IMPPAT Phytochemical information: 
Resveratrol
Resveratrol
Summary

SMILES: Oc1ccc(cc1)/C=C/c1cc(O)cc(c1)O
InChI: InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+
InChIKey: LUKBXSAWLPMMSZ-OWOJBTEDSA-N
DeepSMILES: Occcccc6))/C=C/cccO)ccc6)O
Scaffold Graph/Node/Bond level: C(=Cc1ccccc1)c1ccccc1
Scaffold Graph/Node level: C1CCC(CCC2CCCCC2)CC1
Scaffold Graph level: C1CCC(CCC2CCCCC2)CC1
Functional groups: c/C=C/c; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Stilbenes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Stilbenoids
NP Classifier Class: Monomeric stilbenes
Synonymous chemical names:
(e)-resveratrol, (z)-1-(3,4-dihydroxyphenyl)-2-(4-hydroxyphenyl)ethylene, 3,5,4'-trihydroxystilbene, 3,5,4-trihydroxystilbene, e-resveratrol, resveratrol, resveratrol ( 3,4',5-trihydroxystilbene), trans-resveratrol
External chemical identifiers:
CID:445154; ChEMBL:CHEMBL165; ChEBI:45713; ZINC:ZINC000000006787; FDASRS:Q369O8926L; SureChEMBL:SCHEMBL19425; MolPort-002-499-801
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Resveratrol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 228.25
Log P RDKit 2.97
Topological polar surface area (Å2) RDKit 60.69
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 17
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 14
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 2
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
Resveratrol
Drug-likeness properties
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 0.6923
Resveratrol
ADMET 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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.47
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Resveratrol
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000003084CFTR943
ENSP00000011653CD4818
ENSP00000013807ERCC1824
ENSP00000056233NFE2L3714
ENSP00000171887TNS1824
ENSP00000201031TFAP2C700
ENSP00000202967SIRT4920
ENSP00000206249ESR1991
ENSP00000212015SIRT1993
ENSP00000215832MAPK1728
ENSP00000216037XBP1700
ENSP00000216117HMOX1961
ENSP00000216714APEX1700
ENSP00000216780PCK2784
ENSP00000216797NFKBIA779
ENSP00000217182EEF1A2839
ENSP00000217244CSNK2A1800
ENSP00000219070MMP2947
ENSP00000221130GSR865
ENSP00000221132TNFRSF10A700
ENSP00000221700CYP4F2824
ENSP00000221930TGFB1942
ENSP00000222330GSK3A742
ENSP00000222381PON1700
ENSP00000222553NAMPT962
ENSP00000223095SERPINE1873
ENSP00000223190NRF1870
ENSP00000223642C5700
ENSP00000225577RPS6KB1955
ENSP00000225831CCL2931
ENSP00000226444SULT1E1700
ENSP00000226574NFKB1749
ENSP00000227507CCND1857
ENSP00000228682GLI1700
ENSP00000228740LTA4H820
ENSP00000229135IFNG824
ENSP00000229307NANOG700
ENSP00000229794MAPK14849
ENSP00000233242APOB729
ENSP00000234111ODC1942
ENSP00000236671CTSD722
ENSP00000239938EGR1841
ENSP00000240652IAPP800
ENSP00000241052CAT871
ENSP00000241261TNFSF10943
ENSP00000242057AHR769
ENSP00000242152NPY818
ENSP00000242786CD97843
ENSP00000244007PLCG1725
ENSP00000244741CDKN1A768
ENSP00000245932VASP700
ENSP00000248071KLF2824
ENSP00000248553HSPB1824
ENSP00000249396SIRT2940
ENSP00000250971INS700
ENSP00000251535ALOX12700
ENSP00000252593BST2824
ENSP00000252809GDF15837
ENSP00000252818JUND722
ENSP00000252945CYP2E1818
ENSP00000253024TRIM28700
