IMPPAT Phytochemical information: 
Calcitriol
Calcitriol
Summary

SMILES: O[C@H]1C[C@H](O)C(=C)/C(=CC=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(O)(C)C)C)C)/C1
InChI: InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1
InChIKey: GMRQFYUYWCNGIN-NKMMMXOESA-N
DeepSMILES: O[C@H]C[C@H]O)C=C)/C=CC=C/CCC[C@][C@H]/6CC[C@@H]5[C@@H]CCCCO)C)C)))))C))))))C))))))))/C6
Scaffold Graph/Node/Bond level: C=C1CCCCC1=CC=C1CCCC2CCCC12
Scaffold Graph/Node level: CC1CCCCC1CCC1CCCC2CCCC21
Scaffold Graph level: CC1CCCCC1CCC1CCCC2CCCC21
Functional groups: C=C(C)/C(C)=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: Vitamin D and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Vitamin D3 and derivatives
Synonymous chemical names:
calcitriol
External chemical identifiers:
CID:5280453; ChEMBL:CHEMBL846; ChEBI:17823; ZINC:ZINC000100015048; FDASRS:FXC9231JVH; SureChEMBL:SCHEMBL3245; MolPort-002-045-698
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Calcitriol
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
Calcitriol
Drug-likeness
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 Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.52
Calcitriol
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.8
Number of PAINS structural alerts SwissADME 1.0
Number of Brenk structural alerts SwissADME 2.0
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
Calcitriol
Phytochemical - Predicted human target protein associations
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000002829SEMA3F700
ENSP00000006053CX3CL1824
ENSP00000027335CDH17826
ENSP00000164227BCL3800
ENSP00000199936HSD17B2824
ENSP00000206249ESR1925
ENSP00000206765TGM1824
ENSP00000215057MZF1700
ENSP00000215832MAPK1700
ENSP00000216862CYP24A1999
ENSP00000218032TLR8843
ENSP00000218388TIMP1814
ENSP00000220003CSK949
ENSP00000220772SFRP1800
ENSP00000220812DKK4800
ENSP00000221452RELB824
ENSP00000221930TGFB1884
ENSP00000221972CD79A817
ENSP00000225831CCL2841
ENSP00000225964COL1A1731
ENSP00000226279CD38824
ENSP00000226284IBSP854
ENSP00000226730IL2947
ENSP00000227507CCND1844
ENSP00000228606CYP27B1998
ENSP00000228872CDKN1B728
ENSP00000229135IFNG852
ENSP00000229239GAPDH843
ENSP00000229794MAPK14700
ENSP00000231509NR3C1732
ENSP00000234111ODC1800
ENSP00000237837FGF23984
ENSP00000238994PPP1R3C831
ENSP00000239223DUSP1824
ENSP00000239849TNFSF11910
ENSP00000241651MYOG815
ENSP00000244709TREM1818
ENSP00000244741CDKN1A846
ENSP00000250003MYOD1817
ENSP00000253699ZFYVE20800
ENSP00000254846KDM6B800
ENSP00000256119CA1800
ENSP00000257527ADAM19824
ENSP00000258743IL6891
ENSP00000259874IER3848
ENSP00000260010TLR2872
ENSP00000260302MMP13800
ENSP00000260356THBS1800
ENSP00000260433CYP19A1833
ENSP00000261769CDH1863
ENSP00000262053ATF1800
ENSP00000262352SLC1A1824
ENSP00000262999UCP1800
ENSP00000263025MAPK3725
ENSP00000263339IL1A828
ENSP00000263341IL1B891
ENSP00000263464BIRC3824
ENSP00000263816LRP2845
ENSP00000264734CLDN16800
ENSP00000264832ICAM1822
