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Fluorescent dyes and stains

Mithramycin

Also known as plicamycin, Mithracin, Aureolic acid

CAS 18378-89-7Formula C52H76O24Molar mass 1,085.16 g/molEC 634-048-4
GHS signal word: Warning. Pictograms: Harmful or irritant 21 suppliers listed
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Mithramycin chemical structure, C52H76O24, CAS 18378-89-7
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Yellow, crystalline powder showing birefringence
Melting point
180 to 183
Solubility
Sol in lower alcohols, acetone, ethyl acetate, water. Moderately sol in chloroform. Slig…
HS code
293299
Category
Fluorescent dyes and stains
Illustrative photo, yellow pigment powder in an open fibre drum in a warehouse
Typical packagingIllustrative packaging image, not the actual product

What is Mithramycin?

Plain description, key identifiers and synonyms

Mithramycin is a carbohydrate-containing antibiotic, a secondary alpha-hydroxy ketone, a carbotricyclic compound, an anthracycline antibiotic and an aureolic acid. It has a role as an antineoplastic agent, an EC 2.7.7.6 (RNA polymerase) inhibitor and a bacterial metabolite. It is functionally related to a mithramycin DK.

Mithramycin is an antibiotic isolated from the bacterium Streptomyces plicatus with antineoplastic activity.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(2S,3S)-2-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4-[(2S,4S,5R,6R)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-6-[(2S,4R,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-8,9-dihydroxy-7-methyl-3,4-dihydro-2H-anthracen-1-one
CAS number
18378-89-7 CAS number cross-checkedOther or deprecated CAS: 97666-60-9
EC number
634-048-4
Molecular formula
C52H76O24
UNII
NIJ123W41V
InChIKey
CFCUWKMKBJTWLW-BKHRDMLASA-N
InChI
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
Canonical SMILES
COC(C(=O)C(O)C(C)O)C1Cc2cc3cc(OC4CC(OC5CC(O)C(O)C(C)O5)C(O)C(C)O4)c(C)c(O)c3c(O)c2C(=O)C1OC1CC(OC2CC(OC3CC(C)(O)C(O)C(C)O3)C(O)C(C)O2)C(O)C(C)O1
Isomeric SMILES
C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2C[C@@H](O[C@@H]([C@H]2O)C)OC3=CC4=CC5=C(C(=O)[C@H]([C@@H](C5)[C@@H](C(=O)[C@H]([C@@H](C)O)O)OC)O[C@H]6C[C@H]([C@@H]([C@H](O6)C)O)O[C@H]7C[C@H]([C@H]([C@H](O7)C)O)O[C@H]8C[C@]([C@@H]([C@H](O8)C)O)(C)O)C(=C4C(=C3C)O)O)O)O

Synonyms

  • plicamycin
  • Mithracin
  • Aureolic acid
  • Mithramycinum
  • Mithramycine
  • Plicamycinum
  • Plicamycine
  • Aurelic acid
  • Mitramycin
  • Plicamicina
  • antibiotic LA-7017
  • Antibiotic LA 7017
  • Mithracine
  • mithramycin a
  • Mitramycine
  • Mitramycinum
  • Aurlelic acid
  • Mitramicina
  • PA 144
  • Mithracin (TN)
  • Plicamycin (USAN/INN)

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Yellow, crystalline powder showing birefringenceexp.
Odour
ODORLESSexp.
Melting point
180 to 183exp.
Solubility
Sol in lower alcohols, acetone, ethyl acetate, water. Moderately sol in chloroform. Slightly sol in ether, benzene.exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
1,085.16 g/molcalc.
Exact mass
1,084.4727 Dacalc.
LogP (octanol/water)
-0.25calc.
Topological polar surface area
358.2 Ųcalc.
Hydrogen bond donors
11calc.
Hydrogen bond acceptors
24calc.
Rotatable bonds
15calc.
Heavy atoms
76calc.
Rings
8calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.77calc.
Formal charge
0calc.
Stereocentres
25calc.
Lipinski rule of five
Fails (3 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1c2cc3ccc(OC4CC(OC5CCCCO5)CCO4)cc3cc2CCC1OC1CC(OC2CC(OC3CCCCO3)CCO2)CCO1

O=C1c2cc3ccc(OC4CC(OC5CCCCO5)CCO4)cc3cc2CCC1OC1CC(OC2CC(OC3CCCCO3)CCO2)CCO1

8 rings, 50 atoms.

