Vismodegib (GDC-0449)

For research use only. Not for use in humans.

Catalog No.S1082

83 publications

Vismodegib (GDC-0449) Chemical Structure

Molecular Weight(MW): 421.3

Vismodegib (GDC-0449) is a potent, novel and specific hedgehog inhibitor with IC50 of 3 nM and also inhibits P-gp with IC50 of 3.0 μM in a cell-free assay.

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Selleck's Vismodegib (GDC-0449) has been cited by 83 publications

Purity & Quality Control

Choose Selective Hedgehog/Smoothened Inhibitors

Biological Activity

Description Vismodegib (GDC-0449) is a potent, novel and specific hedgehog inhibitor with IC50 of 3 nM and also inhibits P-gp with IC50 of 3.0 μM in a cell-free assay.
Targets
Hedgehog [1]
(Cell-free assay)
3 nM
In vitro

GDC-0449 targets the Hedgehog signaling pathway, blocking the activities of the Hedgehog-ligand cell surface receptors PTCH and/or SMO and suppressing Hedgehog signaling. GDC-0449 prevents multiple ATP-binding cassette (ABC) transporters. GDC-0449 also blocks ABCG2, Pgp, and MRP1-important ABC transporters associated with MDR. GDC-0449 is a potent inhibitor of ABC transporters, ABCG2/BCRP and ABCB1/Pgp, and is a mild inhibitor of ABCC1/MRP1. In ABCG2-overexpressing HEK293 cells, GDC-0449 increases retention of the fluorescent ABCG2 substrate BODIPY-prazosin and resensitizes these cells to mitoxantrone. In Madin-Darby canine kidney II cells engineered to overexpress Pgp or MRP1, GDC-0449 increases the retention of calcein-AM and resensitizes them to colchicine. GDC-0449 also resensitizes human non-small cell lung carcinoma cells NCI-H460/par and NCI-H460/MX20, which overexpress ABCG2 in response to mitoxantrone, to mitoxantrone, and to topotecan or SN-38. The IC50 values of GDC-0449 for prevention of ABCG2 and Pgp are about 1.4 μM and 3.0 μM, respectively. [2] GDC-0449 alters intracellular Ca2+ homeostasis and inhibits cell growth in cisplatin-resistant lung cancer cells. [3]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
IGROV-1 M2W3OWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NG\EV4xKSzVyPUCuNFczPDhizszN NF;vd4tUSU6JRWK=
HCE-T NUSyb3U6T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MUXJR|UxRTFwM{KyOFch|ryP MWLTRW5ITVJ?
D-542MG NULudnp[T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NWHYbHBZUUN3ME2xMlg3PzN5IN88US=> MlHxV2FPT0WU
23132-87 NFvZOGJIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MYfJR|UxRTRwNECxOFch|ryP MY\TRW5ITVJ?
HDLM-2 M3z1W2dzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NIrV[W9KSzVyPUiuNFQ4PjZizszN NVLQNmNXW0GQR1XS
ACN M3m0OWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MnrRTWM2OD16LkWwNVA6KM7:TR?= MkntV2FPT0WU
HuO-3N1 NWHzWHYxT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= M3X2bGlEPTB;OT62NFExQCEQvF2= NHv1T3lUSU6JRWK=
BHT-101 M{XENWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 MmXZTWM2OD1zMT6zPEDPxE1? NFfRSm9USU6JRWK=
KYSE-150 NFG2N3RIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NWGzXXF4UUN3ME2xNU42QDRzIN88US=> M1yyb3NCVkeHUh?=
MC-IXC NH\rWFdIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= Mnq2TWM2OD1zMj6yNlkzKM7:TR?= M1qyOXNCVkeHUh?=
D-423MG NFTYcoxIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NX[3XlExUUN3ME2xNk44PjV5IN88US=> MYTTRW5ITVJ?
NY MX;Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NHPXPYRKSzVyPUG0Mlg6ODNizszN NWfkOHBRW0GQR1XS
HOS NVzTeJU1T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NFPtNHRKSzVyPUG1MlY4OTlizszN MmrhV2FPT0WU
NB7 MX3Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MlG4TWM2OD1zNT64PVEh|ryP NH7UZ4VUSU6JRWK=
DMS-273 NX7oUVVGT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NHP6ZXpKSzVyPUG2MlY4OTNizszN NGe5fG9USU6JRWK=
MDA-MB-361 NX[wU4RST3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NXvYVnE6UUN3ME2xO{4zPzFzIN88US=> MlPjV2FPT0WU
DU-145 M365cGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NETMfHNKSzVyPUG4MlMzKM7:TR?= MXnTRW5ITVJ?
NCI-H82 M1L6RWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NXHhb3hnUUN3ME2xPU45Ozh4IN88US=> MmDPV2FPT0WU
NCI-SNU-1 M2\ueWdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 M3mxb2lEPTB;MkCuNFE6PiEQvF2= M1HWW3NCVkeHUh?=
GCT M1LvUGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 NHHp[VNKSzVyPUKwMlg5OjRizszN NFriZplUSU6JRWK=
