Ketcher 06292110062D 1   1.00000     0.00000     0

 12 12  0     0  0            999 V2000
    0.8661   -0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8661    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661   -0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7320    1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5981    0.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7320   -1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7320    1.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8661    2.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0     0  0
  7  2  1  0     0  0
  1  3  2  0     0  0
  4  2  2  0     0  0
 11  4  1  0     0  0
  5  4  1  0     0  0
 10  5  1  0     0  0
  6  3  1  0     0  0
  6  5  2  0     0  0
  9  6  1  0     0  0
  8  7  1  0     0  0
 11 12  1  0     0  0
M  END
> <ID>
CHEBI:16709

> <NAME>
pyridoxine

> <DEFINITION>
A hydroxymethylpyridine with hydroxymethyl groups at positions 4 and 5, a hydroxy group at position 3 and a methyl group at position 2. The 4-methanol form of vitamin B6, it is converted intoto pyridoxal phosphate which is a coenzyme for synthesis of amino acids, neurotransmitters, sphingolipids and aminolevulinic acid.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:8671; CHEBI:14981; CHEBI:26429

> <SYNONYM>
vitamin B6; pyridoxolum; Pyridoxol; pyridoxine; piridossina; 5-hydroxy-6-methyl-3,4-pyridinedimethanol; 4,5-bis(hydroxymethyl)-2-methyl-pyridin-3-ol; 3-hydroxy-4,5-dimethylol-alpha-picoline; 3-hydroxy-4,5-bis(hydroxymethyl)-2-methylpyridine; 3-hydroxy-2-picoline-4,5-dimethanol; 2-methyl-4,5-dimethylol-pyridin-3-ol; 2-methyl-4,5-bis(hydroxymethyl)-3-hydroxypyridine; 2-methyl-3-hydroxy-4,5-dihydroxymethylpyridine; 2-Methyl-3-hydroxy-4,5-dihydroxymethyl-pyridin; 2-methyl-3-hydroxy-4,5-di(hydroxymethyl)pyridine; 2-methyl-3-hydroxy-4,5-bis(hydroxymethyl)pyridine

> <IUPAC_NAME>
4,5-bis(hydroxymethyl)-2-methylpyridin-3-ol

> <INN>
pyridoxinum; pyridoxine; pyridoxine; pyridoxina

> <FORMULA>
C8H11NO3

> <MASS>
169.180

> <MONOISOTOPIC_MASS>
169.07389

> <CHARGE>
0

> <SMILES>
CC1=C(O)C(CO)=C(CO)C=N1

> <INCHI>
InChI=1S/C8H11NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,10-12H,3-4H2,1H3

> <INCHIKEY>
LXNHXLLTXMVWPM-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
139854

> <CAS_REGISTRY_NUMBER>
65-23-6

> <GMELIN_REGISTRY_NUMBER>
563676

> <REAXYS_REGISTRY_NUMBER>
139854

> <CHEMIDPLUS>
65-23-6

> <DRUGBANK_ACCESSION>
DB00165

> <KEGG_COMPOUND_ACCESSION>
C00314

> <KEGG_DRUG_ACCESSION>
D08454

> <KNAPSACK_ACCESSION>
C00001551

> <LINCS_ACCESSION>
LSM-5324

> <METACYC_ACCESSION>
PYRIDOXINE

> <NIST_CHEMISTRY_WEBBOOK>
65-23-6

> <PDBECHEM_ACCESSION>
UEG

> <WIKIPEDIA_ACCESSION>
Pyridoxine

> <AGRICOLA_CITATION>
IND607198670

> <PUBMED_CITATION>
10687314; 10894227; 11562405; 12640345; 12768081; 13046427; 15132238; 15369738; 15756083; 16236150; 16277693; 16690736; 17044573; 22932811; 24035968; 24601602; 2580028; 27113583; 2885064; 31093449; 32105687; 33549283; 33665688; 3710434; 559690; 6624427; 6801073; 9625217

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