CHEBI:46229 - UDP-α-D-glucose

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name UDP-α-D-glucose
ChEBI ID CHEBI:46229
ChEBI ASCII Name UDP-alpha-D-glucose
Definition The α-anomer of UDP-α-D-glucose. It is used in nucleotide sugars metabolism.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42885, CHEBI:46228, CHEBI:52249
Supplier Information ChemicalBook:CB4451354, eMolecules:474983, ZINC000004228232
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S-Adenosyl-L-homocysteine (SAH) is the biosynthetic precursor to homocysteine. SAH is formed by the demethylation of S-adenosyl-L-methionine. Adenosylhomocysteinase converts SAH into homocysteine and adenosine.
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Formula C15H24N2O17P2
Net Charge 0
Average Mass 566.30180
Monoisotopic Mass 566.05502
InChI InChI=1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1
InChIKey HSCJRCZFDFQWRP-JZMIEXBBSA-N
SMILES OC[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H](O)[C@@H]1O
Metabolite of Species Details
Arabidopsis thaliana (NCBI:txid3702) See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): fundamental metabolite
Any metabolite produced by all living cells.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing UDP-α-D-glucose (CHEBI:46229) has role fundamental metabolite (CHEBI:78675)
UDP-α-D-glucose (CHEBI:46229) is a UDP-D-glucose (CHEBI:18066)
UDP-α-D-glucose (CHEBI:46229) is conjugate acid of UDP-α-D-glucose(2−) (CHEBI:58885)
Incoming UDP-α-D-glucose(2−) (CHEBI:58885) is conjugate base of UDP-α-D-glucose (CHEBI:46229)
IUPAC Name
uridine 5'-[3-α-D-glucopyranosyl dihydrogen diphosphate]
Synonyms Sources
GLUCOSE-URIDINE-C1,5'-DIPHOSPHATE PDBeChem
UDP-alpha-D-glucose KEGG COMPOUND
UDP-D-glucose KEGG COMPOUND
UDPglucose KEGG COMPOUND
Uridine diphosphate glucose KEGG COMPOUND
URIDINE-5'-DIPHOSPHATE-GLUCOSE PDBeChem
Manual Xrefs Databases
C00001514 KNApSAcK
C00029 KEGG COMPOUND
CPD-12575 MetaCyc
ECMDB04171 ECMDB
G10608 KEGG GLYCAN
HMDB0000286 HMDB
UPG PDBeChem
Uridine_diphosphate_glucose Wikipedia
YMDB00415 YMDB
View more database links
Registry Numbers Types Sources
102008 Reaxys Registry Number Reaxys
133-89-1 CAS Registry Number KEGG COMPOUND
Citations Types Sources
18057039 PubMed citation Europe PMC
23106432 PubMed citation Europe PMC
Last Modified
23 October 2015