IMPPAT Phytochemical information: 
Curcumin
Curcumin
Summary

SMILES: COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O
InChI: InChI=1S/C21H20O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h3-12,24-25H,13H2,1-2H3/b7-3+,8-4+
InChIKey: VFLDPWHFBUODDF-FCXRPNKRSA-N
DeepSMILES: COccc/C=C/C=O)CC=O)/C=C/cccccc6)OC)))O))))))))))))ccc6O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)CC(=O)C=Cc1ccccc1
Scaffold Graph/Node level: OC(CCC1CCCCC1)CC(O)CCC1CCCCC1
Scaffold Graph level: CC(CCC1CCCCC1)CC(C)CCC1CCCCC1
Functional groups: cOC; c/C=C/C(C)=O; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Diarylheptanoids
ClassyFire Subclass: Linear diarylheptanoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Diarylheptanoids
NP Classifier Class: Linear diarylheptanoids
Synonymous chemical names:
diferuloylmethane, Curcumin I, curcumin i, Curcumin, colouring matter (curcumin), curcumin
External chemical identifiers:
CID:CID_969516; ChEMBL:CHEMBL140; ChEBI:CHEBI:3962; ZINC:ZINC000000899824; FDASRS:IT942ZTH98; SureChEMBL:SCHEMBL8440; MolPort-001-763-682
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Curcumin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 368.39
Log P RDKit 3.37
Topological polar surface area (Å2) RDKit 93.06
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 6
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 18
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.14
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
Curcumin
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.548123
Curcumin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.28
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Curcumin
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_001230ENSG00000100030MAPK15594ChEMBL, NPASS
TAR_EXP_001235ENSG00000107643MAPK85599ChEMBL
TAR_EXP_001265ENSG00000101182PSMA75688ChEMBL
TAR_EXP_001926ENSG00000048052HDAC99734ChEMBL
TAR_EXP_001059ENSG00000122008POLK51426NPASS
TAR_EXP_001075ENSG00000061273HDAC751564ChEMBL
TAR_EXP_001928ENSG00000068024HDAC49759ChEMBL
TAR_EXP_001128ENSG00000067225PKM5315ChEMBL, NPASS
TAR_EXP_001129ENSG00000170890PLA2G1B5319BindingDB
TAR_EXP_001138ENSG00000166819PLIN15346BindingDB, ChEMBL, NPASS
TAR_EXP_001147ENSG00000239732TLR954106ChEMBL, NPASS
TAR_EXP_001609ENSG00000151090THRB7068NPASS
TAR_EXP_001150ENSG00000070501POLB5423NPASS
TAR_EXP_001170ENSG00000112033PPARD5467NPASS
TAR_EXP_001226ENSG00000065675PRKCQ5588BindingDB
TAR_EXP_001125ENSG00000127445PIN15300NPASS
TAR_EXP_001259ENSG00000129084PSMA15682ChEMBL
TAR_EXP_001261ENSG00000100567PSMA35684ChEMBL
TAR_EXP_001264ENSG00000100902PSMA65687ChEMBL
TAR_EXP_001263ENSG00000143106PSMA55686ChEMBL
TAR_EXP_001621ENSG00000141510TP537157ChEMBL, NPASS
TAR_EXP_001630ENSG00000074319TSG1017251NPASS
TAR_EXP_001262ENSG00000041357PSMA45685ChEMBL