ENSP00000253063SESN2824
ENSP00000256078KRAS766
ENSP00000256383EIF2S1700
ENSP00000257904CDK4862
ENSP00000258743IL6953
ENSP00000260010TLR2728
ENSP00000260302MMP13700
ENSP00000260433CYP19A1954
ENSP00000260630CYP1B1954
ENSP00000260682CYP2C9723
ENSP00000261366LMNB1700
ENSP00000261416HEXB700
ENSP00000261769CDH1840
ENSP00000262030ATP5B794
ENSP00000262053ATF1733
ENSP00000262160SMAD2837
ENSP00000262209TRPA1786
ENSP00000262291VMP1700
ENSP00000262735PPARA960
ENSP00000263025MAPK3744
ENSP00000263321TYR772
ENSP00000263341IL1B947
ENSP00000263621ELANE815
ENSP00000263923KDR824
ENSP00000264110ATF2700
ENSP00000264657STAT3955
ENSP00000264708POMC800
ENSP00000264731TP63714
ENSP00000264832ICAM1851
ENSP00000264867PPARGC1A790
ENSP00000264908ANXA3700
ENSP00000264932SDHA723
ENSP00000265164CASP6700
ENSP00000265171EGF736
ENSP00000265333VDAC1800
ENSP00000265433NBN741
ENSP00000266970CDK2752
ENSP00000267163RB1736
ENSP00000268035IGF1R869
ENSP00000268053CYP11A1700
ENSP00000269305TP53965
ENSP00000269571ERBB2849
ENSP00000270202AKT1971
ENSP00000270474PDE4A816
ENSP00000273430AGTR1800
ENSP00000275493EGFR947
ENSP00000276431TNFRSF10B942
ENSP00000277541NOTCH1773
ENSP00000278175ADM700
ENSP00000278568PAK1700
ENSP00000278616ATM945
ENSP00000280154PDCD4824
ENSP00000280357IL18816
ENSP00000282050ATP5A1794
ENSP00000282397FLT1700
ENSP00000282441YAP1800
ENSP00000283916TMPRSS11D786
ENSP00000284981APP740
ENSP00000286186CASP10722
ENSP00000287295AIFM1778
ENSP00000287820PPARG991
ENSP00000287936HMGCR943
ENSP00000290866ACE818
ENSP00000291700S100B800
ENSP00000292301CCR2827
ENSP00000293288BAX736
ENSP00000294728VCAM1836
ENSP00000295453ALPPL2816
ENSP00000295600MITF824
ENSP00000296545IL15830
ENSP00000297494NOS3987
ENSP00000297785ALDH1A1700
ENSP00000300061SCNN1G786
ENSP00000301396PELP1824
ENSP00000301838FADD700
ENSP00000302234CCL11885
ENSP00000302486MAP2K1727
ENSP00000302564BCL2L1758
ENSP00000302665IGF1962
ENSP00000302961HSPA4818
ENSP00000303394HSPB3800
ENSP00000304845UGT1A1726
ENSP00000304915IL13938
ENSP00000305422CEBPB800
ENSP00000305651CXCL10700
ENSP00000305769SMAD1731
ENSP00000306245FOS945
ENSP00000306512IL8948
ENSP00000307235EIF2AK3733
ENSP00000307272RPTOR733
ENSP00000308770SULT1B1800
ENSP00000309124OLR1722
ENSP00000311032CASP3956
ENSP00000312455CFLAR700
ENSP00000312652LEP866
ENSP00000312664CASP2700
ENSP00000313681SPHK1700
ENSP00000314151KLK3824
ENSP00000315477CD209824
ENSP00000318822BID700
ENSP00000319713AGTRAP933
ENSP00000319788NQO1921
ENSP00000319814PCK1786
ENSP00000320171PKM945
ENSP00000320709ADIPOQ868
ENSP00000320935SLC2A4830
ENSP00000321656CDC25C746
ENSP00000321835ETV4700
ENSP00000321988SULT1A1700
ENSP00000323421SMC1A700
ENSP00000323588SOX2824
ENSP00000324806GSK3B739
ENSP00000324856STK11811
ENSP00000325120PGR700
ENSP00000325425MAT2B840
ENSP00000327251NOS2864
ENSP00000328547DNMT3B840
ENSP00000329357SP1722
ENSP00000329466SIRT7910
ENSP00000329623BCL2764
ENSP00000330237CASP9745
ENSP00000330341SOCS3725
ENSP00000330382PDGFB700
ENSP00000332049CD86824
ENSP00000332973SMAD3837
ENSP00000333568PRKD1938
ENSP00000333769BSG824
ENSP00000333926ABCC5727
ENSP00000336528NR1I2700
ENSP00000337332SIRT6907
ENSP00000337459NOS1890
ENSP00000337701PNPLA2816
ENSP00000337773NQO2962
ENSP00000337915CYP3A4956
ENSP00000337949HTR7800
