Natural Product: NPC228922

Natural Product ID:  NPC228922
Common Name:   4-Methoxy-3,3',5-Trihydroxybibenzyl
IUPAC Name:   5-[2-(3-hydroxy-4-methoxyphenyl)ethyl]benzene-1,3-diol
Synonyms:  
Molecular Formula:   C15H16O4
Standard InCHIKey:  XYWLGCOVGGWHHO-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H16O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h4-9,16-18H,2-3H2,1H3
Canonical SMILES:  COc1ccc(cc1O)CCc1cc(O)cc(c1)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
NPO88 Rheum undulatum Species Polygonaceae Eukaryota Rhizomes PMID[10714491]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus IC50 = 49000 nM 15050621
NPT548 Tissue Ileum Cavia porcellus IC50 = 700 nM PubChem BioAssay data set
NPT548 Tissue Ileum Cavia porcellus Ratio IC50 = 5.99 15104478

  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 NPC228922 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 NPC197757
0.9914 High Similarity NPC41562
0.9831 High Similarity NPC57490
0.9831 High Similarity NPC251855
0.9831 High Similarity NPC472093
0.9831 High Similarity NPC116907
0.9831 High Similarity NPC117214
0.9831 High Similarity NPC193544
0.9831 High Similarity NPC298757
0.9831 High Similarity NPC475169
0.9831 High Similarity NPC221077
0.9831 High Similarity NPC17943
0.9831 High Similarity NPC233410
0.9831 High Similarity NPC208950
0.9831 High Similarity NPC203133
0.9667 High Similarity NPC293054
0.9667 High Similarity NPC324112
0.9667 High Similarity NPC74817
0.9667 High Similarity NPC82679
0.9667 High Similarity NPC159968
0.9667 High Similarity NPC169474
0.9667 High Similarity NPC236791
0.9667 High Similarity NPC246620
0.9667 High Similarity NPC282000
0.9667 High Similarity NPC127587
0.9667 High Similarity NPC124452
0.9661 High Similarity NPC136319
0.9661 High Similarity NPC233526
0.9661 High Similarity NPC282496
0.9661 High Similarity NPC121115
0.9655 High Similarity NPC61516
0.9655 High Similarity NPC247364
0.9655 High Similarity NPC232084
0.9655 High Similarity NPC10932
0.9587 High Similarity NPC206615
0.9587 High Similarity NPC98631
0.9587 High Similarity NPC470213
0.9587 High Similarity NPC186843
0.9587 High Similarity NPC154866
0.9583 High Similarity NPC78974
0.9583 High Similarity NPC223136
0.9583 High Similarity NPC214406
0.9583 High Similarity NPC103823
0.9583 High Similarity NPC18924
0.9583 High Similarity NPC76451
0.9583 High Similarity NPC28730
0.9583 High Similarity NPC44748
0.958 High Similarity NPC5796
0.958 High Similarity NPC206487
0.9576 High Similarity NPC473411
0.9576 High Similarity NPC71579
0.9576 High Similarity NPC262253
0.9508 High Similarity NPC476968
0.9508 High Similarity NPC212015
0.9508 High Similarity NPC170844
0.9504 High Similarity NPC252131
0.9504 High Similarity NPC266555
0.9504 High Similarity NPC210355
0.95 High Similarity NPC60885
0.95 High Similarity NPC82483
0.95 High Similarity NPC105925
0.95 High Similarity NPC234400
0.95 High Similarity NPC299584
0.95 High Similarity NPC265483
0.9496 High Similarity NPC84086
0.9487 High Similarity NPC474565
0.9431 High Similarity NPC299221
0.9431 High Similarity NPC234488
0.9431 High Similarity NPC51840
0.9431 High Similarity NPC311680
0.9431 High Similarity NPC126836
0.9426 High Similarity NPC28765
0.9421 High Similarity NPC223953
0.9407 High Similarity NPC166759
0.9402 High Similarity NPC20674
0.9402 High Similarity NPC226629
0.9397 High Similarity NPC293619
0.9355 High Similarity NPC232275
0.9355 High Similarity NPC474017
0.935 High Similarity NPC10225
0.935 High Similarity NPC58164
0.9344 High Similarity NPC470699
0.9344 High Similarity NPC236760
0.9333 High Similarity NPC95168
0.9328 High Similarity NPC49341
0.9316 High Similarity NPC470626
0.928 High Similarity NPC6451
0.928 High Similarity NPC253105
0.928 High Similarity NPC201587
0.9274 High Similarity NPC472338
0.9268 High Similarity NPC266691
0.9262 High Similarity NPC181361
0.9256 High Similarity NPC228972
0.9256 High Similarity NPC122792
0.9237 High Similarity NPC475961
0.9237 High Similarity NPC254625
0.9231 High Similarity NPC259638
0.9206 High Similarity NPC32778
0.9206 High Similarity NPC158331
0.9206 High Similarity NPC475840
0.92 High Similarity NPC12275
0.92 High Similarity NPC45715
0.92 High Similarity NPC474356
0.92 High Similarity NPC472597
