Geldanamycin
Molecular Formula
C29H40N2O9
M.W.
560.60
CAS number
30562-34-6
MSDS
Source
Streptomyces Hygroscopicus var Geldanus
Fermentek product Code
GEL-001
Brand/grade
For research
Appearance
Yellow solid
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
Single spot on TLC plates, by multiple methods.
Melting point
260°C-268°C
Crystallinity
Amorphous
Solubility test
Clear yellow solution at 10 mg/ml in DMSO ; Clear yellow solution at 5 mg/ml in Dichloromethane
Names and identifiers

RTECS LX8920000

IUPAC Name : [(3R,5S,6R,7S,8E,10S,11S,12Z,14E)-6-hydroxy-5,11,21-trimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate I

Description

Geldanamycin is a benzoquinone ansamycin antibiotic, which binds to Hsp90 (Heat Shock Protein 90) and alters its function. Geldanamycin is a natural product from which several valuable derivates were synthesized. All derivates share its HSP90 inhibition, and vary in overall toxicity and water solubility.

InChl Key
QTQAWLPCGQOSGP-KSRBKZBZSA-N
Canonical SMILES
CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)OC)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)OC)/C)OC)OC(=O)N)\C)C)O)OC
Solubility ( literature )

Geldanamycin is soluble in DMSO, Dichloromethane. Geldanamycin is insoluble in water.

Compound Classification

Benzoquinone ansamycin antibiotic ;

 

HSP90 inhibitor ;

Tyrosine Kinase Inhibitor ;

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Use the original container to store the product.
Avoid exposing to strong direct light.
Retest time
3 Years
Applications

Exhibits potent antitumor activity. It also inhibits nuclear hormone receptors.

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
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Title
Research fields
Value
Cancer
Signal to sort
G