17-AAG (Tanespimycin)
Molecular Formula
C31H43N3O8
M.W.
585.69
CAS number
75747-14-7
Source
Semisynthetic derivate of Geldanamycin
Fermentek product Code
17A-001
Brand/grade
For research
Appearance
Purple powder
Purity by HPLC
≥97% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
200°C-210°C
Solubility test
Clear purple solution at 10mg/ml Methanol
Names and identifiers

Synonyms

  • Tanespimycin
  • 17-(Allylamino)-17-demethoxy- geldanamycin
  • 17AAG

IUPAC name
[(3S,5S,6R,7S,8E,10R,11S,12E,14E)-21-(allylamino)-6-hydroxy-5,11-dimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-8,12,14,18,21-pentaen-10-yl] carbamate

RTECS #
LX8932000

Chemical name
17-Demethoxy-17-allylaminogeldanamycin;
Description

17AAG, also known as "Tanespimycin", is an ansamycin antibiotic which binds to Hsp90 (Heat Shock Protein 90) and alters it function.

17AAG is less hepatotoxic than Geldanamycin.

 

InChl Key
AYUNIORJHRXIBJ-TXHRRWQRSA-N
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
Solubility ( literature )

DMSO, Methanol. The solubility of 17-AAG in DMSO is >10 mM. General tips for obtaining a higher concentration: Heating to 37°C and using ultrasonic bath is advisable.

Compound Classification
  • Benzoquinone  ansamycin antibiotic.
  • Geldanamycin derivate.
  • HSP90 inhibitor.
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Retest time
3 Years
Applications

This compound was mentioned as an anticancer medicine. Geldanamycin derivates all interfere with heat-shock proteins, especially HSP90. 17-AAG belongs to a class of drugs called heat shock protein 90 (Hsp90) inhibitors.

Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Semi-Synthetic
Ingredient type
Fermentek product
Transport safety: Not Dangerous Goods; Not Regulated
Available since
Title
TSE category
Value
S
Title
Transport information
Value
NDG
Title
CN code
Value
29419000
Signal to sort
A