ENSP00000338018HIF1A949
ENSP00000338020EIF4G1800
ENSP00000338742SULT1A2700
ENSP00000339191CAV1700
ENSP00000339527FOXO3961
ENSP00000340691EIF4EBP1733
ENSP00000340944PTPN11837
ENSP00000341044ACACB788
ENSP00000341189PTK2725
ENSP00000342007CYP1A2950
ENSP00000342056CS700
ENSP00000342385PTGES824
ENSP00000343645SULT1A3700
ENSP00000343838UGT1A10721
ENSP00000343925ESR2945
ENSP00000344352ATF3824
ENSP00000344456CTNNB1723
ENSP00000344789ACACA788
ENSP00000345771PFKM700
ENSP00000346148PRKAA1759
ENSP00000346768UGT1A9721
ENSP00000347046PDE5A728
ENSP00000347979FAS727
ENSP00000348069SREBF1955
ENSP00000349142ATP5C1794
ENSP00000350785DAPK1938
ENSP00000350941SRC946
ENSP00000351273CASP8746
ENSP00000351407ARNT700
ENSP00000351908MAP3K5725
ENSP00000352121PIK3CG722
ENSP00000352516DNMT1857
ENSP00000353224TFRC824
ENSP00000353292SCNN1A786
ENSP00000353483MAPK8771
ENSP00000353679MME734
ENSP00000353820CYP2D6700
ENSP00000353878BAK1700
ENSP00000354476SREBF2700
ENSP00000354558MTOR950
ENSP00000354612PTGS1978
ENSP00000354855NFE2L1714
ENSP00000354995ABCG1700
ENSP00000355231BECN1853
ENSP00000355330TGM2800
ENSP00000355627AGT933
ENSP00000355759PARP1952
ENSP00000356022SOD2953
ENSP00000356438PTGS2981
ENSP00000356694FASLG858
ENSP00000356958NR1I3727
ENSP00000357255BGLAP812
ENSP00000357283LMNA700
ENSP00000357880AMD1700
ENSP00000358022MCL1757
ENSP00000358327CASP7724
ENSP00000358903CYP17A1938
ENSP00000360266JUN946
ENSP00000360290PRKAA2733
ENSP00000360372CYP2C19728
ENSP00000360683PTPN1822
ENSP00000361021PTEN963
ENSP00000361066NCOA3824
ENSP00000361125VEGFA955
ENSP00000361151CEL700
ENSP00000361405MMP9949
ENSP00000361824SPTAN1700
ENSP00000361850PLAU824
ENSP00000362014DNM1800
ENSP00000362525UGT1A7700
ENSP00000362549UGT1A8700
ENSP00000363089TLR4742
ENSP00000363377FOXO4738
ENSP00000363822AR946
ENSP00000363965ALPL816
ENSP00000364028ECE1734
ENSP00000364310H2AFX730
ENSP00000364898SYK700
ENSP00000366084ABCC4727
ENSP00000367207MYC849
ENSP00000367545TP73714
ENSP00000368030ATAD3A800
ENSP00000368190NPHS1800
ENSP00000368552SIRT5983
ENSP00000368683EDN1700
ENSP00000368752PRNP800
ENSP00000368880FOXO1961
ENSP00000368924TFAP2A700
ENSP00000369050CYP1A1957
ENSP00000369154SMAD9731
ENSP00000369757RPS6700
ENSP00000371067JAK2728
ENSP00000372023CHEK2761
ENSP00000372191SIRT3971
ENSP00000373477GPX3838
ENSP00000373539STAB2800
ENSP00000375881ALPP816
ENSP00000376808CUL5824
ENSP00000376943BCL2L11736
ENSP00000378699CDK1725
ENSP00000379110CXCL1700
ENSP00000380252NFE2L2958
ENSP00000381216KHSRP800
ENSP00000382342ABCC1727
ENSP00000384273RELA950
ENSP00000385269ELAVL1839
ENSP00000387356ACAN800
ENSP00000387699CREB1764
ENSP00000388566CASP4700
ENSP00000389338MAPK9723
ENSP00000391826IGF2700
ENSP00000393333TBXA2R800
ENSP00000398698TNF952
ENSP00000401399MYD88942
ENSP00000402084WEE1700
ENSP00000407375GPX1955
ENSP00000408695PRKCA947
ENSP00000411532TOP2A700
ENSP00000412237IL10735
ENSP00000412673GABRR1786
ENSP00000414303BDNF822
ENSP00000415786SERPINE2786
ENSP00000419782CDK5800
ENSP00000430432HDAC2733
ENSP00000431512HSF1723
ENSP00000434516TXNRD1700
ENSP00000435412RPS6KA1743
ENSP00000441954SMAD5731
ENSP00000450980DIO2700
ENSP00000454071LDLR700
ENSP00000457706HSPB2-C11orf52800
ENSP00000464149818
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.