TAR_EXP_001776ENSG00000176014TUBB684617ChEMBL
TAR_EXP_001260ENSG00000106588PSMA25683ChEMBL
TAR_EXP_000752ENSG00000142192APP351BindingDB, ChEMBL, NPASS
TAR_EXP_000773ENSG00000169083AR367NPASS
TAR_EXP_001212ENSG00000163932PRKCD5580BindingDB
TAR_EXP_001942ENSG00000012504NR1H49971NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001171ENSG00000132170PPARG5468NPASS
TAR_EXP_001782ENSG00000167553TUBA1C84790ChEMBL
TAR_EXP_000759ENSG00000169429CXCL83576NPASS
TAR_EXP_001266ENSG00000008018PSMB15689ChEMBL
TAR_EXP_001213ENSG00000171132PRKCE5581BindingDB
TAR_EXP_001269ENSG00000277791PSMB35691ChEMBL
TAR_EXP_000684ENSG00000116478HDAC13065BindingDB, ChEMBL, NPASS
TAR_EXP_001222ENSG00000147099HDAC855869BindingDB, ChEMBL, NPASS
TAR_EXP_000685ENSG00000196591HDAC23066BindingDB, ChEMBL, NPASS
TAR_EXP_000687ENSG00000100644HIF1A3091NPASS
TAR_EXP_000701ENSG00000164120HPGD3248ChEMBL, NPASS
TAR_EXP_000707ENSG00000117594HSD11B13290BindingDB, ChEMBL
TAR_EXP_000708ENSG00000176387HSD11B23291BindingDB, ChEMBL
TAR_EXP_000709ENSG00000108786HSD17B13292ChEMBL, NPASS
TAR_EXP_000710ENSG00000130948HSD17B33293BindingDB
TAR_EXP_000711ENSG00000086696HSD17B23294BindingDB, ChEMBL, NPASS
TAR_EXP_001033ENSG00000011198ABHD551099ChEMBL, NPASS
TAR_EXP_001373ENSG00000239713APOBEC3G60489NPASS
TAR_EXP_001378ENSG00000143365RORC6097NPASS
TAR_EXP_001545ENSG00000130413STK3365975BindingDB
TAR_EXP_001461ENSG00000186350RXRA6256NPASS
TAR_EXP_001528ENSG00000100652SLC10A16554BindingDB, ChEMBL
TAR_EXP_000715ENSG00000044574HSPA53309NPASS
TAR_EXP_000683ENSG00000197386HTT3064NPASS
TAR_EXP_001267ENSG00000126067PSMB25690ChEMBL
TAR_EXP_000679ENSG00000244734HBB3043NPASS
TAR_EXP_001344ENSG00000132341RAN5901NPASS
TAR_EXP_001270ENSG00000159377PSMB45692ChEMBL
TAR_EXP_001273ENSG00000100804PSMB55693BindingDB, ChEMBL, NPASS
TAR_EXP_001274ENSG00000142507PSMB65694ChEMBL
TAR_EXP_001275ENSG00000136930PSMB75695ChEMBL
TAR_EXP_001276ENSG00000235715PSMB85696ChEMBL
TAR_EXP_000660ENSG00000082701GSK3B2932BindingDB, ChEMBL, NPASS
TAR_EXP_001277ENSG00000239836PSMB95698ChEMBL
TAR_EXP_000663ENSG00000213366GSTM22946BindingDB, ChEMBL
TAR_EXP_000674ENSG00000123636BAZ2B29994ChEMBL, NPASS
TAR_EXP_001217ENSG00000122873CISD155847BindingDB, ChEMBL, NPASS
TAR_EXP_001557ENSG00000012048BRCA1672NPASS
TAR_EXP_001551ENSG00000145335SNCA6622BindingDB, ChEMBL, NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028ChEMBL, NPASS
TAR_EXP_001278ENSG00000205220PSMB105699ChEMBL
TAR_EXP_001295ENSG00000113240CLK457396BindingDB, ChEMBL
TAR_EXP_001299ENSG00000073756PTGS25743BindingDB, ChEMBL, NPASS
TAR_EXP_001343ENSG00000114200BCHE590BindingDB, ChEMBL, NPASS
TAR_EXP_001362ENSG00000173039RELA5970ChEMBL
TAR_EXP_001031ENSG00000112312GMNN51053ChEMBL, NPASS
TAR_EXP_000748ENSG00000261456TUBB8347688ChEMBL
TAR_EXP_000989ENSG00000074370ATP2A3489ChEMBL, NPASS
TAR_EXP_000395ENSG00000091831ESR12099NPASS
