CHEBI:16625 - methylmalonyl-CoA

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name methylmalonyl-CoA
ChEBI ID CHEBI:16625
Definition A member of the class of malonyl-CoAs that is malonyl-CoA carrying a methyl group on the malony side chain.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14604, CHEBI:6882, CHEBI:19683
Supplier Information No supplier information found for this compound.
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Hydroxocobalamin, also known as vitamin B12a and hydroxycobalamin, is a vitamin found in food and used as a dietary supplement. As a supplement it is used to treat vitamin B12 deficiency including pernicious anemia. Other uses include treatment for cyanide poisoning, Leber's optic atrophy, and toxic amblyopia. It is given by injection into a muscle or vein, by pill or sublingually. Side effects are generally few. They may include diarrhea, feeling sick, hot flushes, itchiness, low blood potassium, allergic reactions, and high blood pressure. Normal doses are considered safe in pregnancy. No overdosage or toxicity has been reported with this drug. Hydroxocobalamin is the natural form of vitamin B12 and a member of the cobalamin family of compounds. It is found in both raw and cooked beef, together with other cobalamins. Hydroxocobalamin, or another form of vitamin B12, are required for the body to make DNA. Hydroxocobalamin was first isolated in 1949. It is on the World Health Organization's List of Essential Medicines. Hydroxocobalamin is available as a generic medication. Commercially it is made using one of a number of types of bacteria.
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Formula C25H40N7O19P3S
Net Charge 0
Average Mass 867.60700
Monoisotopic Mass 867.13125
InChI InChI=1S/C25H40N7O19P3S/c1-12(23(37)38)24(39)55-7-6-27-14(33)4-5-28-21(36)18(35)25(2,3)9-48-54(45,46)51-53(43,44)47-8-13-17(50-52(40,41)42)16(34)22(49-13)32-11-31-15-19(26)29-10-30-20(15)32/h10-13,16-18,22,34-35H,4-9H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,43,44)(H,45,46)(H2,26,29,30)(H2,40,41,42)/t12?,13-,16-,17-,18+,22-/m1/s1
InChIKey MZFOKIKEPGUZEN-FBMOWMAESA-N
SMILES CC(C(O)=O)C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)n1cnc2c(N)ncnc12
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): acyl donor
Any donor that can transfer acyl groups between molecular entities.
(via acyl-CoA )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing methylmalonyl-CoA (CHEBI:16625) has functional parent methylmalonic acid (CHEBI:30860)
methylmalonyl-CoA (CHEBI:16625) has role human metabolite (CHEBI:77746)
methylmalonyl-CoA (CHEBI:16625) is a malonyl-CoAs (CHEBI:25136)
methylmalonyl-CoA (CHEBI:16625) is conjugate acid of methylmalonyl-CoA(5−) (CHEBI:59916)
Incoming (R)-methylmalonyl-CoA (CHEBI:15465) is a methylmalonyl-CoA (CHEBI:16625)
(S)-methylmalonyl-CoA (CHEBI:15466) is a methylmalonyl-CoA (CHEBI:16625)
methylmalonyl-CoA(5−) (CHEBI:59916) is conjugate base of methylmalonyl-CoA (CHEBI:16625)
IUPAC Name
3'-phosphoadenosine 5'-[3-(3-hydroxy-2,2-dimethyl-4-{[3-({2-[(2-methyl-3-oxopropanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-4-oxobutyl) dihydrogen diphosphate]
Synonyms Sources
2-methyl-3-oxopropanoyl-CoAs ChEBI
2-methylmalonyl-CoA ChEBI
2-Methylmalonyl-CoA KEGG COMPOUND
Methylmalonyl coemzyme A KEGG COMPOUND
methylmalonyl coenzyme A ChEBI
Methylmalonyl coenzyme A KEGG COMPOUND
Methylmalonyl-CoA KEGG COMPOUND
Manual Xrefs Databases
C02557 KEGG COMPOUND
HMDB0001269 HMDB
MCA PDBeChem
Methylmalonyl-CoA MetaCyc
Methylmalonyl-CoA Wikipedia
View more database links
Registry Numbers Types Sources
1264-45-5 CAS Registry Number KEGG COMPOUND
1264-45-5 CAS Registry Number ChemIDplus
78364 Reaxys Registry Number Reaxys
Citations Types Sources
24329397 PubMed citation Europe PMC
24568291 PubMed citation Europe PMC
Last Modified
02 February 2015