Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C62H88N13O14P.Co |
| Molecular Weight | 1329.3478 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 14 / 14 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Co++].[H][C@]12[N-]C(=C(C)C3=NC(=CC4=NC(=C(C)C5=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]5CCC(N)=O)[C@@](C)(CC(N)=O)[C@@H]4CCC(N)=O)C(C)(C)[C@@H]3CCC(N)=O)[C@](C)(CCC(=O)NC[C@H](C)OP([O-])(=O)O[C@@H]6[C@@H](CO)O[C@@H]([C@@H]6O)N7C=NC8=C7C=C(C)C(C)=C8)[C@H]2CC(N)=O
InChI
InChIKey=ASARMUCNOOHMLO-WLORSUFZSA-L
InChI=1S/C62H90N13O14P.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);/q;+2/p-2/t31-,34+,35+,36+,37-,41+,52+,53+,56+,57-,59+,60-,61-,62-;/m0./s1
DescriptionCurator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/23183296
Curator's Comment: description was created based on several sources, including:
https://www.ncbi.nlm.nih.gov/pubmed/23183296
Cobalamin (vitamin B12) is a cobalt-containing, B complex vitamin. B12 group (cobalamins) consist of cyanocobalamin, hydroxocobalamin, methylcobalamin and cobalamid. Neither plants nor animals are independently capable of constructing vitamin B12. Only bacteria and archaea have the enzymes required for its biosynthesis. Therefore, humans must absorb it from food. Excellent sources of B12 are foods of ruminant origin, so dairy and meat products play an important role in efforts to meet the official daily B12 intake. Vitamin B12 deficiency can potentially cause severe and irreversible damage, especially to the brain and nervous system. Vitamin B12 is used to treat vitamin B12 deficiency, including pernicious anemia.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P27352 Gene ID: 2694.0 Gene Symbol: GIF Target Organism: Homo sapiens (Human) |
0.1 µM [Kd] | ||
Target ID: P20062 Gene ID: 6948.0 Gene Symbol: TCN2 Target Organism: Homo sapiens (Human) |
|||
Target ID: P20061 Gene ID: 6947.0 Gene Symbol: TCN1 Target Organism: Homo sapiens (Human) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Cytogenetic and cytologic findings in enzymopenic panmyelopathies and pancytopenias. Familial myelopathy of Fanconi, glutathione-reductase deficiency anemia and megaloblastic B12 deficiency anemia]. | 1966 |
|
| Optic neuropathy caused by vitamin-B12 deficiency in carriers of the fish tapeworm, Diphyllobothrium latum. | 1966 Mar 26 |
|
| Sensitivity to cyanocobalamin and hydroxocobalamin. | 1971 May 1 |
|
| A qualitative platelet defect in severe vitamin B 12 deficiency. Response, hyperresponse, and thrombosis after vitamin B 12 therapy. | 1973 Apr |
|
| [A case of metabolic encephalopathy caused by vitamin B 12-dependent methylmalonicaciduria]. | 1981 |
|
| Acute organic psychosis caused by thyrotoxicosis and vitamin B12 deficiency: case report. | 1985 Mar |
|
| Gaucher's disease: a case report with coincidental vitamin B12 deficiency anaemia. | 1985 Sep |
|
| Glycosylated haemoglobin (HbA1c) in iron- and vitamin B12 deficiency. | 1990 Feb |
|
| [Regressive dementia-like syndrome caused by vitamin B 12 deficiency without hematologic abnormalities in a 92-year old patient]. | 1990 Nov 3 |
|
| Maternal vegan diet causing a serious infantile neurological disorder due to vitamin B12 deficiency. | 1991 Jan |
|
| Orthostatic hypotension induced by vitamin B12 deficiency. | 1991 Jun |
|
| Risk factors for dideoxynucleoside-induced toxic neuropathy in patients with the human immunodeficiency virus infection. | 1995 Oct 1 |
|
| A case report of 46,XX,del(21)(q22) de novo deletion associated with Imerslund-Grasbeck syndrome. | 1996 Oct |
|
| Retrospective analysis of drug-induced urticaria and angioedema: a survey of 2287 patients. | 2001 Nov |
|
| Acute dementia with delirium due to vitamin B12 deficiency: a case report. | 2002 |
|
| [Effectiveness of oral vitamin B12 therapy for pernicious anemia and vitamin B12 deficiency anemia]. | 2002 Mar |
|
| [Myelopathy due to vitamin B12 deficiency presenting as transverse myelitis]. | 2002 Mar |
|
| Transcobalamin deficiency due to activation of an intra exonic cryptic splice site. | 2003 Dec |
|
| Cervical myelopathy due to chronic vitamin B12 deficiency or herniated cervical disc or both. | 2003 Oct-Nov |
|
| Folate therapy and in-stent restenosis after coronary stenting. | 2004 Jun 24 |
|
| Posterior arm and deltoid compartment syndrome after vitamin B12 injection. | 2004 May |
|
| Reversible nitrous oxide myelopathy and a polymorphism in the gene encoding 5,10-methylenetetrahydrofolate reductase. | 2006 Feb |
|
| Cobalamin potentiates vinblastine cytotoxicity through downregulation of mdr-1 gene expression in HepG2 cells. | 2007 |
|
| Susceptibility groups for Alzheimer's disease (OPTIMA cohort): integration of gene variants and biochemical factors. | 2007 Jan |
|
| Protein interactions in the human methionine synthase-methionine synthase reductase complex and implications for the mechanism of enzyme reactivation. | 2007 Jun 12 |
|
| [Antibodies to N-homocysteinylated albumin in patients with systemic lupus erythematosus]. | 2007 Mar |
|
| Drug-induced vitamin B12 deficiency. | 2007 Sep |
|
| Central venous sinus thrombosis in a young woman taking norethindrone acetate for dysfunctional uterine bleeding: case report and review of literature. | 2008 Aug |
|
| Copper deficiency myelopathy and subacute combined degeneration of the cord - why is the phenotype so similar? | 2008 Aug |
|
| Hepatoprotective effect of vitamin B12 on dimethylnitrosamine-induced liver injury. | 2008 Feb |
|
| Role of vitamin B12 in depressive disorder--a case report. | 2008 Mar-Apr |
|
| Influence of cobalamin on arsenic metabolism in Bangladesh. | 2009 Nov |
|
| Mechanism for prevention of alcohol-induced liver injury by dietary methyl donors. | 2010 May |
|
| Delusional parasitosis in neurological patients. | 2010 May-Jun |
|
| Evaluation of drugs with specific organ toxicities in organ-specific cell lines. | 2012 Mar |
Patents
Sample Use Guides
Intrinsic factor (IF(50)) is a cobalamin-transporting protein, which can be cleaved into two fragments: the 30 kDa N-terminal peptide IF(30) and the 20 kDa C-terminal glycopeptide IF(20). Experiments on binding of Cbl to IF(30), IF(20), and IF(50) revealed comparable association rate constants (k(+)(Cbl) = 4 x 10(6), 14 x 10(6), and 26 x 10(6) M(-1) s(-1), respectively), but the equilibrium dissociation constants were essentially different (K(Cbl) = 200 uM, 0.2 uM, and
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ACTIVE MOIETY
PARENT (SALT/SOLVATE)
