Natural Product: NPC291948

Natural Product ID:  NPC291948
Common Name:   (-)-Epigallocatechin Gallate
IUPAC Name:   [(2S,3S)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
Synonyms:  
Molecular Formula:   C22H18O11
Standard InCHIKey:  WMBWREPUVVBILR-RXVVDRJESA-N
Standard InCHI:  InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m0/s1
Canonical SMILES:  Oc1cc(O)c2c(c1)O[C@H]([C@H](C2)OC(=O)c1cc(O)c(c(c1)O)O)c1cc(O)c(c(c1)O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33256 green tea NA NA NA PMID[14592472]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT5284 Individual Protein Fucosyltransferase 4 Homo sapiens IC50 = 1800 nM PubChem BioAssay data set
NPT5283 Individual Protein Alpha-(1,3)-fucosyltransferase 7 Homo sapiens IC50 = 700 nM Open TG-GATES in vivo data: Biochemistry
NPT740 Individual Protein Beta-secretase 1 Homo sapiens IC50 = 1600 nM 23772699
NPT6629 Individual Protein CMP-N-acetylneuraminate-beta-1,4-galactoside alpha-2,3-sialyltransferase Homo sapiens IC50 = 2700 nM DrugMatrix in vitro pharmacology data
NPT740 Individual Protein Beta-secretase 1 Homo sapiens Ki = 210 nM 16038541

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC291948 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC104983
1.0 High Similarity NPC250436
1.0 High Similarity NPC300845
1.0 High Similarity NPC88803
0.9933 High Similarity NPC156818
0.9933 High Similarity NPC160512
0.9933 High Similarity NPC68324
0.9933 High Similarity NPC38779
0.9933 High Similarity NPC289322
0.9933 High Similarity NPC114179
0.9867 High Similarity NPC87317
0.9866 High Similarity NPC318432
0.9801 High Similarity NPC53889
0.9801 High Similarity NPC24164
0.9664 High Similarity NPC474656
0.9427 High Similarity NPC473818
0.9423 High Similarity NPC142614
0.9299 High Similarity NPC471788
0.9295 High Similarity NPC476372
0.9295 High Similarity NPC476371
0.929 High Similarity NPC289346
0.929 High Similarity NPC24627
0.925 High Similarity NPC100251
0.925 High Similarity NPC271848
0.925 High Similarity NPC262580
0.925 High Similarity NPC289396
0.925 High Similarity NPC81332
0.925 High Similarity NPC212038
0.925 High Similarity NPC65333
0.9241 High Similarity NPC207575
0.9241 High Similarity NPC13481
0.9236 High Similarity NPC121290
0.9211 High Similarity NPC75695
0.92 High Similarity NPC142528
0.9195 High Similarity NPC268515
0.9195 High Similarity NPC40222
0.9193 High Similarity NPC98583
0.9187 High Similarity NPC204937
0.9187 High Similarity NPC476365
0.9187 High Similarity NPC149011
0.9172 High Similarity NPC285108
0.9172 High Similarity NPC90905
0.9172 High Similarity NPC33298
0.9172 High Similarity NPC4013
0.9167 High Similarity NPC476373
0.9156 High Similarity NPC222185
0.9139 High Similarity NPC107636
0.913 High Similarity NPC47140
0.913 High Similarity NPC67134
0.9108 High Similarity NPC112418
0.9108 High Similarity NPC142252
0.9108 High Similarity NPC158188
0.9103 High Similarity NPC40702
0.9103 High Similarity NPC37502
0.9103 High Similarity NPC267627
0.9097 High Similarity NPC165483
0.908 High Similarity NPC79736
0.908 High Similarity NPC67629
0.908 High Similarity NPC297574
0.9079 High Similarity NPC473091
0.9074 High Similarity NPC175230
0.9074 High Similarity NPC88560
0.9074 High Similarity NPC172033
0.9068 High Similarity NPC180768
0.9067 High Similarity NPC262282
0.9062 High Similarity NPC243877
0.9062 High Similarity NPC14662
0.9062 High Similarity NPC260266
0.906 High Similarity NPC121573
0.906 High Similarity NPC22176
0.906 High Similarity NPC226738
0.906 High Similarity NPC190587
0.9051 High Similarity NPC219927
0.9051 High Similarity NPC476247
0.9051 High Similarity NPC477841
0.9051 High Similarity NPC471745
0.9045 High Similarity NPC203020
0.9045 High Similarity NPC101731
0.9045 High Similarity NPC471744
0.9045 High Similarity NPC239966
0.9038 High Similarity NPC1913
0.9038 High Similarity NPC247713
0.9032 High Similarity NPC203757
0.9024 High Similarity NPC267549
0.9024 High Similarity NPC476620
0.9024 High Similarity NPC476618
0.9024 High Similarity NPC476622
0.9024 High Similarity NPC476623
0.9024 High Similarity NPC476619
0.9024 High Similarity NPC476621
0.9013 High Similarity NPC476394
0.9013 High Similarity NPC98809
0.9012 High Similarity NPC476370
0.8994 High Similarity NPC67959
0.8987 High Similarity NPC165970
0.8987 High Similarity NPC305987
