Compound: Tephrosin
SMILES: O=C1c2c(O[C@H]3[C@]1(O)c4c(OC3)cc(OC)c(c4)OC)c5c(OC(C)(C)C=C5)cc2
InChIKey: AQBZCCQCDWNNJQ-AUSIDOKSSA-N
Synonyms: Tephrosin, 76-80-2, hydroxydeguelin, deguelinol I, CHEBI:9442, DTXSID20878627, 9C081V83CC, (1R,14R)-14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one, 3H-Bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7aH)-one, 13,13a-dihydro-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-, (7aR,13aR)-, (1R,14R)-14-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo(12.8.0.03,12.04,9.015,20)docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one, RefChem:187905, DTXCID701016671, (-)-TEPHROSIN, Tephrosin (synthetic), (7aR,13aR)-7a-Hydroxy-9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-pyrano[2,3-c:6,5-f']dichromen-7(7aH)-one, Deguelinol I;Hydroxydeguelin, UNII-9C081V83CC, CCRIS 7115, TEPHROSIN [MI], 12-alpha-Hydroxydeguelin, GlyTouCan:G98582BD, SCHEMBL766277, CHEMBL241806, MEGxp0_001258, orb1708381, G98582BD, HY-N1166, BDBM50505206, LMPK12060047, MFCD00238693, AKOS040740204, Tephrosin, >=95% (LC/MS-ELSD), DA-58407, FT137972, MS-27072, CS-0016457, G12541, Q7701343, (7aR,13aR)-13,13a-dihydro-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-3H-bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7aH)-one, (7aR,13aR)-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one, (7aR,13aR)-7a-Hydroxy-9,10-dimethoxy-3,3-dimethyl-13,13a-dihydro-3H-pyrano[2',3':7,8][1]benzopyrano[2,3-c][1]benzopyran-7(7aH)-one, 3H-Bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(7aH)-one, 13,13a-dihydro-7a-hydroxy-9,10-dimethoxy-3,3-dimethyl-, (7aR-cis)-
Theoretical properties:
molecular_formula: C23H22O7
molecular_weight: 410.4 g/mol
exact_mass: 410.13655304 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 2
heavy_atom_count: 30
topological_polar_surface_area: 83.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Tephrosin is a member of the class of rotenones that is 13,13a-dihydro-3H-chromeno[3,4-b]pyrano[2,3-h]chromen-7(7aH)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7aR,13aR stereoisomer). It is isolated from the leaves and twigs of Antheroporum pierrei and exhibits antineoplastic and pesticidal activities. It has a role as a metabolite, a pesticide and an antineoplastic agent. It is an aromatic ether, an organic heteropentacyclic compound, a cyclic ketone and a member of rotenones.
chebi: A member of the class of rotenones that is 13,13a-dihydro-3<em>H</em>-chromeno[3,4-<em>b</em>]pyrano[2,3-<em>h</em>]chromen-7(7a<em>H</em>)-one substituted with geminal methyl groups at position 3, hydroxy group at position 7a and methoxy groups at positions 9 and 10 (the 7a<i>R</i>,13a<i>R</i> stereoisomer). It is isolated from the leaves and twigs of <em>Antheroporum pierrei</em> and exhibits antineoplastic and pesticidal activities.
chembl: TEPHROSIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Tephrosin is rotenoid. It is a natural fish poison found in the leaves and seeds of Tephrosia purpurea and T. vogelii.