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  • M6891 - Mithramycin A from Streptomyces plicatus

M6891 Sigma-Aldrich

Mithramycin A from Streptomyces plicatus

≥90% (HPLC)

Synonym: Aureolic acid, Plicamycin

  • CAS Number 18378-89-7

  • Empirical Formula (Hill Notation) C52H76O24

  • Molecular Weight 1085.15

  •  Beilstein/REAXYS Number 5236667

  •  MDL number MFCD00135618

  •  PubChem Substance ID 24897127

  •  NACRES NA.77



Related Categories Antibiotics, Antibiotics A to Z, Antibiotics G-M, Antibiotics by Application, Antibiotics by Mechanism of Action,
Quality Level   200
assay   ≥90% (HPLC)
Mode of action   DNA synthesis | interferes
antibiotic activity spectrum   neoplastics
originator   Pfizer
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


General description

Chemical structure: aureolic acid


1, 5 mg in serum bottle

Biochem/physiol Actions

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.

This compound was developed by Pfizer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety & Documentation

Safety Information

GHS07  GHS07
Signal word 
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
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There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
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.
What is the extinction coefficient of product M6891, Mithramycin A?
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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Protocols & Articles


Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
Keywords: Absorption, Bioactive small molecules, Clinical, Metabolism

Peer-Reviewed Papers


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