0.8987 High Similarity NPC228383
0.8987 High Similarity NPC113163
0.8987 High Similarity NPC84324
0.8987 High Similarity NPC66618
0.8987 High Similarity NPC288131
0.8987 High Similarity NPC134783
0.8981 High Similarity NPC289811
0.8981 High Similarity NPC24339
0.8981 High Similarity NPC284127
0.8981 High Similarity NPC172202
0.8981 High Similarity NPC476410
0.8981 High Similarity NPC53545
0.8981 High Similarity NPC117418
0.8981 High Similarity NPC166456
0.8981 High Similarity NPC74319
0.8981 High Similarity NPC287872
0.8981 High Similarity NPC160780
0.8981 High Similarity NPC7543
0.8981 High Similarity NPC94220
0.8981 High Similarity NPC98083
0.897 High Similarity NPC80956
0.8968 High Similarity NPC469888
0.8968 High Similarity NPC18727
0.8968 High Similarity NPC197188
0.8968 High Similarity NPC291510
0.8968 High Similarity NPC144801
0.8968 High Similarity NPC178134
0.8968 High Similarity NPC43872
0.8968 High Similarity NPC238672
0.8968 High Similarity NPC116850
0.8963 High Similarity NPC472991
0.8963 High Similarity NPC472992
0.8963 High Similarity NPC144097
0.8963 High Similarity NPC61904
0.8957 High Similarity NPC476374
0.8957 High Similarity NPC472993
0.8954 High Similarity NPC1612
0.8954 High Similarity NPC183959
0.8947 High Similarity NPC472969
0.8944 High Similarity NPC45400
0.8944 High Similarity NPC116745
0.8938 High Similarity NPC7154
0.8938 High Similarity NPC477840
0.8938 High Similarity NPC58223
0.8938 High Similarity NPC7688
0.8938 High Similarity NPC125039
0.8938 High Similarity NPC36916
0.8938 High Similarity NPC36
0.8938 High Similarity NPC72787
0.8938 High Similarity NPC165720
0.8933 High Similarity NPC134975
0.8931 High Similarity NPC291957
0.8931 High Similarity NPC14030
0.8931 High Similarity NPC220912
0.8924 High Similarity NPC119125
0.8924 High Similarity NPC166277
0.8917 High Similarity NPC475267
0.8917 High Similarity NPC99597
0.8917 High Similarity NPC210084
0.8917 High Similarity NPC35598
0.8917 High Similarity NPC48208
0.8917 High Similarity NPC162869
0.8917 High Similarity NPC63454
0.8917 High Similarity NPC183851
0.8917 High Similarity NPC129684
0.8917 High Similarity NPC472860
0.8917 High Similarity NPC474836
0.8917 High Similarity NPC474208
0.8917 High Similarity NPC133984
0.8917 High Similarity NPC222689
0.8917 High Similarity NPC299520
0.8917 High Similarity NPC108456
0.8917 High Similarity NPC156057
0.8917 High Similarity NPC291508
0.8916 High Similarity NPC117668
0.8916 High Similarity NPC208797
0.8916 High Similarity NPC53680
0.8916 High Similarity NPC8940
0.891 High Similarity NPC200761
0.891 High Similarity NPC145425
0.891 High Similarity NPC45849
0.891 High Similarity NPC470327
0.891 High Similarity NPC477503
0.8909 High Similarity NPC472387
0.8909 High Similarity NPC267680
0.8909 High Similarity NPC253521
0.8909 High Similarity NPC293626
0.8909 High Similarity NPC217387
0.8909 High Similarity NPC196127
0.8909 High Similarity NPC35167
0.8909 High Similarity NPC258044
0.8909 High Similarity NPC113836
0.8909 High Similarity NPC37668
0.8903 High Similarity NPC3746
0.8903 High Similarity NPC257648
0.8903 High Similarity NPC44260
0.8903 High Similarity NPC219582
0.8903 High Similarity NPC302950
0.8903 High Similarity NPC289968
0.8903 High Similarity NPC477231
0.8903 High Similarity NPC61152
0.8903 High Similarity NPC236637
0.8903 High Similarity NPC16024
0.8903 High Similarity NPC106976

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC291948 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
1.0 High Similarity NPD4868 Clinical (unspecified phase)
0.925 High Similarity NPD7993 Clinical (unspecified phase)
0.8968 High Similarity NPD1465 Phase 2
0.8938 High Similarity NPD6166 Phase 2
0.8938 High Similarity NPD6167 Clinical (unspecified phase)
0.8938 High Similarity NPD6168 Clinical (unspecified phase)
0.8903 High Similarity NPD1934 Approved
0.8846 High Similarity NPD2393 Clinical (unspecified phase)
0.8773 High Similarity NPD5844 Phase 1
0.8712 High Similarity NPD3818 Discontinued
0.8675 High Similarity NPD4338 Clinical (unspecified phase)
0.8608 High Similarity NPD2801 Approved
0.8606 High Similarity NPD7074 Phase 3
0.8562 High Similarity NPD4381 Clinical (unspecified phase)
0.8562 High Similarity NPD7075 Discontinued
0.8553 High Similarity NPD3817 Phase 2
0.8545 High Similarity NPD7054 Approved
