Record Information
Creation date2015-10-09 22:32:39 UTC
Update date2017-01-19 02:36:36 UTC
FoodComEx IDPC000780
FoodDB RecordFDB003166
Chemical Information
DescriptionVitamin (haematopoietic) A B 12 vitamin. It has been used therapeutically in the treatment and prevention of vitamin B 12 deficiency. -- Pubchem; Hydroxocobalamin (OHCbl) is a natural analog of vitamin B-12, a basic member of the cobalamin family of compounds. It has an intense red color. Vitamin B12 is a term that refers to a group of compounds called cobalamins that are available in the human body in a variety of mostly interconvertible forms. Together with folic acid, cobalamins are essential cofactors required for DNA synthesis in cells where chromosomal replication and division are occurring?most notably the bone marrow and myeloid cells. As a cofactor, cobalamins are essential for two cellular reactions: (1) the mitochondrial methylmalonylcoenzyme A mutase conversion of methylmalonic acid (MMA) to succinate, which links lipid and carbohydrate metabolism, and (2) activation of methionine synthase, which is the rate limiting step in the synthesis of methionine from homocysteine and tetrahydrofolate (Katzung, 1989).; Hydroxocobalamin is a synthetic, injectable form of Vitamin B12. Hydroxocobalamin is actually a precursor of two cofactors or vitamins (Vitamin B12 and Methylcobalamin) which are involved in various biological systems in man. Vitamin B12 is required for the conversion of methylmalonate to succinate. Deficiency of this enzyme could therefore interfere with the production of lipoprotein in myelin sheath tissue and so give rise to neurological lesions. The second cofactor, Methylcobalamin, is necessary for the conversion of homocysteine to methionine which is essential for the metabolism of folic acid. Deficiency of tetrahydrafolate leads to reduced synthesis of thymidylate resulting in reduced synthesis of DNA which is essential for cell maturation. Vitamin B12 is also concerned in the maintenance of sulphydryl groups in reduced form, deficiency leading to decreased amounts of reduced SH content of erythrocytes and liver cells. Overall, vitamin B12 acts as a coenzyme for various metabolic functions, including fat and carbohydrate metabolism and protein synthesis. It is necessary for growth, cell replication, hematopoiesis, and nucleoprotein as well as myelin synthesis. This is largely due to its effects on metabolism of methionine folic acid, and malonic acid.
CAS Number13422-51-0
Alpha cobionebiospider
Ciplamin hbiospider
Cobalin hbiospider
Cobinamide dihydroxide dihydrogen phosphate (ester) mono (inner salt) 3'-ester with 5,6-dimethyl -1-a-D-ribofuranosyl-1H-benzimidazole, 9CIdb_source
Cobinamide hydroxide ate 3'-ester with 5,6-dimethyl-1-a-D-ribofuranosylbenzimidazole inner saltHMDB
Cobinamide hydroxide ate 3'-ester with 5,6-dimethyl-1-alpha-delta-ribofuranosylbenzimidazole inner saltHMDB
Ducobee HYbiospider
Hydroxycobalamin, BAN, INN, USANdb_source
Neo-Betalin 12db_source
Sytobex Hdb_source
vitamin B-12bbiospider
Chemical FormulaC62H89CoN13O15P
IUPAC namecobalt(3+) ion 3-[13-(3-azanidyl-3-oxopropyl)-4-{2-[(2-{[hydroxy({[4-hydroxy-2-(hydroxymethyl)-5-(5-methyl-1-methylidene-3H-1lambda5,3-benzodiazol-3-yl)oxolan-3-yl]oxy})phosphoryl]oxy}propyl)-C-hydroxycarbonimidoyl]ethyl}-18-[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[^{2,5}.1^{7,10}.1^{12,15}]tricosa-5(23),6,10(22),11,15(21),16-hexaen-8-yl]propanecarboximidate hydrate
InChI IdentifierInChI=1S/C62H90N13O14P.Co.H2O/c1-30-12-16-39-40(22-30)75(29-74(39)11)57-52(84)53(41(28-76)87-57)89-90(85,86)88-31(2)27-69-49(83)20-21-59(7)37(23-46(66)80)56-62(10)61(9,26-48(68)82)36(15-19-45(65)79)51(73-62)33(4)55-60(8,25-47(67)81)34(13-17-43(63)77)38(70-55)24-42-58(5,6)35(14-18-44(64)78)50(71-42)32(3)54(59)72-56;;/h12,16,22,24,29,31,34-37,41,52-53,56-57,76,84H,11,13-15,17-21,23,25-28H2,1-10H3,(H15,63,64,65,66,67,68,69,70,71,72,73,77,78,79,80,81,82,83,85,86);;1H2/q;+3;/p-3
Isomeric SMILESO=C(CCC1C2=C(C3=[N]4C(=CC5=[N]6C(C(C5(C)C)CCC(=O)N)=C(C5=[N]7C8C(N2[Co+]467(C[N]2=CN(C4=CC(C)=CC=C24)C2OC(CO)C(OP(=O)(OC(C)CNC(=O)CCC5(C)C8CC(=O)N)[O-])C2O)O)(C1(CC(=O)N)C)C)C)C(CCC(N)=O)C3(CC(=O)N)C)C)N
Average Molecular Weight1346.3551
Monoisotopic Molecular Weight1345.567070949
Chemical Taxonomy
Description 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
  • Cobalamin
  • Metallotetrapyrrole skeleton
  • Tertiary aromatic amine
  • Pentose phosphate
  • N-glycosyl compound
  • Glycosyl compound
  • Monosaccharide phosphate
  • Diaminotoluene
  • Benzimidazole
  • Dialkyl phosphate
  • Benzenoid
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Monosaccharide
  • Tetrahydrofuran
  • Pyrroline
  • Pyrrolidine
  • Tertiary amine
  • Secondary alcohol
  • Ketimine
  • Amino acid or derivatives
  • Oxacycle
  • Azacycle
  • Organic transition metal salt
  • Organic 1,3-dipolar compound
  • Carbene-type 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Secondary amine
  • Enamine
  • Secondary aliphatic amine
  • Carboxylic acid derivative
  • Carboximidic acid derivative
  • Carboximidic acid
  • Carboxylic acid amidine
  • Amidine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic cobalt salt
  • Organic salt
  • Organic zwitterion
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Carbonyl group
  • Amine
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physico-Chemical Properties - Experimental
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting Point200 oC
Foods of Origin
FoodContent Range AverageReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 5 mg
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez
Commercial Vendors
AKSci V1817
Cayman Chemical 24099
Toronto Research Chemicals H862820