1,2:5,6-Dianhydro-D-mannitol
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1,2:5,6-Dianhydro-D-mannitol
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CAS No:
19895-66-0
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Formula:
C6H10O4
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Chemical Name:
1,2:5,6-Dianhydro-D-mannitol
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Synonyms:
D-Mannitol,1,2:5,6-dianhydro-;Mannitol,1,2:5,6-dianhydro-,D-;1,2:5,6-Dianhydro-D-mannitol;1,2:5,6-Dianhydromannitol;Dianhydromannitol;NSC 133129
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CAS No:
Description
One of the cytotoxic dihalohexitols that alkylates and cross-links DNA via an epoxide group during all phases of the cell cycle, resulting in a disruption of DNA function and cell cycle arrest. It has antineoplastic activity and also causes bone marrow toxicity.
Characteristics
65.5
-1.3
1.0945 (rough estimate)
65-66 °C
185.74°C (rough estimate)
1.4310 (estimate)
Drug Information
A class of drugs that differs from other alkylating agents used clinically in that they are monofunctional and thus unable to cross-link cellular macromolecules. Among their common properties are a requirement for metabolic activation to intermediates with antitumor efficacy and the presence in their chemical structures of N-methyl groups, that after metabolism, can covalently modify cellular DNA. The precise mechanisms by which each of these drugs acts to kill tumor cells are not completely understood. (From AMA, Drug Evaluations Annual, 1994, p2026) (See all compounds classified as Antineoplastic Agents, Alkylating.)
dianhydromannitol|1,2,5,6-Dianhydrogalactitol
Computed Properties
Molecular Weight:146.14
XLogP3:-1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:146.05790880
Monoisotopic Mass:146.05790880
Topological Polar Surface Area:65.5
Heavy Atom Count:10
Complexity:122
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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