Livestock Metabolome Database: Showing metabocard for Cyanocobalamin (LMDB00190)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:44:20 UTC

Update Date

2016-07-19 23:35:14 UTC

Lmdb

LMDB00190

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cyanocobalamin

Description

Cyanocobalamin (commonly known as Vitamin B12) is the most chemically complex of all the vitamins. Cyanocobalamin'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). Cyanocobalamin cannot be made by plants or by animals, as the only type of organisms that have the enzymes required for the synthesis of cyanocobalamin are bacteria and archaea. Higher plants do not concentrate cyanocobalamin from the soil and so are a poor source of the substance as compared with animal tissues. Cyanocobalamin is naturally found in foods including meat (especially liver and shellfish), eggs, and milk products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Anacobin	HMDB
Berubigen	HMDB
Betalin 12 crystalline	HMDB
Betaline-12	HMDB
Betolvex	HMDB
Bevidox	HMDB
Bevidox concentrate	HMDB
Biocobalamine	HMDB
Byladoce	HMDB
Cabadon m	HMDB
Cobadoce forte	HMDB
Cobalin	HMDB
Cobavite	HMDB
Copharvit 5000	HMDB
Covit	HMDB
Crystamin	HMDB
Crystamine	HMDB
Crystimin	HMDB
Crystwel	HMDB
Cyano-b12	HMDB
Cyanobalamin concentrate	HMDB
Cyanocob(III)alamin	HMDB
Cyanocobalamin (JP15/usp)	HMDB
Cyanocobalamine	HMDB
Cyanocobalmin	HMDB
Cycobemin	HMDB
Cycolamin	HMDB
Cykobemin	HMDB
Cykobeminet	HMDB
Cyomin	HMDB
Cyredin	HMDB
Cytacon	HMDB
Cytamen	HMDB
Cytobion	HMDB
Depinar	HMDB
Dicopac	HMDB
Dimethylbenzimidazoylcobamide	HMDB
Distivit	HMDB
Docemine	HMDB
Docibin	HMDB
Docivit	HMDB
Dodecabee	HMDB
Dodecavite	HMDB
Dodex	HMDB
Duodecibin	HMDB
Embiol	HMDB
Emociclina	HMDB
Eritrone	HMDB
Erycytol	HMDB
Erythrotin	HMDB
Euhaemon	HMDB
Extrinsic factor	HMDB
Factor II	HMDB
Fermin	HMDB
Fresmin	HMDB
Hemomin	HMDB
Hepagon	HMDB
Hepavis	HMDB
Hepcovite	HMDB
Hylugel plus	HMDB
Lactobacillus lactis dorner factor	HMDB
Macrabin	HMDB
Megabion	HMDB
Megalovel	HMDB
Milbedoce	HMDB
Millevit	HMDB
Nagravon	HMDB
Nascobal	HMDB
Normocytin	HMDB
Novidroxin	HMDB
Pernaemon	HMDB
Pernaevit	HMDB
Pernipuron	HMDB
Plecyamin	HMDB
Poyamin	HMDB
Rebramin	HMDB
Redamina	HMDB
Redisol	HMDB
Rhodacryst	HMDB
Rubesol	HMDB
Rubramin	HMDB
Rubripca	HMDB
Rubrocitol	HMDB
Sytobex	HMDB
Vibalt	HMDB
Vibisone	HMDB
Virubra	HMDB
Vita-rubra	HMDB
Vitamin b12	HMDB
Vitamin b12 complex	HMDB
Vitamin b12 preparation	HMDB
Vitarubin	HMDB
Vitral	HMDB

Chemical Formula

C₆₃H₈₉CoN₁₄O₁₄P

Average Molecular Weight

1356.3731

Monoisotopic Molecular Weight

1355.575230332

IUPAC Name

cyanocobalamin

Traditional Name

cyanocobalamin

CAS Registry Number

68-19-9

SMILES

OC[C@H]1O[C@@H]([C@H](O)[C@@H]1OP(O)(=O)O[C@]([H])(C)CNC(=O)CC[C@]1(C)[C@@H](CC(=O)N)[C@@]2([H])N([Co]C#N)\C1=C(C)/C1=N/C(=C\C3=N\C(=C(C)/C4=N[C@]2(C)[C@@](C)(CC(=O)N)[C@@H]4CCC(=O)N)\[C@@](C)(CC(=O)N)[C@@H]3CCC(=O)N)/C(C)(C)[C@@H]1CCC(=O)N)N1C=NC2=CC(C)=C(C)C=C12

InChI Identifier

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/p-1/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1

InChI Key

SEKGMJVHSBBHRD-WZHZPDAFSA-M

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Corrinoids

Direct Parent

Cobalamin derivatives

Alternative Parents

Substituents

Cobalamin
Metallotetrapyrrole skeleton
1-ribofuranosylbenzimidazole
Pentose phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Pentose monosaccharide
Benzimidazole
Phosphoethanolamine
Dialkyl phosphate
Monosaccharide
Fatty acyl
N-substituted imidazole
Organic phosphoric acid derivative
Fatty amide
Phosphoric acid ester
Benzenoid
Alkyl phosphate
Heteroaromatic compound
Imidazole
Azole
Pyrrolidine
Pyrroline
Tetrahydrofuran
Carboxamide group
Primary carboxylic acid amide
Ketimine
Secondary alcohol
Secondary carboxylic acid amide
Organic metal salt
Propargyl-type 1,3-dipolar organic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Organic 1,3-dipolar compound
Transition metal cyanide salt
Organic transition metal salt
Organic salt
Hydrocarbon derivative
Organic transition metal moeity
Imine
Organometallic compound
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Alcohol
Carbonyl group
Organic nitrogen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.87	ALOGPS
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	1.82	ChemAxon
pKa (Strongest Basic)	13.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	487.61 Å²	ChemAxon
Polarizability	137.36 Å³	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-2505000009-edb77b0741ab131f8e9c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-2903000005-7209eb5b1abfc27349e2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-2920000004-63934a026bb66dd6d2f5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03dj-4319000001-284fb8fc72f8ccc63196	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0912000001-6cad42b357edecf06495	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002b-7900000000-d146eb8a599bacc80954	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0009000000-0fc6a488f1be9c417828	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zmi-2097000000-ff8aea846c78c61c8849	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-007a-9500000000-229e183ee286be69cc43	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052s-0019000002-5c7fd3769fbb6bde0dd5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-08g0-1097000000-a17c21bdb2ecc6da8610	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01em-4890000011-4fe6c6d7508c45900ce6	Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Milk

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Milk	Detected and Quantified	0.00357 mg/kg	Not Available	Bovine	Park, Y. W; Juáre...	details

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0000607

FooDB ID

FDB013264

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

5582

PDB ID

Not Available

Wikipedia Link

Cyanocobalamin

Chemspider ID

Not Available

ChEBI ID

17439

PubChem Compound ID

Not Available

Kegg Compound ID

C02823

YMDB ID

Not Available

ECMDB ID

ECMDB21386

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Cyanocobalamin (LMDB00190)

Structure for LMDB00190 (Cyanocobalamin)