Geldanamycin

Catalog No.S2713 Synonyms: NSC 122750

Geldanamycin Chemical Structure

Molecular Weight(MW): 560.64

Geldanamycin is a natural existing HSP90 inhibitor with Kd of 1.2 μM, specifically disrupts glucocorticoid receptor (GR)/HSP association.

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  • Phenotypic effect of Genetic or Pharmacologic Compromise of the 477 Hsp70-StiA-Hsp90 Complex. The impact of each genetic modification on radial growth, conidiation, and response to various stress conditions was assessed after inoculation of a suspension of 104 conidia on glucose minimal medium (GMM) agar plates and incubation at 37ºC for 5 days.

    Antimicrob Agents Chemother, 2015, 10.1128/AAC.00946-15. Geldanamycin purchased from Selleck.

    C2C12 myoblasts were transfected with HA-tagged A17-PABPN1 constructs. Twenty-four hours post-transfection, cells were treated with CHX (10 μg/ml) alone or together with geldanamycin (2.5 μM) for the indicated times at 37°C. Lysates were blotted to show the expression of the proteins of interest. Band density was quantified and is shown in the line graph (right panels). Data are shown as the mean ± SEM (n = 5); **, P < 0.01.

    PLoS One, 2015, 10(9):e0138936.. Geldanamycin purchased from Selleck.

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Choose Selective HSP (e.g. HSP90) Inhibitors

Biological Activity

Description Geldanamycin is a natural existing HSP90 inhibitor with Kd of 1.2 μM, specifically disrupts glucocorticoid receptor (GR)/HSP association.
Targets
p185 [4]
(SKBr3 cells)
HSP90 (N-terminal domain) [1]
(Cell-free assay)
HSP90 [1]
(Cell-free assay)
70 nM 0.78 μM(Kd) 1.2 μM(Kd)
In vitro

