Compound: trioxsalen
SMILES: O=c1oc2c(cc3cc(oc3c2C)C)c(c1)C
InChIKey: FMHHVULEAZTJMA-UHFFFAOYSA-N
Synonyms: trioxsalen, 3902-71-4, Trimethylpsoralen, Trioxysalen, 4,5',8-Trimethylpsoralen, Trioxisaleno, Trioxysalene, 2',4,8-Trimethylpsoralen, Trioxysalenum, NSC71047, Tmp (psoralen), 2,5,9-trimethylfuro[3,2-g]chromen-7-one, NSC 71047, DTXSID3023716, 7H-Furo[3,2-g][1]benzopyran-7-one, 2,5,9-trimethyl-, Y6UY8OV51T, 2,5,9-Trimethyl-7H-furo(3,2-g)(1)benzopyran-7-one, 7H-Furo(3,2-g)(1)benzopyran-7-one, 2,5,9-trimethyl-, 2,5,9-Trimethyl-7H-furo[3,2-g][1]benzopyran-7-one, DTXCID403716, CHEBI:28329, 6-hydroxy-beta,2,7-trimethyl-5-benzofuranacrylic acid, delta-lactone, Trioxisalenum, 2,5,9-trimethylfuro(3,2-g)chromen-7-one, 4,7,9-trimethyl-2H-furo(3,2-g)chromen-2-one, 4,7,9-trimethyl-2H-furo[3,2-g]chromen-2-one, trioxisalene, RefChem:58176, 2,5,9-Trimethyl-7H-furo(3,2-g)benzopyran-7-one, D05AD01, D05BA01, 223-459-0, Trisoralen, 2,5,9-Trimethyl-7H-furo[3,2-g]chromen-7-one, NSC-71047, Elder 8011, 4,5',8-Trimethylpsoralene, 4,8,5'-Trimethylpsoralen, MFCD00005010, 2,5,9-Trimethylfuro[3,2-g]benzopyran-7-one, Trioxysalen [INN], TRIOXSALIN, Trisoralen;Trioxysalen;TMP, NCGC00016643-01, CAS-3902-71-4, Trioxsalen [USAN], Trioxysalene [INN-French], Trioxysalenum [INN-Latin], Trioxisaleno [INN-Spanish], SR-01000812969, Trioxsalen [USAN:USP], EINECS 223-459-0, 2,5,9-Trimethylpsoralen, 4,5,8-Trimethylpsoralen, UNII-Y6UY8OV51T, antipsoriatic, BRN 0221723, Trioxalen, Trixsalen, Trisoralen;, Dermetrix;, Levrison;, Tripsos;, Trimethylpsoralen;, Trisoralen (TN), Trioxsalen (USP), Prestwick_148, 7-Oxo-2,5,9-Trimethyl-7H-furo(3,2-g)(1)benzopyron, Trioxsalen (Standard), 4,8-Trimethylpsoralen, Spectrum_000169, 4,8-Trimethylpsoralene, TRIOXSALEN [MI], 2',8-Trimethylpsoralen, Trioxysalen (JAN/INN), 6-Hydroxy-beta,2,7-trimethyl-5-benzofuranacrylic acid gamma-lactone, Prestwick0_000709, Prestwick1_000709, Prestwick2_000709, Prestwick3_000709, Spectrum2_001083, Spectrum3_001378, Spectrum4_000883, Spectrum5_001557, TRIOXYSALEN [JAN], TRIOXSALEN [VANDF], SCHEMBL1252, CHEMBL1475, TRIOXSALEN [USP-RS], TRIOXYSALEN [MART.], Oprea1_203343, BSPBio_000897, BSPBio_002936, KBioGR_001286, KBioSS_000649, TRIOXYSALEN [WHO-DD], 5-19-04-00472 (Beilstein Handbook Reference), MLS001173417, DivK1c_000380, SPECTRUM1500596, SPBio_001126, SPBio_002818, BPBio1_000987, MEGxm0_000462, orb1302760, orb3140226, SCHEMBL29432841, TRIOXSALEN [ORANGE BOOK], ACon0_000603, ACon1_000251, HMS501C22, HY-B1157R, KBio1_000380, KBio2_000649, KBio2_003217, KBio2_005785, KBio3_002156, TRIOXSALEN [USP IMPURITY], NINDS_000380, HMS1570M19, HMS1921I05, HMS2092A12, HMS2097M19, HMS2879M06, HMS3714M19, Pharmakon1600-01500596, 7H-Furo[3, 