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: CC(C)=O; CC=C(C)C; CO
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:5881; ChEMBL:CHEMBL90593; 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 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit
Dehydroepiandrosterone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.69
Dehydroepiandrosterone
ADMET 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 0.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Dehydroepiandrosterone
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000023897GABRA1800
ENSP00000199936HSD17B2738
ENSP00000201586SULT2B1981
ENSP00000206249ESR1969
ENSP00000211122GSTA3800
ENSP00000217961STS963
ENSP00000221421LHB900
ENSP00000222002SULT2A1995
ENSP00000222982CYP3A5907
ENSP00000223190NRF1786
ENSP00000226444SULT1E1909
ENSP00000226730IL2835
ENSP00000231449IL4818
ENSP00000248041CYP4F11800
ENSP00000252945CYP2E1911
ENSP00000258743IL6859
ENSP00000260433CYP19A1942
ENSP00000260630CYP1B1814
ENSP00000262735PPARA969
ENSP00000264708POMC973
ENSP00000270202AKT1824
ENSP00000276414GNRH1867
ENSP00000277010SIGMAR1800
ENSP00000285979CYP2C18827
ENSP00000292301CCR2800
ENSP00000295256HPGDS800
ENSP00000297350TNFRSF11B800
ENSP00000297494NOS3927
ENSP00000301146CYP2A7800
ENSP00000301645CYP7A1908
ENSP00000302150PRL797
ENSP00000302665IGF1901
ENSP00000308032CYP2S1800
ENSP00000310721CYP7B1774
ENSP00000312652LEP865
ENSP00000318852BPNT1900
ENSP00000320219ARSJ900
ENSP00000320935SLC2A4818
ENSP00000321821CYP4F12800
ENSP00000321988SULT1A1750
ENSP00000322788MMP1800
ENSP00000327251NOS2786
ENSP00000332679CYP2A13817
ENSP00000333534CYP2F1817
ENSP00000334246CYP4Z1800
ENSP00000335620GSTA1800
ENSP00000336528NR1I2840
ENSP00000337450CYP3A7933
ENSP00000337459NOS1786
ENSP00000337915CYP3A4983
ENSP00000338018HIF1A824
ENSP00000342007CYP1A2908
ENSP00000343925ESR2854
ENSP00000352319ARSF900
ENSP00000353820CYP2D6817
ENSP00000354558MTOR800
ENSP00000356958NR1I3834
ENSP00000358323TXNIP824
ENSP00000358421HSD3B1957
ENSP00000358424HSD3B2956
ENSP00000358525NGF786
ENSP00000358595CGA900
ENSP00000358903CYP17A1981
ENSP00000359998GSTA4800
ENSP00000360247CYP2J2817
ENSP00000360317CYP2C8822
ENSP00000360608GRIN1800
ENSP00000360968CYP4X1800
ENSP00000360991CYP4B1800
ENSP00000361405MMP9800
ENSP00000364412HSD17B3916
ENSP00000364524PAX7786
ENSP00000365380FOXP3800
ENSP00000366620H6PD729
ENSP00000369050CYP1A1982
ENSP00000369346ARSK900
ENSP00000370473IGFBP3790
ENSP00000370526ARSE900
ENSP00000370546ARSD900
ENSP00000377192G6PD986
ENSP00000378699CDK1800
ENSP00000387262IMMT800
ENSP00000389026CRISP3800
ENSP00000407193ARSG900
ENSP00000414303BDNF823
ENSP00000416293SLC2A1800
ENSP00000420168GSTA2800
ENSP00000420914HSD17B4731
ENSP00000466799HSD17B1971
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.