17-AAG

17-AAG (Tanespimycin)

Molecular Formula

C31H43N3O8

M.W.

585.69

CAS number

75747-14-7

Details

Source

Semisynthetic derivate of Geldanamycin

Fermentek product Code

17A-001

Brand/grade

For research

Specifications

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

Chemical identification

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

Further Information

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.

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

Composition

Ingredient type

Fermentek product

Supply related information

Transport safety: Not Dangerous Goods; Not Regulated

Special Info