1-N,9-N-bis[(6S,9R,10S,13R,18aS)-6,13-diisopropyl-2,5,9-trimethyl-1,4,7,11,14-pentaoxo-decahydropyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2-amino-6-methyl-3-oxophenoxazine-1,9-dica...

General Information

Structure

Molecular Formula

C₆₇H₉₈N₁₂O₂₂

Molecular Mass

1423.56222

Exact Mass

1422.69186284

Charge

InChI

InChI=1S/C61H84N12O16.C6H14O6/c1-27(2)43-58(83)72-22-16-18-35(72)56(81)68(12)25-39(75)70(14)49(29(5)6)60(85)87-32(10)45(54(79)64-43)66-52(77)34-21-20-31(9)51-47(34)63-48-38(89-51)24-37(74)42(62)41(48)53(78)67-46-33(11)88-61(86)50(30(7)8)71(15)40(76)26-69(13)57(82)36-19-17-23-73(36)59(84)44(28(3)4)65-55(46)80;7-1-3(9)5(11)6(12)4(10)2-8/h20-21,24,27-30,32-33,35-36,43-46,49-50H,16-19,22-23,25-26,62H2,1-15H3,(H,64,79)(H,65,80)(H,66,77)(H,67,78);3-12H,1-2H2/t32-,33-,35+,36+,43-,44-,45+,46+,49+,50+;3-,4-,5-,6-/m11/s1

InChIKey

AURFRHZIDSMTRK-CSXPNASWSA-N

Canonic Smiles

O=C1N[C@H](C(C)C)C(=O)N2CCC[C@H]2C(=O)N(C)CC(=O)N([C@H](C(=O)O[C@@H]([C@@H]1NC(=O)c1c2nc3c(ccc(c3oc2cc(=O)c1N)C)C(=O)N[C@H]1[C@@H](C)OC(=O)[C@H](C(C)C)N(C)C(=O)CN(C(=O)[C@H]2N(C(=O)[C@H](NC1=O)C(C)C)CCC2)C)C)C(C)C)C.OC[C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O

Isomeric Smiles

Cc1ccc(c2c1oc1cc(=O)c(c(c1n2)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](N(C(=O)CN(C(=O)[C@@H]2CCCN2C(=O)[C@H](NC1=O)C(C)C)C)C)C(C)C)C)N)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](N(C(=O)CN(C(=O)[C@@H]2CCCN2C(=O)[C@H](NC1=O)C(C)C)C)C)C(C)C)C.C([C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)O

Calculated Properties

JChem

Acid pKa

10.501095

H Acceptors

H Donor

LogD (pH = 5.5)

-0.4924378

LogD (pH = 7.4)

-0.49273777

Log P

-0.49243295

Molar Refractivity

321.8145

Polarizability

123.04461

Polar Surface Area

355.54

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

IUPAC Traditional name

1-N,9-N-bis[(6S,9R,10S,13R,18aS)-6,13-diisopropyl-2,5,9-trimethyl-1,4,7,11,14-pentaoxo-decahydropyrrolo[2,1-i]1-oxa-4,7,10,13-tetraazacyclohexadecan-10-yl]-2-amino-6-methyl-3-oxophenoxazine-1,9-dicarboxamide; mannitol

IUPAC name

(2R,3R,4R,5R)-hexane-1,2,3,4,5,6-hexol; 1-N,9-N-bis[(6S,9R,10S,13R,18aS)-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]-2-amino-6-methyl-3-oxo-3H-phenoxazine-1,9-dicarboxamide

Synonyms

Actinomycin D–Mannitol

Names and Identifiers

Registration numbers

MDL Number

MFCD00216815

PubChem CID

71308593

PubChem SID

162227036

Registration numbers

Properties

Physical Property

H2O: soluble20 mg/mL

lyophilized powder

Properties

Related Proteins

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

A5156

Components
1 mg actinomycin D and 49 mg mannitol per vial
Biochem/physiol Actions
An antineoplastic antibiotic that inhibits cell proliferation by forming a stable complex with DNA and blocking the movement of RNA polymerase which interferes with DNA-dependent RNA synthesis. Induces apoptosis. Potent antitumor agent. For cell culture applications, actinomycin D is used as a selection agent and is used in banding techniques to differentiate between different regions of chromosomes.
An antineoplastic antibiotic that inhibits cell proliferation by forming a stable complex with DNA and blocking the movement of RNA polymerase which interferes with DNA-dependent RNA synthesis. Induces apoptosis. Potent antitumor agent. For cell culture applications, actinomycin D is used as a selection agent and in banding techniques to differentiate between different regions of chromosomes.Actinomycin D is an antineoplastic antibiotic that inhibits cell proliferation by forming a stable complex with DNA and blocking the movement of RNA polymerase which interferes with DNA-dependent RNA synthesis. Induces apoptosis. Potent antitumor agent.
Application
Actinomycin D is used as a selection agent and is used in banding techniques to differentiate between different regions of chromosomes. Actinomycin induces apoptosis and is used as a potent antitumor agent 1.

Molecule Details

References

PubChem Literature

No Data Available

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References

Bioactivity

PubChem BioAssay

Bioactivity