L-ascorbic acid   Click here for help

GtoPdb Ligand ID: 4781

Synonyms: vitamin C
PDB Ligand
Comment: Used as a nutritional supplement to treat vitamin C deficiency (scurvy) and to help promote wound and bone healing.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 4
Rotatable bonds 2
Topological polar surface area 107.22
Molecular weight 176.03
XLogP -0.18
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC(C1OC(=O)C(=C1O)O)O
Isomeric SMILES OC[C@@H]([C@H]1OC(=O)C(=C1O)O)O
InChI InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1
InChI Key CIWBSHSKHKDKBQ-JLAZNSOCSA-N
Classification Click here for help
Compound class Metabolite or derivative
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one
International Nonproprietary Names Click here for help
INN number INN
372 ascorbic acid
Synonyms Click here for help
vitamin C
Database Links Click here for help
CAS Registry No. 50-81-7 (source: Scifinder)
ChEBI CHEBI:29073
ChEMBL Ligand CHEMBL196
DrugBank Ligand DB00126
DrugCentral Ligand 4072
GtoPdb PubChem SID 178101483
PubChem CID 54670067
RCSB PDB Ligand ASC
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Search PubMed clinical trials ascorbic acid
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Wikipedia Ascorbic_acid

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Tocris
L-Ascorbic acid
Cat. No. 4055