Tanespimycin

Base Information Edit

Chemical Name:Tanespimycin
CAS No.:75747-14-7
Molecular Formula:C31H43N3O8
Molecular Weight:585.698
Hs Code.:29419090
NSC Number:330507
UNII:4GY0AVT3L4
DSSTox Substance ID:DTXSID5046352
Wikipedia:Tanespimycin
NCI Thesaurus Code:C37899
Pharos Ligand ID:41C8AQ3C53NL
Metabolomics Workbench ID:63190
ChEMBL ID:CHEMBL109480
Mol file:75747-14-7.mol

Synonyms:17-(allylamino)-17-demethoxy-geldanamycin;17-(allylamino)-17-demethoxygeldanamycin;17-AAG;17-allyl-aminogeldanamycin;17-allylamino-17-demethoxygeldanamycin;17-allylamino-17-demethoxygeldanamycin hydroquinone;17-allylamino-17-demethoxygeldanamycin hydroquinone salt;17-allylamino-geldanamycin;17-allylaminogeldanamycin;17-N-allylamino-17-demethoxygeldanamycin;17AAG;CNF1010;IPI 493;IPI 504;IPI-493;IPI-504;IPI493;IPI504;NSC 330507;NSC-330507;retaspimycin hydrochloride;tanespimycin

Suppliers and Price of Tanespimycin

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
17-AAG
1mg
$ 286.00

Usbiological
17-AAG
1mg
$ 452.00

Usbiological
17-AAG
250mg
$ 415.00

TRC
17-(Allylamino)Geldanamycin
100mg
$ 350.00

Tocris
17-AAG ≥98%(HPLC)
1
$ 184.00

Sigma-Aldrich
17-AAG-CAS75747-14-7-Calbiochem Alesstoxic,potent,syntheticderivativeoftheansamycinbenzoquinoneantibio
500 μg
$ 227.55

Sigma-Aldrich
17-(Allylamino)-17-demethoxygeldanamycin ≥98% (HPLC), solid
500 μg
$ 202.00

Sigma-Aldrich
17-(Allylamino)-17-demethoxygeldanamycin ≥98% (HPLC), solid
500ug
$ 195.00

Medical Isotopes, Inc.
17-(Allylamino)Geldanamycin
25 mg
$ 570.00

Matrix Scientific
17-Allylaminogeldanamycin
50mg
$ 7088.00

Total 77 raw suppliers

Chemical Property of Tanespimycin Edit

Chemical Property:

Appearance/Colour:Dark purple solid
Vapor Pressure:1.96E-29mmHg at 25°C
Melting Point:201-203 °C
Refractive Index:1.566
Boiling Point:797.8 °C at 760 mmHg
PKA:8.62±0.70(Predicted)
Flash Point:436.3 °C
PSA：166.28000
Density:1.21 g/cm³
LogP:3.95760
Storage Temp.:−20°C
Sensitive.:Light Sensitive
Solubility.:DMSO: soluble
Water Solubility.:Soluble in DMSO at 150 mg/mL; soluble in ethanol at 5 mg/mL. Very poorly soluble in water
XLogP3:2.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:7
Exact Mass:585.30501534
Heavy Atom Count:42
Complexity:1210

Purity/Quality:

99% ^*data from raw suppliers

17-AAG ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xi
Hazard Codes:Xi
Statements: 36/37/38
Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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
Recent ClinicalTrials:17-AAG in Treating Patients With Metastatic Prostate Cancer That Did Not Respond to Previous Hormone Therapy
Recent EU Clinical Trials:A Phase 2 Open-Label Study Evaluating the Efficacy and Safety of Telatinib in Combination with Chemotherapy as First-line Therapy in Subjects with Advanced Gastric Cancer
Description Tanespimycin (17-AAG, CP127374, NSC-330507, KOS 953) is a potent HSP90 inhibitor with IC50 of 5 nM in a cell-free assay, having a 100-fold higher binding affinity for HSP90 derived from tumour cells than HSP90 from normal cells. Tanespimycin (17-AAG) induces apoptosis, necrosis, autophagy and mitophagy. Phase 3. 17-AAG (75747-14-7) is a semi-synthetic analog of geldanamycin (Cat.# 10-1084) which is less toxic and more stable. 17-AAG selectively binds to and inhibits HSP90 from tumor cells. Anti-angiogenic activity. Cell permeable.
Uses Potent inhibitor of heat shock protein 90 (Hsp90). 17-AAG is a less toxic analog than Geldanamycin. It induces apoptosis and displays antitumor effects. 17-AAG inhibits the activity of oncogenic proteins such as N-ras, Ki-ras, c-Akt, and p185erB2. Geldanamycin is a potent inhibitor of Hsp90 that exhibits severe hepatotoxicity when used in vivo. 17-AAG is an analog of geldanamycin which has potent in vivo activity and reduced toxicity. Like other Hsp90 inhibitors, 17-AAG has diverse anti-tumor actions and has potential in treating certain types of cancer. 17-AAG inhibits the growth of prostate cancer cell lines (IC50 = 25-45 nM). 17-AAG promotes the degradation of HER2 and induces growth arrest and apoptosis in breast cancer cells overexpressing HER2 (IC50 = 4-72 nM). 17-(Allylamino)-17-demethoxygeldanamycin (17-AAG) inhibits heat shock protein 90 (Hsp90), the expression of heat shock factor-1, and the activity of oncogenic proteins such as N-ras, Ki-ras, c-Akt, and p185erB2. In addition to its anti-tumor effects, 17-AAG also induces apoptosis.

Technology Process of Tanespimycin

There total 1 articles about Tanespimycin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%