Geldanamycin binds in the ATP-binding site in the N-terminus domain of Hsp90s (residues 1-220). Geldanamycin inhibits the ATPase activity of Hsp90 in a dose-dependent manner. [1] Geldanamycin causes a dose-dependent G2 arrest and reversible inhibiton o f entry into the S phase in A2780 human ovarian cell line. This inhibition is accompanied by p53 increase and finally demonstrated to be p53 dependent. [2] Geldanamycin causes polyubiquitination and proteasomal degradation of the p185 receptor protein-tyrosin kinase and shows a IC50 with 70 nM. [3, 4] Geldanamycin is a typical anti-tumor reagent, shows a mean GI50 with 0.18 μM against the panel of 60 human tumor cell lines. [5]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
A2780 cells NHjOWJZRem:uaX\ldoF1cW:wIHHzd4F6 NU\JUIlES2:vcH;1coQhf2G|IHX2ZYx2[XSnZDDmc5Ih[W62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDveoFzcWGwIHPhdoNqdm:vYTDj[YxtKGyrbnWgRVI4QDBuIFnDOVA:Oy52IN88US=> MljMNVE2OTRzNEW=
SW620 cell MnLaS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? MUTJcohq[mm2b4L5JINwdmOnboTyZZRqd25iYXfhbY5{fCCqdX3hckBkd2yxcnXjeIFtKGOjcnPpco9u[SCVV{[yNEBk\WyuIHzpcoV{NCCLQ{WwQVYvOiCwTR?= NFrTSWwyPTZ3OEi3PS=>
MCF-7 cell MULHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? M1i4bWlvcGmkaYTvdpkh[2:wY3XueJJifGmxbjDh[4FqdnO2IHj1cYFvKGK{ZXHzeEBk[W6lZYKgUWNHNTdiY3XscEBtcW6nczygTWM2OD14LkWgcm0> MmH3NVU3PTh6N{m=
SKBR3 cells MWTQdo9tcW[ncnH0bY9vKGG|c3H5 Mlv3O|IhcA>? M2j1VWFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4Sg[ZN1em:pZX6gdoVk\XC2b4Kg[IVncWOrZX70JIh2dWGwIGPLRnI{KGOnbHzzJIFnfGW{IEeyJIhzeyxiSVO1NF05NjVibl2= MoHiNlM3PDhzOEC=
MCF7 cells NX20NmZ{WHKxbHnm[ZJifGmxbjDhd5NigQ>? M4G3VFczKGh? MnnoRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCPQ1[3JINmdGy|IHX4dJJme3Orbneg[ZN1em:pZX6gdoVk\XC2b4KgZYZ1\XJiN{KgbJJ{NCCLQ{WwQVkvQCCwTR?= MnTTNlM3PDhzOEC=
MDA-kb2 cells NEjDcYNHfW6ldHnvckBie3OjeR?= Mn\ZNVghcA>? MW\Jcohq[mm2aX;uJI9nKEiVUEmwJIlvKGi3bXHuJG1FSS2tYkKgZ4VtdHNiYYPz[ZN{\WRiYYOgdoVlfWO2aX;uJIlvKGeudXPvZ49zfGmlb3nkJJJm[2WydH;yMYRmeGWwZHXueEBtfWOrZnXyZZNmKGW6cILld5Nqd25iYX\0[ZIhOThiaILzJIJ6KG[rcnXmcJkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7LDDJR|UxRTFyIH7N M3HwclI1QTh2OUO2
human SK-BR-3 cells M2jhbnBzd2yrZnXyZZRqd25iYYPzZZk> NF;YdXJCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIGPLMWJTNTNiY3XscJMtKEmFNUC9NVUvQCCwTR?= MWmxPVg6Pjh2OB?=
HUVEC cells M3v5eGN6fG:2b4jpZ:Kh[XO|YYm= Mn7pO|IhcA>? MYTDfZRwfG:6aXPpeJkh[WejaX7zeEBJXV[HQzDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVE6KG6P MUGyOVI4PzB4Nx?=
human HCT116 cells M4TEeWdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 NWnwTWQ4T3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hUEOWMUG2JINmdGy|LDDHTVUxRTJzIH7N NVX0bFZTOTh{NEO3NFM>
K562 cell M2DwNGdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 NFL6OJVKdmirYnn0c5J6KGOxbnPlcpRz[XSrb36gZYdicW6|dDDoeY1idiCuZYXr[Y1q[SCNNU[yJINmdGxibHnu[ZMtKEmFNUC9NlIvOSCwTR?= MljmNVU3PTh6N{m=
HT-29 cell Mn[2S5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NEXublFKdmirYnn0c5J6KGOxbnPlcpRz[XSrb36gZYdicW6|dDDoeY1idiClb3zvdoVkfGGuIHPhdoNqdm:vYTDIWE0zQSClZXzsJIxqdmW|LDDJR|UxRTJ2LkWgcm0> M2nYT|E2PjV6OEe5
HCT116 cells MXPQdo9tcW[ncnH0bY9vKGG|c3H5 NIXCc5RCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFjDWFEyPiClZXzsd{BjgSCudX3pcoV{[2WwY3WgZZN{[XluIFXDOVA:OC5yMzFOwG0> NVP2TWtqOjF4MEW5O|U>
NCI-H1975 cells MlH5VJJwdGmoZYLheIlwdiCjc4PhfS=> M4DE[2FvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTlPJMWgyQTd3IHPlcIx{NCCLQ{WwQVM3KG6P MnfINlE4OTVzNkW=
human DLD1 cells MUHHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? MlfuS5Jwf3SqIHnubIljcXSrb36gc4YhcHWvYX6gSGxFOSClZXzsd{whT0l3ME2zO{BvVQ>? MYmxPFI1OzdyMx?=
human A431 cells MV3DfZRwfG:6aXRCpIF{e2G7 NHzkU5M4OiCq NXz4UXk4S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSTR|MTDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVQxKG6P MVeyOVI4PzB4Nx?=
human HepG2 cells M4OzZ2N6fG:2b4jpZ:Kh[XO|YYm= M2HqUlczKGh? M{OweGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmeEd{IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFAhdk1? NE\R[2czPTJ5N{C2Oy=>
human BGC823 cells M33FNmN6fG:2b4jpZ:Kh[XO|YYm= MW[3NkBp NYm5U5JDS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSkeFOEKzJINmdGy|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:PDBibl2= MXuyOVI4PzB4Nx?=
