Compound: 20-HYDROXYECDYSONE
SMILES: O=C1C=C2[C@@]3(O)[C@@]([C@@H]([C@@](O)([C@H](O)CCC(O)(C)C)C)CC3)(CC[C@@H]2[C@@]4([C@H]1C[C@@H](O)[C@H](C4)O)C)C
InChIKey: NKDFYOWSKOHCCO-YPVLXUMRSA-N
Synonyms: 20-HYDROXYECDYSONE, 5289-74-7, Crustecdysone, beta-Ecdysone, Isoinokosterone, Commisterone, Crustecdyson, Ecdysteron, Viticosterone, THE-7, Ekdisten, 20-OH ecdysone, beta-ECDYSTERONE, Ecdysten, BIO101, 779A7KPL0Y, BIO-101, NSC-629484, Bio 101, DTXSID5040388, CHEBI:16587, (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one, 2beta,3beta,14alpha,20,22R,25-hexahydroxy-5beta-cholest-7-en-6-one, Cholest-7-en-6-one, 2,3,14,20,22,25-hexahydroxy-, (2beta,3beta,5beta,22R)-, (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta(a)phenanthren-6-one, RefChem:1064904, DTXCID3020388, 20-HYDROXY-ALPHA-ECDYSONE, Hydroxyecdysone, (+)-20-Hydroxyecdysone, MFCD00036740, (2beta,3beta,5beta,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one, b-Ecdysone, CHEMBL224128, 20-HYDROXY-.ALPHA.-ECDYSONE, C27H44O7, Cholest-7-en-6-one, 2,3,14,20,22,25-hexahydroxy-, (2.beta.,3.beta.,5.beta.,22R)-, beta-Ecdisone, 2beta,3beta,14alpha,20R,22R,25-hexahydroxy-5beta-cholest-7-en-6-one, 20beta-hydroxyecdysone, (+)-Ecdysterone, (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(1R,2R)-1,2,5-trihydroxy-1,5-dimethyl-hexyl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one, SMR000539832, UNII-779A7KPL0Y, Ecdystene, Sarconeos, (22R)-2beta,3beta,14,20,22,25-Hexahydroxy-5beta-cholest-7-en-6-one, .beta-Ecdysterone, 20-Hydroxyedysone, ?- Ecdysone, (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-2,3,4,5,9,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6(10H)-one, Beta-Ecdysterone CRS, NSC 629484, BRN 1917578, 20-Hydroxy-a-ecdysone, AI3-44727, Crustecdysone (Standard), |A-ECDYSONE,2,3,14,20,22,25-HEXAHYDROXY-7-CHOLESTEN-6-ONE, Cholest-7-en-6-one, 2,3,14,20,22,25-hexahydroxy-, (2b,3b,5b,22R)-, SCHEMBL22086, MLS001164644, MLS002207226, BIO 101 [WHO-DD], GTPL11987, HY-N6979R, 20-HYDROXYECDYSONE [MI], NKDFYOWSKOHCCO-YPVLXUMRSA-N, GLXC-07082, HMS2230L09, HY-N6979, MSK20382, (2b,3b,5b,22R)-2,3,14,20,22,25-Hexahydroxycholest-7-en-6-one, 2-beta,3-beta,14,20,22,25-Hexahydroxy-5-beta-cholet-7-en-6-one, 20-HYDROXYECDYSONE [WHO-DD], BDBM50326777, HB3718, LMST01010209, s2417, AKOS004120029, CCG-269554, EBC-618548, FH10452, (1S,3aS,5aR,7R,8S,9aR,9bR,11aR)-3a,7,8-trihydroxy-9a,11a-dimethyl-1-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1H,2H,3H,3aH,5H,5aH,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-5-one, 20-E, 20E, AC-19603, AC-34796, SY076056, CS-0007134, NS00097285, 20-Hydroxyecdysone, >=93% (HPLC), powder, Q423338, (2|A,3|A,5|A,22R)-2,3,14,20,22,25-Hexahydroxycholest-7-en-6-one, (2Beta,3beta,5beta)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one, 2-beta,3-beta,14,20,22,25-Hexahydroxy-5-beta-cholet-7-en-6- one, (22R)-2beta,3beta,14alpha,20,22,25-hexahydroxy-5beta-cholest-7-en-6-one, (2alpha,3alpha,5alpha,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one, 5-beta-Cholest-7-en-6-one, 2-beta,3-beta,14,20,22,25-hexahydroxy-, (22R)-, Cholest-7-en-6-one, 2,3,14,20,22,25-hexahydroxy-, (2-beta,3-beta,5-beta,22R)-, (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one, 2,3,14-Trihydroxy-10,13-dimethyl-17-(1,2,5-trihydroxy-1,5-dimethyl-hexyl)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-6-one
Theoretical properties:
molecular_formula: C27H44O7
molecular_weight: 480.6 g/mol
exact_mass: 480.30870374 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 5
heavy_atom_count: 34
topological_polar_surface_area: 138 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 237.5 - 239.5 °C
Descriptions:
pubchem: 20-hydroxyecdysone is an ecdysteroid that is ecdysone substituted by a hydroxy group at position 20. It has a role as an animal metabolite and a plant metabolite. It is an ecdysteroid, a phytoecdysteroid, a 3beta-sterol, a 20-hydroxy steroid, a 2beta-hydroxy steroid, a 14alpha-hydroxy steroid, a 22-hydroxy steroid and a 25-hydroxy steroid. It is functionally related to an ecdysone.
chebi: An  ecdysteroid that is ecdysone substituted by a hydroxy group at position 20.
chembl: 20-HYDROXYECDYSONE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: 20-Hydroxyecdysone (ecdysterone or 20E) is a naturally occurring ecdysteroid hormone which controls the ecdysis (moulting) and metamorphosis of arthropods. It is therefore one of the most common moulting hormones in insects, crabs, etc. A phytoecdysteroid produced by and extracted from various plants, including Cyanotis vaga, Ajuga turkestanica and Rhaponticum carthamoides, it is thought to be a plant defense against herbivory that disrupts the reproduction of insect pests. In arthropods, 20-hydroxyecdysone acts through the ecdysone receptor. Although mammals (including humans) lack this receptor, 20-hydroxyecdysone affects mammalian biological systems. 20-Hydroxyecdysone is an ingredient of some supplements that aim to enhance physical performance. In mammals, it is hypothesized to bind to the estrogen receptor beta (ERβ) protein.