Marvin  12010700082D          

 20 22  0  0  1  0            999 V2000
    0.0000   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2 12  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4 11  2  0  0  0  0
  3  5  1  0  0  0  0
  3  6  2  0  0  0  0
  4  7  1  0  0  0  0
  2  8  1  0  0  0  0
  5  9  1  0  0  0  0
  7  9  1  0  0  0  0
  9 13  1  6  0  0  0
  8 10  2  0  0  0  0
  6 10  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
 15 17  1  0  0  0  0
 16 18  2  0  0  0  0
 17 19  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <ID>
CHEBI:17846

> <NAME>
(S)-naringenin

> <DEFINITION>
The (S)-enantiomer of naringenin.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:44288; CHEBI:7483; CHEBI:14640; CHEBI:25484; CHEBI:25488

> <SYNONYM>
salipurpol; pelargidanon; naringetol; NARINGENIN; Naringenin; 4',5,7-Trihydroxyflavanone; 4',5,7-trihydroxyflavanone; (S)-2,3-dihydo-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; (2S)-naringenin; (2S)-Naringenin; (-)-(2S)-Naringenin; (-)-(2S)-naringenin; (-)-(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one

> <IUPAC_NAME>
(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one

> <FORMULA>
C15H12O5

> <MASS>
272.25280

> <MONOISOTOPIC_MASS>
272.06847

> <CHARGE>
0

> <SMILES>
Oc1ccc(cc1)[C@@H]1CC(=O)c2c(O)cc(O)cc2O1

> <INCHI>
InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1

> <INCHIKEY>
FTVWIRXFELQLPI-ZDUSSCGKSA-N

> <CAS_REGISTRY_NUMBER>
480-41-1

> <REAXYS_REGISTRY_NUMBER>
90699

> <CHEMIDPLUS>
480-41-1

> <DRUGBANK_ACCESSION>
DB03467

> <KEGG_COMPOUND_ACCESSION>
C00509

> <KNAPSACK_ACCESSION>
C00000982

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMPK12140001

> <METACYC_ACCESSION>
NARINGENIN-CMPD

> <PDBECHEM_ACCESSION>
NAR

> <WIKIPEDIA_ACCESSION>
Naringenin

> <PUBMED_CITATION>
11093936; 17664077

$$$$