Chaperones are proteins which assist other proteins attain their proper 3-dimensional folding. Proper folding is essential for the biological function of all proteins.

Heat shock proteins (HSPs) are among the most important of the chaperones. HSP90, one of the most common of the heat-related proteins, is essential for eukaryote viability. In certain tumor situations, HSP90 can act as a stabilizer of mutated proteins, and can prevent recognition of apoptosis signals.

Geldanamycin is a natural HSP90 inhibitor. It cannot be used as a drug, however, because of its insufficient solubility and because of its hepatotoxicity.

Several derivatives of Geldanamycin are produced by Fermentek. Of these, 17AAG successfully passed clinical trials. In addition to Geldanamycin and 17AAG, we currently have in stock 17DMAG and Radicicol.

17-DMAG-hydrochloride

17-DMAG-hydrochloride
Molecular Formula
C32H48N4O8.HCl
M.W.
653.20
CAS number
467214-21-7
MSDS
Source
Semisynthetic Derivate of Geldanamycin
Fermentek product Code
17D-002
Brand/grade
For research
Appearance
Purple powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
215°C-230°C
Solubility test
Clear purple solution at 1mg / ml H2O
Names and identifiers

Synonyms:

  • 17-DMAG HCl
  • Alvespimycin HCl
  • 17-Dimethylaminoethylamino-17-demethoxygeldanamycin Hydrochloride

IUPAC Name:

[(4E,6E,9S,10E,12S,13R,16R)-19-[2-(dimethylamino)ethylamino]-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate;hydrochloride

RTECS: LX8922000

 

Chemical name
17-dimethylaminoethylamino-17-demethoxy-geldanamycin Hydrochloride
Description

17-DMAG, also known as Alvespimycin, is a semisynthetic derivate of Geldanamycin, of less hepatotoxicity, improved water solubility.

17-DMAG is an ansamycin antibiotic which binds to Hsp90 (Heat Shock Protein 90) and alters it function.

InChl Key
DFSYBWLNYPEFJK-LYGDSXLOSA-N
Canonical SMILES
CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCCN(C)C)C)OC)OC(=O)N)C)C)O)OC.Cl
Isomeric SMILES
C[C@H]1CC([C@@H]([C@H](/C=C(/[C@@H](C(/C=C/C=C(/C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCCN(C)C)\C)OC)OC(=O)N)\C)C)O)OC.Cl
Solubility ( literature )

DMSO, Methanol, Ethanol

Compound Classification
  • Benzoquinone ansamycin class 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.
Other vendors may recommend higher temperatures for storage.
Applications

HSP-90 inhibitor; potential anti-cancer drug

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
Shipped at ambient temperature
Shipped in PP / PE bottle.
Available since
Title
Harmonized Tariff Code
Value
294190
Title
Transport safety information
Value
Not hazardous for transport
Title
Target
Value
HGF​/SF-​mediated Met tyrosine kinase
Title
Target
Value
ATP-​binding site of amino-​terminal domain region of HSP 90
Title
CN code
Value
29419000
Signal to sort
D

Celastrol (Tripterin)

Celastrol (Tripterin)
Molecular Formula
C29H38O4
M.W.
450.61
CAS number
34157-83-0
MSDS
Source
Tripterygium wilfordii
Fermentek product Code
CEL-001
Brand/grade
For research
Appearance
Red powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
190°C-220°C
Solubility test
Clear red solution at 10mg/ml DMSO,
Clear red solution at 10mg/ml Ethanol
Names and identifiers

Synonyms:

  • Tripterin
  • Celastrol

Chemical names:

RTECS: YJ7900000

 
EU number
636-472-5
Description

Celastrol is a chemical compound isolated from the root extracts of Tripterygium wilfordii and Celastrus regelii. Celastrol is a pentacyclic triterpenoid and belongs to the family of quinone methides. In mice, celastrol increases expression of IL1R1, which is the receptor for the cytokine interleukin-1. Celastrol is an antioxidant, anti-inflammatory and immunosuppressive agent. 

