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Record Information
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2017-12-07 02:44:50 UTC
Secondary Accession Numbers
  • HMDB14345
Metabolite Identification
Common NameHydroxocobalamin
DescriptionHydroxocobalamin, also known as vitamin b-12b or oh-cbl, belongs to cobalamin derivatives class of compounds. Those are organic compounds containing a corrin ring, a cobalt atom, an a nucleotide moiety. Cobalamin Derivatives are actually derived from vitamin B12. Hydroxocobalamin is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Hydroxocobalamin can be found primarily in blood and urine. Within the cell, hydroxocobalamin is primarily located in the cytoplasm and in the membrane (predicted from logP). It can also be found in the extracellular space. Hydroxocobalamin is formally rated as possibly a carcinogenic (IARC 2B) potentially toxic compound. Hydroxocobalamin is a drug which is used for treatment of pernicious anemia and the prevention and treatment of vitamin b12 deficiency arising from alcoholism, malabsorption, tapeworm infestation, celiac, hyperthyroidism, hepatic-biliary tract disease, persistent diarrhea, ileal resection, pancreatic cancer, renal disease, prolonged stress, vegan diets, macrobiotic diets or other restrictive diets. also for the treatment of known or suspected cyanide poisoning. Hydroxocobalamin was first isolated in 1949. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. Hydroxocobalamin is available as a generic medication. The wholesale cost in the developing world is about 0.12 to 0.84 USD per dose. In the United States this amount wholesale costs about 0.84 USD. Commercially it is made from one of a number of different types of bacteria (Wikipedia). Primarily hepatic. Cobalamins are absorbed in the ileum and stored in the liver. They continuously undergo enterohepatic recycling via secretion in the bile. Part of a dose is excreted in the urine, most of it in the first 8 hours (DrugBank). Cobalt inhalation can cause asthma-like breathing problems. Skin contact is known to result in contact dermatitis, which is characterized by irritation and rashes. Ingesting large amounts of cobalt may cause nausea and vomiting (L2090) (T3DB). Hydroxocobalamin is only found in individuals that have used or taken this drug.It is an injectable form of vitamin B 12 that has been used therapeutically to treat vitamin B 12 deficiency. [PubChem].
Vitamin b-12bChEBI
Chemical FormulaC62H89CoN13O15P
Average Molecular Weight1346.3551
Monoisotopic Molecular Weight1345.567070949
IUPAC Namehydroxy[(1R,2R,3S,4S,8S,9S,14S,18R,19R)-4,9,14-tris(2-carbamoylethyl)-3,8,19-tris(carbamoylmethyl)-18-(2-{[(2R)-2-{[(2R,3S,4R,5S)-5-(5,6-dimethyl-1H-1,3-benzodiazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphonato]oxy}propyl]carbamoyl}ethyl)-2,3,6,8,13,13,16,18-octamethyl-20,21,22,23-tetraazapentacyclo[²,⁵.1⁷,¹⁰.1¹²,¹⁵]tricosa-5(23),6,10(22),11,15(21),16-hexaen-20-yl]cobaltylium
Traditional Namehydroxy[(1R,2R,3S,4S,8S,9S,14S,18R,19R)-4,9,14-tris(2-carbamoylethyl)-3,8,19-tris(carbamoylmethyl)-18-(2-{[(2R)-2-{[(2R,3S,4R,5S)-5-(5,6-dimethyl-1,3-benzodiazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl phosphonato]oxy}propyl]carbamoyl}ethyl)-2,3,6,8,13,13,16,18-octamethyl-20,21,22,23-tetraazapentacyclo[²,⁵.1⁷,¹⁰.1¹²,¹⁵]tricosa-5(23),6,10(22),11,15(21),16-hexaen-20-yl]cobaltylium
CAS Registry Number13422-51-0
InChI Identifier
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
  • Cobalamin
  • Metallotetrapyrrole skeleton
  • 1-ribofuranosylbenzimidazole
  • Pentose phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • Pentose monosaccharide
  • Monosaccharide phosphate
  • Benzimidazole
  • Phosphoethanolamine
  • Dialkyl phosphate
  • Fatty acyl
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Benzenoid
  • Fatty amide
  • Alkyl phosphate
  • Phosphoric acid ester
  • Monosaccharide
  • Imidazole
  • Heteroaromatic compound
  • Pyrrolidine
  • Tetrahydrofuran
  • Azole
  • 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
  • Organic 1,3-dipolar compound
  • Azacycle
  • Organic metal salt
  • 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
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors

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  Food and nutrition:

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Naturally occurring process:

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Physiological effect

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Physical Properties
Experimental Properties
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.015 g/LNot Available
LogPNot AvailableNot Available
Predicted Properties
Water Solubility0.015 g/LALOGPS
pKa (Strongest Acidic)1.84ChemAxon
pKa (Strongest Basic)8.78ChemAxon
Physiological Charge3ChemAxon
Number of Rings8ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-1404000009-d95c227e0c2a01a825adView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-2902000005-61bd391f47e0b9c2ba4bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-3930000015-9f00c742a0c9e52997c4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000e-2509000000-5c630ca334aea70d2a2dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-1900000000-be3cf15d7ba2b2a92d24View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-1900000000-545dabccb8cd6ce30e09View in MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biofluid Locations
  • Blood
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BloodExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB00200 details
UrineExpected but not Quantified Not AvailableNot AvailableTaking drug identified by DrugBank entry DB00200 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00200
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID21403074
KEGG Compound IDC08230
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHydroxocobalamin
METLIN IDNot Available
PubChem Compound44475014
PDB IDNot Available
ChEBI ID27786
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available