TAR_EXP_000392ENSG00000157554ERG2078NPASS
TAR_EXP_000369ENSG00000100393EP3002033BindingDB, ChEMBL, NPASS
TAR_EXP_000368ENSG00000235067TUBB203068ChEMBL
TAR_EXP_000361ENSG00000128394APOBEC3F200316NPASS
TAR_EXP_000350ENSG00000106546AHR196NPASS
TAR_EXP_000348ENSG00000146648EGFR1956BindingDB, ChEMBL, NPASS
TAR_EXP_000331ENSG00000157540DYRK1A1859BindingDB, ChEMBL
TAR_EXP_000280ENSG00000160868CYP3A41576BindingDB, ChEMBL, NPASS
TAR_EXP_001689ENSG00000168748CA7766BindingDB
TAR_EXP_001687ENSG00000174990CA5A763BindingDB
TAR_EXP_000273ENSG00000138109CYP2C91559BindingDB
TAR_EXP_000407ENSG00000117525F32152BindingDB, ChEMBL, NPASS
TAR_EXP_000263ENSG00000140505CYP1A21544BindingDB
TAR_EXP_001021ENSG00000149269PAK15058ChEMBL, NPASS
TAR_EXP_000223ENSG00000154611PSMA8143471ChEMBL
TAR_EXP_000209ENSG00000005339CREBBP1387BindingDB, ChEMBL, NPASS
TAR_EXP_000174ENSG00000222028PSMB11122706ChEMBL
TAR_EXP_000169ENSG00000179335CLK31198ChEMBL
TAR_EXP_000168ENSG00000176444CLK21196BindingDB, ChEMBL
TAR_EXP_000167ENSG00000013441CLK11195BindingDB, ChEMBL
TAR_EXP_000155ENSG00000162711NLRP3114548BindingDB, ChEMBL, NPASS
TAR_EXP_000150ENSG00000197763TXNRD3114112ChEMBL, NPASS
TAR_EXP_000126ENSG00000292120TUBA3E112714ChEMBL
TAR_EXP_000122ENSG00000169239CA5B11238BindingDB
TAR_EXP_001704ENSG00000167552TUBA1A7846ChEMBL
TAR_EXP_000228ENSG00000213923CSNK1E1454ChEMBL
TAR_EXP_000411ENSG00000165092ALDH1A1216ChEMBL, NPASS
TAR_EXP_001690ENSG00000107159CA9768BindingDB
TAR_EXP_000433ENSG00000168496FEN12237NPASS
TAR_EXP_001738ENSG00000101162TUBB181027ChEMBL
TAR_EXP_001728ENSG00000176208ATAD579915NPASS
TAR_EXP_001923ENSG00000066135KDM4A9682NPASS
TAR_EXP_001914ENSG00000148344PTGES9536BindingDB, ChEMBL, NPASS
TAR_EXP_001742ENSG00000070808CAMK2A815BindingDB
TAR_EXP_001753ENSG00000137752CASP1834NPASS
TAR_EXP_000720ENSG00000106211HSPB13315NPASS
TAR_EXP_000645ENSG00000113580NR3C12908NPASS
TAR_EXP_000637ENSG00000166825ANPEP290BindingDB, ChEMBL, NPASS
TAR_EXP_000614ENSG00000087460GNAS2778NPASS
TAR_EXP_000608ENSG00000115419GLS2744NPASS
TAR_EXP_000603ENSG00000124767GLO12739ChEMBL, NPASS
TAR_EXP_000567ENSG00000177628GBA12629NPASS
TAR_EXP_000519ENSG00000171298GAA2548NPASS
TAR_EXP_000510ENSG00000163286ALPG251BindingDB, NPASS
TAR_EXP_000507ENSG00000162551ALPL249BindingDB, NPASS
TAR_EXP_000506ENSG00000163295ALPI248BindingDB, NPASS
TAR_EXP_001691ENSG00000074410CA12771BindingDB
TAR_EXP_000504ENSG00000179593ALOX15B247NPASS
TAR_EXP_000503ENSG00000161905ALOX15246BindingDB, NPASS
TAR_EXP_000500ENSG00000275565ALOX5240BindingDB, ChEMBL, NPASS
TAR_EXP_000499ENSG00000108839ALOX12239NPASS
TAR_EXP_000493ENSG00000154589LY9623643NPASS
TAR_EXP_000492ENSG00000118298CA1423632BindingDB
TAR_EXP_000491ENSG00000186318BACE123621BindingDB, NPASS
TAR_EXP_000475ENSG00000120948TARDBP23435NPASS
TAR_EXP_000450ENSG00000004487KDM1A23028BindingDB, ChEMBL, NPASS
TAR_EXP_000119ENSG00000101751POLI11201NPASS
TAR_EXP_000095ENSG00000224143EHMT210919NPASS
TAR_EXP_001823ENSG00000010219DYRK48798BindingDB, ChEMBL
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000058ENSG00000184470TXNRD210587ChEMBL
TAR_EXP_000860ENSG00000152601MBNL14154NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_001831ENSG00000171720HDAC38841ChEMBL
TAR_EXP_001834ENSG00000176749CDK5R18851ChEMBL
TAR_EXP_001875ENSG00000105204DYRK1B9149ChEMBL
TAR_EXP_001633ENSG00000128311TST7263ChEMBL, NPASS
TAR_EXP_001906ENSG00000118777ABCG29429BindingDB, ChEMBL
TAR_EXP_001638ENSG00000198033TUBA3C7278ChEMBL
TAR_EXP_001640ENSG00000137267TUBB2A7280ChEMBL
TAR_EXP_001644ENSG00000198431TXNRD17296ChEMBL
TAR_EXP_001726ENSG00000163517HDAC1179885ChEMBL
TAR_EXP_000057ENSG00000172977KAT510524BindingDB
TAR_EXP_001775ENSG00000127334DYRK28445BindingDB, ChEMBL
TAR_EXP_001637ENSG00000127824TUBA4A7277ChEMBL
TAR_EXP_001631ENSG00000165409TSHR7253NPASS
TAR_EXP_000852ENSG00000069535MAOB4129ChEMBL, NPASS
TAR_EXP_000851ENSG00000189221MAOA4128ChEMBL, NPASS
TAR_EXP_000986ENSG00000174437ATP2A2488ChEMBL, NPASS
TAR_EXP_000978ENSG00000007171NOS24843BindingDB
TAR_EXP_000968ENSG00000109320NFKB14790NPASS
TAR_EXP_000786ENSG00000177606JUN3725NPASS
TAR_EXP_000966ENSG00000116044NFE2L24780ChEMBL, NPASS
TAR_EXP_000900ENSG00000214456PLIN5440503BindingDB, NPASS
TAR_EXP_000891ENSG00000137745MMP134322BindingDB
TAR_EXP_000888ENSG00000100985MMP94318BindingDB
TAR_EXP_000881ENSG00000087085ACHE43BindingDB, ChEMBL, NPASS
TAR_EXP_000798ENSG00000055118KCNH23757ChEMBL, NPASS
TAR_EXP_000814ENSG00000108424KPNB13837NPASS
TAR_EXP_000818ENSG00000187258NPSR1387129NPASS
TAR_EXP_000819ENSG00000235268KDM4E390245ChEMBL, NPASS
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_000845ENSG00000166949SMAD34088NPASS
TAR_EXP_001772ENSG00000143479DYRK38444BindingDB, ChEMBL
TAR_EXP_001647ENSG00000077498TYR7299BindingDB, ChEMBL, NPASS
TAR_EXP_000853ENSG00000276155MAPT4137BindingDB, ChEMBL, NPASS
TAR_EXP_001665ENSG00000111424VDR7421BindingDB, ChEMBL, NPASS
TAR_EXP_000749ENSG00000137285TUBB2B347733ChEMBL
TAR_EXP_000747ENSG00000138413IDH13417NPASS
TAR_EXP_000725ENSG00000115541HSPE13336ChEMBL, NPASS
TAR_EXP_000724ENSG00000144381HSPD13329ChEMBL, NPASS
TAR_EXP_000050ENSG00000104833TUBB4A10382ChEMBL
TAR_EXP_001663ENSG00000162607USP17398ChEMBL, NPASS
TAR_EXP_000032ENSG00000164885CDK51020ChEMBL
TAR_EXP_000048ENSG00000123416TUBA1B10376ChEMBL
TAR_EXP_000017ENSG00000169371SNUPN10073NPASS
TAR_EXP_000051ENSG00000188229TUBB4B10383ChEMBL
TAR_EXP_001761ENSG00000100429HDAC1083933ChEMBL, NPASS
TAR_EXP_001764ENSG00000165806CASP7840NPASS
TAR_EXP_001686ENSG00000167434CA4762BindingDB
TAR_EXP_001685ENSG00000164879CA3761BindingDB
TAR_EXP_001684ENSG00000104267CA2760BindingDB
TAR_EXP_001683ENSG00000133742CA1759BindingDB
TAR_EXP_000005ENSG00000108840HDAC510014ChEMBL
TAR_EXP_000049ENSG00000258947TUBB310381ChEMBL