C2BBe1 NVXvR4NqT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NHrQd3BKSzVyPUKxMlExPThizszN M1jWSHNCVkeHUh?=
LB2241-RCC NX3SVox3T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NGfDOFNKSzVyPUKxMlg1PDFizszN M2PtPXNCVkeHUh?=
COLO-829 NHO0dnBIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NVeydWx2UUN3ME2yNk4yQDdzIN88US=> MlO3V2FPT0WU
EW-11 NVrVcnE4T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NFXVcFhKSzVyPUKyMlgxOjJizszN NEnr[mVUSU6JRWK=
NCI-H526 MUDHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NWnxOFZkUUN3ME2yN{41PzF5IN88US=> NEPKPYJUSU6JRWK=
SF295 NIPZSJhIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MlPUTWM2OD1{ND6wNlUzKM7:TR?= NVnpblM1W0GQR1XS
D-566MG NXnSVJpKT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NXXlVWxHUUN3ME2yOU4zQTR|IN88US=> MV7TRW5ITVJ?
8505C NVXmfYRsT3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MoXRTWM2OD1{NT62N|MyKM7:TR?= M1XKN3NCVkeHUh?=
HT-29 NUnOWYQ1T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NXrPV4NlUUN3ME2yOk4xPDNzIN88US=> MWjTRW5ITVJ?
NBsusSR Mmr3S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NEfXZ|lKSzVyPUK2MlgxODZizszN MkTSV2FPT0WU
BV-173 NEXP[WxIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= M1v0UGlEPTB;MkiuN|E5OiEQvF2= MUXTRW5ITVJ?
CTB-1 MU\Hdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NIHtdZJKSzVyPUOwMlExOzFizszN MkP1V2FPT0WU
JAR NIDGVW1Iem:5dHigTY5pcWKrdHnvckBCe3OjeR?= NH;yRVVKSzVyPUOyMlU{PzFizszN MYXTRW5ITVJ?
CAMA-1 NV20ZZR3T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NEP1NWZKSzVyPUOzMlQ3OTVizszN NGDmW2RUSU6JRWK=
CAL-51 NXnzRoJ1T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= MmfPTWM2OD1|ND63NVc3KM7:TR?= MYHTRW5ITVJ?
A172 MnXiS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NWHrb2RmUUN3ME2zO{41QTJzIN88US=> M37sT3NCVkeHUh?=
QIMR-WIL MXfHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NIfpenFKSzVyPUO4MlA4ODhizszN MXjTRW5ITVJ?
AsPC-1 Mm[1S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NX7GNYxyUUN3ME2zPE41PjVzIN88US=> NIfpUnlUSU6JRWK=
MKN7 MWXHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? M3vlW2lEPTB;M{muNFA4QSEQvF2= Ml;iV2FPT0WU
ONS-76 Ml\6S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MXrJR|UxRTR|LkOwOVch|ryP MlzpV2FPT0WU
RS4-11 M1fpXGdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 M1PjbmlEPTB;NESuNFc2OiEQvF2= M4rzfHNCVkeHUh?=
NOS-1 MXTHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MoLDTWM2OD12ND62NFMyKM7:TR?= MVPTRW5ITVJ?
A101D NVf2RpF{T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= NWC0dWNuUUN3ME20OE45ODJ|IN88US=> M4DpVnNCVkeHUh?=
HCC1806 NIWyTmtIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= Ml20TWM2OD12Nj6xNVQ5KM7:TR?= M3HtNHNCVkeHUh?=
CAL-27 NH[5bJVIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= MXrJR|UxRTR5LkeyOFYh|ryP NVnBfYVXW0GQR1XS
BT-549 M33Jbmdzd3e2aDDJcohq[mm2aX;uJGF{e2G7 M{Hu[GlEPTB;NEiuOVMyPSEQvF2= M2fpSHNCVkeHUh?=
LCLC-97TM1 NFzrelZIem:5dHigTY5pcWKrdHnvckBCe3OjeR?= M{ez[GlEPTB;NEmuNlQyOyEQvF2= MWPTRW5ITVJ?
A4-Fuk MmnOS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NVPmcmpDUUN3ME20PU45PDlizszN NFH3XVBUSU6JRWK=
OVCAR-4 MYXHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NGXmXFFKSzVyPUWwMlA3ODFizszN MonVV2FPT0WU
HD-MY-Z MYHHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? NGTMd|NKSzVyPUWwMlc4PjRizszN MXzTRW5ITVJ?
NCI-H292 MnX4S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MUHJR|UxRTVyLki3OVgh|ryP NEfzbpZUSU6JRWK=
Sk-ChA-1  MmHHS5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? MkD0NE4zPeLCk{WwJO69VQ>? Mn\rO|IhcA>? MVzJR|UxRTd2LkW0xtEzNjV6zszN NFf3SngzPTd2MkS4Ni=>
Mz-ChA-1 MVPHdo94fGhiSX7obYJqfGmxbjDBd5NigQ>? MkH0NE4zPeLCk{WwJO69VQ>? MVW3NkBp M{TyWGlEPTB;NUSuPVfDuTNwNEZOwG0> NFTyPVMzPTd2MkS4Ni=>
Smo-WT NYfxWZR3T3Kxd4ToJGlvcGmkaYTpc44hSXO|YYm= M2DyO2lEPTEEoH;mJFE1yqCwTR?= NGLOUpczPDJ7MUGwOC=>
Smo-D473H  MlG1S5Jwf3SqIFnubIljcXSrb36gRZN{[Xl? NEHrRnVKSzVywrDv[kA4NjIEoN88US=> Ml\DNlQzQTFzMES=
K562 M3jmSWZ2dmO2aX;uJGF{e2G7 MXqxNEDPxE1? MUi3NkBp MmTIdoVlfWOnczD0bIUh\XiycnXzd4lwdiCxZjDHcIkyyqB? MXmyN|MyQTh{NB?=
T315I BCR-ABL BaF3 NGHyT5BHfW6ldHnvckBCe3OjeR?= M3L5SFExKM7:TR?= NYXCZXpjPzJiaB?= MlnQdoVlfWOnczD0bIUh\XiycnXzd4lwdiCxZjDHcIkyyqB? M1LSOVI{OzF7OEK0
TF-1 BCR-ABL M3jXZ2Z2dmO2aX;uJGF{e2G7 MVmxNEDPxE1? M1PNOlczKGh? M3jGZpJm\HWlZYOgeIhmKGW6cILld5Nqd25ib3[gS4xqOcLi M1jqXlI{OzF7OEK0