human SKBR3 cells MlrlR5l1d3SxeHnjxsBie3OjeR?= NFTZ[Ws4OiCq MYfDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDTT2JTOyClZXzsd{Bi\nSncjC3NkBpenNiYomgZ4VtdHSrdHXyMYdtdyCjc4PhfUwhUUN3ME20NUBvVQ>? MYOxPVQxPTV{OB?=
human MDA-MB-231 cells NGDrbFVEgXSxdH;4bYPDqGG|c3H5 MX63NkBp NHrQfmhEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOTEFvTVKtNlMyKGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;NUCgcm0> M2ntclI2Ojd5ME[3
human A549 cells NHnHcYxIem:5dHigbY5pcWKrdHnvckBie3OjeR?= MX3Hdo94fGhiaX7obYJqfGmxbjDv[kBpfW2jbjDBOVQ6KGOnbHzzMEBIUTVyPU[0JI5O Mn76NVgzPDN5MEO=
Sf9 cells NV[wZ3I2TnWwY4Tpc44h[XO|YYm= NYT0[2JLTGm|cHzhZ4Vu\W62IH;mJGdONUKRRFnQXUBnem:vIHj1cYFvKG[3bHygcIVv\3SqIFjTVFkxKGGucHjhJIV5eHKnc4Pl[EBqdiCkYXP1cI93cXK3cz3pcoZm[3SnZDDT[lkh[2WubIOgZYZ1\XJiMU[gbJJ{KGK7IH\seY9z\XOlZX7j[UBxd2yjcnn6ZZRqd25iYYPzZZktKEmFNUC9O|Qhdk1? MmPvNlQ4PTF2NEG=
human U87MG cells NHXzWXVRem:uaX\ldoF1cW:wIHHzd4F6 NHP6clhCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIGW4O21IKGOnbHzzMEBKSzVyPUi5JI5O NYH0dJdROjF5MUWxOlU>
human A549 cells NXPSS3h5S3m2b4TvfIlkyqCjc4PhfS=> NXPETXExPzJiaB?= MUTDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDBOVQ6KGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;OUegcm0> MUmyOVI4PzB4Nx?=
mouse P19 cells NILDdGVEgXSxdH;4bYPDqGG|c3H5 MVuxPEBp MYrDfZRwfG:6aXPpeJkh[WejaX7zeEBud3W|ZTDQNVkh[2WubIOgZYZ1\XJiMUigbJJ{NCCLQ{WwQVAvOSEQvF2= Mk\UNVc1PDJ3NkW=
human HL7702 cells NWG1bY8{S3m2b4TvfIlkyqCjc4PhfS=> NHfMRXM4OiCq MmfFR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTGw4PzB{IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NE4yPDFizszN MVOyOVI4PzB4Nx?=
human A549 cells MojJR5l1d3SxeHnjxsBie3OjeR?= MYOyJIRigXN? NFL0[4pEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCPTR7IHPlcIx{KGGodHXyJFIh\GG7czDifUBCdGGvYYLCcJVmKGG|c3H5MEBKSzVyPUCuNVUh|ryP NUDvcFRVOjN7NEe3PVQ>
human A431 cells NX74PFNKWHKxbHnm[ZJifGmxbjDhd5NigQ>? M2XxcFczKGh? NHGyOmFCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFG0N|Eh[2WubIOgZYZ1\XJiN{KgbJJ{NCCLQ{WwQVAvOiEQvF2= MofkNlA3PTV{M{e=
human HepG2 cells M1TRb2N6fG:2b4jpZ:Kh[XO|YYm= NYfUXmFLS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWyR{KgZ4VtdHNiYomgUXRVKGG|c3H5MEBKSzVyPUCuN{DPxE1? NEnEcXgzOzZ3NkW1Oi=>
human SW480 cells NYrOW5BQS3m2b4TvfIlkyqCjc4PhfS=> MoLSO|IhcA>? M{nNWGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJHNYPDhyIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NE4{OSEQvF2= MkfmNlUzPzdyNke=
human LNCAP cells Mnj5R5l1d3SxeHnjxsBie3OjeR?= MV63NkBp NGT6bXlEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBNVkODUDDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVAvPDNizszN M3vXeVI2OTB3OUK0
human LS174T cells NF3zRXJEgXSxdH;4bYPDqGG|c3H5 NHrQTJJEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBNWzF5NGSgZ4VtdHNiYomgUXRUKGG|c3H5MEBKSzVyPUCuOFUh|ryP MojzNVcxOzRzM{W=
human HeLa cells MVjDfZRwfG:6aXRCpIF{e2G7 M2HYeVczKGh? MVLDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDI[WxiKGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;MD63PVgh|ryP NGDnVlEzPTJ5N{C2Oy=>
rat L6 cells MUXDfZRwfG:6aXRCpIF{e2G7 M1WxVFczKGh? MUnDfZRwfG:6aXPpeJkh[WejaX7zeEBz[XRiTE[gZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KEGuYX3hdkBDdHWnIHHzd4F6NCCLQ{WwQVUh|ryP NX30N4JQOjR3OEC1N|E>
human MCF7 cells Mm\IR5l1d3SxeHnjxsBie3OjeR?= Ml7KR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUWNHPyClZXzsd{BjgSCVUlKgZZN{[XluIFnDOVA:QS54IN88US=> M4SxWlE6PTZyM{Wz
human MCF7 cells Ml;tS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NW\VXlNXT3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hVUOINzDj[YxteyCjZoTldkBl[Xm|IHL5JHNTSiCjc4PhfUwhT0l3ME2zOU43KM7:TR?= NIjkWJcyPzh4OUC5PC=>
HEK293T cells NWT1R5A{TnWwY4Tpc44h[XO|YYm= Mk\5TY5pcWKrdHnvckBw\iCWTl[tZYxxcGFvaX7keYNm\CCQRj3rZZBx[UJiYXP0bZZifGmxbjDlfJBz\XO|ZXSgbY4hUEWNMkmzWEBk\WyuczDifUBtfWOrZnXyZZNmKHKncH;yeIVzKGenbnWgZZN{[Xl? Mkj3NVg1ODh5MUO=
human Jurkat cells NI\ofWFHfW6ldHnvckBie3OjeR?= NHLOSoNKdmirYnn0bY9vKG:oIGTOSk1idHCqYT3pcoR2[2WmIF7GMYtieHCjQjDhZ5RqfmG2aX;uJIV5eHKnc4Pl[EBqdiCIQVTEJIRm\mmlaXXueEBpfW2jbjDKeZJs[XRiY3XscJMh[nlibIXjbYZmemG|ZTDy[ZBwenSncjDn[Y5mKGG|c3H5 NX7nUlJKOTh2MEi3NVM>
human SKBR3 cells NFjodIlHfW6ldHnvckBie3OjeR?= NUXsOG02OjRiaB?= MV;Jcohq[mm2aX;uJI9nKEi|cEmwMY1m\GmjdHXkJGhGWjJiZHXndoFl[XSrb36gbY4hcHWvYX6gV2tDWjNiY3XscJMh[W[2ZYKgNlQhcHK|IHL5JHdme3Sncn6gZoxwfA>? NH;EU5cyQDhzNkGxNS=>

