Valinomycin

Valinomycin
Molecular Formula
C54H90N6O18
M.W.
1 111.32
CAS number
2001-95-8
MSDS
Source
Streptomyces fulvissimus
Fermentek product Code
VAL-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥96% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
186°C-190°C
Solubility test
Clear colorless solution at 50mg/ml Dicloromethane or DMSO
Names and identifiers

Synonyms: Potassium ionophore I

HSDB: 6423

EINECS: 217-896-6

RTECS: YV9468000

EU number
217-896-6
Description

Valinomycin is a cyclododecadepsipeptide ionophore antibiotic produced by Streptomyces fulvissimus and chemically related to the enniatins.

 

InChl Key
FCFNRCROJUBPLU-UHFFFAOYSA-N
Canonical SMILES
CC1C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)O1)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C
Isomeric SMILES
C[C@H]1C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O[C@@H](C(=O)N[C@@H](C(=O)O1)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C(C)C
Compound Classification

cyclic oligopeptide Ionophore

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from moisture
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Applications

Being a Potassium selective ionophore, valinomycin is used in specific potassium measurment electrodes.Valinomycin is an apoptosis inducer. It is used as a tool in membrane research.

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
Hazard. Pg I
Title
Deleted CAS numbers
Value
134-16-7; 11005-80-4; 32398-05-3
Title
Inventory Status canada
Value
On NDSL Canada Gazette, Part I, January 31, 1998
Title
regulatory india
Value
List of Hazardous Chemicals, 2000.
Title
regulatory USA
Value
40 CFR Part 302 ; 40 CFR Part 355
Fermentek Product Category
Signal to sort
V

Tunicamycin (complex)

Tunicamycin (complex)
Molecular Formula
C39H64N4O16 (for n=10, "Tunicamycin VII")
CAS number
11089-65-9
MSDS
Source
Streptomyces chartreusis
Fermentek product Code
TUN-001
Brand/grade
For research
Appearance
Off white to tan powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
4 spots matching standard, no other spots, by multiple methods.
Melting point
≥210°C
Solubility test
Clear solution at 5mg/ml of Methanol,
Clear solution at 50mg/ml of DMSO
Names and identifiers

RTECSYO7980200

EU number
601-012-4
Description

Tunicamycin is a mixture of homologous nucleoside antibiotics.
The main homologs differ in the length of the fatty chain moiety.
The following table defines the four main Tunicamycin homologs.

  • Tunicamycin A, aka Tunicamycin V, n=9, mw=817;
  • Tunicamycin B, aka Tunicamycin VII, n=10, mw=831;
  • Tunicamycin C, aka Tunicamycin II, n=8, mw=845;
  • Tunicamycin D, aka Tunicamycin X, n=11, mw=859
Solubility ( literature )
  • Tunicamycin is soluble in DMSO, alkaline water, hot methanol.
  • Practically insoluble in acetone, ethyl acetate.
  • Unstable in acidic solutions
Compound Classification
  • nucleoside antibiotic
  • antiviral
  • inhibitor of glucosylation of proteins
  • tunicamycin causes cell cycle arrest in G1 phase
  • Tunicamycin has anti-angiogenesis properties.
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
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 higher temperatures for storage.
Retest time
3 Years
Applications

Tunicamycins inhibit protein glycosylation. They arrest cell cycle in late G1As Tunicamycin affects cell membrane permeability, it was shown to increase production of antibiotics, such as streptomycin PRODUCT USE A tool to study glycoprotein synthesis in a wide variety of biological systems. Family of nucleoside antibiotics produced by Streptomyces lysosuperificus. Tunicamycin interferes with glycoprotein synthesis in yeast and mammalian systems and enhances antiviral and anticellular activity of interferon. Possesses cell - surface altering activity. Inhibits the transfer of N-acetylglucosamine-1-phosphate from UDP -N- acetylglucosamine to dolichol monophosphate and thereby blocks the formation of N-glycosidic protein-carbohydrate linkages. Active in vitro against Gram-positive bacteria, yeasts, fungi and viruses.

