Compound: Isopimpinellin
SMILES: O=c1oc2c(OC)c3occc3c(c2cc1)OC
InChIKey: DFMAXQKDIGCMTL-UHFFFAOYSA-N
Synonyms: Isopimpinellin, 482-27-9, 5,8-Dimethoxypsoralen, 5,8-Dimethoxypsoralene, 4,9-Dimethoxy-7H-furo[3,2-g]chromen-7-one, 4,9-dimethoxyfuro[3,2-g]chromen-7-one, 5,8-Dimethoxy-6,7-furanocoumarin, 7H-Furo[3,2-g][1]benzopyran-7-one, 4,9-dimethoxy-, 4,9-Dimethoxy-7H-furo[3,2-g][1]benzopyran-7-one, DTXSID30197457, 4,9-Dimethoxy-7H-furo(3,2-G) (1)benzopyran-7-one, 20GCF755G6, NSC-217988, NSC-401288, CHEBI:28853, 7H-Furo(3,2-g)(1)benzopyran-7-one, 4,9-dimethoxy-, 4,9-dimethoxyfuro(3,2-g)chromen-7-one, 4,9-dimethoxy-7H-furo(3,2-g)chromen-7-one, 5,9-dimethoxy-2H-furo(3,2-g)chromen-2-one, 5,9-dimethoxy-2H-furo[3,2-g]chromen-2-one, 4,9-Dimethoxy-7H-furo(3,2-g)(1)benzopyran-7-one, RefChem:40714, DTXCID40119948, 4,9-Dimethoxy-furo[3,2-g]chromen-7-one, MFCD00017407, NSC401288, Isopimpinellin (4,9-Dimethoxypsoralen), 4,9-Dimethoxyfuro[3,2-g]benzopyran-7-one, Isopimpinellin - Angelica archangelica (angelica), 7H-Furo[3, 4,9-dimethoxy-, Isoimpinellin, CCRIS 4347, NSC 217988, NSC 401288, isopimpinelline, Dimethylpsoralen, Isopimpinellin?, UNII-20GCF755G6, DFMAXQKDIGCMTL-UHFFFAOYSA-N, ISO-PIMPINELLIN, Spectrum_000624, SpecPlus_000154, 5, 8-Dimethoxypsoralene, Spectrum2_000308, Spectrum3_001232, Spectrum4_001442, Spectrum5_000023, 8-METHOXYBERGAPTEN, Isopimpinellin (Standard), 5-METHOXYXANTHOTOXIN, Oprea1_132007, Oprea1_593894, BSPBio_002704, KBioGR_001923, KBioSS_001104, SPECTRUM300012, MLS000876836, DivK1c_006250, SCHEMBL498907, SPBio_000276, CHEMBL140796, MEGxp0_000706, orb1302727, orb3140853, SCHEMBL29568822, ACon1_002361, DFMAXQKDIGCMTL-UHFFFAOYSA-, HSDB 8477, HY-N0769R, KBio1_001194, KBio2_001104, KBio2_003672, KBio2_006240, KBio3_002204, 7H-Furo(3,2-g)(1)benzopyran-7-one, 4,9-dimethoxy- (8CI), GLXC-14378, HMS2270M12, Isopimpinellin, analytical standard, HY-N0769, BDBM50361386, CCG-38585, MSK167825, NSC217988, s9291, STK368476, AKOS000278000, EBC-615622, FI15198, SDCCGMLS-0066520.P001, NCGC00095569-01, NCGC00095569-02, NCGC00095569-03, AC-34959, BS-16832, NCI60_003765, SMR000440593, SY055253, 4,9-Dimethoxy-7-oxofuro[3,2-g]chromene, 5,9-dimethoxyfurano[3,2-g]chromen-2-one, DB-051533, CS-0009794, I0861, NS00094672, ST50308983, C02162, 4,9-Dimethoxy-7H-furo[3,2-g]chromen-7-one #, AG-667/03555034, SR-01000778471, Q6086206, SR-01000778471-2, BRD-K72253829-001-02-8, BRD-K72253829-001-03-6, BRD-K72253829-001-07-7, 4,9-Dimethoxy-7H-furo[3,2-g][1]benzopyran-7-one, 9CI, 5,8-Dimethoxypsoralen; 4,9-dimethoxyfuro[3,2-g]chromen-7-one, InChI=1/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3
Theoretical properties:
molecular_formula: C13H10O5
molecular_weight: 246.21 g/mol
exact_mass: 246.05282342 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 2
heavy_atom_count: 18
topological_polar_surface_area: 57.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Light yellow fibers
color: Light yellow fibers
odor: Odorless
melting_point: 151 °C
Descriptions:
pubchem: Isopimpinellin is a member of psoralens.
chembl: ISOPIMPINELLIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Isopimpinellin is a natural product synthesized by numerous plant species, especially species in the carrot family Apiaceae. The compound can be found in celery, garden angelica, parsnip, fruits and in the rind and pulp of limes.  Several studies have looked into the effects of isopimpinellin and other furanocoumarins (such as bergamottin and imperatorin) as anticarcinogens.  These studies have shown possible inhibition of 7,12-Dimethylbenz(a)anthracene, which are initiators of skin tumors. Evidence has also been reported that links these compounds to the inhibition of breast cancers.