(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

• ChemBase ID: 132759
• Molecular Formular: C67H98N12O22
• Molecular Mass: 1423.56222
• Monoisotopic Mass: 1422.69186284
• 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
• Canonical 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
• 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

NAMES AND DATABASE IDS

Names

• 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
• 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
• Synonyms: Actinomycin D–Mannitol

Database IDs

• MDL Number: MFCD00216815
• PubChem SID: 162227036
• PubChem CID: 71308593

CALCULATED PROPERTIES

• Acid pKa: 10.501095
• H Acceptors: 16
• H Donor: 5
• LogD (pH = 5.5): -0.4924378
• LogD (pH = 7.4): -0.49273777
• Log P: -0.49243295
• Molar Refractivity: 321.8145 cm^3
• Polarizability: 123.04461 Å^3
• Polar Surface Area: 355.54 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble20 mg/mL
• Apperance: lyophilized powder

Safety Information

• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 28-40-42/43
• Safety Statements: 22-28-36/37-45
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H334-H351
• GHS Precautionary statements: P261-P264-P281-P301 + P310-P342 + P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• Storage Temperature: 2-8°C

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.