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Dactinomycin_Molecular_structure_CAS_50-76-0)
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Dactinomycin

Catalog No. DB00970 Name DrugBank
CAS Number 50-76-0 Website http://www.ualberta.ca/
M. F. C62H86N12O16 Telephone (780) 492-3111
M. W. 1255.41704 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 845

SYNONYMS

IUPAC name
2-amino-4,6-dimethyl-3-oxo-1-N,9-N-bis[2,5,9-trimethyl-1,4,7,11,14-pentaoxo-6,13-bis(propan-2-yl)-hexadecahydro-1H-pyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-3H-phenoxazine-1,9-dicarboxamide
IUPAC Traditional name
actinomycin D
Brand Name
Meractinomycin
ACT D
Cosmegen
Actinomycin Aiv
Oncostatin K
ACT
Actinomycin 11 Cosmegen
Actinomycin C1
Actinomycin I
Dactinomycin D
Dilactone Actinomycin D Acid
HBF 386 Meractinomycin
Oxamide
ACTINOMYCIN D
ACTO-D
Actactinomycin a Iv
Actinomycin 7
Actinomycin I1
Actinomycin Iv
Actinomycin X 1
Actinomycindioic D Acid, Dilactone
Chounghwamycin B
Dilactone Actinomycindioic D Acid
Lyovac Cosmegen
Synonyms
Dactinomycine [INN-French]
Dactinomicina [INN-Spanish]
Dactinomycinum [INN-Latin]
AD
Antibiotic From Streptomyces Parvullus

DATABASE IDS

CAS Number 50-76-0

PROPERTIES

Hydrophobicity(logP) 1.6
Solubility Soluble at 10°C

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A compound composed of a two cyclic peptides attached to a phenoxazine that is derived from streptomyces parvullus. It binds to DNA and inhibits RNA synthesis (transcription), with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. (From AMA Drug Evaluations Annual, 1993, p2015)
Indication For the treatment of Wilms' tumor, childhood rhabdomyosarcoma, Ewing's sarcoma and metastatic, nonseminomatous testicular cancer as part of a combination chemotherapy and/or multi-modality treatment regimen
Pharmacology Generally, the actinomycins exert an inhibitory effect on gram-positive and gram-negative bacteria and on some fungi. However, the toxic properties of the actinomycins (including dactinomycin) in relation to antibacterial activity are such as to preclude their use as antibiotics in the treatment of infectious diseases. Because the actinomycins are cytotoxic, they have an antineoplastic effect which has been demonstrated in experimental animals with various types of tumor implant. This cytotoxic action is the basis for their use in the treatment of certain types of cancer. Dactinomycin is believed to produce its cytotoxic effects by binding DNA and inhibiting RNA synthesis.
Toxicity hepatoxicity
Affected Organisms
Humans and other mammals
Biotransformation hepatic
Absorption poorly absorbed from gastrointestinal tract
Half Life 36 hours
Protein Binding 5%
References
Sobell HM: Actinomycin and DNA transcription. Proc Natl Acad Sci U S A. 1985 Aug;82(16):5328-31. [Pubmed]
Turan T, Karacay O, Tulunay G, Boran N, Koc S, Bozok S, Kose MF: Results with EMA/CO (etoposide, methotrexate, actinomycin D, cyclophosphamide, vincristine) chemotherapy in gestational trophoblastic neoplasia. Int J Gynecol Cancer. 2006 May-Jun;16(3):1432-8. [Pubmed]
Abd El-Aal HH, Habib EE, Mishrif MM: Wilms' tumor: the experience of the pediatric unit of Kasr El-Aini center of radiation oncology and nuclear medicine (NEMROCK). J Egypt Natl Canc Inst. 2005 Dec;17(4):308-14. [Pubmed]
Khatua S, Nair CN, Ghosh K: Immune-mediated thrombocytopenia following dactinomycin therapy in a child with alveolar rhabdomyosarcoma: the unresolved issues. J Pediatr Hematol Oncol. 2004 Nov;26(11):777-9. [Pubmed]
External Links
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REFERENCES

  • Turan T, Karacay O, Tulunay G, Boran N, Koc S, Bozok S, Kose MF: Results with EMA/CO (etoposide, methotrexate, actinomycin D, cyclophosphamide, vincristine) chemotherapy in gestational trophoblastic neoplasia. Int J Gynecol Cancer. 2006 May-Jun;16(3):1432-8. Pubmed
  • Abd El-Aal HH, Habib EE, Mishrif MM: Wilms' tumor: the experience of the pediatric unit of Kasr El-Aini center of radiation oncology and nuclear medicine (NEMROCK). J Egypt Natl Canc Inst. 2005 Dec;17(4):308-14. Pubmed
  • Khatua S, Nair CN, Ghosh K: Immune-mediated thrombocytopenia following dactinomycin therapy in a child with alveolar rhabdomyosarcoma: the unresolved issues. J Pediatr Hematol Oncol. 2004 Nov;26(11):777-9. Pubmed
  • Sobell HM: Actinomycin and DNA transcription. Proc Natl Acad Sci U S A. 1985 Aug;82(16):5328-31. Pubmed