0.8535 High Similarity NPD4380 Phase 2
0.8506 High Similarity NPD1511 Approved
0.85 High Similarity NPD3882 Suspended
0.8494 Intermediate Similarity NPD7472 Approved
0.8481 Intermediate Similarity NPD7411 Suspended
0.8466 Intermediate Similarity NPD6232 Discontinued
0.8443 Intermediate Similarity NPD6797 Phase 2
0.8397 Intermediate Similarity NPD1512 Approved
0.8393 Intermediate Similarity NPD7251 Discontinued
0.8389 Intermediate Similarity NPD230 Phase 1
0.8375 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD5402 Approved
0.8313 Intermediate Similarity NPD7473 Discontinued
0.8301 Intermediate Similarity NPD1549 Phase 2
0.8261 Intermediate Similarity NPD7819 Suspended
0.8258 Intermediate Similarity NPD6190 Approved
0.8235 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD7808 Phase 3
0.8235 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8232 Intermediate Similarity NPD5494 Approved
0.8228 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.821 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.82 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.82 Intermediate Similarity NPD1613 Approved
0.8199 Intermediate Similarity NPD6801 Discontinued
0.8194 Intermediate Similarity NPD3750 Approved
0.8182 Intermediate Similarity NPD6959 Discontinued
0.8171 Intermediate Similarity NPD6234 Discontinued
0.8153 Intermediate Similarity NPD6799 Approved
0.8144 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8113 Intermediate Similarity NPD5403 Approved
0.811 Intermediate Similarity NPD3749 Approved
0.8108 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8101 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD4628 Phase 3
0.8072 Intermediate Similarity NPD7199 Phase 2
0.807 Intermediate Similarity NPD6559 Discontinued
0.8063 Intermediate Similarity NPD1653 Approved
0.8054 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD7768 Phase 2
0.8047 Intermediate Similarity NPD7228 Approved
0.8 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7989 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD1510 Phase 2
0.7987 Intermediate Similarity NPD5401 Approved
0.7987 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7976 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD37 Approved
0.7963 Intermediate Similarity NPD6599 Discontinued
0.7947 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7939 Intermediate Similarity NPD4967 Phase 2
0.7939 Intermediate Similarity NPD4966 Approved
0.7939 Intermediate Similarity NPD4965 Approved
0.7935 Intermediate Similarity NPD2796 Approved
0.7925 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7871 Intermediate Similarity NPD3748 Approved
0.7861 Intermediate Similarity NPD7685 Pre-registration
0.7853 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7843 Intermediate Similarity NPD943 Approved
0.7834 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD1551 Phase 2
0.7791 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7771 Intermediate Similarity NPD8313 Approved
0.7771 Intermediate Similarity NPD8312 Approved
0.777 Intermediate Similarity NPD9269 Phase 2
0.7764 Intermediate Similarity NPD2534 Approved
0.7764 Intermediate Similarity NPD2532 Approved
0.7764 Intermediate Similarity NPD2533 Approved
0.7763 Intermediate Similarity NPD3027 Phase 3
0.7736 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD3751 Discontinued
0.7727 Intermediate Similarity NPD1240 Approved
0.7712 Intermediate Similarity NPD6798 Discontinued
0.7711 Intermediate Similarity NPD8455 Phase 2
0.7707 Intermediate Similarity NPD2935 Discontinued
0.7697 Intermediate Similarity NPD4908 Phase 1
0.7677 Intermediate Similarity NPD447 Suspended
0.7667 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD5353 Approved
0.7661 Intermediate Similarity NPD3926 Phase 2
0.7658 Intermediate Similarity NPD7266 Discontinued
0.7633 Intermediate Similarity NPD919 Approved
0.7628 Intermediate Similarity NPD1607 Approved
0.7602 Intermediate Similarity NPD3787 Discontinued
0.7597 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD3226 Approved
0.7558 Intermediate Similarity NPD5242 Approved
0.7557 Intermediate Similarity NPD7240 Approved
0.7548 Intermediate Similarity NPD6233 Phase 2
0.7526 Intermediate Similarity NPD8151 Discontinued
0.7516 Intermediate Similarity NPD9494 Approved
