Compound: Withaferin A
SMILES: O=C1O[C@@H]([C@H]([C@@H]2[C@@]3([C@H]([C@H]4[C@@H]([C@]5(C(=O)C=C[C@@H]([C@@]56[C@@H](C4)O6)O)C)CC3)CC2)C)C)CC(=C1CO)C
InChIKey: DBRXOUCRJQVYJQ-CKNDUULBSA-N
Synonyms: Withaferin A, 5119-48-2, Withaferine A, NSC-101088, NSC 273757, WITHAFERIN DERIV JPR, IOWA U. COMPOUND, L6DO3QW4K5, NSC-273757, CHEBI:69120, DTXSID10965459, (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one, 4beta,27-dihydroxy-1-oxo-5beta,6beta-epoxywitha-2,24-dienolide, (4beta,5beta,6beta,22R)-4,27-dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione, (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-((1S)-1-((2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl)ethyl)-2,16-dimethyl-8-oxapentacyclo(9.7.0.02,7.07,9.012,16)octadec-4-en-3-one, RefChem:934222, 5,6-epoxy-4,22,27-trihydroxy-1-oxoergosta-2,24-dienoic acid delta-lactone, DTXCID901393128, (4 beta,5 beta,6 beta,22R)-5,6-epoxy-4,22,27-trihydroxy-1-oxoergosta-2,24-dien-26-oic acid, delta-lactone, MFCD10687098, NSC101088, CHEMBL517080, (6S,7R,9R)-6-Hydroxy-15-[(2R,3R)-3-hydroxy-4-(4-methyl-5-oxo-2H-furan-3-yl)butan-2-yl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one, UNII-L6DO3QW4K5, NSC 101088, BRN 1335150, 5.beta.-Ergosta-2, 5,6.beta.-epoxy-4.beta.,22,27-trihydroxy-1-oxo-, .delta.-lactone, (20S,22R)-, Ergosta-2, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, .delta.-lactone, (4.beta.,5.beta.,6.beta.,22R)-, Withaferin A (Standard), WITHAFERIN A [MI], 5-19-06-00604 (Beilstein Handbook Reference), MLS006010687, SCHEMBL157208, orb1301583, orb3140985, GTPL13097, HY-N2065R, Withaferin A, analytical standard, Withaferin A, >=95% (HPLC), HY-N2065, BDBM50599323, EX-A12011, NSC273757, s8587, AKOS040758787, EBC-460096, FW32226, NCGC00180796-02, NCGC00180796-05, (4beta,5beta,6beta,22R)-5,6-Epoxy-4,22,27-trihydroxy-1-oxoergosta-2,24-dien-26-oic acid, delta-lactone, 5-beta-Ergosta-2,24-dien-26-oic acid, 5,6-beta-epoxy-4-beta,22,27-trihydroxy-1-oxo-, delta-lactone, (20S,22R)-, 5beta-Ergosta-2,24-dien-26-oic acid, 5,6beta-epoxy-4beta,22,27-trihydroxy-1-oxo-, delta-lactone, (20S,22R)-, AS-77575, Ergosta-2,24-dien-26-oic acid, 5,6-epoxy-4,22,27-trihydroxy-1-oxo-, gamma-lactone, (4bta,5beta,6beta,22R)-, NCI60_000031, SMR004701668, SY075940, CS-0018562, Withaferin A 100 microg/mL in Acetonitrile, C08841, A1-06845, Q6606395, BRD-K88378636-001-01-0, 5,6-Epoxy-4,27-dihydroxy-1-oxowitha-2 ,24-dienolide, (22R)-4beta,27-Dihydroxy-5beta,6beta-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione, (4?,5?,6?,22R)-4,27-Dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione, WLN: T3 F5 E666 1A R AXO OV PU CH&TTTTJ J1 N1 RQ IY1&- FT6OV CUTJ C1Q D1, (1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-3-one, (4.BETA.,5.BETA.,6.BETA.,22R)-4,27-DIHYDROXY-5,6:22,26-DIEPOXYERGOSTA-2,24-DIENE-1,26-DIONE, (4b,5b,6b,22R)-5,6-Epoxy-4,22,27-trihydroxy-1-oxoergosta-2 ,24-dien-26-oic acid d-lactone, (4S,4aR,5aR,6aS,6bS,9R,9aS,11aS,11bR)-4-hydroxy-9-((S)-1-((R)-5-(hydroxymethyl)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-9a,11b-dimethyl-5a,6,6a,6b,7,8,9,9a,10,11,11a,11b-dodecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxiren-1(4H)-one, NCGC00180796-02_C28H38O6_(4beta,5beta,6beta,22R)-4,27-Dihydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione
Theoretical properties:
molecular_formula: C28H38O6
molecular_weight: 470.6 g/mol
exact_mass: 470.26683893 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 3
heavy_atom_count: 34
topological_polar_surface_area: 96.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Withaferin A is a withanolide that is 5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione substituted by hydroxy groups at positions 4 and 27 (the 4beta,5beta,6beta,22R stereoisomer). Isolated from Physalis longifolia, it exhibits cytotoxic activity. It has a role as an antineoplastic agent and an apoptosis inducer. It is an epoxy steroid, a primary alcohol, a delta-lactone, a secondary alcohol, a 27-hydroxy steroid, an ergostanoid, an enone, a 4-hydroxy steroid and a withanolide.
chebi: A  withanolide that is 5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione substituted by hydroxy groups at positions 4 and 27 (the 4β,5β,6β,22<i>R</i> stereoisomer). Isolated from <em>Physalis longifolia</em>, it exhibits cytotoxic activity.
chembl: WITHAFERIN A is a small molecule listed in the ChEMBL database and has reached clinical trial phase 1.0.
wikipedia: Withaferin A is a steroidal lactone, derived from Acnistus arborescens, Withania somnifera and other members of family Solanaceae. It is the first member of the withanolide class of ergostane type product to be discovered.