ENSP00000265087STC2786
ENSP00000265131TNC844
ENSP00000265431CALB1910
ENSP00000265724ABCB1938
ENSP00000266970CDK2947
ENSP00000267119KRT71733
ENSP00000267163RB1760
ENSP00000268053CYP11A1702
ENSP00000269305TP53846
ENSP00000269593IGFBP4800
ENSP00000270202AKT1853
ENSP00000270452LILRB4818
ENSP00000271751KCNH1800
ENSP00000272190REN954
ENSP00000275493EGFR950
ENSP00000276927IFNA1800
ENSP00000282091PTH993
ENSP00000282561GJA1800
ENSP00000283916TMPRSS11D786
ENSP00000283921HOXA10800
ENSP00000285311DKK2786
ENSP00000286301CSF1R829
ENSP00000287820PPARG912
ENSP00000290271STC1800
ENSP00000293272CCL5816
ENSP00000295453ALPPL2946
ENSP00000296522HPGD860
ENSP00000302150PRL818
ENSP00000302665IGF1874
ENSP00000303452TRH800
ENSP00000303939CTLA4818
ENSP00000304236CD14812
ENSP00000305355PRKCB800
ENSP00000306245FOS850
ENSP00000306512IL8849
ENSP00000307240KRT74733
ENSP00000308208MMP14800
ENSP00000308318PPP1R3B839
ENSP00000308925TLR10845
ENSP00000309757LPL832
ENSP00000311032CASP3957
ENSP00000312029UCP2800
ENSP00000312286PLA2G1B814
ENSP00000313875CD46800
ENSP00000314151KLK3837
ENSP00000315011EDNRA831
ENSP00000317272MET786
ENSP00000322788MMP1824
ENSP00000327251NOS2786
ENSP00000327850NFATC1812
ENSP00000329418SOCS1800
ENSP00000330341SOCS3815
ENSP00000331057TCF12706
ENSP00000331746CALCA909
ENSP00000332296RARB900
ENSP00000336712TNPO1700
ENSP00000337915CYP3A4958
ENSP00000339328PLAUR812
ENSP00000340913TRPC6822
ENSP00000341045UGT2B15824
ENSP00000342793PLD1817
ENSP00000343313ATG5700
ENSP00000343477RUNX3786
ENSP00000344192IL17A844
ENSP00000344456CTNNB1771
ENSP00000346440TCF4803
ENSP00000351908MAP3K5722
ENSP00000352071CD163800
ENSP00000352358TRPV6907
ENSP00000353483MAPK8728
ENSP00000354341MEPE830
ENSP00000355231BECN1700
ENSP00000355866DUSP10824
ENSP00000357255BGLAP986
ENSP00000360266JUN844
ENSP00000360493RUNX2887
ENSP00000360918CH25H820
ENSP00000361125VEGFA845
ENSP00000361405MMP9823
ENSP00000363081DKK1834
ENSP00000363512ALOX5824
ENSP00000363804KLF4824
ENSP00000363822AR929
ENSP00000363965ALPL945
ENSP00000364212CDA800
ENSP00000364252PLA2G2A786
ENSP00000365380FOXP3862
ENSP00000366416EDNRB833
ENSP00000367207MYC863
ENSP00000368190NPHS1818
ENSP00000368438PCNA824
ENSP00000368450CD83818
ENSP00000368632GATA3800
ENSP00000368682PHEX911
ENSP00000369442KL911
ENSP00000369547S100G915
ENSP00000369889COL2A1802
ENSP00000370473IGFBP3850
ENSP00000372025MBP959
ENSP00000375881ALPP945
ENSP00000377192G6PD836
ENSP00000378517SPP1910
ENSP00000379213PTHLH969
ENSP00000379330NFATC2706
ENSP00000379616MYH11866
ENSP00000382423MAP3K1827
ENSP00000383820MIER1800
ENSP00000384273RELA700
ENSP00000386043LTBP1800
ENSP00000386165CEBPD824
ENSP00000387356ACAN815
ENSP00000391826IGF2814
ENSP00000398698TNF868
ENSP00000400175RHOA800
ENSP00000408695PRKCA856
ENSP00000409007GDNF800
ENSP00000412237IL10886
ENSP00000419692RXRA872
ENSP00000420194CASR888
ENSP00000441691ITGAM867
ENSP00000447173VDR999
ENSP00000458149CAMP955
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.