0.92 High Similarity NPC470096
0.92 High Similarity NPC470095
0.9174 High Similarity NPC471693
0.9174 High Similarity NPC165375
0.9174 High Similarity NPC220598
0.9167 High Similarity NPC473853
0.9167 High Similarity NPC262156
0.9167 High Similarity NPC343720
0.9167 High Similarity NPC113865
0.9167 High Similarity NPC75713
0.9167 High Similarity NPC312675
0.9167 High Similarity NPC184651
0.9167 High Similarity NPC324571
0.9167 High Similarity NPC54872
0.9167 High Similarity NPC145780
0.9167 High Similarity NPC470212
0.916 High Similarity NPC227217
0.916 High Similarity NPC56214
0.916 High Similarity NPC117780
0.916 High Similarity NPC95614
0.916 High Similarity NPC242885
0.916 High Similarity NPC165133
0.916 High Similarity NPC229401
0.916 High Similarity NPC232316
0.9145 High Similarity NPC141090
0.9145 High Similarity NPC193067
0.9134 High Similarity NPC287745
0.9134 High Similarity NPC317380
0.9127 High Similarity NPC14224
0.9127 High Similarity NPC175067
0.9127 High Similarity NPC86655
0.9127 High Similarity NPC204215
0.9127 High Similarity NPC35932
0.9127 High Similarity NPC161958
0.9127 High Similarity NPC160991
0.9127 High Similarity NPC202762
0.9127 High Similarity NPC16208
0.9127 High Similarity NPC470752
0.9127 High Similarity NPC127624
0.9127 High Similarity NPC7903
0.9127 High Similarity NPC184447
0.912 High Similarity NPC224157
0.912 High Similarity NPC63574
0.912 High Similarity NPC192687
0.9098 High Similarity NPC183446
0.9083 High Similarity NPC207613
0.9076 High Similarity NPC281298
0.9076 High Similarity NPC310338
0.9076 High Similarity NPC15805
0.9068 High Similarity NPC474933
0.9062 High Similarity NPC200557
0.9062 High Similarity NPC470356
0.9062 High Similarity NPC94750
0.9062 High Similarity NPC126409
0.9062 High Similarity NPC474206
0.9062 High Similarity NPC294884
0.9062 High Similarity NPC112246
0.9062 High Similarity NPC108198
0.9062 High Similarity NPC99572
0.9062 High Similarity NPC158142
0.9062 High Similarity NPC121812
0.9062 High Similarity NPC69029
0.9062 High Similarity NPC256262
0.9062 High Similarity NPC313081
0.9062 High Similarity NPC112939
0.9062 High Similarity NPC10314
0.9055 High Similarity NPC471391
0.9055 High Similarity NPC471390
0.9055 High Similarity NPC168059
0.9055 High Similarity NPC229442
0.9048 High Similarity NPC15543
0.9048 High Similarity NPC309787
0.904 High Similarity NPC218856
0.904 High Similarity NPC469963
0.904 High Similarity NPC45824
0.904 High Similarity NPC470633
0.904 High Similarity NPC469951
0.904 High Similarity NPC202582
0.904 High Similarity NPC226788
0.904 High Similarity NPC190144
0.904 High Similarity NPC190629
0.904 High Similarity NPC470258
0.904 High Similarity NPC285339
0.904 High Similarity NPC3439
0.904 High Similarity NPC210623
0.904 High Similarity NPC222004
0.904 High Similarity NPC273295
0.904 High Similarity NPC228769
0.9032 High Similarity NPC474119
0.9032 High Similarity NPC242032
0.9032 High Similarity NPC5428
0.9032 High Similarity NPC165045
0.9032 High Similarity NPC118533
0.9024 High Similarity NPC148627
0.9016 High Similarity NPC280704
0.9008 High Similarity NPC476343

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC228922 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
0.9508 High Similarity NPD3027 Phase 3
0.896 High Similarity NPD1529 Clinical (unspecified phase)
0.888 High Similarity NPD1530 Clinical (unspecified phase)
0.8879 High Similarity NPD228 Approved
0.8828 High Similarity NPD1613 Approved
0.8828 High Similarity NPD1612 Clinical (unspecified phase)
0.8571 High Similarity NPD5283 Phase 1
0.856 High Similarity NPD2982 Phase 2
0.856 High Similarity NPD2983 Phase 2
0.848 Intermediate Similarity NPD2981 Phase 2
0.8438 Intermediate Similarity NPD3018 Phase 2
0.8413 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD3021 Approved
0.8235 Intermediate Similarity NPD3022 Approved
0.811 Intermediate Similarity NPD1610 Phase 2
0.8092 Intermediate Similarity NPD4908 Phase 1
0.808 Intermediate Similarity NPD1548 Phase 1
0.8017 Intermediate Similarity NPD1242 Phase 1
0.7985 Intermediate Similarity NPD1558 Phase 1
0.797 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7877 Intermediate Similarity NPD1934 Approved
0.7857 Intermediate Similarity NPD5536 Phase 2
