Anisomycin

Anisomycin
Molecular Formula
C14H19NO4
M.W.
265.30
CAS number
22862-76-6
Source
Streptomyces griseolus
Fermentek product Code
ANI-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
139°C-145°C
Solubility test
Clear colorless solution at 10mg/ml Ethyl Acetate
Names and identifiers

Synonyms : Flagecidin

IUPAC Name: [(2R,3S,4S)-4-hydroxy-2-[(4-methoxyphenyl)methyl]pyrrolidin-3-yl] acetate

EU number
245-269-7
Description

Anisomycin is a protein synthesis inhibitor. It binds to the 60S ribosomal subunits and prevents the formation of peptide bond, and consequently, the chain elongation.

InChl Key
YKJYKKNCCRKFSL-RDBSUJKOSA-N
Canonical SMILES
CC(=O)OC1C(CNC1CC2=CC=C(C=C2)OC)O
Isomeric SMILES
CC(=O)O[C@@H]1[C@H](CN[C@@H]1CC2=CC=C(C=C2)OC)O
Solubility ( literature )

Anisomycin is soluble in DMSO, Ethyl-Acetate, Dichloromethane. Slightly soluble in water

Compound Classification

Biological action classification

  • Protein Synthesis Inhibitor
  • Nucleic Acid Synthesis Inhibitor

Chemical classification

  • Pyrrolinin class antibiotic
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

Originally discovered by Sobin and Tanner in 1954, Anisomycin was identified as an antibiotic active against protozoa such as Trichomonas and fungi and yeasts, and was considered as a potential human anti-candidal and anti-amoebic drug. Sobin, B. A., and F. W. Tanner, Jr. 1954. Anisomycin, a new antiprotozoa antibiotic. J. Am. Chem. Soc. 76:4053. As such, Anisomycin was put by GONZALEZ CONSTANDSE to clinical trials in 1955: Anisomycin in intestinal amebiasis; study of 30 clinical casesPrensa Med Mex. 1956 Sep-Dec;21(7-10):114-5 Anisomycin is also proposed as a potential psychiatric drug, as it is shown to affect protein synthesis an Amygdala, a brain part involved in memory(1). The earliest usage of Anisomycin in research on memory biochemistry was made by Jonec and Walsterlain in 1979 . Again, this property of Anisomycin is ascribed to its ability to inhibit protein synthesis. Effect of inhibitors of protein synthesis on the development of kindled seizures in rats.Jonec V, Walsterlain CG.Exp Neurol. 1979 Dec;66(3):524-32 Recently, publications appear showing the immunomodulating properties on Anisomycin. This discovery leads to researches on the potential use of Anisomycin in transplantation: Anisomycin inhibits the behaviors of T cells and the allogeneic skin transplantation in mice.Xing F et al,J Immunother. 2008 Nov-Dec;31(9):858-70 In the field of cell-signaling research, Anisomycin is used as an activator of kinase cascades in mammalian cells, especially the stress-activated Protein Kinase (SAPK2/p38MAPK) and p46/54JNK Anisomycin is a selective ingredientof Martin Lewis Agar, a bacteriological solid medium used for isolation of pathogenic Neisseria species. Martin, J. E., Jr., and J. S. Lewis. 1977. Anisomycin: improved antimycotic activity in modified Thayer-Martin medium. Public Health Lab. 35:53-62

Disclaimer
For Research use only
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
PG III
Title
tse
Value
P
Signal to sort
A

Alternariol monomethyl ether

Alternariol monomethyl ether
Molecular Formula
C15H12O5
M.W.
272.25
CAS number
23452-05-3
MSDS
Source
Alternaria alternata
Fermentek product Code
AME-001
Brand/grade
For research
Appearance
Off-white to light pink powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
255°C-270°C
Solubility test
Clear colorless solution at 1mg/ml Acetone.
Clear colorless solution at 1mg/ml Methanol (slight heating).
Names and identifiers

Alternate names

  • AME
  • Djalonensone
  • Alternariol monomethyl ether
  • Alternariol methyl ether
  • Alternariol-9-methyl ether

RTECS : HP8755000

EU number
636-657-0
Description

Alternariol monomethyl ether (AME) is a natural mycotoxin originated in Alternaria alternata fungi . It inhibits  Cholinesterase, and posesses  antifungal and phytotoxic properties.

