
cellular response to UV	33.61	MDM2,EIF2S1,POLD3,EP300,TAF1
cellular response to light stimulus	26.21	MDM2,EIF2S1,POLD3,EP300,TAF1

Tanespimycin 14μM R08 exp527

Mechanism of Action

Technical Notes

Compound References

Compound Supplier

Compound Characterization

Dose Response Curve

Screen Summary

Screen Results