cobalt(2+);[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R)-1-[3-[(1R,2R,3R,4Z,7S,9Z,12S,13S,14Z,17S,18S,19R)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]propan-2-yl] phosphate;hydrate

Base Information

• Chemical Name: cobalt(2+);[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R)-1-[3-[(1R,2R,3R,4Z,7S,9Z,12S,13S,14Z,17S,18S,19R)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]propan-2-yl] phosphate;hydrate
• CAS No.: 13422-51-0
• Molecular Formula: C62H89CoN13O15P
• Molecular Weight: 1347.44
• European Community (EC) Number: 236-533-2
• Metabolomics Workbench ID: 38120,42606
• NCI Thesaurus Code: C65868
• RXCUI: 5514
• Wikipedia: Hydroxocobalamin
• Mol file: 13422-51-0.mol

Synonyms:Hydroxo-Cobalamin;Hydroxocobalamin;Hydroxycobalamin

Chemical Property of cobalt(2+);[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R)-1-[3-[(1R,2R,3R,4Z,7S,9Z,12S,13S,14Z,17S,18S,19R)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]propan-2-yl] phosphate;hydrate

Chemical Property:

• Appearance/Colour: dark red crystal or crystalline powder
• Melting Point: 200oC (decomposes)
• PSA: 484.10000
• LogP: 6.43870
• Storage Temp.: 2-8°C
• Solubility.: methanol: 10 mg/mL at 20 °C, clear, dark r
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 20
• Rotatable Bond Count: 26
• Exact Mass: 1346.574890
• Heavy Atom Count: 92
• Complexity: 3140

Purity/Quality:

99% ^*data from raw suppliers

Hydroxocobalamin(~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1C)N(C=N2)C3C(C(C(O3)CO)OP(=O)([O-])OC(C)CNC(=O)CCC4(C(C5C6(C(C(C(=N6)C(=C7C(C(C(=N7)C=C8C(C(C(=N8)C(=C4[N-]5)C)CCC(=O)N)(C)C)CCC(=O)N)(C)CC(=O)N)C)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.O.[Co+2]
• Isomeric SMILES: CC1=CC2=C(C=C1C)N(C=N2)[C@@H]3[C@@H]([C@@H]([C@H](O3)CO)OP(=O)([O-])O[C@H](C)CNC(=O)CC[C@@]\4([C@H]([C@@H]5[C@]6([C@@]([C@@H](C(=N6)/C(=C\7/[C@@]([C@@H](C(=N7)/C=C\8/C([C@@H](C(=N8)/C(=C4\[N-]5)/C)CCC(=O)N)(C)C)CCC(=O)N)(C)CC(=O)N)/C)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.O.[Co+2]
• Recent ClinicalTrials: Prophylactic Use of Hydroxycobolamin in the Prevention of Vasoplegic Syndrome in Adult Patients Undergoing Cardiopulmonary Bypass
• Recent EU Clinical Trials: Elimination kinetics of HCN after inhaled exposure
• Uses: Hydroxocobalamin is an intermediate in the synthesis of Nitritocobalamin is a useful synthetic intermediate in the synthesis of Hydroxocobalamin Acetate; a physiological analog of vitamin B12 where the CN group is replaced with OH. Exists in aqueous solution as an equilibrium mixture of the hydroxy isomer and the ionic aqua isomer (aquacobalamin). Precursor of the coenzymes methylcobalamin and cobamamide. Coordination Compound. Vitamin (hematopoietic). Vitamin (hematopoietic). Hydroxocobalamin is an intermediate in the synthesis of Nitritocobalamin(N490240) is a useful synthetic intermediate in the synthesis of Hydroxocobalamin Acetate (H826800); a physiological analog of vitamin B12 where the CN group is replaced with OH. Exists in aqueous solution as an equilibrium mixture of the hydroxy isomer and the ionic aqua isomer (aquacobalamin). Precursor of the coenzymes methylcobalamin and cobamamide. Coordination Compound. Vitamin (hematopoietic).
• Therapeutic Function: Hematopoietic vitamin

Technology Process of cobalt(2+);[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R)-1-[3-[(1R,2R,3R,4Z,7S,9Z,12S,13S,14Z,17S,18S,19R)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]propan-2-yl] phosphate;hydrate

There total 23 articles about cobalt(2+);[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R)-1-[3-[(1R,2R,3R,4Z,7S,9Z,12S,13S,14Z,17S,18S,19R)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]propan-2-yl] phosphate;hydrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

vitamin B12s (18534-66-2) → hydroxocobalamin (795216-66-9,13422-51-0,53701-56-7)

Guidance literature:

With IrCl₆^(2-) or Fe(III)aq. or Fe(III)EDTA; In water; Kinetics;

Reference yield:

cob(II)alamin → hydroxocobalamin (795216-66-9,13422-51-0,53701-56-7)

Guidance literature:

With air; Aerial oxidation of vitamin B12r soln. with stirring in less than 2 h at room temp.;

Reference yield:

methylcobalamin + sodium tetrachloroaurate(III) dihyrate → aquacob(III)alamin (13422-51-0) + gold (7440-57-5,457905-15-6)

Guidance literature:

With O₂; In not given; byproducts: CHCl3; under Ar, molar ratio AuCl4(1-):CH3-B12=2:1, 23+/-0.3°C, ionic strength 1.0 M (HCl+NaCl); monitored spectrophotometrically; Kinetics;

upstream raw materials:

vitamin B₁₂s

sodium hydroxide

bis(dimethylglyoximato^(1-))cobalt(II)

neopentylcobalamin

Downstream raw materials:

(cyclohexylmethyl)cobalamin

cysteinyl-vitamin B12

glutathionylcobalamin

β-(3-aminopropyl)cobalamin

Refernces

• 1、 Suarez-Moreira, Edward,Yun, June,Birch, Catherine S.,Williams, John H. H.,McCaddon, Andrew,Brasch, Nicola E.. "Vitamin B12 and redox homeostasis: Cob(II)alamin reacts with superoxide at rates approaching superoxide dismutase (SOD)". . p. 15078 - 15079. Retrieved 2009.
• 2、 Zhang, Xin,Shen, Xujie,Yan, Hong,Chen, Huilan. "Synthesis, spectroscopic characterization, axial base coordination equilibrium and photolytic kinetics studies of a new coenzyme B12 analogue-3′-deoxy-2′,3′-anhydrothymidylcobalamin". . p. 2336 - 2342. Retrieved 2007/10/03.