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M6891
Mithramycin A from Streptomyces plicatus
≥90% (HPLC), DNA and RNA polymerase inhibitor
Synonym(s):
Aureolic acid, Plicamycin
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About This Item
Empirical Formula (Hill Notation):
C52H76O24
CAS Number:
Molecular Weight:
1085.15
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12161501
MDL number:
Beilstein/REAXYS Number:
5236667
Assay:
≥90% (HPLC)
Quality level:
Pricing and availability is not currently available.
Product Name
Mithramycin A from Streptomyces plicatus, ≥90% (HPLC)
Quality Level
assay
≥90% (HPLC)
antibiotic activity spectrum
neoplastics
mode of action
DNA synthesis | interferes
storage temp.
2-8°C
SMILES string
[H][C@]1(Cc2cc3cc(O[C@H]4C[C@@H](O[C@H]5C[C@@H](O)[C@H](O)[C@@H](C)O5)[C@@H](O)[C@@H](C)O4)c(C)c(O)c3c(O)c2C(=O)[C@H]1O[C@H]6C[C@@H](O[C@H]7C[C@@H](O[C@H]8C[C@](C)(O)[C@H](O)[C@@H](C)O8)[C@H](O)[C@@H](C)O7)[C@H](O)[C@@H](C)O6)[C@H](OC)C(=O)[C@@H](O)[C@@H](C)O
InChI
1S/C52H76O24/c1-18-29(72-34-14-30(43(58)21(4)68-34)73-33-13-28(54)42(57)20(3)67-33)12-26-10-25-11-27(49(66-9)48(63)41(56)19(2)53)50(47(62)39(25)46(61)38(26)40(18)55)76-36-16-31(44(59)23(6)70-36)74-35-15-32(45(60)22(5)69-35)75-37-17-52(8,65)51(64)24(7)71-37/h10,12,19-24,27-28,30-37,41-45,49-51,53-61,64-65H,11,13-17H2,1-9H3/t19-,20-,21-,22-,23-,24-,27+,28-,30-,31-,32-,33+,34+,35+,36+,37+,41+,42-,43+,44-,45-,49+,50+,51-,52+/m1/s1
InChI key
CFCUWKMKBJTWLW-BGLFSJPPSA-N
General description
Chemical structure: aureolic acid
Biochem/physiol Actions
Anticancer antibiotic.
Anticancer antibiotic. Inhibits transcription and protein synthesis. Binds to DNA in native chromatin. Substrate of Pgp in MDR phenotypes.
Features and Benefits
This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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This Item | |||
|---|---|---|---|
| assay ≥90% (HPLC) | assay ≥95% (HPLC) | assay ≥90% total oligomycins basis (HPLC) | assay ≥95% (HPLC) |
| Quality Level 200 | Quality Level 200 | Quality Level 200 | Quality Level 300 |
| storage temp. 2-8°C | storage temp. −20°C | storage temp. −20°C | storage temp. −20°C |
| mode of action DNA synthesis | interferes | mode of action DNA synthesis | interferes | mode of action enzyme | inhibits | mode of action enzyme | inhibits, protein synthesis | interferes |
| antibiotic activity spectrum neoplastics | antibiotic activity spectrum Gram-positive bacteria, fungi, neoplastics | antibiotic activity spectrum fungi | antibiotic activity spectrum fungi, yeast |
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Waise Quarni et al.
Scientific reports, 9(1), 15202-15202 (2019-10-28)
The pivotal role of cancer initiating stem cells (CSCs) in tumor initiation, growth, metastasis and drug resistance has led to the postulation of a 'total cancer therapy' paradigm, which involves targeting both cancer cells and CSCs for effective therapy. However
S Min et al.
Genes and immunity, 13(8), 621-631 (2012-10-05)
The alterations induced in dendritic cells (DCs) in the cancer microenvironment have not been extensively explored. We found that the tumor-associated factor TGF-β may selectively upregulate the expression of miR-27a via the SP1 transcription factor. Importantly, miR-27a altered the activity
Fouad S El-Mayet et al.
Journal of virology, 98(1), e0143623-e0143623 (2023-12-12)
Bovine alphaherpesvirus 1 (BoHV-1) infections cause respiratory tract disorders and suppress immune responses, which can culminate in bacterial pneumonia. Following acute infection, BoHV-1 establishes lifelong latency in sensory neurons present in trigeminal ganglia (TG) and unknown cells in pharyngeal tonsil.
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What is the Department of Transportation shipping information for this product?
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What is the extinction coefficient of product M6891, Mithramycin A?
1 answer-
A molar extinction coefficient of 10,000 at a wavelength of 400 nm is cited in Nucleic Acids Res., 35(7), 2215-2226 (2007). The abstract of that article is linked below. This paper in turn cites P. Aich and D. Dasgupta, Biochemistry, 34(4), 1376-1385 (1995).
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