Compound: triptolide
SMILES: O=C1OCC2=C1CC[C@]3([C@H]2C[C@@H]4O[C@@]54[C@]36O[C@H]6[C@@H]7O[C@@]7([C@H]5O)C(C)C)C
InChIKey: DFBIRQPKNDILPW-CIVMWXNOSA-N
Synonyms: triptolide, 38748-32-2, NSC-163062, 19ALD1S53J, DTXSID5041144, (1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-1-methyl-7-propan-2-yl-3,6,10,16-tetraoxaheptacyclo[11.7.0.02,4.02,9.05,7.09,11.014,18]icos-14(18)-en-17-one, (1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-1-methyl-7-propan-2-yl-3,6,10,16-tetraoxaheptacyclo(11.7.0.02,4.02,9.05,7.09,11.014,18)icos-14(18)-en-17-one, RefChem:192024, DTXCID3021144, (1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-1-methyl-7-(propan-2-yl)-3,6,10,16-tetraoxaheptacyclo(11.7.0.0^(2,4).0^(2,9).0^(5,7).0^(9,11).0^(14,18))icos-14(18)-en-17-one, 683-214-2, Triptolid, PG490, PG-490, NSC 163062, CHEMBL463763, MFCD00210565, (5bS,6aS,7aS,8R,8aR,9aS,9bS,10aS,10bS)-8-Hydroxy-8a-isopropyl-10b-methyl-1,5,5b,6,6a,8,8a,9a,9b,10b-decahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-3(2H)-one, PG 490, (3bS,4aS,5aS,6R,6aR,7aS,7bS,8aS,8bS)-6-hydroxy-8b-methyl-6a-(propan-2-yl)-3b,4,4a,6,6a,7a,7b,8b,9,10-decahydrotrisoxireno[6,7:8a,9:4b,5]phenanthro[1,2-c]furan-1(3H)-one, SMR000466307, UNII-19ALD1S53J, Triptolide?, Triptolide, 1, Trisoxireno[6,7:8a,9:4b,5]phenanthro[1,2-c]furan-1(3H)-one, 3b,4,4a,6,6a,7a,7b,8b,9,10-decahydro-6-hydroxy-8b-methyl-6a-(1-methylethyl)-, (3bS,4aS,5aS,6R,6aR,7aS,7bS,8aS,8bS)-, CPD000466307, TRIPTOLIDE [MI], TRIPTOLIDE [WHO-DD], BSPBio_001595, KBioGR_000315, KBioSS_000315, MLS000759410, MLS001424107, MLS006010844, SCHEMBL413634, CHEBI:9747, orb1306199, orb3140256, EX-A7744A, KBio2_000315, KBio2_002883, KBio2_005451, KBio3_000629, KBio3_000630, DFBIRQPKNDILPW-CIVMWXNOSA-N, Bio2_000315, Bio2_000795, GLXC-06921, HMS1361P17, HMS1791P17, HMS1989P17, HMS2051N13, HMS3402P17, MSK40281, BDBM50241049, NSC163062, NSC839303, s3604, AKOS022168197, CCG-100957, CS-0286, DB12025, EBC-311041, FT28581, NC00207, NSC-839303, IDI1_034065, NCGC00163411-01, NCGC00163411-02, NCGC00163411-03, NCGC00163411-07, (6aS,7aS,8R,8aR,9aS,9bS,10aS,10bS)-8-hydroxy-8a-isopropyl-10b-methyl-1,5,5b,6,6a,8,8a,9a,9b,10b-decahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-3(2H)-one., BP-25386, BS-16697, HY-32735, NCI60_001223, Trisoxireno(4b,5:6,7:8a,9)phenanthro(1,2-c)furan-1(3H)-one, 3b,4,4a,6,6a,7a,7b,8b,9,10-decahydro-6-hydroxy-8b-methyl-6a-(1-methylethyl)-, (3bS,4aS,5aS,6R,6aR,7aS,7bS,8aS,8bS)-, NS00018025, T2899, C09204, AB00639938-06, AB00639938-08, F557653, Q906351, BRD-K39484304-001-02-5, BRD-K39484304-001-06-6, BRD-K39484304-001-16-5, Triptolide, Tripterygium wilfordii - CAS 