IMPPAT Phytochemical information: 
17alpha-Estradiol
17alpha-Estradiol
Summary

SMILES: Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2O)C
InChI: InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17-,18+/m1/s1
InChIKey: VOXZDWNPVJITMN-SFFUCWETSA-N
DeepSMILES: Occcccc6)CC[C@@H][C@@H]6CC[C@][C@H]6CC[C@H]5O)))))C
Scaffold Graph/Node/Bond level: c1ccc2c(c1)CCC1C2CCC2CCCC21
Scaffold Graph/Node level: C1CCC2C(C1)CCC1C3CCCC3CCC21
Scaffold Graph level: C1CCC2C(C1)CCC1C3CCCC3CCC21
Functional groups: CO; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Estrane steroids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Estrane steroids
Synonymous chemical names:
17-alpha-estradiol, alpha-estradiol
External chemical identifiers:
CID:68570; ChEMBL:CHEMBL286452; ChEBI:17160; ZINC:ZINC000003815415; FDASRS:3VQ38D63M7; SureChEMBL:SCHEMBL121568; MolPort-003-941-332
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
17alpha-Estradiol
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
17alpha-Estradiol
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 0.76
17alpha-Estradiol
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.11
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
17alpha-Estradiol
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000052754DCN800
ENSP00000075503STYK1800
ENSP00000178638CA12827
ENSP00000206249ESR1994
ENSP00000216117HMOX1815
ENSP00000217233TRIB3822
ENSP00000217386OXT914
ENSP00000219070MMP2847
ENSP00000221421LHB828
ENSP00000221496AMH914
ENSP00000221515RETN813
ENSP00000221930TGFB1855
ENSP00000222002SULT2A1909
ENSP00000222381PON1800
ENSP00000222390HGF871
ENSP00000225577RPS6KB1818
ENSP00000226413GNRHR864
ENSP00000227507CCND1873
ENSP00000231449IL4823
ENSP00000231509NR3C1732
ENSP00000234111ODC1848
ENSP00000237612ABCG2854
ENSP00000237858GLRX842
ENSP00000242152NPY878
ENSP00000242462NEUROG3786
ENSP00000245907C3814
ENSP00000252486APOE824
ENSP00000252723EPO818
ENSP00000254066RARA800
ENSP00000254521HSD17B7844
ENSP00000256593GSTM5800
ENSP00000258743IL6887
ENSP00000260433CYP19A1994
ENSP00000260630CYP1B1911
ENSP00000262186KCNH2800
ENSP00000262291VMP1800
ENSP00000263915GRB14814
ENSP00000265087STC2800
ENSP00000265643GAL834
ENSP00000265724ABCB1818
ENSP00000267843FGF7856
ENSP00000268053CYP11A1753
ENSP00000268603CDH11800
ENSP00000269141CDH2816
ENSP00000269305TP53861
ENSP00000270202AKT1889
ENSP00000276414GNRH1989
ENSP00000277541NOTCH1822
ENSP00000283916TMPRSS11D786
ENSP00000283921HOXA10846
ENSP00000290167WNT4828
ENSP00000294728VCAM1814
ENSP00000295440NPPC786
ENSP00000295727FEV800
ENSP00000296930NPM1800
ENSP00000297261SHH800
ENSP00000297469GPER1766
ENSP00000297494NOS3846
ENSP00000301141CYP2A6935
ENSP00000302150PRL933
ENSP00000302665IGF1948
ENSP00000304895IRS1856
ENSP00000305651CXCL10800
ENSP00000306129DRD5815
ENSP00000306245FOS883
ENSP00000306512IL8842
ENSP00000307900GLUL835
ENSP00000309968ADAM17764
ENSP00000311032CASP3851
ENSP00000312652LEP907
ENSP00000320709ADIPOQ875
ENSP00000324270OXTR929
ENSP00000324648CYP2B6913
ENSP00000324806GSK3B821
ENSP00000325120PGR938
ENSP00000332353PTCH1843
ENSP00000335657CCK833
ENSP00000337949HTR7817
ENSP00000340330KAT5800
ENSP00000341208STAT5A841
ENSP00000342007CYP1A2833
ENSP00000342235ERBB4822
ENSP00000342356OSTN800
ENSP00000343223TCL1B800
ENSP00000343477RUNX3786
ENSP00000343745DICER1816
ENSP00000343925ESR2986
ENSP00000346839FN1840
ENSP00000348170HP836
ENSP00000349017ABCC11800
ENSP00000350425APOA4800
ENSP00000350941SRC869
ENSP00000351671CCL20800
ENSP00000352540EMP2800
ENSP00000354558MTOR824
ENSP00000354560KIFAP3800
ENSP00000356162KISS1907
ENSP00000356213VIP857
ENSP00000356438PTGS2830
ENSP00000357711S100A7800
ENSP00000358140EIF3A800
ENSP00000358903CYP17A1740
ENSP00000360493RUNX2851
ENSP00000360687PTGDS800
ENSP00000361125VEGFA878
ENSP00000361405MMP9854
ENSP00000363822AR940
ENSP00000364621SUSD3800
ENSP00000365394800
ENSP00000367207MYC860
ENSP00000367841DYNLT3800
ENSP00000367959HTR2A869
ENSP00000369050CYP1A1908
ENSP00000369682MRPS26764
ENSP00000369816SHBG957
ENSP00000370473IGFBP3915
ENSP00000371067JAK2823
ENSP00000379110CXCL1817
ENSP00000379140CXCL12822
ENSP00000379353ST8SIA1800
ENSP00000379514ADCYAP1R1800
ENSP00000384708FSHR810
ENSP00000387694SLC12A5834
ENSP00000391826IGF2885
ENSP00000394624OPRM1834
ENSP00000396259PAX2800
ENSP00000400175RHOA858
ENSP00000411658ADCYAP1800
ENSP00000412237IL10846
ENSP00000414303BDNF852
ENSP00000418960BRCA1862
ENSP00000436455NUCB2800
ENSP00000441828HPR836
ENSP00000441875PHB2817
ENSP00000466799HSD17B1908
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.