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Product No: DT7871

Actinomycin D, min.95% (HPLC)

Name: Actinomycin D
Brand: Chempure
Rating: 4 (1 reviews)

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CAS Number

50-76-0

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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
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
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
inchi key	RJURFGZVJUQBHK-IIXSONLDSA-N
molecular formula	C62H86N12O16
synonyms	DACTINOMYCIN actinomycin D Actinomycin C1 Actinomycin IV Meractinomycin
Compound Description	Actinomycin d appears as bright red rhomboid prisms or red powder. Actinomycin D is an actinomycin. It has a role as a mutagen. 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 , with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. Dactinomycin is an Actinomycin. The mechanism of action of dactinomycin is as a Nucleic Acid Synthesis Inhibitor, and Protein Synthesis Inhibitor. Dactinomycin is an intravenously administered, antineoplastic antibiotic that is used in the treatment of solid tumors in children and choriocarcinoma in adult women. In high doses, dactinomycin can cause severe liver injury including sinusoidal obstruction syndrome. Dactinomycin is a natural product found in Streptomyces, Streptomyces flavovirens, and other organisms with data available. Dactinomycin is a chromopeptide antineoplastic antibiotic isolated from the bacterium Streptomyces parvulus. Dactinomycin intercalates between adjacent guanine-cytosine base pairs, blocking the transcription of DNA by RNA polymerase; it also causes single-strand DNA breaks, possibly via a free-radical intermediate or an interaction with topoisomerase II. Actinomycin D can cause cancer and developmental toxicity according to state or federal government labeling requirements. 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 , with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy.

Computed Properties

Molecular Weight:	1255.4 g/mol
XLogP3:	3.8
Hydrogen Bond Donor Count:	5
Hydrogen Bond Acceptor Count:	18
Rotatable Bond Count:	8
Exact Mass:	1254.62847470 g/mol
Monoisotopic Mass:	1254.62847470 g/mol
Topological Polar Surface Area:	356 Å²
Heavy Atom Count:	90
Formal Charge:	0
Complexity:	3030
Isotope Atom Count:	0
Defined Atom Stereocenter Count:	10
Undefined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
Covalently-Bonded Unit Count:	1
Compound Is Canonicalized:	Yes

Related Compounds

Dactinomycin

Cosmegen

Actinomycin-[threo-val-pro-sar-meval]

2-amino-4,6-dimethyl-3-oxo-1-N,9-N-bis[(3S,6S,7S,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

2-amino-4,6-dimethyl-3-oxo-1-N-[(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]-9-N-[(3R,6S,7R,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

2-amino-4,6-dimethyl-3-oxo-9-N-[(3R,6R,7S,10R,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]-1-N-[(3R,6S,7S,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

2-amino-4,6-dimethyl-3-oxo-9-N-[(3R,6S,7R,10R,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]-1-N-[(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

actinomycin G3

Actinomycin X2

Actinomycin xoa

Cactinomycin

7-Aminoactinomycin D

actinomycin G5

actinomycin G4

actinomycin G6

hazard signal	Danger
hazard classes and categories	Acute Tox. 2 (100%) Carc. 1B (78.24%) Repr. 1A (77.2%)
precautionary statement codes	P203, P264, P270, P280, P301+P316, P318, P321, P330, P405, and P501
hazard statements	H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral] H350 (78.24%): May cause cancer [Danger Carcinogenicity] H360 (77.2%): May damage fertility or the unborn child [Danger Reproductive toxicity]

symptoms
carcinogen classification	IARC Carcinogenic Agent: Actinomycin D
carcinogen classification	IARC Carcinogenic Classes: Group 3: Not classifiable as to its carcinogenicity to humans
carcinogen classification	IARC Monographs: Volume 10: Some Naturally Occurring SubstancesVolume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0

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About this item

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
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
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
inchi key	RJURFGZVJUQBHK-IIXSONLDSA-N
molecular formula	C62H86N12O16
synonyms	DACTINOMYCIN actinomycin D Actinomycin C1 Actinomycin IV Meractinomycin
Compound Description	Actinomycin d appears as bright red rhomboid prisms or red powder. Actinomycin D is an actinomycin. It has a role as a mutagen. 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 , with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy. Dactinomycin is an Actinomycin. The mechanism of action of dactinomycin is as a Nucleic Acid Synthesis Inhibitor, and Protein Synthesis Inhibitor. Dactinomycin is an intravenously administered, antineoplastic antibiotic that is used in the treatment of solid tumors in children and choriocarcinoma in adult women. In high doses, dactinomycin can cause severe liver injury including sinusoidal obstruction syndrome. Dactinomycin is a natural product found in Streptomyces, Streptomyces flavovirens, and other organisms with data available. Dactinomycin is a chromopeptide antineoplastic antibiotic isolated from the bacterium Streptomyces parvulus. Dactinomycin intercalates between adjacent guanine-cytosine base pairs, blocking the transcription of DNA by RNA polymerase; it also causes single-strand DNA breaks, possibly via a free-radical intermediate or an interaction with topoisomerase II. Actinomycin D can cause cancer and developmental toxicity according to state or federal government labeling requirements. 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 , with chain elongation more sensitive than initiation, termination, or release. As a result of impaired mRNA production, protein synthesis also declines after dactinomycin therapy.

Computed Properties

Molecular Weight:	1255.4 g/mol
XLogP3:	3.8
Hydrogen Bond Donor Count:	5
Hydrogen Bond Acceptor Count:	18
Rotatable Bond Count:	8
Exact Mass:	1254.62847470 g/mol
Monoisotopic Mass:	1254.62847470 g/mol
Topological Polar Surface Area:	356 Å²
Heavy Atom Count:	90
Formal Charge:	0
Complexity:	3030
Isotope Atom Count:	0
Defined Atom Stereocenter Count:	10
Undefined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
Covalently-Bonded Unit Count:	1
Compound Is Canonicalized:	Yes

Related Compounds

Dactinomycin

Cosmegen

Actinomycin-[threo-val-pro-sar-meval]

actinomycin G3

Actinomycin X2

Actinomycin xoa

Cactinomycin

7-Aminoactinomycin D

actinomycin G5

actinomycin G4

actinomycin G6

hazard signal	Danger
hazard classes and categories	Acute Tox. 2 (100%) Carc. 1B (78.24%) Repr. 1A (77.2%)
precautionary statement codes	P203, P264, P270, P280, P301+P316, P318, P321, P330, P405, and P501
hazard statements	H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral] H350 (78.24%): May cause cancer [Danger Carcinogenicity] H360 (77.2%): May damage fertility or the unborn child [Danger Reproductive toxicity]

symptoms
carcinogen classification	IARC Carcinogenic Agent: Actinomycin D
carcinogen classification	IARC Carcinogenic Classes: Group 3: Not classifiable as to its carcinogenicity to humans
carcinogen classification	IARC Monographs: Volume 10: Some Naturally Occurring SubstancesVolume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0

Product No: DT7871

Actinomycin D, min.95% (HPLC)

Product No: DT7871

About this item

NAME AND IDENTIFIERS

CHEMICAL AND PHYSICAL PROPERTIES

Related Compounds

SAFETY AND HAZARDS

TOXICITY

About this item

Documentation

Certificate of Analysis

Require a Sample Certificate of Analysis (COA) ?

Reviews

Product No: DT7871

About this item

NAME AND IDENTIFIERS

CHEMICAL AND PHYSICAL PROPERTIES

Related Compounds

SAFETY AND HAZARDS

TOXICITY

Require a Sample Certificate of Analysis (COA) ?