... Click to View More Cell Line Experimental Data

Assay
Methods Test Index PMID
Western blot
Fas / DR4 / DR5 / Cleaved PARP / Bcl-2 / Cleaved caspase-3 / PDGFRα; 

PubMed: 22087285     


Pancreatic CSCs were treated with GDC-0449 (0, 1, 5 and 10 µM) for 48 h. The expression of Fas, DR4/TRAIL-R1, DR5/TRAIL-R2, PARP cleavage, Bcl-2, and Caspase-3 by the Western blot analysis. β-Actin was used as a loading control.

p-GSK3β / GSK3β / p-Akt / Akt / Gli1; 

PubMed: 27143997     


Cells were pretreated with or without 30 μM GDC-0449 for 2 h before TMT treatment. After incubation with 3.75 μM TMT for another 24 h, the expression levels of proteins were determined through Western blot analysis.

Gli1 / SOX2 / OCT4; 

PubMed: 26418365     


The activation of Hedgehog pathways and CSC markers were tested by immunoblotting analysis in Hs578T and BT549 cells. β‐Actin was used as a loading control.

p53 / Cyclin D1 / p21; 

PubMed: 28195165     


GDC-0449 treatment affected the expression levels of cell cycle-related protein levels. U251 cells were treated with 0.1% DMSO or GDC-0449 at the indicated concentrations for 24 h. Cells were then harvested and examined using Western blot analysis with the indicated antibodies.

Bcl-2 / Bax; 

PubMed: 28195165     


GDC-0449 treatment affected the expression levels of cell cycle-related protein levels. U251 cells were treated with 0.1% DMSO or GDC-0449 at the indicated concentrations for 24 h. Cells were then harvested and examined using Western blot analysis with the indicated antibodies.

22087285 27143997 26418365 28195165
Immunofluorescence
Gli1 / Gli2; 

PubMed: 22087285     


GDC-0449 inhibits expression of Gli1 and Gli2 in human pancreatic CSCs. The cells were seeded on fibronectin-coated coverslips and treated with GDC-0449 (10 µM) for 48 h. Subsequently, cells were fixed with 4% paraformaldehyde, blocked in 10% normal goat serum and stained with Gli1 and Gli2 primary antibodies (1∶100) for 16 h at 4°C and washed with PBS. Afterwards, cells were incubated with fluorescently labeled secondary antibody (1∶200) along with DAPI (1 mg/ml) for 1 h at room temperature and cells were mounted and visualized under a fluorescent microscope. For better visuality, the color of DAPI was changed from blue to red.