38748-32-2, (1S,2S,4S,5S,7R,8R,9S,11S)-8-Hydroxy-1-methyl-7-propan-2-yl-3,6,10,16-tetraoxaheptacyclo[11.7.0.02,4.02,9.05,7.09,11.014,18]icos-14(18)-en-17-one, (1S,2S,4S,5S,7R,8R,9S,11S,13S)-8-hydroxy-7-isopropyl-1-methyl-3,6,10,16-tetraoxaheptacyclo[11.7.0.02,4.02,9.05,7.09,11.014,18]icos-14(18)-en-17-one, (3BS,4AS,5AS,6R,6AR,7AS,7BS,8AS,8BS)-3B,4,4A,6,6A,7A,7B,8B,9,10-DECAHYDRO-6-HYDROXY-6A-ISOPROPYL-8B-METHYLTRISOXIRENO(6,7:8A,9:4B,5)PHENANTHRO(1,2-C)FURAN-1(3H)-ONE, (3BS,4AS,5AS,6R,6AR,7AS,7BS,8AS,8BS)-3B,4,4A,6,6A,7A,7B,8B,9,10-DECAHYDRO-6-HYDROXY-8B-METHYL-6A-(1-METHYLETHYL)TRISOXIRENO(4B,5:6,7:8A,9)PHENANTHRO(1,2-C)FURAN-1(3H)-ONE, (3bS,4aS,5aS,6R,6aR,7aS,7bS,8aS,8bS)-6-Hydroxy-6a-isopropyl-8b-methyl-3b,4,4a,6,6a,7a,7b,8b,9,10-decahydrotrisoxireno[6,7:8a, (5bS,6aS,7aS,8R,8aR,9aS,9bS,10aS,10bS)-8-hydroxy-8a-isopropyl-10b-methyl-1,5,5b,6,6a,8,8a,9a,9b,10b-decahydrotris(oxireno)[2',3':4b,5; 2'',3'':6,7; 2''',3''':8a,9]phenanthro[1,2-c]furan-3(2H)-one, (5bS,6aS,7aS,8R,8aR,9aS,9bS,10aS,10bS)-8-hydroxy-8a-isopropyl-10b-methyl-2,5,5b,6,6a,8,8a,9a,9b,10b-decahydrotris(oxireno)[2',3':4b,5;2'',3'':6,7;2''',3''':8a,9]phenanthro[1,2-c]furan-3(1H)-one, Trisoxireno[4b,7:8a,9]phenanthro[1,2-c]furan-(3H)-one, 3b,4,4a,6,6a,7a,7b,8b,9,10-decahydro-6-hydroxy-8b-methyl-6a-(1-methylethyl)-, [3bR-(3b.alpha.,4a.alpha.,5aS*,6.beta.,6a.beta.,7a.beta.,7b.alpha.,8aS*,8b.beta.)]-, Trisoxireno[4b,7:8a,9]phenanthro[1,2-c]furan-1(3H)-one, 3b,4,4a,6,6a,7a,7b,8b,9,10-decahydro-6-hydroxy-8b-methyl-6a-(1-methylethyl)-, [3bR-(3b.alpha.,4a.alpha.,5aS*,6.beta.,6a.beta.,7a.beta.,7b.alpha.,8aS*,8b.beta.)]-
Theoretical properties:
molecular_formula: C20H24O6
molecular_weight: 360.4 g/mol
exact_mass: 360.15728848 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 1
heavy_atom_count: 26
topological_polar_surface_area: 84.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Triptolide is a diterpenoid, an epoxide, an organic heteroheptacyclic compound and a gamma-lactam. It has a role as an antispermatogenic agent and a plant metabolite.
chembl: TRIPTOLIDE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Triptolide is a diterpenoid epoxide which is produced by the thunder god vine, Tripterygium wilfordii. It has in vitro and in vivo activities against mouse models of polycystic kidney disease and pancreatic cancer, but its physical properties and severe toxicity limit its therapeutic potential. Consequently, a synthetic water-soluble prodrug, minnelide, is being studied clinically instead.
Triptolide is a component of ContraPest, a contraceptive pest control liquid used to reduce rat populations in the United States.