Vitamin B₁₂ - analytical standard , CAS No.68-19-9

CAS: 68-19-9 Cat. No.: V104141 Formula: C₆₃H₈₈CoN₁₄O₁₄P Molecular Weight: 1355.37 Beilstein Registry Number: 4122889 EC Number: 200-680-0 PubChem CID: 5311498

GRADE & PURITY Analytical standard

Synonyms

VB12 | CCG-220433 | Q55167869 | vitamin B12 | CAS-68-19-9 | HMS3713G08 | Cyanocob(III)alamin | HMS1569G08 | Cyanocobalamin;Cyanocob(III)alamin | NCGC00016302-01 | Cobinamide,dihydrogenphosphate(ester),inner salt,3'-ester with(5,6-Dimethyl-1-a-d-ribofurano

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Vitamin B12 (Cyanocobalamin) is part of a coenzyme needed for the synthesis of proteins and nucleic acids, and for the metabolism of carbohydrates. Vitamin B12 plays a role in the synthesis of myelin. The compound is also used as an antipernicious anemia factor.
A coenzyme for synthesis of nucleic acids and metabolism carbohydrates.

Specifications

Synonyms

VB12 | CCG-220433 | Q55167869 | vitamin B12 | CAS-68-19-9 | HMS3713G08 | Cyanocob(III)alamin | HMS1569G08 | Cyanocobalamin;Cyanocob(III)alamin | NCGC00016302-01 | Cobinamide,dihydrogenphosphate(ester),inner salt,3'-ester with(5,6-Dimethyl-1-a-d-ribofurano

Specifications & Purity

analytical standard

Biochemical and Physiological Mechanisms

Water soluble vitamin. Cofactor of methionine synthase. Enables mammalian cellular replication from synthesis of proteins and nucleic acids in vivo. Involved in normal functioning of the nervous system. Orally active.

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Analytical standard

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Names and Identifiers

Pubchem Sid

528774612

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(=C(C7=NC(=CC8=NC(=C(C4=N5)C)C(C8(C)C)CCC(=O)N)C(C7(C)CC(=O)N)CCC(=O)N)C)[N-]6)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.[C-]#N.[Co+3]

IUPAC Name

cobalt(3+);[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R)-1-[3-[(1R,2R,3R,5Z,7S,10Z,12S,13S,15Z,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-24-id-3-yl]propanoylamino]propan-2-yl] phosphate;cyanide

InChIKey

FDJOLVPMNUYSCM-WZHZPDAFSA-L

INCHI

1S/C62H90N13O14P.CN.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;1-2;/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;-1;+3/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1

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(=C(/C7=N/C(=C\C8=N/C(=C(\C4=N5)/C)/[C@H](C8(C)C)CCC(=O)N)/[C@H]([C@]7(C)CC(=O)N)CCC(=O)N)\C)/[N-]6)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.[C-]#N.[Co+3]

WGK Germany

1

RTECS

GG3750000

PubChem CID

5311498

Molecular Weight

1355.37

Beilstein

4122889

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Tetrapyrroles and derivatives
      • Subclass Corrinoids

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Tetrapyrroles and derivatives
• Subclass: Corrinoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Cobalamin derivatives
• Alternative Parents: Metallotetrapyrroles Benzimidazole ribonucleosides and ribonucleotides Pentose phosphates Glycosylamines Monosaccharide phosphates Benzimidazoles Phosphoethanolamines Dialkyl phosphates Fatty amides N-substituted imidazoles Benzenoids Heteroaromatic compounds Pyrrolidines Tetrahydrofurans Pyrrolines Secondary alcohols Ketimines Secondary carboxylic acid amides Primary carboxylic acid amides Propargyl-type 1,3-dipolar organic compounds Carbene-type 1,3-dipolar compounds Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Carbonyl compounds Organic cobalt salts Organic oxides Organic zwitterions Organopnictogen compounds Primary alcohols
• Molecular Framework: Not available
• Substituents: Cobalamin - Metallotetrapyrrole skeleton - 1-ribofuranosylbenzimidazole - Pentose phosphate - N-glycosyl compound - Glycosyl compound - Monosaccharide phosphate - Pentose monosaccharide - Benzimidazole - Phosphoethanolamine - Dialkyl phosphate - Phosphoric acid ester - Fatty amide - Fatty acyl - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Alkyl phosphate - Benzenoid - Azole - Tetrahydrofuran - Imidazole - Pyrrolidine - Heteroaromatic compound - Pyrroline - Carboxamide group - Ketimine - Secondary carboxylic acid amide - Secondary alcohol - Primary carboxylic acid amide - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid derivative - Oxacycle - Carbene-type 1,3-dipolar compound - Organic 1,3-dipolar compound - Azacycle - Organic transition metal salt - Carbonyl group - Organic cobalt salt - Imine - Organic salt - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Alcohol - Organic zwitterion - Organic nitrogen compound - Organic oxygen compound - Primary alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cobalamin derivatives. These are organic compounds containing a corrin ring, a cobalt atom, an a nucleotide moiety. Cobalamin Derivatives are actually derived from vitamin B12.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water (50 mg/ml), DMSO (75 mg/ml at 25 °C), and ethanol (10 mg/ml at 25 °C). Insoluble in chloroform, and acetone.
• Sensitivity: Heat & Moisture Sensitive.
• Melt Point(°C): >300°C
• Molecular Weight: 1355.400 g/mol
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 21
• Rotatable Bond Count: 26
• Exact Mass: 1354.57 Da
• Monoisotopic Mass: 1354.57 Da
• Topological Polar Surface Area: 476.000 Ų
• Heavy Atom Count: 93
• Formal Charge: 0
• Complexity: 3220.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 14
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 3
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 3
• Covalently-Bonded Unit Count: 3

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