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Merck
CN

M7393

Sigma-Aldrich

Mithramycin A from Streptomyces plicatus

Synonym(s):

Aureolic acid, Plicamycin

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About This Item

Empirical Formula (Hill Notation):
C52H76O24
CAS Number:
18378-89-7
Molecular Weight:
1085.15
Beilstein:
5236667
MDL number:
MFCD00135618
UNSPSC Code:
12161501

Key Documents

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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

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Biochem/physiol Actions

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

Packaging

Package size based on weight of mithramycin A

Other Notes

Contains ~2.5% mithramycin A; balance is ~95% mannitol with a trace (1-3%) of sodium phosphate.

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
081K4119
052K4059
020K4115
091K4106
083H4008

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