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
Pg II
Title
Deleted CAS Registry Numbers
Value
11118-26-6
Signal to sort
T

Thiostrepton

Thiostrepton
Molecular Formula
C72H85N19O18S5
M.W.
1 664.89
CAS number
1393-48-2
MSDS
Source
Streptomyces laurentii
Fermentek product Code
TIS-001
Brand/grade
For research
Appearance
White to off-white powder
slightly yellowish cast may be observed on the solid.
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
>210°C (decomposition, not melting.)
Solubility test
Clear colorless solution at 5mg/ml DMSO or Chloroform
Names and identifiers

Synonyms:  Alaninamide, Bryamycin , Thiactin
RTECS      :   XN6300100

EU number
215-734-9
Description

Thiostrepton is a broad spectrum polypeptide antibiotic which targets a wide range of gram positive and gram negative bacteria.

InChl Key
NSFFHOGKXHRQEW-DVRIZHICSA-N
Canonical SMILES
CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)C(=CC)NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C
Isomeric SMILES
CCC(C)C1C(=O)NC(C(=O)NC(=C)C(=O)NC(C(=O)NC23CCC(=NC2C4=CSC(=N4)C(C(OC(=O)C5=NC6=C(C=CC(C6O)N1)C(=C5)C(C)O)C)NC(=O)C7=CSC(=N7)C(NC(=O)C8CSC(=N8)/C(=C\C)/NC(=O)C(NC(=O)C9=CSC3=N9)C(C)O)C(C)(C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)C)C
Solubility ( literature )

Thiostrepton is soluble in chloroform, dichloromethane, dioxane, pyridine, glacial acetic acid, DMF. Practically insoluble in water, the lower alcohols, nonpolar organic solvents, diluted aqeous acids or bases. It may be dissolved by methanolic acid or base, but with decomposition. Working solution of 1% in DMSO is unstable and should be freshly prepared and protected from light.

Compound Classification

Polypeptide antibiotic
Antimicrobial

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
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 higher temperatures for storage.
Retest time
3 Years
Applications

Thiostrepton is used as a reagent for both positive and negative selection of genes involved in nucleotide metabolism. Thiostrepton is highly active against gram-positive bacteria. In its crude form, Thiostrepton is used in veterinary medicine, in mastitis caused by gram-negative organisms and in dermatologic disorders. inhibits bacterial protein synthesis. Inhibits mRNA-tRNA translocation by GTPase elongation factor G (EF-G), EF-TU(GTP)-catalyzed aa-tRNA delivery and the activity of initiation factor 2 (IF-2).

As an antitumoragent Thiostrepton induces cell cycle arrest and apoptosis in breast cancer cells via downregulation of FOXM1 expression. Thiostrepton is a FoxM1 specific inhibitor.

Disclaimer
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
Transport safety: Not Dangerous Goods; Not Regulated
Transport safety: not regulated.
Available since
Title
Change notif 23-Jule-2018
Value
Updated storage condition
Title
update 22-Jan-2019
Value
minor update, shipment conditions
Title
toxicity by RTECS
Value
LD50 oral mouse >1 gram/kg
Signal to sort
T

Tenuazonic acid (Cu salt)

Tenuazonic acid – Copper salt
Molecular Formula
C20H28CuN2O6
M.W.
455.99
CAS number
76569-74-9
MSDS
Source
Alternaria sp.
Fermentek product Code
TNZ-001
Brand/grade
For research
Appearance
Light blue-greenish powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear blue-green solution at 10mg/ml Dichloromethane
Names and identifiers

Synonyms:

  • 3-Pyrrolin-2-one, 3-acetyl-5-sec-butyl-4-hydroxy-, L-

RTECS: UY7425000
 

 

Description

Tenuazonic acid is a natural mycotoxin, inhibitor of protein synthesis. Tenuazonic acid is offered as its Cuprum salt. 

 

InChl Key
LLXUERDQXVXQAY-UHFFFAOYSA-N
Canonical SMILES
CCC(C)C1C(=C(C(=O)N1)C(=O)C)O.CCC(C)C1C(=C(C(=O)N1)C(=O)C)O.[Cu]
Solubility ( literature )

Soluble in DMSO, pure ethanol, methanol

Compound Classification
  • Pyrrolidinone mycotoxin
  • Tenuazonic Acid Copper Salt is an antineoplastic agent and mycotoxin. It Inhibits protein synthesis, though which it has been shown inhibiting TPA-induced ornithine decarboxylase activity. Lack of ornithine decarboxylase has been shown to eventually cause DNA damage induced apoptosis. It has also been shown to inhibit photosystem II.
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Keep the lid tightly closed.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Applications

