13422-52-1
Chemical Structure
Aquacobalamin
- CAS No.: 13422-52-1
- Formula:C62H90CoN13O16P
- Molecular Weight:1363.36
InChIKey: CDMWPHIGTNJOQY-UHFFFAOYSA-J
SMILES: O[Co+3]1234-;@[N]5=;@C6-;@C(C)=;@C(-;@C(CC(N)=O)(C)-;@C-;@7CCC(N)=O)-;@[N]-;@1=;@C7-;@C=;@C(-;@C(C)(C)-;@C-;@8CCC(N)=O)-;@[N]-;@2=;@C8-;@C(C)=;@C(-;@C(C)(-;@C-;@C-;@C(-;@N-;@C-;@C(C)-;@O-;@P(-;@O-;@C9-;@C(O)-;@C(-;@O-;@C-;@9CO)-;@N%10-;@C=;@[N]-;@4-;@C%11=;@C-;@%10-;@C=;@C(C)-;@C(C)=;@C-;@%11)([O-])=O)=O)-;@C-;@%12CC(N)=O)-;@[N-]-;@3-;@C%12-;@C-;@5(C)-;@C(CC(N)=O)(C)-;@C-;@6CCC(N)=O.[OH-]
Biological Activity: Aquacobalamin is an orally active cobalamin (vitamin B12) derivative. Aquacobalamin acts as an antidote to exert neuroprotective, anticonvulsant, and promyelinating effects. Aquacobalamin exhibits condition-dependent bidirectional redox regulatory functions within cells (antioxidant scavenging of superoxide anions or pro-oxidant induction of cell apoptosis), and possesses weak antitumor activity. Aquacobalamin can be used in research on convulsions, cyanide poisoning, cancer, and hepatitis[1][2][3][4][5][6][7][8].
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Aquacobalamin | Aquacobalamin is an orally active cobalamin (vitamin B12) derivative. Aquacobalamin acts as an antidote to exert neuroprotective, anticonvulsant, and promyelinating effects. Aquacobalamin exhibits condition-dependent bidirectional redox regulatory functions within cells (antioxidant scavenging of superoxide anions or pro-oxidant induction of cell apoptosis), and possesses weak antitumor activity. Aquacobalamin can be used in research on convulsions, cyanide poisoning, cancer, and hepatitis. | |||||||||||||||||||||
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References
- [1]. Gromova OA, et al. Vitamin B12 hydrophobic derivative exhibits bioactivity: biomedical and photophysical study. BioNanoScience. 2022 Mar;12(1):74-82.
- [2]. Moreira ES, et al. Vitamin B12 protects against superoxide-induced cell injury in human aortic endothelial cells. Free radical biology & medicine. 2011 Aug 15;51(4):876-83. [Content Brief]
- [3]. Fujii K, et al. Vitamin B12-dependent replication of L1210 mouse leukemia cells. A model system for cobalamin-folate inter-relationships. Journal of Biological Chemistry. 1981 Oct 25;256(20):10329-34.
- [4]. Shatalin YV, et al. Differences in the Formation of Reactive Oxygen Species and Their Cytotoxicity between Thiols Combined with Aqua- and Cyanocobalamins. International journal of molecular sciences. 2022 Sep 20;23(19):11032.
- [5]. Krapez JR, et al. Effects of cyanide antidotes used with sodium nitroprusside infusions: sodium thiosulphate and hydroxocobalamin given prophylactically to dogs. British journal of anaesthesia. 1981 Aug;53(8):793-804.
- [6]. Birch CS, et al. A novel role for vitamin B(12): Cobalamins are intracellular antioxidants in vitro. Free radical biology & medicine. 2009 Jul 15;47(2):184-8.
- [7]. Gromova OA, et al. Antitumor effects of vitamin B12 in vitro, in vivo, in silico. FARMAKOEKONOMIKA. Modern Pharmacoeconomics and Pharmacoepidemiology. 2024 Apr 3.
- [8]. Gromova OA, et al. Antidote activity of vitamin B12 derivative compared with its original and aqua forms; in vitro and in vivo study. Journal of Food Science and Technology. 2025 May 23:1-3.
