Compound: Isoalantolactone
SMILES: O=C1O[C@@H]2C[C@]3(CCCC([C@@H]3C[C@@H]2C1=C)=C)C
InChIKey: CVUANYCQTOGILD-QVHKTLOISA-N
Synonyms: Isoalantolactone, 470-17-7, iso-alantolacton, BYH07P620U, CHEBI:5981, (+)-Isoalantolactone, NSC-241036, Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR,4aS,8aR,9aR)-, (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylidene-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one, (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylidene-3a,4,4a,6,7,8,9,9a-octahydrobenzo(f)(1)benzofuran-2-one, RefChem:791523, (3aR,4aS,8aR,9aR)-8a-methyl-3,5-bis(methylidene)decahydronaphtho(2,3-b)furan-2(3H)-one;eudesma-4(14),11(13)-dieno-12,8beta-olactone, MFCD08689940, (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylenedecahydronaphtho[2,3-b]furan-2(3H)-one, (3aR,4aS,8aR,9aR)-Decahydro-8a-methyl-3,5-bis(methylene)naphtho[2,3-b]furan-2(3H)-one, (+/-)-Isoalantolactone, QTF89ZHT7V, Isoalantolactone, (+/-)-, NSC241036, (3AR,4AS,8AR,9AR)-8A-METHYL-3,5-DIMETHYLIDENE-DODECAHYDRONAPHTHO[2,3-B]FURAN-2-ONE, (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylene-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f]benzofuran-2-one, eudesma-4(14),11(13)-dieno-12,8beta-olactone, 8beta-hydroxyeudesma-4(14),11(13)-dien-12-oic acid gamma-lactone, (3aR,4aS,8aR,9aR)-8a-methyl-3,5-bis(methylidene)decahydronaphtho[2,3-b]furan-2(3H)-one, Rel-(3aR,4aS,8aR,9aR)-decahydro-8a-methyl-3,5-bis(methylene)naphtho(2,3-b)furan-2(3H)-one, Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR,4aS,8aR,9aR)-rel-, 4677-48-9, (+)-Isoalantolactone;Isohelenin, NSC 241036, NSC 601353, BRN 0013402, AI3-31148, (3AR,4AS,8AR,9AR)-DECAHYDRO-8A-METHYL-3,5-BIS(METHYLENE)NAPHTHO(2,3-B)FURAN-2(3H)-ONE, ISOALLANTOLACTONE, UNII-QTF89ZHT7V, Epitope ID:119705, Isoalantolactone (Standard), UNII-BYH07P620U, Isoalantolactone (Isohelenin), 4-17-00-05031 (Beilstein Handbook Reference), SCHEMBL510111, CHEMBL137803, orb1304967, orb3140873, ISOALANTOLACTONE, (+)-, HY-N0780R, (3aR,4aS,8aR,9aR)-8a-Methyl-3,5-dimethylene-decahydro-naphtho[2,3-b]furan-2-one, HY-N0780, BDBM50433448, s3829, AKOS015892694, Eudesma-4(14),11(13)-dien-12-oic acid, 8-beta-hydroxy-, gamma-lactone, CCG-266809, CS-3635, EBC-615417, FI32778, AS-74081, Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR-(3a alpha,4a alpha,8a beta,9a alpha))-, SY045136, C09484, Q27089356, 5.ALPHA.H-EUDESMA-4(15),11(13)-DIEN-12,8.BETA.-OLIDE, EUDESMA-4(14),11(13)-DIEN-12-OIC ACID, 8.BETA.-HYDROXY-, .GAMMA.-LACTONE, Eudesma-4(14),11(13)-dien-12-oic acid, 8beta-hydroxy-, gamma-lactone, (+/-)-, 107439-69-0, EUDESMA-4(14),11(13)-DIEN-12-OIC ACID, 8.BETA.-HYDROXY-, .GAMMA.-LACTONE, (+/-)-, Naphtho[2, decahydro-8a-methyl-3,5-bis(methylene)-, [3aR-(3a.alpha.,4a.alpha.,8a.beta.,9a.alpha.)]-
Theoretical properties:
molecular_formula: C15H20O2
molecular_weight: 232.32 g/mol
exact_mass: 232.146329876 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 17
topological_polar_surface_area: 26.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Isoalantolactone is a sesquiterpene lactone of the eudesmanolide group. It has been isolated from Inula helenium. It has a role as an antifungal agent, an apoptosis inducer and a plant metabolite. It is a sesquiterpene lactone and a eudesmane sesquiterpenoid.
chebi: A sesquiterpene lactone of the eudesmanolide group. It has been isolated from <em>Inula helenium</em>.
chembl: ISOALANTOLACTONE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Helenin is a phytochemical mixture found in many plant species, including the Inula helenium (elecampane) of the family Asteraceae.  It is a mixture of two isomeric sesquiterpene lactones, alantolactone and isoalantolactone.
In 1895 the German scientists Julius Bredt and Wilhelm Posh extracted helenin from Inula helenium and determined its physical and chemical properties.