IMPPAT Phytochemical information: 
20-Hydroxyecdysone
20-Hydroxyecdysone
Summary

SMILES: O[C@H]1C[C@@]2(C)[C@@H](C[C@H]1O)C(=O)C=C1[C@@H]2CC[C@]2([C@@]1(O)CC[C@@H]2[C@]([C@@H](CCC(O)(C)C)O)(O)C)C
InChI: InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1
InChIKey: NKDFYOWSKOHCCO-YPVLXUMRSA-N
DeepSMILES: O[C@H]C[C@@]C)[C@@H]C[C@H]6O)))C=O)C=C[C@@H]6CC[C@][C@@]6O)CC[C@@H]5[C@][C@@H]CCCO)C)C))))O))O)C))))))C
Scaffold Graph/Node/Bond level: O=C1C=C2C3CCCC3CCC2C2CCCCC12
Scaffold Graph/Node level: OC1CC2C3CCCC3CCC2C2CCCCC12
Scaffold Graph level: CC1CC2C3CCCC3CCC2C2CCCCC12
Functional groups: CO; CC(=O)C=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Bile acids, alcohols and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Ecdysteroids
Synonymous chemical names:
beta-ecdysone, 20-hydroxyecdysone, commisterone, ecdysterone, 20-hydroxy ecdysone(β-ecdysone)
External chemical identifiers:
CID:CID_5459840; ChEMBL:CHEMBL224128; ChEBI:CHEBI:16587; ZINC:ZINC000238809241; FDASRS:779A7KPL0Y; SureChEMBL:SCHEMBL22086; MolPort-002-507-287
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
20-Hydroxyecdysone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 480.64
Log P RDKit 1.85
Topological polar surface area (Å2) RDKit 138.45
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.37
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 24
Shape complexity RDKit 0.89
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
20-Hydroxyecdysone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.353062
20-Hydroxyecdysone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.91
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
20-Hydroxyecdysone
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000246957TRAP1786
ENSP00000368104BMP2831
ENSP00000206249ESR1862
ENSP00000387946NR1H3716
ENSP00000253727NR1H2716
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.