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
- Molecular Weight:
- 1183.25
- MDL Number:
- MFCD00043151
- MOL File:
- 7059-24-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Chromomycin A3 from Streptomyces griseus ≥95% (HPLC) | C2659 | 5mg | $344 |
| Chromomycin A3 from Streptomyces griseus ≥95% (HPLC) | C2659 | 10mg | $550 |
| Chromomycin A3 ≥95% | 11315 | 1mg | $57 |
| Chromomycin A3 ≥95% | 11315 | 5mg | $154 |
| Chromomycin A3 ≥95% | 11315 | 10mg | $281 |
| More product size | |||
| 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. |
| InChIKey | ZYVSOIYQKUDENJ-ZKWPLOTFNA-N |
| EWG's Food Scores | 1 |
| FDA UNII | DVW027E7NL |
| NCI Drug Dictionary | chromomycin A3 |
| UNSPSC Code | 41106305 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H300 | |||||||||
| Precautionary statements | P264-P270-P301+P310-P405-P501 | |||||||||
| PPE | Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges | |||||||||
| 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 | |||||||||
| F | 3-8-10 | |||||||||
| HazardClass | 6.1(a) | |||||||||
| PackingGroup | I | |||||||||
| HS Code | 29419090 | |||||||||
| Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials |
|||||||||
| Hazard Classifications | Acute Tox. 1 Oral | |||||||||
| 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). | |||||||||
| NFPA 704 |
|
CHROMOMYCIN A3 price More Price(44)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | C2659 | Chromomycin A3 from Streptomyces griseus ≥95% (HPLC) | 7059-24-7 | 5mg | $344 | 2026-04-30 | Buy |
| Sigma-Aldrich | C2659 | Chromomycin A3 from Streptomyces griseus ≥95% (HPLC) | 7059-24-7 | 10mg | $550 | 2026-04-30 | Buy |
| Cayman Chemical | 11315 | Chromomycin A3 ≥95% | 7059-24-7 | 1mg | $57 | 2026-04-30 | Buy |
| Cayman Chemical | 11315 | Chromomycin A3 ≥95% | 7059-24-7 | 5mg | $154 | 2026-04-30 | Buy |
| Cayman Chemical | 11315 | Chromomycin A3 ≥95% | 7059-24-7 | 10mg | $281 | 2026-04-30 | Buy |
CHROMOMYCIN A3 Chemical Properties,Uses,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 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
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
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.]
Background
Chromomycin A3 is an antibiotic that binds to the GC-rich sequence of DNA in the presence of divalent cations, inhibiting DNA replication and transcription. It is also used as a fluorescent DNA stain, and is particularly useful in staining human sperm chromatin in fertility and protamine deficiency studies. An analog of Mithramycin A, Chromomycin A3 displays many of the same DNA-binding and transcriptional regulation properties. For example, Chromomycin A3 suppresses a similar set of specificity protein 1-related anti-apoptotic proteins as Mithramycin A, and effectively inhibits cell proliferation more strongly than Mithramycin A. In a comparative treatment of cervical cancer cells, Chromomycin A3 displayed an IC50 that was 4-10 times higher than the same cells treated with Mithramycin A. In several clinical studies, Chromomycin A3 exhibited anti-cancer effects in individuals with breast cancer, Hodgkin's disease, lung adenocarcinoma, melanoma, and rhabdomyosarcoma; however, there were also inconsistent treatment results and some harmful side effects.
References
[1] Chromomycin, Mithramycin and olivomycin binding sites on heterogeneous deoxyribonucleic acid. Footprinting with methidiumpropyl-EDTA)iron(II)
[2] H A CRISSMAN R A T. Specific staining of DNA with the fluorescent antibiotics, mithramycin, chromomycin, and olivomycin.[J]. Methods in cell biology, 1990, 33: 97-103. DOI:10.1016/s0091-679x(08)60515-4
[3] SUKALYAN CHATTERJEE PHD, PHD. 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[J]. Annals of Neurology, 2001, 49 3: 345-354. DOI:10.1002/ana.71
[4] SUSANNE C. MILLER. Identification of known drugs that act as inhibitors of NF-κB signaling and their mechanism of action[J]. Biochemical pharmacology, 2010, 79 9: Pages 1272-1280. DOI:10.1016/j.bcp.2009.12.021
[5] SULAGNA DUTTA Ashok A Ralf Henkel. Comparative analysis of tests used to assess sperm chromatin integrity and DNA fragmentation[J]. Andrologia, 2020, 53 2. DOI:10.1111/and.13718
CHROMOMYCIN A3 Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 3692 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21587 | 55 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29792 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +17819995354 | marketing@targetmol.com | United States | 32466 | 58 |
| Longyan Tianhua Biological Technology Co., Ltd | 0086 18039857276 18039857276 | CHINA | 2783 | 58 | |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34563 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 21169 | 58 |
| BOC Sciences | 16314854226; +16314854226 | inquiry@bocsci.com | United States | 19853 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; | support@targetmol.com | United States | 39039 | 58 |
| Wuhan Topule Biopharmaceutical Co., Ltd | +8618327326525 | masar@topule.com | China | 8467 | 58 |
View Lastest Price from CHROMOMYCIN A3 manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-04-24 | Chromomycin A3
7059-24-7
|
$178.00-888.00 | 10g | TargetMol Chemicals Inc. | |||
 |
2025-11-18 | CHROMOMYCIN A3 USP/EP/BP
7059-24-7
|
$1.10 | 1g | 99.9% | 100 Tons Min | Dideu Industries Group Limited | |
 |
2025-04-15 | chromomycin A3
7059-24-7
|
$150.00 | 1kg | 99% | 20ton | Hebei Zhuanglai Chemical Trading Co.,Ltd |
-
- Chromomycin A3
7059-24-7
- $178.00-888.00
- TargetMol Chemicals Inc.
-
- CHROMOMYCIN A3 USP/EP/BP
7059-24-7
- $1.10
- 99.9%
- Dideu Industries Group Limited
-
- chromomycin A3
7059-24-7
- $150.00
- 99%
- Hebei Zhuanglai Chemical Trading Co.,Ltd
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