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Principaux documents

M6891

Sigma-Aldrich

Mithramycin A from Streptomyces plicatus

≥90% (HPLC)

Synonyme(s) :

Aureolic acid, Plicamycin

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About This Item

Formule empirique (notation de Hill):
C52H76O24
Numéro CAS:
Poids moléculaire :
1085.15
Beilstein:
5236667
Numéro MDL:
Code UNSPSC :
12161501
ID de substance PubChem :
Nomenclature NACRES :
NA.77
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Niveau de qualité

Essai

≥90% (HPLC)

Spectre d'activité de l'antibiotique

neoplastics

Mode d’action

DNA synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

[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

Clé InChI

CFCUWKMKBJTWLW-BGLFSJPPSA-N

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Description générale

Chemical structure: aureolic acid

Actions biochimiques/physiologiques

Anticancer antibiotic.
Anticancer antibiotic. Inhibits transcription and protein synthesis. Binds to DNA in native chromatin. Substrate of Pgp in MDR phenotypes.

Caractéristiques et avantages

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.

Pictogrammes

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Mention d'avertissement

Warning

Mentions de danger

Conseils de prudence

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Consulter la Bibliothèque de documents

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.
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
Ushasree Mrudulakumari Vasudevan et al.
Biotechnology advances, 41, 107550-107550 (2020-05-04)
Flavonoids, terpenoids, and polyketides are structurally diverse secondary metabolites used widely as pharmaceuticals and nutraceuticals. Most of these molecules exist in nature as glycosides, in which sugar residues act as a decisive factor in their architectural complexity and bioactivity. Engineering
Yang Zhou et al.
Cancers, 11(12) (2019-12-01)
Resistance to chemotherapy is a major clinical challenge in the treatment of pancreatic ductal adenocarcinoma (PDAC). Here, we provide evidence that Rho associated coiled-coil containing protein kinase 2 (ROCK2) maintains gemcitabine resistance in gemcitabine resistant pancreatic cancer cells (GR cells).
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

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Questions

1–2 of 2 Questions  
  1. What is the extinction coefficient of product M6891, Mithramycin A?

    1 answer
    1. 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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  2. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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