22087285
Growth inhibition assay
Cell viability; 

PubMed: 29042665     


GDC-0449 improves the anti-proliferation activity in NIH-3T3 cells but not in BxPC-3, Panc-1, MIAPaca-2 and SW1990 cells when cultured alone. The cytotoxicities of GDC-0449, Dox or Dox with GDC-0449 (5 μM or 10 μM) were measured by performing a 48-h MTT assay in BxPC-3 (A), Panc-1 (B), MIAPaca-2 (C), SW1990 (D) and NIH-3T3 (E) cells. Apoptosis rate was detected by flow cytometry (Annexin V staining) analysis after treatment with Dox (200 nM) with or without GDC-0449 for 24 h (F). Data are presented as the mean ± SD. *P < 0.05, **P < 0.01.

29042665
In vivo GDC-0449 has been used to treat medulloblastoma in animal models. [2] GDC-0449 prevents the growth of primary pancreatic xenografts without non-specifically inhibiting pancreatic cell proliferation. Oral dosing of GDC-0449 causes tumor regressions in the Ptch(+/-) allograft model of medulloblastoma at doses ≥25 mg/kg and tumor growth inhibition at doses up to 92 mg/kg dosed twice daily in two ligand-dependent colorectal cancer models, D5123, and 1040830. Analysis of Hh pathway activity and PK/PD modeling reveals that GDC-0449 inhibits Gli1 with a similar IC50 in both the medulloblastoma and D5123 models (0.165 μM and 0.267 μM, respectively). Pathway modulation is linked to efficacy using an integrated PK/PD model revealing a steep relationship where > 50% of the activity of GDC-0449 is associated with >80% repression of the Hh pathway. [4]

Protocol

Cell Research:[2]
- Collapse
  • Cell lines: MDCKII cells
  • Concentrations: 20 μM
  • Incubation Time: 2 hours
  • Method: MDCKII cells are seeded into 24-well plates at a density of 3 × 105 cells per well and are allowed to attach. Medium is then changed to that containing different drugs (50 μM VP, 50 μM indomethacin, or 20 μM GDC-0449 in DMSO or DMSO alone as control, and nonfluorescent calcein-AM is added to a final concentration of 1.0 μM and incubated at 37 °C for 2 hours. Cells are then washed twice with Ca2+, Mg2+-containing Hank's balanced salt solution buffer and lysed by shaking in 0.01% Triton X-100 in PBS buffer for 1 hour at room temperature or overnight at 4 °C. The lysate is then transferred into 96-well plates, and the fluorescence signal caused by the cell-derived calcein is quantified spectrophotometrically with a SpectraMax M5 Multi-Detection Readerusing an excitation wavelength of 495 nm and an emission wavelength of 515 nm. All manipulations are performed in the dark. All readings are expressed as mean ?SEM normalized to the control.
    (Only for Reference)
Animal Research:[4]
- Collapse
  • Animal Models: Ptch(+/-) allograft model, D5123 and 1040830
  • Formulation: In 0.5% methyl-cellulose, 0.2% tween-80
  • Dosages: ~ 100 mg/kg
  • Administration: Orally
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 84 mg/mL (199.38 mM)
Water Insoluble
Ethanol Insoluble
In vivo Add solvents to the product individually and in order(Data is from Selleck tests instead of citations):
2% DMSO+30% PEG 300+5% Tween 80+ddH2O
For best results, use promptly after mixing.
10mg/mL

* 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 421.3
Formula

C19H14Cl2N2O3S

CAS No. 879085-55-9
Storage powder
in solvent
Synonyms N/A
Smiles C[S](=O)(=O)C1=CC=C(C(=C1)Cl)C(=O)NC2=CC(=C(Cl)C=C2)C3=NC=CC=C3

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03610022 Recruiting Drug: Treatment with vismodegib Metastatic Basal Cell Carcinoma|Locally Advanced Basal Cell Carcinoma University Hospital Bordeaux September 3 2018 Phase 4
NCT03035188 Recruiting Drug: Vismodegib Basal Cell Carcinoma SRH Wald-Klinikum Gera GmbH January 2017 Phase 2
NCT02781389 Active not recruiting -- Basal Cell Carcinoma University Hospital Essen|OnkoDataMed GmbH April 29 2016 --
NCT02648048 Completed Drug: Pirfenidone|Drug: Vismodegib Idiopathic Pulmonary Fibrosis Hoffmann-La Roche January 15 2016 Phase 1
NCT02593760 Completed Other: Placebo|Drug: Ruxolitinib|Drug: Vismodegib Myelofibrosis Hoffmann-La Roche January 25 2016 Phase 1
NCT02366312 Completed Drug: vismodegib Keratocystic Odontogenic Tumor NYU College of Dentistry|Genentech Inc. October 27 2015 Phase 2

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID