Record Information
Version1.0
Creation date2015-10-09 22:30:10 UTC
Update date2017-01-19 02:36:20 UTC
FoodComEx IDPC000362
FoodDB RecordFDB013264
Chemical Information
NameCyanocobalamin
DescriptionAntipernicious anaemia factor isolated from liver extracts; now obtained comly. from fermentation liquors of Streptomyces griseus and other microorganisms, e.g. Propionibacterium shermanii, Pseudomonas denitrificans. Nutrient, dietary supplement, stabiliser. Haematopoietic vitamin [DFC] Cyanocobalamin is an especially common vitamer of the vitamin B12 family. B12's structure is based on a corrin ring, which, although similar to the porphyrin ring found in heme, chlorophyll, and cytochrome, has two of the pyrrole rings directly bonded. The central metal ion is Co (cobalt). B12 cannot be made by plants or by animals, as the only type of organisms that have the enzymes required for the synthesis of B12 are bacteria and archaea. Higher plants do not concentrate vitamin B12 from the soil and so are a poor source of the substance as compared with animal tissues. Vitamin B12 is naturally found in foods including meat (especially liver and shellfish), eggs, and milk products. [Wikipedia]
CAS Number68-19-9
Structure
Thumb
Synonyms
SynonymSource
a-(5,6-Dimethylbenzimidazoyl)cobamide cyanidedb_source
AlphamineMetaCyc
Anacobinbiospider
Athletebiospider
Athlete GSbiospider
B-12 Dots 500mcgbiospider
B12 1000mcg (Methylcobalamin)biospider
B12 250mcg Cyanocobalaminbiospider
Berubigenbiospider
Betalin 12 Crystallinebiospider
Betaline-12biospider
Betolvexbiospider
Bevidoxbiospider
Bevidox concentratebiospider
Biocobalaminebiospider
Byladocebiospider
Cabadon mbiospider
Cobadoce fortebiospider
Cobalinbiospider
Cobamindb_source
Cobavitebiospider
Copharvit 5000biospider
Covitbiospider
Crystaminbiospider
Crystaminebiospider
Crystiminbiospider
Crystwelbiospider
Cyano-B12biospider
Cyanobalamin concentratebiospider
Cyanocob(III)alaminbiospider
Cyanocobalaminbiospider
Cyanocobalamin (JP15/USP)biospider
Cyanocobalamin (JP15/USP/INN)biospider
Cyanocobalamin, BAN, INN, USANdb_source
Cyanocobalaminebiospider
Cyanocobalminbiospider
CyanojectMetaCyc
Cycobeminbiospider
Cycolaminbiospider
Cykobemindb_source
Cykobeminetbiospider
Cyominbiospider
Cyomin (TN)biospider
Cyredinbiospider
Cytaconbiospider
Cytamenbiospider
Cytobionbiospider
Depinarbiospider
Dicopacbiospider
Dimethylbenzimidazoylcobamidebiospider
Distivitbiospider
Doceminebiospider
Docibinbiospider
Docivitbiospider
Dodecabeebiospider
Dodecavitebiospider
Dodexbiospider
Duodecibinbiospider
Embiolbiospider
Emociclinabiospider
Eritronebiospider
Erycytolbiospider
Erythrotinbiospider
Euhaemonbiospider
Extrinsic factorbiospider
Factor IIdb_source
Ferminbiospider
Formula #1 - Cap 3mcgbiospider
Fresminbiospider
Hemominbiospider
Hepagonbiospider
Hepavisbiospider
Hepcovitebiospider
HydrobexanMetaCyc
Hylugel plusbiospider
Lactobacillus lactis dorner factorbiospider
Liquid Vitamin B12biospider
Macrabinbiospider
Mega B12 Pwr 1mg/Gmbiospider
Megabionbiospider
Megalovelbiospider
Milbedocebiospider
Millevitbiospider
Nagravonbiospider
Nascobalbiospider
Nascobal (TN)biospider
