IMPPAT Phytochemical information: 
Dehydroepiandrosterone
Dehydroepiandrosterone
Summary

SMILES: O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CCC2=O)C)C1)C
InChI: InChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-16,20H,4-11H2,1-2H3/t13-,14-,15-,16-,18-,19-/m0/s1
InChIKey: FMGSKLZLMKYGDP-USOAJAOKSA-N
DeepSMILES: O[C@H]CC[C@]C=CC[C@@H][C@@H]6CC[C@][C@H]6CCC5=O)))))C))))))))C6))C
Scaffold Graph/Node/Bond level: O=C1CCC2C1CCC1C3CCCCC3=CCC21
Scaffold Graph/Node level: OC1CCC2C1CCC1C3CCCCC3CCC21
Scaffold Graph level: CC1CCC2C1CCC1C3CCCCC3CCC21
Functional groups: CO; CC=C(C)C; CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Androstane steroids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Androstane steroids
Synonymous chemical names:
prasterone
External chemical identifiers:
CID:CID_5881; ChEMBL:CHEMBL90593; ChEBI:CHEBI:28689; ZINC:ZINC000003807917; FDASRS:459AG36T1B; SureChEMBL:SCHEMBL24156
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Dehydroepiandrosterone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 288.43
Log P RDKit 3.88
Topological polar surface area (Å2) RDKit 37.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.32
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.84
Number of rotatable bonds RDKit 0
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
Dehydroepiandrosterone
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.686843
Dehydroepiandrosterone
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.77
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Dehydroepiandrosterone
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_001170ENSG00000112033PPARD5467NPASS
TAR_EXP_001167ENSG00000244474UGT1A454657ChEMBL, NPASS
TAR_EXP_001141ENSG00000109099PMP225376NPASS
TAR_EXP_001066ENSG00000132196HSD17B751478ChEMBL, NPASS
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_000095ENSG00000224143EHMT210919NPASS
TAR_EXP_000252ENSG00000179921GPBAR1151306BindingDB, ChEMBL, NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576ChEMBL, NPASS
TAR_EXP_000475ENSG00000120948TARDBP23435ChEMBL, NPASS
TAR_EXP_000517ENSG00000160211G6PD2539ChEMBL, NPASS
TAR_EXP_000669ENSG00000015520NPC1L129881BindingDB, ChEMBL, NPASS
TAR_EXP_000670ENSG00000169919GUSB2990ChEMBL, NPASS
TAR_EXP_000706ENSG00000291796APEX1328NPASS
TAR_EXP_000720ENSG00000106211HSPB13315NPASS
TAR_EXP_000773ENSG00000169083AR367NPASS
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000097ENSG00000108468CBX110951NPASS
TAR_EXP_001493ENSG00000129214SHBG6462BindingDB, ChEMBL, NPASS
TAR_EXP_000088ENSG00000036530CYP46A110858ChEMBL, NPASS
TAR_EXP_001571ENSG00000109193SULT1E16783ChEMBL
TAR_EXP_001581ENSG00000088002SULT2B16820ChEMBL
TAR_EXP_001582ENSG00000105398SULT2A16822ChEMBL
TAR_EXP_001813ENSG00000170099SERPINA6866ChEMBL, NPASS
TAR_EXP_001659ENSG00000277132UGT2B157366ChEMBL, NPASS
TAR_EXP_001660ENSG00000197888UGT2B177367ChEMBL, NPASS
TAR_EXP_001663ENSG00000162607USP17398NPASS
TAR_EXP_001665ENSG00000111424VDR7421NPASS
TAR_EXP_001551ENSG00000145335SNCA6622NPASS