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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)
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Product Name

Mithramycin A from Streptomyces plicatus, ≥90% (HPLC)

Quality Segment

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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Show Differences

1 of 1

This Item
C2659O4876R0395
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

antibiotic activity spectrum

neoplastics

antibiotic activity spectrum

Gram-positive bacteria, fungi, neoplastics

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi, yeast

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


pictograms

Exclamation mark

signalword

Warning

hcodes

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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Questions

1–2 of 2 Questions  
  1. 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.

      Helpful?

  2. 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).

      Helpful?

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