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Vitamin B12a hydrochloride

analytical standard

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Synonym(s):
Hydroxocobalamin hydrochloride
Empirical Formula (Hill Notation):
C62H89CoN13O15P · HCl
CAS Number:
59461-30-2
Molecular Weight:
1382.82
EC Number:
261-772-4
MDL number:
MFCD00167463
PubChem Substance ID:
329815239
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥95%

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

color

dark red to brown-red

application(s)

forensics and toxicology
veterinary
vitamins, nutraceuticals, and natural products

format

neat

storage temp.

2-8°C

SMILES string

Cl.C[C@H](CNC(=O)CC[C@]1(C)[C@@H](CC(N)=O)[C@H]2N([Co+]O)C1=C(C)C3=NC(=CC4=NC(=C(C)C5=N[C@]2(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)OP([O-])(=O)O[C@H]6[C@@H](O)[C@H](O[C@@H]6CO)n7cnc8cc(C)c(C)cc78

InChI

1S/C62H90N13O14P.ClH.Co.H2O/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);1H;;1H2/q;;+3;/p-3/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;;/m1.../s1

InChI key

KEHNCSYXYMMUCO-BXSGNKEGSA-K

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General description

Vitamin B12a is an organic derivative, used as a powerful antidote for cyanide poisoning. It is a storage and delivery form of vitamin B12 and its mode of action involves the formation of non-toxic cyanocobalamin.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Vitamin B12a hydrochloride has been used as an analytical standard in the analysis of hydroxocobalamin in plasma samples of pigs using liquid chromatography coupled with mass spectrometry (LC-MS/MS).
Vitamin B12a may be used as an analytical reference standard for the quantification of the analyte in pharmaceutical preparations using microbore reversed-phase HPLC with spectrophotometric, ion-spray ionization MS and inductively coupled plasma MS detection.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Determination of cobalamins and cobinamides by microbore reversed-phase HPLC with spectrophotometric, ion-spray ionization MS and inductively coupled plasma MS detection
Chassaigne H and Lobinski R
Analytica Chimica Acta, 359(3), 227-235 (1998)
Simultaneous determination of hydroxocobalamin and its cyanide complex cyanocobalamin in human plasma by high-performance liquid chromatography Application to pharmacokinetic studies after high-dose hydroxocobalamin as an antidote for severe cyanide poisoning
Astier A and Baud JF
Journal of Chromatography. B, Biomedical Sciences and Applications, 667(1), 129-135 (1995)
R Pace et al.
Clinical toxicology (Philadelphia, Pa.), 52(7), 647-650 (2014-08-05)
Pre-hospital administration of hydroxocobalamin (B12a) is used for empiric treatment of cyanide poisoning because cyanide poisoning is difficult to identify and requires immediate treatment. B12a interferes with the accuracy of several blood laboratory tests. This study aimed to explore how
Jasmin Federizon et al.
Pharmaceutics, 13(1) (2021-01-21)
Cobalt porphyrin phospholipid (CoPoP) can incorporate within bilayers to enable non-covalent surface-display of antigens on liposomes by mixing with proteins bearing a polyhistidine tag (his-tag); however, the mechanisms for how this occurs are poorly understood. These were investigated using the
Harvey A Schwertner et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 905, 10-16 (2012-09-04)
Cyanide poisoning occurs in individuals after fire smoke inhalation and after oral ingestion of cyanide. Hydroxocobalamin (HOCbl), a hydroxylated form of vitamin B(12), is often used as an antidote to treat cyanide toxicity. It has a high affinity for cyanide
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