20 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H302Harmful if swallowed.
Precautionary statements (5)
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P301 + P317If swallowed: Get medical help.
  • P330Rinse mouth.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Mithramycin suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 21 suppliers
21 of 21 offers

Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

21 suppliers in 7 countries

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Mithramycin price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Mesh Heading: Antibiotics, antineoplastic, fluorescent dyes, nucleic acid synthesis inhibitors, protein synthesis inhibitors.

Pharmacological actions

  • Antibiotics, Antineoplastic
  • Calcium-Regulating Hormones and Agents
  • Fluorescent Dyes
  • Nucleic Acid Synthesis Inhibitors
  • Protein Synthesis Inhibitors

Roles

  • antineoplastic agent
  • bacterial metabolite
  • enzyme inhibitor
  • metabolite
  • pharmaceutical
  • prokaryotic metabolite

Pharmacology

Plicamycin is an antibiotic isolated from the bacterium Streptomyces plicatus with antineoplastic activity. Plicamycin, also known as mithramycin, binds to the minor groove of DNA at GC-rich sites, resulting in inhibition of RNA synthesis, this agent also inhibits mRNA expression, resulting in a reduction in protein synthesis. In addition, plicamycin may inhibit bone resorption by down regulating transcription of c-src, an oncogene involved in bone metabolism and resorption. (NCI04)

How it is made

Oligosaccharide antibiotic produced by Streptomyces argillaceus n. Sp. And S. Tanashiensis. Hungarian patent 155,679 (1969 to Gyogyszerkutato Intezet).

Elaborated during culture of suitable strain of streptomyces, recovered by extraction with 1-butanol, & purified by chromatography. Eluate contains magnesium salt of mithramycin which yields antibiotic on acidification & ethyl acetate extraction.

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Mithramycin is traded under.

HS 2932.99Indicative HS code

Heterocyclic compounds with oxygen hetero-atom(s) only, other

World exports in 2024
$3.81B
+10.3% vs 2023, imports $7.05B
2019 to 2024
Top exporters
  1. China28.9%
  2. Switzerland * partner reported12.7%
  3. Germany7.8%
Top importers
  1. United States49.7%
  2. China11.9%
  3. India * partner reported3.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Mithramycin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Mithramycin, based on the data on this page

What is Mithramycin?

Mithramycin is a carbohydrate-containing antibiotic, a secondary alpha-hydroxy ketone, a carbotricyclic compound, an anthracycline antibiotic and an aureolic acid. It has a role as an antineoplastic agent, an EC 2.7.7.6 (RNA polymerase) inhibitor and a bacterial metabolite.

What is the CAS number of Mithramycin?

The CAS registry number of Mithramycin is 18378-89-7. Other or deprecated CAS numbers: 97666-60-9.

What is the molecular formula and weight of Mithramycin?

The molecular formula of Mithramycin is C52H76O24 and its molar mass is 1,085.16 g/mol.

What is Mithramycin used for?

Mesh Heading: Antibiotics, antineoplastic, fluorescent dyes, nucleic acid synthesis inhibitors, protein synthesis inhibitors.

Is Mithramycin hazardous?

Mithramycin carries the GHS signal word "Warning". Main hazards: harmful if swallowed. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Mithramycin?

Mithramycin is usually classified under HS code 293299 (Heterocyclic compounds with oxygen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Mithramycin?

CompoundList lists 21 suppliers of Mithramycin in China, United States, Australia, United Kingdom and 3 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Mithramycin?

Suppliers quote Mithramycin on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Mithramycin

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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