Normocytinbiospider
Novidroxinbiospider
Pernaemonbiospider
Pernaevitbiospider
Pernipuronbiospider
Plecyaminbiospider
Poyaminbiospider
Primebiospider
Rebraminbiospider
Redaminabiospider
Redisolbiospider
Rhodacrystbiospider
Rubesolbiospider
Rubraminbiospider
Rubramin PCbiospider
Rubramin PC (TN)biospider
Rubripcabiospider
Rubrocitolbiospider
Sytobexbiospider
Vibaltbiospider
Vibisonebiospider
Virubrabiospider
Vita-rubrabiospider
Vitamin B12 100 Mcgbiospider
Vitamin B12 1000 Mcgbiospider
Vitamin B12 1000mcg Nuggetsbiospider
Vitamin B12 100mcgbiospider
Vitamin B12 250mcgbiospider
Vitamin B12 500mcgbiospider
Vitamin B12 Complexbiospider
Vitamin B12 Preparationbiospider
Vitarubinbiospider
Vitralbiospider
Chemical FormulaC63H88CoN14O14P
IUPAC namelambda2-cobalt(2+) ion 1-(3-hydroxy-4-{[hydroxy({1-[(1-hydroxy-3-{8,13,18-tris[2-(C-hydroxycarbonimidoyl)ethyl]-3,14,19-tris[(C-hydroxycarbonimidoyl)methyl]-1,4,6,9,9,14,16,19-octamethyl-20,21,22,23-tetraazapentacyclo[15.2.1.1^{2,5}.1^{7,10}.1^{12,15}]tricosa-5(23),6,10(22),11,15(21),16-hexaen-4-yl}propylidene)amino]propan-2-yl}oxy)phosphoryl]oxy}-5-(hydroxymethyl)oxolan-2-yl)-5,6-dimethyl-3H-1lambda5,3-benzodiazol-1-ylium cyano
InChI IdentifierInChI=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;;+2/p-2
InChI KeyRMRCNWBMXRMIRW-UHFFFAOYSA-L
Isomeric SMILESC12N3C4=CC(=C(C)C=C4[N]([Co+]456(N7C8=C(C9=[N]4C(C(C9(C)CC(N)=O)CCC(N)=O)=CC4=[N]5C(C(C4(C)C)CCC(N)=O)=C(C4=[N]6C(C(C4(C)CCC(=O)NCC(C)OP([O-])(=O)OC(C1O)C(CO)O2)CC(N)=O)C7(C(C8CCC(N)=O)(C)CC(N)=O)C)C)C)C#N)=C3)C
Average Molecular Weight1355.3652
Monoisotopic Molecular Weight1354.5674053
Chemical Taxonomy
DescriptionThis 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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrapyrroles and derivatives
Sub ClassCorrinoids
Direct ParentCobalamin derivatives
Alternative Parents
Substituents
  • Cobalamin
  • Metallotetrapyrrole skeleton
  • 1-ribofuranosylbenzimidazole
  • N-glycosyl compound
  • Glycosyl compound
  • Monosaccharide phosphate
  • Benzimidazole
  • Dialkyl phosphate
  • Benzenoid
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • N-substituted imidazole
  • Monosaccharide
  • Saccharide
  • Heteroaromatic compound
  • Pyrroline
  • Pyrrolidine
  • Oxolane
  • Imidazole
  • Azole
  • Secondary alcohol
  • Ketimine
  • Oxacycle
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Enamine
  • Carboximidic acid derivative
  • Carboximidic acid
  • Hydrocarbon derivative
  • Organic transition metal salt
  • Organic cobalt salt
  • Organic salt
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Amine
  • Alcohol
  • Organic zwitterion
  • Aromatic heteropolycyclic compound
  • Aliphatic acyclic compound
Molecular FrameworkNot Available
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water Solubility12.5 mg/mLMERCK INDEX (1996)
Melting PointMp 210-220 darkens°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 50 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci H486
AKSci J94488
Cayman Chemical 18425
Glentham GE2859
Glentham GV3321
MetaSci HMDB0000607
Sigma-Aldrich HMDB0000607
Toronto Research Chemicals V676020