Microbial
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 01:04:12 UTC
Update Date2022-08-27 05:53:56 UTC
Metabolite IDMMDBc0008121
Metabolite Identification
Common NameActinomycin D
DescriptionDactinomycin, also known as cosmegen or actd, belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. Dactinomycin is a drug which is used 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. Dactinomycin is in the cytotoxic antibiotic family of medications. Dactinomycin is an extremely weak basic (essentially neutral) compound (based on its pKa). Because actinomycin can bind DNA duplexes, it can also interfere with DNA replication, although other chemicals such as hydroxyurea are better suited for use in the laboratory as inhibitors of DNA synthesis. Actinomycin D does this by binding DNA at the transcription initiation complex and preventing elongation of RNA chain by RNA polymerase. It was first isolated by Selman Waksman and his co-worker H. Boyd Woodruff in 1940. Use in pregnancy may harm the baby. The wholesale cost in the developing world is about US$24.73 per 500 mcg vial.
Structure
Synonyms
ValueSource
2-Amino-N,n'-bis(hexadecahydro-2,5,9-trimethyl-6,13-bis(1-methylethyl)-1,4,7,11,14-pentaoxo-1H-pyrrolo(2,1-i)(1,4,7,10,13)oxatetra-azacyclohexadecin-10-yl)-4,6-dimethyl-3-oxo-3H-phenoxazine-1,9-dicarboxamideChEBI
ActDChEBI
Actinomycin C1ChEBI
Actinomycin IVChEBI
Actinomycin DHMDB
Ac-deHMDB
CosmegenHMDB
Lyovac, cosmegenHMDB
MSD Brand OF dactinomycinHMDB
Lemery brand OF dactinomycinHMDB
Lyovac-cosmegenHMDB
Merck brand OF dactinomycinHMDB
Merck sharp and dohme brand OF dactinomycinHMDB
Cosmegen lyovacHMDB
MeractinomycinHMDB
ActinomycinHMDB
Merck frosst brand OF dactinomycinHMDB
Lyovac cosmegenHMDB
LyovacCosmegenHMDB
DactinomycinChEBI
Molecular FormulaC62H86N12O16
Average Mass1255.417
Monoisotopic Mass1254.628474764
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
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
InChI KeyRJURFGZVJUQBHK-IIXSONLDSA-N