... Click to View More Cell Line Experimental Data

In vivo Geldanamycin (50 mg//kg) shows 30% inhibition on pl85-associated phosphotyrosine levels in FRE/erbB-2 mice. [6]

Protocol

Kinase Assay:

[1]

+ Expand

Isothermal Titration Calorimetry (ITC) of Nucelotide Binding:

The titration experiments are performed using the MSC system. In each experiment, 16 aliquots of 15 μL of geldanamycin (300 μM in 1% DMSO) are injected into 1.3 mL of protein (31 μM in 20 mMTris-HCl, pH 7.5, 1 mMEDTA) at 25 °C, and the resulting data are fit after subtracting the heats of dilution. Heats of dilution are determined in separate experiments from addition of geldanamycin into buffer and buffer into protein. No evidence for binding of DMSO in the nucleotide binding site is observed. Titration data are fit using a nonlinear least-squares curve-fitting algorithm with three floating variables: stoichiometry, binding constant (Kb) 1/Kd), and change of enthalpy of interaction (ΔH°). Dissociation constants estimated for geldanamycin binding to intact yeast Hsp90 is 1.22 μM, and for binding to Hsp90 N-terminal domain is 0.78 μM. No meaningful heat is observed with binding to the C-terminal fragment.
Cell Research:

[2]

+ Expand
  • Cell lines: A2780 human ovarian cell line
  • Concentrations: 0.001-10 μM
  • Incubation Time: 3 hours
  • Method:

    Exponentially growing cells are treated with Geldanamycin and at various times DNA synthesis is assessed by incorporation of bromodeoxyuridine (BrdUrd) and flow cytometric analysis. No marked difference in total cell number is noted during this time course for treated and untreated cultures. BrdUrd (10 μM) is incorporated over a 4-h incubation period at 37 °C and cells are harvested and fixed in 70% ethanol. After denaturation of the DNA with 2 N HC1, cells are incubated with an anti-BrdUrd mouse monoclonal antibody followed by a fluorescein isothiocyanate (FITC)-linked goat anti-mouse IgG. Cells are stained for 30 minutes at room temperature with propidium iodide and analysed by flow cytometry using a Coulter EPICS Profile Analyzer.


    (Only for Reference)
Animal Research:

[6]

+ Expand
  • Animal Models: FRE/erbB-2 tumors in nu/nu mice
  • Formulation: Geldanamycin is dissolved in DMSO.
  • Dosages: 50 mg/kg
  • Administration: Administered via i.p.
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 36 mg/mL warmed (64.21 mM)
Water Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 560.64
Formula

C29H40N2O9

CAS No. 30562-34-6
Storage powder
Synonyms NSC 122750

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Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID