IMPPAT Phytochemical information: 
Emodin
Emodin
Summary

SMILES: Cc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)O
InChI: InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3
InChIKey: RHMXXJGYXNZAPX-UHFFFAOYSA-N
DeepSMILES: CcccO)ccc6)C=O)ccC6=O))cO)ccc6)O
Scaffold Graph/Node/Bond level: O=C1c2ccccc2C(=O)c2ccccc21
Scaffold Graph/Node level: OC1C2CCCCC2C(O)C2CCCCC12
Scaffold Graph level: CC1C2CCCCC2C(C)C2CCCCC12
Functional groups: cO; cC(=O)c
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Anthracenes
ClassyFire Subclass: Anthraquinones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Polycyclic aromatic polyketides
NP Classifier Class: Anthraquinones and anthrones
Synonymous chemical names:
rheum-emodin, Emodol, emodol, frangula emodin, Rheum-emodin, Emodin, emodin, archin(emodin), Frangula emodin
External chemical identifiers:
CID:CID_3220; ChEMBL:CHEMBL289277; ChEBI:CHEBI:42223; ZINC:ZINC000003824868; FDASRS:KA46RNI6HN; SureChEMBL:SCHEMBL177689; MolPort-000-165-354
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Emodin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 270.24
Log P RDKit 1.89
Topological polar surface area (Å2) RDKit 94.83
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 5
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 14
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.07
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 3
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 3
Emodin
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.579495
Emodin
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.02
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Emodin
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_001348ENSG00000130234ACE259272BindingDB
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_001366ENSG00000117152RGS45999NPASS
TAR_EXP_001059ENSG00000122008POLK51426NPASS
TAR_EXP_001087ENSG00000140992PDPK15170ChEMBL, NPASS
TAR_EXP_001117ENSG00000121879PIK3CA5290ChEMBL
TAR_EXP_001119ENSG00000137193PIM15292ChEMBL, NPASS
TAR_EXP_001125ENSG00000127445PIN15300NPASS
TAR_EXP_001373ENSG00000239713APOBEC3G60489NPASS
TAR_EXP_001150ENSG00000070501POLB5423ChEMBL, NPASS
TAR_EXP_001429ENSG00000281877RPS6KA16195ChEMBL, NPASS
TAR_EXP_001432ENSG00000108443RPS6KB16198ChEMBL, NPASS
TAR_EXP_001163ENSG00000167165UGT1A654578ChEMBL, NPASS
TAR_EXP_001139ENSG00000166851PLK15347NPASS
TAR_EXP_001461ENSG00000186350RXRA6256NPASS
TAR_EXP_001467ENSG00000188130MAPK126300ChEMBL, NPASS
TAR_EXP_001161ENSG00000242366UGT1A854576ChEMBL, NPASS
TAR_EXP_001160ENSG00000242515UGT1A1054575ChEMBL, NPASS
TAR_EXP_001151ENSG00000170734POLH5429NPASS
TAR_EXP_001144ENSG00000169118CSNK1G153944ChEMBL
TAR_EXP_001378ENSG00000143365RORC6097ChEMBL, NPASS
TAR_EXP_001230ENSG00000100030MAPK15594ChEMBL, NPASS
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS
TAR_EXP_001207ENSG00000154229PRKCA5578ChEMBL, NPASS
TAR_EXP_001236ENSG00000185386MAPK115600ChEMBL, NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001201ENSG00000165059PRKACG5568ChEMBL, NPASS
TAR_EXP_001200ENSG00000142875PRKACB5567ChEMBL
TAR_EXP_001198ENSG00000288516PRKACA5566ChEMBL
TAR_EXP_001195ENSG00000162409PRKAA25563ChEMBL, NPASS
TAR_EXP_001173ENSG00000196199MPHOSPH854737ChEMBL, NPASS
TAR_EXP_001171ENSG00000132170PPARG5468NPASS
TAR_EXP_001170ENSG00000112033PPARD5467NPASS
TAR_EXP_001169ENSG00000288702UGT1A354659ChEMBL, NPASS
TAR_EXP_001168ENSG00000241635UGT1A154658ChEMBL, NPASS
TAR_EXP_001167ENSG00000244474UGT1A454657ChEMBL, NPASS
TAR_EXP_001165ENSG00000241119UGT1A954600ChEMBL, NPASS
TAR_EXP_000983ENSG00000141458NPC14864NPASS
TAR_EXP_001237ENSG00000050748MAPK95601ChEMBL, NPASS
TAR_EXP_001238ENSG00000109339MAPK105602ChEMBL
TAR_EXP_001239ENSG00000156711MAPK135603ChEMBL, NPASS
TAR_EXP_001240ENSG00000169032MAP2K15604ChEMBL, NPASS
TAR_EXP_001266ENSG00000008018PSMB15689BindingDB, ChEMBL, NPASS
TAR_EXP_001267ENSG00000126067PSMB25690BindingDB, ChEMBL, NPASS
TAR_EXP_001273ENSG00000100804PSMB55693BindingDB, ChEMBL, NPASS
TAR_EXP_001280ENSG00000198074AKR1B1057016ChEMBL
TAR_EXP_001235ENSG00000107643MAPK85599ChEMBL
TAR_EXP_000966ENSG00000116044NFE2L24780ChEMBL, NPASS
TAR_EXP_000822ENSG00000182866LCK3932ChEMBL, NPASS
TAR_EXP_000927ENSG00000131473ACLY47ChEMBL, NPASS
TAR_EXP_000119ENSG00000101751POLI11201NPASS
TAR_EXP_000222ENSG00000112062MAPK141432ChEMBL, NPASS
TAR_EXP_000225ENSG00000103653CSK1445ChEMBL, NPASS
TAR_EXP_000226ENSG00000113712CSNK1A11452ChEMBL, NPASS
TAR_EXP_000227ENSG00000141551CSNK1D1453ChEMBL
TAR_EXP_000228ENSG00000213923CSNK1E1454ChEMBL
TAR_EXP_000229ENSG00000133275CSNK1G21455ChEMBL
TAR_EXP_000231ENSG00000101266CSNK2A11457BindingDB, ChEMBL, NPASS
TAR_EXP_000232ENSG00000070770CSNK2A21459ChEMBL, NPASS
TAR_EXP_000234ENSG00000230700CSNK2B1460ChEMBL, NPASS
TAR_EXP_000250ENSG00000100448CTSG1511ChEMBL, NPASS
TAR_EXP_000253ENSG00000135047CTSL1514BindingDB
TAR_EXP_000262ENSG00000140465CYP1A11543BindingDB, ChEMBL, NPASS
TAR_EXP_000114ENSG00000012983MAP4K511183ChEMBL, NPASS
TAR_EXP_000263ENSG00000140505CYP1A21544BindingDB, ChEMBL, NPASS
TAR_EXP_000271ENSG00000165841CYP2C191557ChEMBL, NPASS
TAR_EXP_000442ENSG00000000938FGR2268ChEMBL, NPASS
TAR_EXP_000433ENSG00000168496FEN12237ChEMBL, NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216ChEMBL, NPASS
TAR_EXP_000397ENSG00000140009ESR22100ChEMBL, NPASS
TAR_EXP_000395ENSG00000091831ESR12099ChEMBL, NPASS
TAR_EXP_000392ENSG00000157554ERG2078NPASS
TAR_EXP_000390ENSG00000142208AKT1207ChEMBL, NPASS
TAR_EXP_000385ENSG00000120915EPHX22053ChEMBL, NPASS
TAR_EXP_000357ENSG00000277571ELANE1991BindingDB, ChEMBL, NPASS
TAR_EXP_000350ENSG00000106546AHR196ChEMBL, NPASS
TAR_EXP_000331ENSG00000157540DYRK1A1859ChEMBL, NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576ChEMBL, NPASS
TAR_EXP_000264ENSG00000138061CYP1B11545BindingDB, ChEMBL
TAR_EXP_000961ENSG00000115488NEU24759BindingDB, NPASS
TAR_EXP_000110ENSG00000291470PTP4A311156BindingDB, ChEMBL, NPASS
TAR_EXP_000097ENSG00000108468CBX110951ChEMBL, NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000860ENSG00000152601MBNL14154NPASS
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL, NPASS
TAR_EXP_000852ENSG00000069535MAOB4129ChEMBL
TAR_EXP_000851ENSG00000189221MAOA4128ChEMBL
TAR_EXP_000846ENSG00000100299ARSA410NPASS
TAR_EXP_000842ENSG00000254087LYN4067ChEMBL, NPASS
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_001485ENSG00000197299BLM641NPASS
TAR_EXP_000798ENSG00000055118KCNH23757NPASS
TAR_EXP_000773ENSG00000169083AR367NPASS
TAR_EXP_000759ENSG00000169429CXCL83576ChEMBL, NPASS
TAR_EXP_000720ENSG00000106211HSPB13315NPASS
TAR_EXP_000107ENSG00000149554CHEK11111ChEMBL, NPASS
TAR_EXP_000706ENSG00000291796APEX1328ChEMBL, NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028NPASS
TAR_EXP_000669ENSG00000015520NPC1L129881ChEMBL
TAR_EXP_000660ENSG00000082701GSK3B2932ChEMBL, NPASS
TAR_EXP_000645ENSG00000113580NR3C12908NPASS
TAR_EXP_000619ENSG00000254598CSNK2A3283106BindingDB, ChEMBL
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_000503ENSG00000161905ALOX15246NPASS
TAR_EXP_000456ENSG00000085662AKR1B1231ChEMBL, NPASS
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000027ENSG00000123374CDK21017ChEMBL, NPASS
TAR_EXP_000043ENSG00000117448AKR1A110327ChEMBL
TAR_EXP_000061ENSG00000134538SLCO1B110599ChEMBL, NPASS
TAR_EXP_000095ENSG00000224143EHMT210919ChEMBL, NPASS
TAR_EXP_000687ENSG00000100644HIF1A3091NPASS
TAR_EXP_000276ENSG00000272532CYP2D61565ChEMBL, NPASS
TAR_EXP_000273ENSG00000138109CYP2C91559ChEMBL, NPASS
TAR_EXP_001631ENSG00000165409TSHR7253NPASS
TAR_EXP_001492ENSG00000118515SGK16446ChEMBL, NPASS
TAR_EXP_001554ENSG00000291971SRC6714ChEMBL, NPASS
TAR_EXP_001584ENSG00000165025SYK6850ChEMBL, NPASS
TAR_EXP_001607ENSG00000090534THPO7066ChEMBL, NPASS
TAR_EXP_001609ENSG00000151090THRB7068NPASS
TAR_EXP_001621ENSG00000141510TP537157ChEMBL, NPASS
TAR_EXP_001636ENSG00000118271TTR7276ChEMBL
TAR_EXP_001659ENSG00000277132UGT2B157366ChEMBL, NPASS
TAR_EXP_001663ENSG00000162607USP17398NPASS
TAR_EXP_001499ENSG00000169313P2RY1264805BindingDB, ChEMBL, NPASS
TAR_EXP_001716ENSG00000140718FTO79068BindingDB, ChEMBL
TAR_EXP_001665ENSG00000111424VDR7421NPASS
TAR_EXP_001923ENSG00000066135KDM4A9682ChEMBL, NPASS
TAR_EXP_001911ENSG00000134318ROCK29475ChEMBL, NPASS
TAR_EXP_001942ENSG00000012504NR1H49971NPASS
TAR_EXP_001887ENSG00000100784RPS6KA59252ChEMBL, NPASS
TAR_EXP_001810ENSG00000067955CBFB865NPASS
TAR_EXP_001796ENSG00000089022MAPKAPK58550ChEMBL, NPASS
TAR_EXP_001889ENSG00000162889MAPKAPK29261ChEMBL, NPASS