InChl Key
KQJSQWZMSAGSHN-JJWQIEBTSA-N
Canonical SMILES
CC1=C(C(=O)C=C2C1=CC=C3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C)O
Isomeric SMILES
CC1=C(C(=O)C=C2C1=CC=C3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C)O
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Protect from moisture!
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
Shipped at ambient temperature
Shipped in PP / PE bottle.
Transport safety: Not Dangerous Goods; Not Regulated
Available since

Zearalanone

Zearalanone
Molecular Formula
C18H24O5
M.W.
320.38
CAS number
5975-78-0
Source
Semi-synthetic
Fermentek product Code
ZRA-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥97% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
185°C-195°C
Solubility test
Clear colorless solution at 20 mg/ml of Acetone
Names and identifiers

Synonyms:    Zearalanone;     (S)-Zearalanone;    Zanone

Chemical names:

IUPAC:           (11S)-15,17-dihydroxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(18),14,16-triene-7,13-dione

RTECS#          DM2530000     

 

Description

Zearalanone is a minor component of the zearalenone complex produced by several species of Fusarium. Like the more abundant analogues, zearalanone causes estrogenic effects in domestic livestock. Zearalanone is a metabolite of α-zearalanol, a commercially available growth promotant in animals, and is a useful standard for detection of zearanol-contaminated products and Fusarium-contaminated grains.

InChl Key
APJDQUGPCJRQRJ-LBPRGKRZSA-N
Canonical SMILES
CC1CCCC(=O)CCCCCC2=CC(=CC(=C2C(=O)O1)O)O
Isomeric SMILES
C[C@H]1CCCC(=O)CCCCCC2=CC(=CC(=C2C(=O)O1)O)O
Solubility ( literature )

Soluble in ethanol, methanol, DMF or DMSO.

Soluble scarcely in water.

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Applications
  • Potential anti-tumor agent.
  • Estrogen receptor agonist
  • Androgen receptor antagonist
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

Radicicol

Radicicol
Molecular Formula
C18H17O6Cl
M.W.
364.78
CAS number
12772-57-5
Source
Humicola grisea
Fermentek product Code
RAD-001
Brand/grade
For research
Appearance
white to light yellow powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
190°C-199°C
Solubility test
Clear colorless solution at 20mg/ml DMSO
Names and identifiers

Synonyms:

  • Monorden
  • (2Z,4E)-8-chloro-9,11-dihydroxy-14-methyl-1a,14,15,15a-tetrahydro-6H-oxireno[e][2]benzoxacyclotetradecine-6,12(7H)-dione

RTECS: RR1105000

EU number
642-889-3
Description

Radicicol is a macrolactone antibiotic. Radicicol is a tyrosine kinase inhibitor. It displays anti-angiogenic activity.

InChl Key
YZWZEOGROVVHK-GTMNPGAYSA-N
Canonical SMILES
CC1CC2C(O2)C=CC=CC(=O)CC3=C(C(=CC(=C3Cl)O)O)C(=O)O1
Isomeric SMILES
C[C@@H]1C[C@@H]2[C@H](O2)/C=C\C=C\C(=O)CC3=C(C(=CC(=C3Cl)O)O)C(=O)O1
Solubility ( literature )

Methanol, Ethanol, DMSO.

Compound Classification
  • macrolactone
  • tyrosine kinase inhibitor
  • angiogeniesis inhibitor
  • HSP90 inhibitor
  • Anti fungal
  •  
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Avoid exposing to strong direct light.
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

Geldanamycin

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.
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

17-DMAG

17-DMAG
Molecular Formula
C32H48N4O8
M.W.
616.75
CAS number
467214-20-6
MSDS
Source
Semisynthetic Derivate of Geldanamycin
Fermentek product Code
17D-001
Brand/grade
For research
Appearance
Purple powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
152°C-162°C
Solubility test
Clear purple solution at 25mg/ml DMSO; Clear purple solution at 10mg/ml Ethanol
Names and identifiers

Synonyms:

  • 17-DMAG
  • Alvespimycin
  • 17-Dimethylaminoethylamino-17-demethoxygeldanamycin

RTECS: LX8922000

 

Chemical name
17-dimethylaminoethylamino-17-demethoxy-geldanamycin
Description

17-DMAG, also known as Alvespimycin, is a semisynthetic derivate of Geldanamycin, of less hepatotoxicity, improved water solubility.

17-DMAG is an ansamycin antibiotic which binds to Hsp90 (Heat Shock Protein 90) and alters it function.

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

DMSO, Methanol, Ethanol

Compound Classification
  • Benzoquinone ansamycin class 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.
Other vendors may recommend higher temperatures for storage.
Applications

HSP-90 inhibitor; potential anti-cancer drug

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
Harmonized Tariff Code
Value
294190
Title
Transport safety information
Value
Not hazardous for transport
Title
Target
Value
HGF​/SF-​mediated Met tyrosine kinase
Title
Target
Value
ATP-​binding site of amino-​terminal domain region of HSP 90
Title
CN code
Value
29419000
Signal to sort
D

17-AAG

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.
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