This is a potential antineoplastic agent

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
Available since

Sinefungin

Sinefungin
Molecular Formula
C15H23N7O5
M.W.
381.39
CAS number
58944-73-3
MSDS
Source
Streptomyces sp.
Fermentek product Code
SN
Brand/grade
For research
Appearance
White to yellow powder
Purity by HPLC
≥96% ; refer to CoA for more data
Purity By TLC
≥96% ; refer to CoA for more data
Solubility test
Clear colorless solution at 20mg/ml of water
Names and identifiers

Synonym:

RTECS: HE3140000

UPAC Name: (2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid

 

 
EU number
637-385-5
Description

Natural antibiotic containing adenine, sugar hydroxyl and amino groups; exhibiting Antifungal ,Antimalarial and Antiprotozoal properties.

InChl Key
LMXOHSDXUQEUSF-YECHIGJVSA-N
Canonical SMILES
C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)CC(CCC(C(=O)O)N)N)O)O
Isomeric SMILES
C1=NC2=C(C(=N1)N)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)C[C@H](CC[C@@H](C(=O)O)N)N)O)O
Solubility ( literature )

Good water solubility. Soluble in ethanol, methanol, DMF or DMSO (lit.)

Compound Classification

Chemical class:

  • Adenosine analog
  • Nucleoside antibiotic

Biological activity:

  • Antifungal 
  • Antimalarial
  • Antiprotozoal

 

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
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 higher temperatures for storage.
Applications

Sinefungin derivatives as inhibitors and structure probes of protein lysine methyltransferase SETD2 Antifungal Antimalarials Antiprotozoal

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
toxicity by RTECS oral mouse LD50
Value
1 gram/kg
Signal to sort
S

Rapamycin

Rapamycin
Molecular Formula
C51H79NO13
M.W.
914.17
CAS number
53123-88-9
Source
Streptomyces hygroscopicus subsp hygroscopicus
Fermentek product Code
RAP-001
Appearance
White to slight yellow powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
170-185°C
Solubility test
Clear colorless solution at 200mg/ml DMSO
Names and identifiers

Synonyms: RAPA, Rapamune, Sirolimus, RPM, Antibiotic AY 22989

RTECS: VE6250000

EU number
610-965-5
Description

Rapamycin (Sirolimus) is a macrolide compound that acts by selectively blocking the transcriptional activation of cytokines thereby inhibiting cytokine production. It is bioactive only when bound to IMMUNOPHILINS. Sirolimus (Rapamycin) is a potent immunosuppressant. Sirolimus (Rapamycin) possesses both antifungal and antineoplastic properties.

InChl Key
QFJCIRLUMZQUOT-HPLJOQBZSA-N
Canonical SMILES
CC1CCC2CC(C(=CC=CC=CC(CC(C(=O)C(C(C(=CC(C(=O)CC(OC(=O)C3CCCCN3C(=O)C(=O)C1(O2)O)C(C)CC4CCC(C(C4)OC)O)C)C)O)OC)C)C)C)OC
Isomeric SMILES
C[C@@H]1CC[C@H]2C[C@@H](/C(=C/C=C/C=C/[C@H](C[C@H](C(=O)[C@@H]([C@@H](/C(=C/[C@H](C(=O)C[C@H](OC(=O)[C@@H]3CCCCN3C(=O)C(=O)[C@@]1(O2)O)[C@H](C)C[C@@H]4CC[C@H]([C@@H](C4)OC)O)C)/C)O)OC)C)C)/C)OC
Solubility ( literature )

Methanol, DMSO

Compound Classification

macrolide immunosuppressor

Storage, handling
-20°C. Protect from light and moisture. Hygroscopic.
Retest time
3 Years
Applications

Research applications: Rapamycin Sirolimus inhibits cell motility by suppression of mTOR-mediated S6K1 and 4E-BP1 pathways. Rapamycin Sirolimus inhibits T-lymphocyte activation / proliferation occuring in response to antigenic and cytokine (Interleukin IL-2, IL-4, and IL-15) stimulation by a mechanism that is distinct from that of other immunosuppressing agents. Sirolimus also inhibits antibody production.

Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Signal to sort
R

Puromycin dihydrochloride

Puromycin dihydrochloride
Molecular Formula
C22H29N7O5·(HCl)2
M.W.
544.43
CAS number
58-58-2
MSDS
Source
Streptomyces alboniger
Fermentek product Code
PUR-001
Brand/grade
For research
Appearance
White to Off-White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
≥160°C (dec.)
Solubility test
Clear, slightly brown solution at 50mg/ml of water
Names and identifiers

Synonyms: 

  • Stylomycin
  • Achromycin

IUAPC name: 3'-deoxy-N,N-dimethyl-3'-[(O-methyl-L-tyrosyl)amino]adenosine dihydrochloride

RTECS AU7355000

EU number
200-388-3
Chemical name
Adenosine, 3'-​[[(2S)​-​2-​amino-​3-​(4-​methoxyphenyl)​-​1-​oxopropyl]​amino]​-​3'-​deoxy-​N,​N-​dimethyl-​, hydrochloride (1:2)
Description

Puromycin is a protein synthesis inhibitor. It causes premature chain termination.

InChl Key
RYSMHWILUNYBFW-UHFFFAOYSA-N
Canonical SMILES
CN(C)C1=NC=NC2=C1N=CN2C3C(C(C(O3)CO)N)O
Isomeric SMILES
CN(C)C1=NC=NC2=C1N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)NC(=O)[C@H](CC4=CC=C(C=C4)OC)N)O.Cl.Cl
Compound Classification
  • Nucleoside antibiotic.
  • Protein synthesis inhibitor
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from moisture
Protect from light !
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Applications

Puromycin is an antibiotic used for selecting mammalian cell lines, which have been transformed by vectors that express puromycin-N-acetyl-transferase. Puromycin is also a Antineoplastic agent. Puromycin possesses antoprotozoal activities (against Trypanozoma)

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
Puromycin is available also in "Animal-Free version", please inquire.
Ingredient type
Fermentek product
Available since
Title
Transport information
Value
Not hazardous for transport
Title
RTECS verified toxicity LD50 oral mouse
Value
LD50 720 mg/ml
Signal to sort
P

Penicillic acid

Penicillic acid
Molecular Formula
C8H10O4
M.W.
170.16
CAS number
90-65-3
Source
Penicillium Cyclopium
Fermentek product Code
PEN-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
Solubility test
Clear colorless solution at 10mg/ ml Dichloromethane
Names and identifiers

Synonyms

  • 3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid

HSDB 3523

RTECS  MM2625000

EU number
202-008-1
Chemical name
3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid
Description

Penicillic acid is a polyketide mycotoxin which induces single and double strand DNA breaks. It inhibits GDP-mannose dehydrogenase. It inhibits also muscle aldose dehydrogenase, lactate dhydrogenase and alcohol dehydrogenase.

InChl Key
VOUGEZYPVGAPBB-XQRVVYSFSA-N
Canonical SMILES
CC(=C)C(=O)C(=CC(=O)O)OC
Isomeric SMILES
CC(=C)C(=O)/C(=C/C(=O)O)/OC
Solubility ( literature )

Water, Ethanol, Dichloromethane.

Compound Classification
  • Lactone Mycotoxin
  • Hexanoic Acid
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.
Other vendors may recommend higher temperatures for storage.
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

Oligomycin (complex)

Oligomycin (complex)
Molecular Formula
C45H74O11
M.W.
791.06
CAS number
1404-19-9
MSDS
Source
Streptomyces diastatochromogenes
Fermentek product Code
OLG-001
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥90% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Solubility test
Clear colorless solution at 10mg/ml Ethanol or Methanol
EU number
215-767-9
Description

 

  • Oligomycin (complex): a macrolide antibiotic that inhibits membrane bound mitochondrial ATPase. 
  • Oligomycin (complex) is a mixture of A, B, C isomers and other analogs.
  • The molecular weight and molecular structure shown on this page, are of Oligomycin A, the major component.
  • HPLC shows separately the concentrations of all components. Their ratio is not consistent and may vary from lot to lot. The analysis of the components is brought in CoA of particular lots.
  • The three components are also offered as separate products.
InChl Key
MNULEGDCPYONBU-DJRUDOHVSA-N
Canonical SMILES
CCC1CCC2C(C(C(C3(O2)CCC(C(O3)CC(C)O)C)C)OC(=O)C=CC(C(C(C(=O)C(C(C(C(=O)C(C(C(CC=CC=C1)C)O)(C)O)C)O)C)C)O)C)C
Isomeric SMILES
CC[C@@H]/1CC[C@H]2C(C([C@H]([C@@]3(O2)CC[C@H]([C@H](O3)CC(C)O)C)C)OC(=O)/C=C/[C@@H]([C@H]([C@H](C(=O)C([C@@H]([C@H](C(=O)[C@@]([C@@H]([C@H](C/C=C/C=C1)C)O)(C)O)C)O)C)C)O)C)C
Solubility ( literature )

Dichloromethane, DMSO, Ethanol, Acetone

Compound Classification

Chemical class: Macrolide

Bioactivity class: Mitochondrial ATP Synthase Inhibitor

 
Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Protect from moisture
Use the original container to store the product.
Avoid exposing to strong direct light.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Applications

Used as a tool in cytochemistry.

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
Safety comments
Value
H302 Harmful if swallowed
Title
Deleted CAS Registry Numbers
Value
11098-49-0
Fermentek Product Category
Signal to sort
O

Chromomycin A3

Chromomycin A3
Molecular Formula
C57H82O26
M.W.
1 183.25
CAS number
7059-24-7
Source
Streptomyces griseus
Fermentek product Code
CHR-001
Brand/grade
For research
Appearance
Yellow powder
Purity by HPLC
≥97% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
180°C-192°C
Solubility test
Clear yellow solution at 10mg/ml of Ethyl Acetate
Names and identifiers

Synonyms:

  • Olivomycin D
  • Toyomycin

IUPAC name:

(1S)-​1-​C-​((2S,​3S)-​7-​{[4-​O-​acetyl-​2,​6-​dideoxy-​3-​O-​(2,​6-​dideoxy-​4-​O-​methyl-​α-​D-​lyxo-​hexopyranosyl)-​β-​D-​lyxo-​hexopyranosyl]​oxy}-​3-​{[4-​O-​acetyl-​2,​6-​dideoxy-​3-​C-​methyl-​α-​L-​arabino-​hexopyranosyl-​(1→3)-​2,​6-​dideoxy-​β-​D-​arabino-​hexopyranosyl-​(1→3)-​2,​6-​dideoxy-​β-​D-​arabino-​hexopyranosyl]​oxy}-​5,​10-​dihydroxy-​6-​methyl-​4-​oxo-​1,​2,​3,​4-​tetrahydroanthracen-​2-​yl)-​5-​deoxy-​1-​O-​methyl-​D-​xylulose

RTECS  GB7875000

 

EU number
230-348-0
Chemical name
Chromomycin A3
Description

Chromomycin A3 is an antibiotic of the Anthraquinone group. It inhibits RNA synthesis by interfering with the binding of the transcription factors Sp1 and Sp3 to the DNA. Chromomycin A3 exhibits anti-bacterial, anti-fungal and antitumor activitie. Chromomycin A3 gains interest as a candidate anticancer drug.  is also used as a fluorescent dye to determine DNA concentrations. 

InChl Key
ZYVSOIYQKUDENJ-WKSBCEQHSA-N
Canonical SMILES
CC1C(C(CC(O1)OC2C(CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)C)OC5CC(C(C(O5)C)OC(=O)C)OC6CC(C(C(O6)C)OC)O)O)C(C(=O)C(C(C)O)O)OC)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)OC(=O)C)(C)O)O
Isomeric SMILES
C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2[C@@H](CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)C)O[C@H]5C[C@H]([C@H]([C@H](O5)C)OC(=O)C)O[C@@H]6C[C@H]([C@H]([C@H](O6)C)OC)O)O)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)O[C@H]7C[C@H]([C@@H]([C@H](O7)C)O)O[C@H]8C[C@]([C@H]([C@@H](O8)C)OC(=O)C)(C)O)O
Solubility ( literature )

DMSO, Ethyl Acetate, Methanol, Ethanol

Compound Classification

Glycosidic antibiotic

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Avoid exposing to strong direct light.
Store under argon.
Other vendors may recommend higher temperatures for storage.
Retest time
3 Years
Applications
  • Membrane-impermeant, G/C-specific fluorescent DNA-binding dye.
  • Antibacterial antibiotic.
  • Antitumor antibiotic that inhibits RNA synthesis, especially in solid tumors.
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
PG I
Title
TSE
Value
F
Title
sig
Value
230752
Signal to sort
C