Cyanocobalamin - PharmPure™, USP , CAS No.68-19-9

CAS: 68-19-9 Cat. No.: C433316 Formula: C₆₃H₈₈CoN₁₄O₁₄P Molecular Weight: 1355.37 Beilstein Registry Number: 4122889 EC Number: 200-680-0 PubChem CID: 5311498

GRADE & PURITY PharmPure™, USP

Synonyms

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-ribofuranosyl-1H-

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Cyanocobalamin (B 12 ) is a water soluble vitamin, which is mainly found in animal products, like dairy products, meat and eggs. It belongs to the B 12 class of vitamins, commonly called as cobalamins. Cyanocobalamin consists of four pyrrole rings with a central cobalt atom coordinated by four equatorial nitrogen ligands.

Application

Cyanocobalamin has been used to study its effects on the prevention of colon cancer. Required for growth, genetic stability and survival of cells in vitro. Functions to support one-carbon metabolism. Present in many classical and serum-free formulations.

Specifications

Synonyms

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-ribofuranosyl-1H-

Specifications & Purity

PharmPure™, USP

Biochemical and Physiological Mechanisms

Cyanocobalamin is used in the preparation of multivitamin supplements and fortified food. It acts as a coenzyme to convert L-methylmalonyl CoA to succinyl CoA, which is catalyzed by isomerase. Cyanocobalamin is used to treat vitamin B 12 deficiency.

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Grade

PharmPure™, USP

Names and Identifiers

Pubchem Sid

488195314

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488195314

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

• 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

XLogP3

Frequently Asked Questions

How should this product be stored?

Store at 2–8 °C. Refrigerated storage is required to maintain the specified shelf life.

What does PharmPure? mean?

PharmPure? refers to material produced and controlled to meet the requirements of pharmaceutical manufacturing and regulated workflows. Depending on the specific designation (GMP, RUO, Bio-medical, Injection grade, etc.), this may include controlled manufacturing environments, validated processes, audit-ready documentation and traceability.

What does USP mean?

USP indicates that the material complies with the published monographs of the relevant pharmacopoeia (USP). Specifications include identity, assay, impurity limits, residual solvents and other tests defined in the monograph. USP-compliant material is suitable for pharmacopoeia-compliant pharmaceutical use, including pharmaceutical manufacturing, QC and regulatory submission.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 68-19-9, the molecular formula is C63H88CoN14O14P, and the molecular weight is 1355.37 g/mol. InChIKey FDJOLVPMNUYSCM-WZHZPDAFSA-L.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.