Actinomycin D

Basic Information

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CAS Number

50-76-0

Molecular Formula

C62H86N12O16

Molecular Weight

1255.44 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

251-253?°C

Boiling Point

1386°C at 760 mmHg

Water Solubility

SOLUBLE

Flash Point

792.1°C

Solubility

ethanol, DMSO: Stable in aqueous solutions at 2-8 °C.soluble

Refractive Index

1.656

Vapor Pressure

0mmHg at 25°C

SMILES

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CC1C(C(=O)NC(C(=O)N2CCCC2C(=O)N(CC(=O)N(C(C(=O)O1)C(C)C)C)C)C(C)C)NC(=O)C3=C4C(=C(C=C3)C)OC5=C(C(=O)C(=C(C5=N4)C(=O)NC6C(OC(=O)C(N(C(=O)CN(C(=O)C7CCCN7C(=O)C(NC6=O)C(C)C)C)C)C(C)C)C)N)C

InChI

InChI=1S/C62H86N12O16/c1-27(2)42-59(84)73-23-17-19-36(73)57(82)69(13)25-38(75)71(15)48(29(5)6)61(86)88-33(11)44(55(80)65-42)67-53(78)35-22-21-31(9)51-46(35)64-47-40(41(63)50(77)32(10)52(47)90-51)54(79)68-45-34(12)89-62(87)49(30(7)8)72(16)39(76)26-70(14)58(83)37-20-18-24-74(37)60(85)43(28(3)4)66-56(45)81/h21-22,27-30,33-34,36-37,42-45,48-49H,17-20,23-26,63H2,1-16H3,(H,65,80)(H,66,81)(H,67,78)(H,68,79)/t33-,34-,36+,37+,42-,43-,44+,45+,48+,49+/m1/s1

InChIKey

RJURFGZVJUQBHK-IIXSONLDSA-N

LogP

0.7256400000000041

Topological Polar Surface Area

359.98 Å²

Hydrogen Bond Donor/Acceptor

6 / 28

Complexity

3030

Safety Information

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Hazard Class

Class 6.1(a) Class 6.1(a)

Stability

Stable, but light sensitive, especially in dilute solution. Incompatible with strong acids, strong bases, strong oxidizing agents. Combustible.

Synonyms & References

English

NCGC00260031-01
2-amino-4,6-dimethyl-3-oxo-1-N,9-N-bis-[(18aS)-10c,14,17-trimethyl-5,8,12,15,18-pentaoxo-6c,13t-di(propan-2-yl)-18ar-hexadecahydro-1H-pyrrolo[2,1-i][1,4,7,10,13]oxatetraazacyclohexadecin-9c-yl]-3H-phenoxazine-1,9-dicarboxamide
DACTINOMYCIN [USP-RS]
ActD
s8964
BP-25384
DACTINOMYCIN [WHO-DD]
2-amino-N,N''''-bis[(3R,6S,7R,10S,16S)-3,10-diisopropyl-2,5,9,12,15-pentaketo-7,11,14-trimethyl-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]-3-keto-4,6-dimethyl-phenoxazine-1,9-dicarboxamide
cid_457193
Actinomycin X 1
NCI-C04682
DACTINOMYCIN [VANDF]
Q186127
Actinomycin D, for fluorescence, >=90% (HPLC), from Streptomyces sp.
actinomycin-[thr-val-pro-sar-meval]
Dactinomycine
DTXSID9020031
NC00384
Cosmegen
Dactinomicina
GNF-Pf-2290
DACTINOMYCIN [INN]
NCGC00271789-02
DACTINOMYCINUM [WHO-IP LATIN]
HMS2052O17
Actactinomycin A IV
SMR000469227
Tox21_202482
BDBM43866
NCGC00161622-02
2-amino-N1,N9-bis[(3R,6S,7R,10S,16S)-3,10-diisopropyl-7,11,14-trimethyl-2,5,9,12,15-pentaoxo-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]-4,6-dimethyl-3-oxo-phenoxazine-1,9-dicarboxamide

MDL Number

MFCD00005033

Customs Code

29419000

FAQ

What are the physical and chemical properties of Actinomycin D (CAS: 50-76-0)?

Actinomycin D, CAS 50-76-0, is a cyclic depsipeptide antibiotic with a molecular weight of approximately 925.65 g/mol. It is sparingly soluble in water and ethanol. Actinomycin D exhibits significant reactivity towards nucleic acids, making it a potent antitumor agent. It typically forms a crystalline solid at room temperature.

How is Actinomycin D (CAS: 50-76-0) typically synthesized?

Actinomycin D (CAS: 50-76-0) is synthesized through semi-synthetic methods, starting from actinorhodin, a natural product from Streptomyces bacteria. The synthesis involves several steps, including acetylation, cyclization, and modification of the molecule's structure to achieve the desired antitumor activity.

What industries use Actinomycin D (CAS: 50-76-0)?

Actinomycin D (CAS: 50-76-0) is primarily used in the pharmaceutical industry for its antitumor properties. It is also used in research for its ability to inhibit DNA and RNA synthesis, making it valuable in molecular biology and genetic studies.

What precautions should be taken when handling Actinomycin D (CAS: 50-76-0)?

When handling Actinomycin D (CAS: 50-76-0), it is crucial to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood to minimize inhalation risks. Spills should be handled with caution using appropriate absorbent materials and followed by thorough cleaning and disposal according to safety data sheet (SDS) guidelines.