IMPPAT Phytochemical information: 
Tanshinone IIA
Tanshinone IIA
Summary

SMILES: O=C1c2c3CCCC(c3ccc2-c2c(C1=O)c(C)co2)(C)C
InChI: InChI=1S/C19H18O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,9H,4-5,8H2,1-3H3
InChIKey: HYXITZLLTYIPOF-UHFFFAOYSA-N
DeepSMILES: O=CccCCCCc6ccc%10-ccC%14=O))cC)co5)))))))))C)C
Scaffold Graph/Node/Bond level: O=C1C(=O)c2c(ccc3c2CCCC3)-c2occc21
Scaffold Graph/Node level: OC1C(O)C2C3CCCCC3CCC2C2OCCC12
Scaffold Graph level: CC1C(C)C2C3CCCCC3CCC2C2CCCC12
Functional groups: cC(=O)C(=O)c; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Polyketides|Terpenoids
NP Classifier Superclass: Naphthalenes|Diterpenoids
NP Classifier Class: Abietane diterpenoids|Furanoabietane diterpenoids|Naphthoquinones
Synonymous chemical names:
tanshinone ii, tanshinone ii a
External chemical identifiers:
CID:CID_164676; ChEMBL:CHEMBL187266; ChEBI:CHEBI:108595; ZINC:ZINC000001650576; FDASRS:4GPC9FQG6L; SureChEMBL:SCHEMBL2026738; MolPort-002-507-310
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tanshinone IIA
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 294.35
Log P RDKit 4.25
Topological polar surface area (Å2) RDKit 47.28
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.37
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
Tanshinone IIA
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.682421
Tanshinone IIA
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.02
Number of PAINS structural alerts SwissADME 2
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes
Tanshinone IIA
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_000456ENSG00000085662AKR1B1231ChEMBL, NPASS
TAR_EXP_000480ENSG00000178691SUZ1223512ChEMBL, NPASS
TAR_EXP_000433ENSG00000168496FEN12237NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216ChEMBL, NPASS
TAR_EXP_000404ENSG00000106462EZH22146ChEMBL
TAR_EXP_000499ENSG00000108839ALOX12239NPASS
TAR_EXP_000845ENSG00000166949SMAD34088NPASS
TAR_EXP_000312ENSG00000181019NQO11728ChEMBL
TAR_EXP_000140ENSG00000074416MGLL11343ChEMBL, NPASS
TAR_EXP_000119ENSG00000101751POLI11201NPASS
TAR_EXP_000097ENSG00000108468CBX110951NPASS
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL, NPASS
TAR_EXP_000065ENSG00000198848CES11066ChEMBL, NPASS
TAR_EXP_000053ENSG00000079337RAPGEF310411NPASS
TAR_EXP_000026ENSG00000105835NAMPT10135ChEMBL
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000559ENSG00000185513L3MBTL126013NPASS
TAR_EXP_000370ENSG00000116016EPAS12034ChEMBL, NPASS
TAR_EXP_000572ENSG00000108773KAT2A2648ChEMBL, NPASS
TAR_EXP_001810ENSG00000067955CBFB865NPASS
TAR_EXP_000674ENSG00000123636BAZ2B29994ChEMBL, NPASS
TAR_EXP_001151ENSG00000170734POLH5429ChEMBL, NPASS
TAR_EXP_001171ENSG00000132170PPARG5468BindingDB, ChEMBL
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001230ENSG00000100030MAPK15594NPASS
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS
TAR_EXP_001311ENSG00000111679PTPN65777BindingDB, ChEMBL, NPASS
TAR_EXP_001316ENSG00000179295PTPN115781BindingDB, ChEMBL, NPASS
TAR_EXP_001360ENSG00000004700RECQL5965NPASS
TAR_EXP_001366ENSG00000117152RGS45999NPASS
TAR_EXP_001595ENSG00000262635TDO26999BindingDB, ChEMBL
TAR_EXP_001599ENSG00000164362TERT7015BindingDB, ChEMBL, NPASS
TAR_EXP_001621ENSG00000141510TP537157NPASS
TAR_EXP_001663ENSG00000162607USP17398NPASS
TAR_EXP_001665ENSG00000111424VDR7421ChEMBL, NPASS
TAR_EXP_001728ENSG00000176208ATAD579915NPASS
TAR_EXP_001767ENSG00000132906CASP9842BindingDB
TAR_EXP_001817ENSG00000074266EED8726ChEMBL
TAR_EXP_001828ENSG00000172831CES28824BindingDB, ChEMBL, NPASS
TAR_EXP_001923ENSG00000066135KDM4A9682ChEMBL, NPASS
TAR_EXP_000614ENSG00000087460GNAS2778NPASS
TAR_EXP_001139ENSG00000166851PLK15347NPASS
TAR_EXP_001150ENSG00000070501POLB5423ChEMBL, NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028ChEMBL, NPASS
TAR_EXP_000687ENSG00000100644HIF1A3091BindingDB, ChEMBL, NPASS
TAR_EXP_000696ENSG00000120868APAF1317BindingDB, ChEMBL, NPASS
TAR_EXP_000701ENSG00000164120HPGD3248ChEMBL, NPASS
TAR_EXP_000706ENSG00000291796APEX1328BindingDB, ChEMBL, NPASS
TAR_EXP_000766ENSG00000131203IDO13620BindingDB, ChEMBL
TAR_EXP_000773ENSG00000169083AR367ChEMBL, NPASS
TAR_EXP_000819ENSG00000235268KDM4E390245NPASS
TAR_EXP_001059ENSG00000122008POLK51426NPASS
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL, NPASS
TAR_EXP_000860ENSG00000152601MBNL14154NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000881ENSG00000087085ACHE43BindingDB, ChEMBL, NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780NPASS