0.75 Intermediate Similarity NPD9268 Approved
0.75 Intermediate Similarity NPD5953 Discontinued
0.75 Intermediate Similarity NPD7229 Phase 3
0.75 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD6100 Approved
0.7484 Intermediate Similarity NPD6099 Approved
0.7484 Intermediate Similarity NPD3764 Approved
0.7455 Intermediate Similarity NPD920 Approved
0.7452 Intermediate Similarity NPD1933 Approved
0.7442 Intermediate Similarity NPD8127 Discontinued
0.7442 Intermediate Similarity NPD1247 Approved
0.7439 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD7549 Discontinued
0.7407 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD7286 Phase 2
0.7386 Intermediate Similarity NPD1203 Approved
0.7381 Intermediate Similarity NPD6385 Approved
0.7381 Intermediate Similarity NPD6386 Approved
0.7372 Intermediate Similarity NPD2313 Discontinued
0.7365 Intermediate Similarity NPD7458 Discontinued
0.736 Intermediate Similarity NPD7038 Approved
0.736 Intermediate Similarity NPD7039 Approved
0.7355 Intermediate Similarity NPD6832 Phase 2
0.7353 Intermediate Similarity NPD4288 Approved
0.7351 Intermediate Similarity NPD1610 Phase 2
0.7348 Intermediate Similarity NPD8434 Phase 2
0.7348 Intermediate Similarity NPD8150 Discontinued
0.7346 Intermediate Similarity NPD2800 Approved
0.7346 Intermediate Similarity NPD1243 Approved
0.7346 Intermediate Similarity NPD1652 Phase 2
0.7342 Intermediate Similarity NPD6355 Discontinued
0.7342 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD5124 Phase 1
0.7333 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD2346 Discontinued
0.732 Intermediate Similarity NPD3225 Approved
0.7317 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD2799 Discontinued
0.7312 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7312 Intermediate Similarity NPD7033 Discontinued
0.7312 Intermediate Similarity NPD4308 Phase 3
0.7303 Intermediate Similarity NPD1608 Approved
0.7299 Intermediate Similarity NPD5710 Approved
0.7299 Intermediate Similarity NPD5711 Approved
0.7289 Intermediate Similarity NPD6273 Approved
0.7287 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD2797 Approved
0.7273 Intermediate Similarity NPD7390 Discontinued
0.7268 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7268 Intermediate Similarity NPD7783 Phase 2
0.7267 Intermediate Similarity NPD6971 Discontinued
0.7263 Intermediate Similarity NPD7435 Discontinued
0.7261 Intermediate Similarity NPD3268 Approved
0.7255 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD7097 Phase 1
0.7237 Intermediate Similarity NPD422 Phase 1
0.7234 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7232 Intermediate Similarity NPD7177 Discontinued
0.7222 Intermediate Similarity NPD2344 Approved
0.7212 Intermediate Similarity NPD7440 Discontinued
0.7205 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD7585 Approved
0.72 Intermediate Similarity NPD1548 Phase 1
0.72 Intermediate Similarity NPD9545 Approved
0.7196 Intermediate Similarity NPD6778 Approved
0.7196 Intermediate Similarity NPD6776 Approved
0.7196 Intermediate Similarity NPD6777 Approved
0.7196 Intermediate Similarity NPD6779 Approved
0.7196 Intermediate Similarity NPD6782 Approved
0.7196 Intermediate Similarity NPD6780 Approved
0.7196 Intermediate Similarity NPD6781 Approved
0.7195 Intermediate Similarity NPD8166 Discontinued
0.7195 Intermediate Similarity NPD7003 Approved
0.7179 Intermediate Similarity NPD2861 Phase 2
0.7174 Intermediate Similarity NPD4287 Approved
0.7173 Intermediate Similarity NPD7680 Approved
0.717 Intermediate Similarity NPD4060 Phase 1
0.716 Intermediate Similarity NPD3455 Phase 2
0.716 Intermediate Similarity NPD5406 Approved
0.716 Intermediate Similarity NPD5405 Approved
0.716 Intermediate Similarity NPD5408 Approved
0.716 Intermediate Similarity NPD5404 Approved
0.715 Intermediate Similarity NPD7583 Approved
0.7143 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD17 Approved
0.7091 Intermediate Similarity NPD4109 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   2824823
ChEMBL   CHEMBL338988
ZINC  

Physicochemical Properties

Molecular Weight:  458.08
ALogP:  -3.966
MLogP:  2.67
XLogP:  0.694
# Rotatable Bonds:  12
Polar Surface Area:  197.37
# H-Bond Aceptor:  2
# H-Bond Donor:  8
# Rings:  4
# Heavy Atoms:  33

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs