ChemicalBook > CAS DataBase List > CHROMOMYCIN A3

CHROMOMYCIN A3

Product Name
CHROMOMYCIN A3
CAS No.
7059-24-7
Chemical Name
CHROMOMYCIN A3
Synonyms
TOYOMYCIN;nsc-58514;Chromomycin;aburamycinb;Olivomycin D;CHROMOMYCIN A3;Chromoycin A3;antibioticb599;ABURAMYCIN BETA;nosyl)-7-methyl-
CBNumber
CB8356277
Molecular Formula
C57H82O26
Formula Weight
1183.25
MOL File
7059-24-7.mol
More
Less

CHROMOMYCIN A3 Property

Melting point:
185℃
alpha 
D23 -57° (ethanol)
Boiling point:
780.13°C (rough estimate)
Density 
1.1451 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
2-8°C
solubility 
Soluble in ethanol, DMSO, and ethyl acetate (10 mg/ml).
form 
Yellow solid
pka
4.54±0.60(Predicted)
color 
Yellow
Merck 
13,2258
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
More
Less

Safety

Hazard Codes 
T+,T
Risk Statements 
61-28
Safety Statements 
53-28-36/37/39-45
RIDADR 
UN 3462 6.1/PG 1
WGK Germany 
3
RTECS 
GB7875000
3-8-10
HazardClass 
6.1(a)
PackingGroup 
I
HS Code 
29419090
Toxicity
Excitation max: ~445 nm. Emission max: ~575 nm. Sol in ethanol, ethyl acetate, DMSO, methanol. LD50 in mice (mg/kg): 1.85 i.v. (Slavik, Carter).
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C2659
Product name
Chromomycin A3 from Streptomyces griseus
Purity
≥95% (HPLC)
Packaging
5mg
Price
$297
Updated
2024/03/01
Sigma-Aldrich
Product number
C2659
Product name
Chromomycin A3 from Streptomyces griseus
Purity
≥95% (HPLC)
Packaging
10mg
Price
$497
Updated
2024/03/01
Alfa Aesar
Product number
J62927
Product name
Chromomycin A3, 97%
Packaging
10mg
Price
$388.65
Updated
2024/03/01
Cayman Chemical
Product number
11315
Product name
Chromomycin A3
Purity
≥98%
Packaging
1mg
Price
$50
Updated
2024/03/01
Cayman Chemical
Product number
11315
Product name
Chromomycin A3
Purity
≥98%
Packaging
5mg
Price
$138
Updated
2024/03/01
More
Less

CHROMOMYCIN A3 Chemical Properties,Usage,Production

Description

Chromomycin A3 is an anthraquinone antibiotic and antitumor agent isolated from S. griseus that is used as a fluorescent probe for DNA with excitation/emission spectra of 445/575 nm. Its DNA binding is specific to two or more contiguous GC base pairs, which makes it suitable for characterizing heterochromatin in plants with species-specific AT:GC ratios. Chromomycin A3 is cytotoxic against non-small cell lung cancer and cervical cancer in vitro (IC50s = 1, 42, 60, and 40 nM for HCC44, A549, ME180, and HeLa cells, respectively). It also inhibits oxidative stress- and DNA damage-induced neuronal injury by enhancing Sp1 and Sp3 transcription factor binding.

Chemical Properties

Yellow powder

Uses

Chromomycin A3 is the major component of the chromomycin complex of the aureolic acid class, isolated from several Streptomyces species, and first reported in 1960. Chromomycin A3 exhibits a broad biological profile as an antibacterial, antifungal and antitumour agent. It binds reversibly to GC-specific DNA ligand in the minor groove which inhibits transcription, DNA gyrase and topoisomerase II activity. The intense UV spectrum and strong fluorescence makes chromomycin a useful stain for DNA.

Uses

Chromomycin A3, is used as a G-C specific DNA ligand which inhibits transcription and acts as a DNA binding dye. Chromomycin A3 antagonizes enhanced DNA binding of the transcription factors Sp1 and Sp3 to their cognate "G-C" box, induced by oxidative stress or DNA damage. Furthermore, by inhibiting transcription, Chromomycin A3 and its structural analogs can inhibit protein biosynthesis.

Uses

Fluorescent DNA stain in flow cytometry and karyotype analysis of chromosomes.

Definition

ChEBI: Chromomycin A3 is a chromomycin.

General Description

Chemical structure: aureolic acid

Biochem/physiol Actions

Chromomycin A3 from Streptomyces griseus is an antibiotic exhibiting anti-bacterial, anti-fungal and antitumor activities. It serves as a fluorescent DNA stain. It is useful for the detection of protamine deficiency in sperm chromatin. The compound blocks macromolecule synthesis by a specific, reversible interaction with DNA in the presence of bivalent metal ions. Binding to DNA minor groove mediates an efficient competitive inhibition of DNA gyrase and significantly affects topoisomerase II activity.

Purification Methods

Dissolve the antibiotic (10g) in EtOAc and add to a column of Silica Gel (Merck 0.05-0.2microns, 4x70cm) in EtOAc containing 1% oxalic acid. Elute with EtOAc+1% oxalic acid and check fractions by TLC. Pool fractions, wash with H2O thoroughly, dry and evaporate. Recrystallise the residue from EtOAc. The heptaacetate has m 214o, [] D -20o (c 1, EtOH). [Miyamoto et al. Tetrahedron 23 421 1967, Harada et al. J Am Chem Soc 91 5896 1969, Beilstein 17/5 V 673.]

References

Van Dyke et al. (1983), Chromomycin, Mithramycin and olivomycin binding sites on heterogeneous deoxyribonucleic acid. Footprinting with methidiumpropyl-EDTA)iron(II); ?Biochemistry, 22 2373 Crissman and Tobey (1990), Specific staining of DNA with the fluorescent antibiotic, mithramycin, chromomycin, and olivomycin; Methods Cell Biol., 33 97 Chatterjee et al. (2001), Sequence-selective DNA binding drugs mithramycin A and chromomycin A3 are potent inhibitors of neuronal apoptosis induced by oxidative stress and DNA damage in cortical neurons; Neurol., 49 345 Miller et al. (2010), Identification of known drugs that act as inhibitors of NF-kappaB signaling and their mechanism of action; Pharmacol., 79 1272 Dutta et al. (2020), Comparative analysis of tests used to assess sperm chromatin integrity and DNA fragmentation; Andrologia, 53?e13718

CHROMOMYCIN A3 Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

CHROMOMYCIN A3 Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Jinxiang Chemical (Danyang) Products Co., Ltd.
Tel
025-86819862 13913839793
Fax
0086-25-86819859
Email
nancyzong@jinchemical.com
Country
China
ProdList
97
Advantage
74
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51471
Advantage
80
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9709
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
27322
Advantage
60
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12308
Advantage
58
Lynnchem
Tel
86-(0)29-85992781 17792393971
Email
info@lynnchem.com
Country
China
ProdList
4587
Advantage
58
JIANGYIN RUISHIPHARM CO.,LIMITED
Tel
0510-0510-66227179 18921203887
Fax
+86-0510-66227179 QQ:2200317867
Email
sales@ruishipharm.com
Country
China
ProdList
751
Advantage
58
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6870
Advantage
58
Hefei TNJ Chemical Industry Co.,Ltd.
Tel
0551-65418671
Fax
0551-65418697
Email
sales@tnjchem.com
Country
China
ProdList
34572
Advantage
58
Dideu Industries Group Limited
Tel
+86-29-89586680 +86-15129568250
Email
1026@dideu.com
Country
China
ProdList
29474
Advantage
58
Longyan Tianhua Biological Technology Co., Ltd
Tel
0086 18039857276 18039857276
Country
CHINA
ProdList
2783
Advantage
58
Chengdu Peter-like Biotechnology Co., Ltd.
Tel
028-81700200 18108052721
Email
2850505130@qq.com
Country
China
ProdList
5182
Advantage
58
Hubei xin bonus chemical co. LTD
Tel
86-13657291602
Fax
027-59338440
Email
linda@hubeijusheng.com
Country
CHINA
ProdList
22968
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11289
Advantage
58
career henan chemical co
Tel
+86-0371-86658258 15093356674;
Fax
0086-371-86658258
Email
factory@coreychem.com
Country
China
ProdList
29826
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
+86-29-87569266 15319487004
Fax
029-88380327
Email
1015@dideu.com
Country
China
ProdList
2263
Advantage
58
Fuxin Pharmaceutical
Tel
+86-021-021-50872116 +8613122107989
Email
contact@fuxinpharm.com
Country
China
ProdList
10297
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
029-61856359 18690052321
Fax
029-88380327
Email
1027@dideu.com
Country
China
ProdList
9927
Advantage
58
Meng Cheng Technology (Shanghai) Co., LTD
Tel
400-820-6829
Email
sales@mitachieve.com
Country
China
ProdList
8864
Advantage
58
Zhejiang Huida Biotech Co., LTD
Tel
0571-89903882 13626641628
Email
jiangnan@huidabiotech.com
Country
China
ProdList
3661
Advantage
58
Nanjing Shizhou Biology Technology Co.,Ltd
Tel
025-85560043 13675144456
Fax
025-85563444
Email
sean.lv@synzest.com
Country
China
ProdList
11442
Advantage
58
Wuhan Yanzhe Technology Co., Ltd
Tel
15527250409
Fax
QQ:2692360204
Email
wenhaotian12@163.com
Country
China
ProdList
4576
Advantage
58
Hubei Zhongshan Medical Technology Co., Ltd
Tel
027-61907345 13397111514
Fax
3443707954
Email
w13397111514@163.com
Country
China
ProdList
1011
Advantage
58
Shanghai kadel chemical technology co., LTD
Tel
021-4007787-550 400-7787-550
Email
2850202386@qq.com
Country
China
ProdList
10618
Advantage
58
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 15801484223
Email
psaitong@jm-bio.com
Country
China
ProdList
29834
Advantage
58
Guangzhou Yunmen Biotechnology Co., Ltd
Tel
18902340307 18902340307
Fax
0751-2819901
Email
3356812514@qq.com
Country
China
ProdList
9238
Advantage
58
Zhejiang Huida Biotech Co., LTD
Tel
0571-0571-89903882 15990081639
Email
sunshixuan@huidabiotech.com
Country
China
ProdList
3705
Advantage
58
Wuhan Augda Biotechnology Co., Ltd
Tel
15071299552
Fax
QQ:262933239
Email
262933239@qq.com
Country
China
ProdList
6637
Advantage
58
Shanghai klamar Reagent Co., LTD
Tel
4001650900 13817534909
Email
3003940895@qq.com
Country
China
ProdList
9345
Advantage
58
Guangdong Fangxin Biotechnology Co., Ltd.
Tel
0751-2838688 13376594225
Email
1276075424@qq.com
Country
China
ProdList
9933
Advantage
58
Guangzhou Yaoguang Technology Co., Ltd.
Tel
13020159086
Email
yangjue@ygfuture.com
Country
China
ProdList
481
Advantage
58
Shanghai Yanchun Biopharmaceutical Technology Co., Ltd
Tel
4001-009266 17349750668
Email
product@sci-e.com
Country
China
ProdList
2812
Advantage
58
Cheng Du Micxy Chemical Co.,Ltd
Tel
028-85632863 18048500443
Fax
028-85632863
Email
sales@micxy.com
Country
China
ProdList
10476
Advantage
58
Nanjing Shizhou Biology Technology Co.,Ltd
Tel
025-85560043 15850508050
Fax
025-85563444
Email
cindy.huang@synzest.com
Country
China
ProdList
12007
Advantage
58
Henan Tianfu Chemical Co.,Ltd.
Tel
+86-0371-55170693 +86-19937530512
Fax
0371-55170693
Email
info@tianfuchem.com
Country
China
ProdList
21695
Advantage
55
Wuhan Topule Biopharmaceutical Co., Ltd
Tel
+8618327326525
Email
masar@topule.com
Country
China
ProdList
8474
Advantage
58
Shanghai Hao Zhun Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
info@zzsrm.com
Country
CHINA
ProdList
6846
Advantage
58
Dongguan Biaobiao Experimental Equipment Technology Co., Ltd.
Tel
--
Fax
--
Country
CHINA
ProdList
6673
Advantage
58
Beijing Bolide Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
1985563437@qq.com
Country
CHINA
ProdList
6172
Advantage
58
Shanghai Hao Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
market@xlswkj.com
Country
CHINA
ProdList
6805
Advantage
58
Beijing Fubo Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
info@f-biology.com
Country
CHINA
ProdList
6039
Advantage
58
Shanghai Ziqi Biological Technology Co., Ltd.
Tel
--
Fax
--
Email
2453006496@qq.com
Country
CHINA
ProdList
6192
Advantage
58
Shanghai Minmin Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
1914109725@qq.com
Country
CHINA
ProdList
6530
Advantage
58
Beijing Shengke Boyuan Biotechnology Co., Ltd.
Tel
--
Fax
--
Email
978560024@qq.com
Country
CHINA
ProdList
6011
Advantage
58
Wuhan Boot Biotechnology Co., Ltd.
Tel
--
Fax
--
Country
CHINA
ProdList
6829
Advantage
58
Guangzhou Weijia Technology Co., Ltd.
Tel
--
Fax
--
Email
WHIGA22@126.COM
Country
CHINA
ProdList
6748
Advantage
58
Xiamen Huijia Biological Technology Co., Ltd.
Tel
--
Fax
--
Country
CHINA
ProdList
6979
Advantage
58
More
Less

View Lastest Price from CHROMOMYCIN A3 manufacturers

Dideu Industries Group Limited
Product
CHROMOMYCIN A3 7059-24-7
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-07-01
Longyan Tianhua Biological Technology Co., Ltd
Product
CHROMOMYCIN A3 7059-24-7
Price
US $12.00/Kg/Bag
Min. Order
25Kg/Bag
Purity
99%
Supply Ability
20 Tons
Release date
2020-11-17
Shaanxi Dideu Medichem Co. Ltd
Product
ChroMoMycin A3 7059-24-7
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%
Supply Ability
800 ton
Release date
2020-04-30

7059-24-7, CHROMOMYCIN A3Related Search:


  • chromomycina(sub3)
  • nosyl)-7-methyl-
  • nsc-58514
  • olivomycind,3b-o-(4-o-acetyl-2,6-dideoxy-3-c-methyl-alpha-l-arabinohexopyra
  • TOYOMYCIN
  • 3BETA-O-(4-O-ACETYL-2.6-DIDEOXY-3-C-METHYL-ALPHA-L-ARABINO HEXOPYRANOSYL)-7-METHYLOLIVOMYCIN D
  • 3B-O-(4-O-ACETYL-2,6-DIDEOXY-3-C-METHYL-ALPHA-L-ARABINO-HEXOPYRANOSYL)-7-METHYLOLIVOMYCIN D
  • 3B-O-(4-O-ACETYL-2,6-DIDEXY-3-C-METHYL-ALPHA-L-ARABINO-HEXOPYRANOSYL)-7-METHYLOLIVOMYCIN
  • ABURAMYCIN BETA
  • CHROMOMYCIN A3
  • CHROMOMYCIN A3 STREPTOMYCES GRISEUS
  • 3D-O-(4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl)-7-methylolivomycin D
  • CHROMOMYCIN A(3), FOR FLUORESCENCE
  • CHROMOMYCIN A3 FROM STREPTOMYCESGRISEUS APPROX. 96
  • Chromomycin
  • D-threo-2-Pentulose, 1-C-(2S,3S)-7-4-O-acetyl-2,6-dideoxy-3-O-(2,6-dideoxy-4-O-methyl-.alpha.-D-lyxo-hexopyranosyl)-.beta.-D-lyxo-hexopyranosyloxy-3-O-4-O-acetyl-2,6-dideoxy-3-C-methyl-.alpha.-L-arabino-hexopyranosyl-(1?3)-O-2,6-dideoxy-.beta.-D-arabino-h
  • chromomycin a3from streptomyces griseus
  • 3'''-O-(4-O-Acetyl-3-C-methyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-7-methylolivomycin D
  • Chromoycin A3
  • Olivomycin D
  • AburaMycin, ToyoMycin, NSC 58514, B 599-III, SR1768E
  • aburamycinb
  • Chromomycin A - CAS 7059-24-7 - Calbiochem
  • [(2R,3S,4R,6S)-6-[[(6S,7S)-6-[(2S,4R,5R,6R)-4-[(2S,4R,5R,6R)-4-[(2S,4S,5S,6S)-5-acetyloxy-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-7-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-4,10-dihydroxy-3-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy]-4-[(2R,4R,5R,6R)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-2-methyloxan-3-yl] acetate
  • antibiotic69895a
  • antibioticb599
  • D-threo-2-Pentulose, 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-[[O-4-O-acetyl-2,6-dideoxy-3-C-methyl-α-L-arabino-hexopyranosyl-(1→3)-O-2,6-dideoxy-β-D-arabino-hexopyranosyl-(1→3)-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy...
  • CHROMOMYCIN A3 USP/EP/BP
  • 7059-24-7
  • C57H82O26
  • Antibiotics
  • Antibiotics A to Z
  • Antibiotics A-F
  • BioChemical
  • antibiotic