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Impurities and reference standards

Mitomycin A

Also known as Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-6,8a-dimethoxy-5-methyl-, carbamate (ester), [(4S,6S,7R,8S)-7,11-dimethoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate, ((4S,6S,7R,8S)-7,11-dimethoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo(7.4.0.02,7.04,6)trideca-1(9),11-dien-8-yl)methyl carbamate

CAS 4055-39-4Formula C16H19N3O6Molar mass 349.34 g/mol
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Mitomycin A chemical structure, C16H19N3O6, CAS 4055-39-4
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
4055-39-4
Formula
C16H19N3O6
Appearance
Red-violet crystals from acetone + carbon tetrachloride
Solubility
Freely soluble in organic solvents
HS code
293399
Category
Impurities and reference standards
Illustrative photo, red pigment powder in a glass jar on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is Mitomycin A?

Plain description, key identifiers and synonyms

Mitomycin A is a member of the family of mitomycins that exhibits antibiotic and antitumour properties as well as a high level of toxicity. It has a role as an alkylating agent, a toxin, an antimicrobial agent and an antineoplastic agent. It is a mitomycin and an ether. It is a conjugate acid of a mitomycin A(1-).

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
[(4S,6S,7R,8S)-7,11-dimethoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
CAS number
4055-39-4
Molecular formula
C16H19N3O6
UNII
87TMG6FJHV
InChIKey
HYFMSAFINFJTFH-NGSRAFSJSA-N
InChI
InChI=1S/C16H19N3O6/c1-6-11(20)10-9(12(21)13(6)23-2)7(5-25-15(17)22)16(24-3)14-8(18-14)4-19(10)16/h7-8,14,18H,4-5H2,1-3H3,(H2,17,22)/t7-,8+,14+,16-/m1/s1
Canonical SMILES
COC1=C(C)C(=O)C2=C(C1=O)C(COC(N)=O)C1(OC)C3NC3CN21
Isomeric SMILES
CC1=C(C(=O)C2=C(C1=O)N3C[C@H]4[C@@H]([C@@]3([C@@H]2COC(=O)N)OC)N4)OC

Synonyms

  • Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-6,8a-dimethoxy-5-methyl-, carbamate (ester)
  • [(4S,6S,7R,8S)-7,11-dimethoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
  • ((4S,6S,7R,8S)-7,11-dimethoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo(7.4.0.02,7.04,6)trideca-1(9),11-dien-8-yl)methyl carbamate
  • Mitomycin EP Impurity B
  • MitomycinA
  • ((1aS,8S,8aR,8bS)-6,8a-Dimethoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazirino[2',3':3,4]pyrrolo[1,2-a]indol-8-yl)methyl carbamate
  • [(1as,8s,8ar,8bs)-6,8a-Dimethoxy-5-Methyl-4,7-Dioxo-1,1a,2,4,7,8,8a,8b-Octahydroazireno[2',3':3,4]pyrrolo[1,2-A]indol-8-Yl]methyl Carbamate
  • [(1aS,8S,8aR,8bS)-6,8a-Dimethoxy-5-methyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazirino[2',3':3,4]pyrrolo[1,2-a]indol-8-yl]methyl carbamate
  • Mitomycin EP Impurity B (Mitomycin A)
  • Mitomycin impurity b
  • Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 8-(((aminocarbonyl)oxy)methyl)-1,1a,2,8,8a,8b-hexahydro-6,8a-dimethoxy-5-methyl-, (1as,8S,8ar,8bs)-

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
Red-violet crystals from acetone + carbon tetrachlorideexp.
Solubility
Freely soluble in organic solventsexp.

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
349.34 g/molcalc.
Exact mass
349.1274 Dacalc.
LogP (octanol/water)
-0.96calc.
Topological polar surface area
130.1 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
8calc.
Rotatable bonds
4calc.
Heavy atoms
25calc.
Rings
4calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.56calc.
Formal charge
0calc.
Stereocentres
4calc.
Lipinski rule of five
Passes (0 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=C1C=CC(=O)C2=C1CC1C3NC3CN21

O=C1C=CC(=O)C2=C1CC1C3NC3CN21

4 rings, 15 atoms.

82 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

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

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Mitomycin A price

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Uses and applications

What the substance is used for, by industry and function

DNA alkylating/cross-linking agent (mitomycins).

Roles

  • aetiopathogenetic role
  • alkylating agent
  • antimicrobial agent
  • antineoplastic agent
  • genotoxin
  • metabolite
  • mutagen
  • pharmaceutical
  • poison
  • toxin

Pharmacology

Mitomycin A is a methylazirinopyrroloindoledione antineoplastic antibiotic isolated from the bacterium Streptomyces caespitosus. Bioreduced mitomycin A generates oxygen radicals, alkylates DNA, and produces interstrand DNA cross-links, thereby inhibiting DNA synthesis. Mitomycin A is more toxic than mitomycin C due to increased and nonselective DNA cross-linking in both aerobic and hypoxic cells. (NCI04)

How it is made

Yamamoto, Kenkyusho, Japan pat. 2898 (1956), Kenkyusho, Brit. pat. 830,874 (1960 to Kyowa), Gourevitch et al, U.S. pat. 3,042583 (1962 to Bristol-Myers) (production of the complex)

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 Mitomycin A is traded under.

HS 2933.99Indicative HS code

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

World exports in 2024
$12.1B
−31.0% vs 2023, imports $28.8B
2019 to 2024
Top exporters
  1. China30.5%
  2. India * partner reported16.3%
  3. Ireland9.0%
Top importers
  1. Slovenia31.7%
  2. Italy24.2%
  3. United States5.0%

* Partner reported figures, a lower bound.

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

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

Frequently asked questions

Quick answers about Mitomycin A, based on the data on this page

What is Mitomycin A?

Mitomycin A is a member of the family of mitomycins that exhibits antibiotic and antitumour properties as well as a high level of toxicity. It has a role as an alkylating agent, a toxin, an antimicrobial agent and an antineoplastic agent. It is a mitomycin and an ether. It is a conjugate acid of a mitomycin A(1-).

What is the CAS number of Mitomycin A?

The CAS registry number of Mitomycin A is 4055-39-4.

What is the molecular formula and weight of Mitomycin A?

The molecular formula of Mitomycin A is C16H19N3O6 and its molar mass is 349.34 g/mol.

What is Mitomycin A used for?

DNA alkylating/cross-linking agent (mitomycins).

Is Mitomycin A hazardous?

No GHS hazard classification for Mitomycin A is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Mitomycin A?

Mitomycin A is usually classified under HS code 293399 (Heterocyclic compounds with nitrogen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Mitomycin A?

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What is the price of Mitomycin A?

Suppliers quote Mitomycin A 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 Mitomycin A

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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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