Ketcher 05282121112D 1   1.00000     0.00000     0

 21 23  0     0  0            999 V2000
   16.3389   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4728   -5.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2049   -5.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2049   -4.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9369   -5.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0709   -4.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0709   -6.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0709   -7.3965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3389   -6.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3389   -7.3965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4728   -4.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6069   -4.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9369   -4.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8030   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6689   -2.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8030   -3.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6689   -4.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5350   -3.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4010   -2.8965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5350   -4.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4010   -4.8966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0     0  0
  1 11  1  0     0  0
  3  9  2  0     0  0
  9  2  1  0     0  0
  2 11  2  0     0  0
  3  7  1  0     0  0
  4  3  1  0     0  0
  6  4  1  0     0  0
  6 13  1  0     0  0
  7  5  1  0     0  0
  5 13  2  0     0  0
  7  8  2  0     0  0
  9 10  1  0     0  0
 11 12  1  0     0  0
 13 14  1  0     0  0
 16 14  2  0     0  0
 14 17  1  0     0  0
 15 16  1  0     0  0
 15 18  2  0     0  0
 17 20  2  0     0  0
 20 18  1  0     0  0
 18 19  1  0     0  0
 20 21  1  0     0  0
M  END
> <ID>
CHEBI:15864

> <NAME>
luteolin

> <DEFINITION>
A tetrahydroxyflavone in which the four hydroxy groups are located at positions 3', 4', 5 and 7. It is thought to play an important role in the human body as an antioxidant, a free radical scavenger, an anti-inflammatory agent and an immune system modulator as well as being active against several cancers.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:12082; CHEBI:14536; CHEBI:6578; CHEBI:25086

> <SYNONYM>
Salifazide; Luteolol; Luteolin; flacitran; digitoflavone; 5,7,3',4'-Tetrahydroxyflavone; 3',4',5,7-Tetrahydroxyflavone; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone

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

> <FORMULA>
C15H10O6

> <MASS>
286.239

> <MONOISOTOPIC_MASS>
286.04774

> <CHARGE>
0

> <SMILES>
OC1=CC(O)=C2C(=O)C=C(OC2=C1)C1=CC=C(O)C(O)=C1

> <INCHI>
InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H

> <INCHIKEY>
IQPNAANSBPBGFQ-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
491-70-3

> <REAXYS_REGISTRY_NUMBER>
292084

> <CHEMIDPLUS>
491-70-3

> <DRUGBANK_ACCESSION>
DB15584

> <KEGG_COMPOUND_ACCESSION>
C01514

> <KNAPSACK_ACCESSION>
C00000674

> <LINCS_ACCESSION>
LSM-5229

> <LIPID_MAPS_INSTANCE_ACCESSION>
LMPK12110006

> <METACYC_ACCESSION>
5734-TETRAHYDROXYFLAVONE

> <NIST_CHEMISTRY_WEBBOOK>
491-70-3

> <PDBECHEM_ACCESSION>
LU2

> <WIKIPEDIA_ACCESSION>
Luteolin

> <PUBMED_CITATION>
11478688; 11897650; 14574115; 18720166; 18946424; 18991571; 19263826; 19509250; 19854181; 21899269; 22391103; 22749133; 22794353; 22842046; 23035972; 23229294; 23574272; 26020516; 26322379; 27595800; 27764981; 27853236; 27878246; 27879665; 27886116; 27919958; 27927066; 27959422; 28004344; 28029146; 28031430; 28035396; 28067377; 28069121; 28071803; 28090531; 28096694; 28101184; 28101223; 28110189; 28111945; 28112209; 28113103; 28166217; 29423013; 30624931; 32883638

$$$$