2,5,9-trimethyl-, HY-B1157, MSK40159, Tox21_110541, CCG-39937, EBC-06587, NSC757371, STL564342, AKOS015912601, Tox21_110541_1, Trioxsalen, >=98% (HPLC), powder, CS-4760, DB04571, FT47227, KS-5184, NSC-757371, SDCCGMLS-0066609.P001, IDI1_000380, NCGC00016643-02, NCGC00016643-03, NCGC00016643-04, NCGC00016643-05, NCGC00016643-06, NCGC00016643-09, NCGC00016643-10, NCGC00094804-01, NCGC00094804-02, NCGC00178384-01, NCGC00178384-02, NCGC00178384-03, NCI60_038883, SMR000538905, ST083486, SY051402, 4,5',8-TRIMETHYLPSORALEN [IARC], SBI-0051547.P002, DB-049366, NS00015856, T2267, 4,7,9-trimethylfurano[3,2-g]chromen-2-one, BENZOFURANACRYLIC ACID,2,7-TRIMETHYL-,, C09314, D01034, EN300-122631, T72416, 2,5,9-Trimethyl-furo[3,2-g]benzopyran-7-one, AB00052119_09, Q854263, 2,5,9-Trimethyl-7H-furo[3,2-g]chromen-7-one #, SR-01000812969-2, SR-01000812969-5, SR-01000812969-6, SR-01000812969-7, 2,9-Trimethyl-7H-furo[3,2-g][1]benzopyran-7-one, BRD-K54790157-001-06-4, BRD-K54790157-001-10-6, BRD-K54790157-001-15-5, Z1544404499, 5-Benzofuranacrylic acid,2,7-trimethyl-, .delta.-lactone, 5-Benzofuranacrylic acid, 6-hydroxy-.beta.,2,7-trimethyl-, .delta.-lactone, NSC 71047,4,5 inverted exclamation mark ,8-Trimethylpsoralen,Trisoralen
Theoretical properties:
molecular_formula: C14H12O3
molecular_weight: 228.24 g/mol
exact_mass: 228.078644241 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 0
heavy_atom_count: 17
topological_polar_surface_area: 39.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "Trioxsalen is 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. It has a role as a photosensitizing agent and a dermatologic drug.", "chebi": "7<em>H</em>-Furo[3,2-<em>g</em>]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.", "chembl": "TRIOXSALEN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Trioxsalen (trimethylpsoralen (TMP), trioxysalen (INN) or Trisoralen) is a furanocoumarin and a psoralen derivative.  It is obtained from several plants, mainly Psoralea corylifolia.  Like other psoralens it causes photosensitization of the skin.  It is administered either topically or orally in conjunction with UV-A (the least damaging form of ultraviolet light) for phototherapy treatment of vitiligo and hand eczema.  After photoactivation it creates interstrand cross-links in DNA, which can cause programmed cell death unless repaired by cellular mechanisms.  In research it can be conjugated to dyes for confocal microscopy and used to visualize sites of DNA damage.  The compound is also being explored for development of antisense oligonucleotides that can be cross-linked specifically to a mutant mRNA sequence without affecting normal transcripts differing at even a single base pair.\nTrioxsalen (abbreviated as TMP) activated by UV-A exposure is commonly used in genetics research as an experimental mutagen. UV/TMP generates small deletions (~1-3 Kbp), but all base transitions and transversions can also be obtained."}