InChl Key
LCSDQFNUYFTXMT-UHFFFAOYSA-N
Canonical SMILES
CC1=CC(=CC2=C1C3=CC(=CC(=C3C(=O)O2)O)OC)O
Solubility ( literature )

Soluble in DMSO, pure ethanol, methanol

Compound Classification

Pyrrolidinone mycotoxin

 

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Retest time
3 Years
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
Non hazardous for shipment.
Available since
Title
Transport information
Value
Not hazardous for transport
Title
CAS number validated
Value
26894-49-5; 641-38-3
Title
Deleted CAS Numbers
Value
31273-73-1; 916665-00-4; 11003-13-7
Signal to sort
A

Alternariol

Alternariol
Molecular Formula
C14H10O5
M.W.
258.23
CAS number
641-38-3
Source
Alternaria alternata
Fermentek product Code
ALR-001
Brand/grade
For research
Appearance
Off white to slight yellow to slight pink powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
340°C-350°C (decompos.)
Solubility test
Clear colorless solution at 5mg/ml Acetone; Clear colorless solution at 5mg/ml Methanol
Names and identifiers

Synonyms:

  • AOH

Systematic Name :3,7,9-Trihydroxy-1-methyl-6H-dibenzo[b,d]pyran-6-on

RTECS: HP8757000

 

EU number
636-339-1
Description

Alternariol is a mycotoxin that contaminates fruit and cereals. It is named after the fungal genus Alternaria. Alternariol shows anti-fungal and phytotoxic activity. Alternariol inhibits cholinesterase.

InChl Key
CEBXXEKPIIDJHL-UHFFFAOYSA-N
Canonical SMILES
CC1=CC(=CC2=C1C3=CC(=CC(=C3C(=O)O2)O)O)O
Solubility ( literature )

Soluble in DMSO, pure ethanol, methanol

Compound Classification

Pyrrolidinone mycotoxin

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Hygroscopic substance.
Protect from moisture
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend storing under argon
Retest time
3 Years
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
Deleted CAS Numbers
Value
11003-13-7
Title
Transport information
Value
Pg III
Signal to sort
A

7-Amino-Actinomycin D (7-AAD)

7-Amino-Actinomycin D (7-AAD)
Molecular Formula
C62H87N13O16
M.W.
1 270.43
CAS number
7240-37-1
MSDS
Source
Semisynthetic Derivate of Actinomycin D
Fermentek product Code
7AD-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
235°C-255°C
Solubility test
Clear purple solution at 20mg/ml DMSO
Names and identifiers

IUPAC name:
2,7-Diamino-N,N'-bis[(6S,9R,10S,13R,18aS)-6,13-diisopropyl-2,5,9-trimethyl-1,4,7,11,14-pentaoxohexadecahydro-1H-pyrrolo[2,1-i][1,4,7,10,13]oxatetraazacyclohexadecin-10-yl]-4,6-dimethyl-3-oxo-3H-phenox azine-1,9-dicarboxamide

RTECS: 

AU1579000

 

EU number
635-285-6
Chemical name
7-Amino-Actinomycin-D
Description

(7-AAD) 7-Amino-Actinomycin-D is produced synthetically from natural Actinomycin D. (7-AAD) 7-Amino-Actinomycin-D binds to single stranded DNA. it is used, as a fluorescent dye, as a reagent capable to distinguish dead and live cells.

InChl Key
YXHLJMWYDTXDHS-UHFFFAOYSA-N
Canonical SMILES
CC1C(C(=O)NC(C(=O)N2CCCC2C(=O)N(CC(=O)N(C(C(=O)O1)C(C)C)C)C)C(C)C)NC(=O)C3=CC(=C(C4=C3N=C5C(=C(C(=O)C(=C5O4)C)N)C(=O)NC6C(OC(=O)C(N(C(=O)CN(C(=O)C7CCCN7C(=O)C(NC6=O)C(C)C)C)C)C(C)C)C)C)N
Solubility ( literature )

Dichloromethane, DMSO, Methanol. Slightly soluble in water

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Hygroscopic substance.
Protect from moisture
Use the original container to store the product.
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Retest time
3 Years
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: class 6.1 PG II
Available since

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.
Retest time
3 Years
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.
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