Skip to content
داکتینومایسین

Structure via PubChem · Public domain (PubChem)

EntityQ186127· pop 28· linked from 348 articles

داکتینومایسین

Sign in to save

Also known as Cosmegen, ActD, Actinomycin D, 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-dicarboxamide, Actinomycin iv, Meractinomycin, Actinomycin C1, GNF-Pf-1977

Dactinomycin, also known as actinomycin D, is a chemotherapy medication used to treat a number of types of cancer. This includes Wilms tumor, rhabdomyosarcoma, Ewing's sarcoma, trophoblastic neoplasm, testicular cancer, and certain types of ovarian cancer. It is given by injection into a vein.

Key facts

Drug.Verifiedfields
changed
Drug.Watchedfields
changed
Drug.verifiedrevid
477241639
Drug.IUPAC_name
2-Amino-N,''- bis[(6S,9R,10S,13R,18aS)-6,13-diisopropyl-2,5,9-trimethyl-1,4,7,11,14-pentaoxohexadecahydro-1H-pyrrolo[2,1-i][1,4,7,10,13]oxatetraazacyclohexadecin-10-yl]-4,6-dimethyl-3-oxo-3H''-phenoxazine-1,9-dicarboxamide
Drug.image
Actinomycin C1.svg
Drug.image_class
skin-invert-image
Drug.image2
Actinomycin D sticks.png
Drug.image_class2
bg-transparent
Drug.tradename
Cosmegen
Drug.MedlinePlus
a682224
Drug.pregnancy_AU
D
Drug.pregnancy_US
D
Drug.legal_AU
S4
Drug.legal_CA
Rx-only
Drug.legal_UK
POM
Drug.legal_US
Rx-only
Drug.routes_of_administration
IV
Drug.protein_bound
5%

via Wikipedia infobox

Chemical data

Formula
C62H86N12O16
Molecular weight
1255.4 g/mol
IUPAC name
2-amino-4,6-dimethyl-3-oxo-1-N,9-N-bis[(3R,6S,7R,10S,16S)-7,11,14-trimethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]phenoxazine-1,9-dicarboxamide
SMILES
C[C@@H]1[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N(CC(=O)N([C@H](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)N[C@H]6[C@H](OC(=O)[C@@H](N(C(=O)CN(C(=O)[C@@H]7CCCN7C(=O)[C@H](NC6=O)C(C)C)C)C)C(C)C)C)N)C
InChIKey
RJURFGZVJUQBHK-IIXSONLDSA-N
XLogP
3.8
Polar surface area
356 Ų
H-bond donors
5
H-bond acceptors
18
Formal charge
0

via PubChem

Research

19,514 papers

via PubMed

Wikidata facts

Has part
nitrogen
Mass
1254.628
Has use
medication
Show 7 more facts
chemical formula
C₆₂H₈₆N₁₂O₁₆
medical condition treated
Ewing sarcoma
subject has role
essential medicine
isomeric SMILES
C[C@@H]1[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N(CC(=O)N([C@H](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)N[C@H]6[C@H](OC(=O)[C@@H](N(C(=O)CN(C(=O)[C@@H]7CCCN7C(=O)[C@H](NC6=O)C(C)C)C)C)C(C)C)C)N)C
canonical SMILES
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
Commons category
Dactinomycin
stylized name
DACTINomycin
Sources (9)

via Wikidata · CC0

Gallery (2)