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95200

Vitamin B12a hydrochloride

≥96% (UV), ≥96% (HPLC)

Synonym(s):

Hydroxocobalamin hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C62H89CoN13O15P · HCl
CAS Number:
59461-30-2
Molecular Weight:
1382.82
NACRES:
NA.79
PubChem Substance ID:
57653658
UNSPSC Code:
12352205
EC Number:
261-772-4
MDL number:
MFCD00167463
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biological source

fermentation/recombinant

Quality Level

100

assay

≥96% (HPLC), ≥96% (UV)

form

powder or crystals

loss

≤12% loss on drying, 20 °C (HV)

color

red to dark red

solubility

methanol: 10 mg/mL at 20 °C, clear, dark red

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

Application

Vitamin B12a hydrochloride has been used as an antidote for cyanide poisoning.

Biochem/physiol Actions

Vitamin B12 (cobalamin) refers to a group of chemically-related cobalt containing molecules involved in cell processes such as DNA synthesis, fatty acid synthesis, energy production and regulation. The physiologically active forms of vitamin B12 include methylcobalamin and adenosylcobalamin, whereas hydroxocobalamin (vitamin B12a, OHCbl) and cyanocobalamin (CNCbl) are storage and delivery forms. Bacteria-derived hydroxocobalamin (OHCbl) and CNCbl are converted in humans to useful coenzyme forms to support metabolic processes such as mitochondrial methylmalonylcoenzyme A mutase conversion of methylmalonic acid (MMA) to succinate to link lipid and carbohydrate metabolism, and activation of methionine synthase, the rate limiting step in the synthesis of methionine.

Other Notes

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG0505
BCCB8959
BCBS8996V
BCBG7459V
BCBF6889V

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Cisplatin analogs confer protection against cyanide poisoning
Nath AK, et al.
Cell Chemical Biology, 24(5), 565-575 (2017)
S. Fukui et al.
Antibiotics, Vitamins and Hormones, 101-101 (1977)
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
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Global Trade Item Number

SKUGTIN
95200-1G04061833315699
95200-250MG04061833315705