cobamamide
vitamin B12 coenzyme
 
Notes:
Adenosylcobalamin is one of two metabolically active forms synthesized upon ingestion of vitamin B12 and is the predominant form in the liver; it acts as a coenzyme in the reaction catalyzed by methylmalonyl-CoA mutase. A cobalamin (cbl) derivative in which the substituent is deoxyadenosyl. It is one of two metabolically active forms synthesized upon ingestion of vitamin B12 and is the predominant form in the liver; it acts as a coenzyme in the reaction catalyzed by methylmalonyl-CoA mutase (MCM; E.C. 5.4.99.2). Inborn errors of vitamin B12 metabolism are autosomal recessive disorders and have been classified into nine distinct complementation classes. Disorders affecting adenosylcobalamin cause methylmalonic acidemia and metabolic acidosis. Methylmalonyl-CoA mutase catalyzes the conversion of L-methylmalonyl-CoA to succinyl-CoA and uses adenosylcobalamin (AdoCbl) as a cofactor. Cbl must be transported into mitochondria, reduced and adenosylated before it can be utilized by MCM. (PMID: 17011224) [HMDB]
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      ADENOSYLCOBALAMIN
       
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(2S,3S,4R)-2-(6-aminopurin-9-yl)-5-methanidyloxolane-3,4-diol;cobalt(3+);[(2R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]1-[3- (Click)
CAS Number: 13870-90-1Picture of molecule
ECHA EINECS - REACH Pre-Reg: 237-627-6
FDA UNII: F0R1QK73KB
Beilstein Number: 4122932
MDL: MFCD00135609
Molecular Weight: 1579.60835700
Formula: C72 H100 Co N18 O17 P
NMR Predictor: Predict (works with chrome or firefox)
Category: nutrient supplements
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antioxidants
skin conditioning
skin protecting agents
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Suppliers:
AuNutra® Industries
Cobamamide ( VB12)
BOC Sciences
For experimental / research use only.
Cobamamide > 95%
Odor: characteristic
Use: Cobamamide is an emulsifying agent.
Charkit Chemical
ADENOSYLCOBALAMIN
George Uhe Company
Cobamamide
Santa Cruz Biotechnology
For experimental / research use only.
Coenzyme B12 ≥98%
Sigma-Aldrich: Sigma
For experimental / research use only.
Coenzyme B12 ≥97.0%
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-mouse LD50  1000 mg/kg
Drugs in Japan Vol. -, Pg. 405, 1990.

intraperitoneal-mouse LD50  2000 mg/kg
Drugs in Japan Vol. -, Pg. 405, 1990.

oral-guinea pig LD50  5000 mg/kg
Drugs in Japan Vol. -, Pg. 405, 1990.

intravenous-guinea pig LD50  1000 mg/kg
Drugs in Japan Vol. -, Pg. 405, 1990.

Dermal Toxicity:
subcutaneous-mouse LD50 2000 mg/kg
Drugs in Japan Vol. -, Pg. 405, 1990.

subcutaneous-guinea pig LD50 2000 mg/kg
Drugs in Japan Vol. -, Pg. 405, 1990.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: nutrient supplements
Recommendation for cobamamide usage levels up to:
 not for fragrance use.
 
Recommendation for cobamamide flavor usage levels up to:
 not for flavor use.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
5’-deoxyadenosylcobalamin and methylcobalamin as sources for Vitamin B12 added as a nutritional substance in food supplements[1] - Scientific opinion of the Scientific Panel on Food Additives and Nutrient Sources added to food
View page or View pdf
AIDS Citations: Search
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Env. Mutagen Info. Center: Search
NLM Developmental and Reproductive Toxicity: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6436143
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (2S,3S,4R)-2-(6-aminopurin-9-yl)-5-methanidyloxolane-3,4-diol;cobalt(3+);[(2R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]1-[3-
Chemidplus: 0013870901
RTECS: GG3800000 for cas# 13870-90-1
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References:
 (2S,3S,4R)-2-(6-aminopurin-9-yl)-5-methanidyloxolane-3,4-diol;cobalt(3+);[(2R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]1-[3-
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6436143
Pubchem (sid): 135030335
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
KEGG (GenomeNet): C00194
HMDB (The Human Metabolome Database): HMDB02086
FooDB: FDB022837
VCF-Online: VCF Volatile Compounds in Food
Wikipedia: View
RSC Learn Chemistry: View
EFSA Update of results on the monitoring of furan levels in food: Read Report
EFSA Previous report: Results on the monitoring of furan levels in food: Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food: Read Report
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
 adenosyl cobalamin
 adenosylcobalamin
 calomide
 cobalamine coenzyme
 cobamamidum
 cobamide
 cobinamide, O-(5'-deoxyadenosine-5') deriv., hydroxide, dihydrogen phosphate (ester), inner salt, 3'-ester with 5,6-dimethyl-1-alpha-D-ribofuranosylbenzimidazol
 coenzyme B12
 DBC coenzyme
5-deoxyadenosyl cobalamin
5'-deoxyadenosyl vitamin B12
 deoxyadenosylcobalamin
5-deoxyadenosylcobalamin
 desoxy-5'-adenosine-5'alpha-(dimethyl-5,6-benzimidazolyl)cobamide
 dibencozide
5,6-dimethylbenzimidazolylcobamid coenzym
 funacomide
 vitamin B12 coenzyme
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Articles:
PubMed: Dynamic, electrostatic model for the generation and control of high-energy radical intermediates by a coenzyme B₁₂-dependent enzyme.
PubMed: Quantification of cyproheptadine in human plasma by high-performance liquid chromatography coupled to electrospray tandem mass spectrometry in a bioequivalence study.
PubMed: The complete coenzyme B12 biosynthesis gene cluster of Lactobacillus reuteri CRL1098.
PubMed: Prevention of homocysteine thiolactone induced atherogenesis in rats.
PubMed: Determination of vitamin B12 using the enzyme glycerol dehydrase.
PubMed: Efficacy of nutritional supplements used by athletes.
PubMed: Commercially marketed supplements for bodybuilding athletes.
PubMed: [Effects of carnitine and cobamamide on the dynamics of mental work capacity in patients with anorexia nervosa].
PubMed: Vitamin B12 metabolism in a photosynthesizing green alga, Chlamydomonas reinhardtii.
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