Marvin  11220714412D          

 17 19  0  0  0  0            999 V2000
   -1.1875    1.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730    1.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4730    0.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    1.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9020    0.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9020    1.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866    1.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6866    0.4263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414    0.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    0.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6704    0.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414    1.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2414    2.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875    0.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1875   -0.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1715    1.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9965    1.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  2  2  0  0  0  0
  5 14  1  0  0  0  0
 14  3  2  0  0  0  0
 12  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  9  1  0  0  0  0
 12  4  2  0  0  0  0
  9 10  1  0  0  0  0
 10  4  1  0  0  0  0
  8  5  1  0  0  0  0
  6  5  2  0  0  0  0
  7  6  1  0  0  0  0
  7 16  2  0  0  0  0
 16  8  1  0  0  0  0
 10 11  2  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <ID>
CHEBI:28329

> <NAME>
trioxsalen

> <DEFINITION>
7H-Furo[3,2-g]chromen-7-one in which positions 2, 5, and 9 are substituted by methyl groups. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered orally in conjunction with UV-A for phototherapy treatment of vitiligo. After photoactivation it creates interstrand cross-links in DNA, inhibiting DNA synthesis and cell division, and can lead to cell injury; recovery from the cell injury may be followed by increased melanisation of the epidermis.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:1758; CHEBI:20282

> <SYNONYM>
Trioxysalen; Trioxsalen; Trimethylpsoralen; 6-hydroxy-beta,2,7-trimethyl-5-benzofuranacrylic acid, delta-lactone; 4,8,5'-Trimethylpsoralen; 4,8,5'-Trimethylpsoralen; 4,5',8-Trimethylpsoralen; 2',4,8-Trimethylpsoralen

> <IUPAC_NAME>
2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one

> <INN>
trioxysalenum; trioxysalene; trioxysalen; trioxisaleno

> <FORMULA>
C14H12O3

> <MASS>
228.24328

> <MONOISOTOPIC_MASS>
228.07864

> <CHARGE>
0

> <SMILES>
Cc1cc2cc3c(C)cc(=O)oc3c(C)c2o1

> <INCHI>
InChI=1S/C14H12O3/c1-7-4-12(15)17-14-9(3)13-10(6-11(7)14)5-8(2)16-13/h4-6H,1-3H3

> <INCHIKEY>
FMHHVULEAZTJMA-UHFFFAOYSA-N

> <BEILSTEIN_REGISTRY_NUMBER>
221723

> <CAS_REGISTRY_NUMBER>
3902-71-4

> <CHEMIDPLUS>
3902-71-4

> <DRUGBANK_ACCESSION>
DB04571

> <KEGG_COMPOUND_ACCESSION>
C09314

> <KEGG_DRUG_ACCESSION>
D01034

> <KNAPSACK_ACCESSION>
C00002502

> <LINCS_ACCESSION>
LSM-3223

> <NIST_CHEMISTRY_WEBBOOK>
3902-71-4

> <WIKIPEDIA_ACCESSION>
Trioxsalen

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