0.7852 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7852 Intermediate Similarity NPD3620 Phase 2
0.7823 Intermediate Similarity NPD2801 Approved
0.7797 Intermediate Similarity NPD940 Approved
0.7797 Intermediate Similarity NPD846 Approved
0.777 Intermediate Similarity NPD3540 Phase 1
0.7761 Intermediate Similarity NPD4625 Phase 3
0.7734 Intermediate Similarity NPD1357 Approved
0.7718 Intermediate Similarity NPD3882 Suspended
0.771 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.771 Intermediate Similarity NPD4749 Approved
0.7705 Intermediate Similarity NPD2684 Approved
0.7703 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7698 Intermediate Similarity NPD3539 Phase 1
0.7692 Intermediate Similarity NPD4357 Discontinued
0.7692 Intermediate Similarity NPD1511 Approved
0.7676 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD3060 Approved
0.7647 Intermediate Similarity NPD2674 Phase 3
0.7622 Intermediate Similarity NPD7124 Phase 2
0.7616 Intermediate Similarity NPD6234 Discontinued
0.7603 Intermediate Similarity NPD1653 Approved
0.76 Intermediate Similarity NPD7843 Approved
0.7591 Intermediate Similarity NPD4060 Phase 1
0.7586 Intermediate Similarity NPD9296 Approved
0.7586 Intermediate Similarity NPD1512 Approved
0.7559 Intermediate Similarity NPD7157 Approved
0.7557 Intermediate Similarity NPD3705 Approved
0.7557 Intermediate Similarity NPD422 Phase 1
0.7551 Intermediate Similarity NPD4005 Discontinued
0.7537 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD2860 Approved
0.7521 Intermediate Similarity NPD2859 Approved
0.7517 Intermediate Similarity NPD37 Approved
0.75 Intermediate Similarity NPD4750 Phase 3
0.75 Intermediate Similarity NPD4678 Approved
0.75 Intermediate Similarity NPD4675 Approved
0.7484 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD6166 Phase 2
0.7483 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7481 Intermediate Similarity NPD2861 Phase 2
0.7481 Intermediate Similarity NPD9494 Approved
0.7479 Intermediate Similarity NPD3020 Approved
0.7464 Intermediate Similarity NPD1240 Approved
0.7464 Intermediate Similarity NPD943 Approved
0.7448 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD5111 Phase 2
0.7445 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD5109 Approved
0.7445 Intermediate Similarity NPD3144 Approved
0.7445 Intermediate Similarity NPD3145 Approved
0.7445 Intermediate Similarity NPD5110 Phase 2
0.7436 Intermediate Similarity NPD2933 Approved
0.7436 Intermediate Similarity NPD2934 Approved
0.7431 Intermediate Similarity NPD2219 Phase 1
0.7429 Intermediate Similarity NPD6111 Discontinued
0.7422 Intermediate Similarity NPD6671 Approved
0.7415 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD230 Phase 1
0.7407 Intermediate Similarity NPD6584 Phase 3
0.7398 Intermediate Similarity NPD968 Approved
0.7394 Intermediate Similarity NPD7266 Discontinued
0.7376 Intermediate Similarity NPD1510 Phase 2
0.7372 Intermediate Similarity NPD7095 Approved
0.7368 Intermediate Similarity NPD4966 Approved
0.7368 Intermediate Similarity NPD4965 Approved
0.7368 Intermediate Similarity NPD4967 Phase 2
0.736 Intermediate Similarity NPD5451 Approved
0.7357 Intermediate Similarity NPD1607 Approved
0.7355 Intermediate Similarity NPD6232 Discontinued
0.7339 Intermediate Similarity NPD290 Approved
0.732 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD4536 Approved
0.7305 Intermediate Similarity NPD4538 Approved
0.7303 Intermediate Similarity NPD3817 Phase 2
0.7299 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7296 Intermediate Similarity NPD7074 Phase 3
0.7293 Intermediate Similarity NPD1091 Approved
0.7292 Intermediate Similarity NPD4236 Phase 3
0.7292 Intermediate Similarity NPD4237 Approved
0.7292 Intermediate Similarity NPD5177 Phase 3
0.729 Intermediate Similarity NPD7199 Phase 2
0.7278 Intermediate Similarity NPD7228 Approved
0.7278 Intermediate Similarity NPD3818 Discontinued
0.7273 Intermediate Similarity NPD6516 Phase 2
0.7273 Intermediate Similarity NPD5846 Approved
0.7259 Intermediate Similarity NPD2922 Phase 1
0.7237 Intermediate Similarity NPD2977 Approved
0.7237 Intermediate Similarity NPD2978 Approved
0.7237 Intermediate Similarity NPD1465 Phase 2
0.7233 Intermediate Similarity NPD7054 Approved
0.7218 Intermediate Similarity NPD3847 Discontinued
0.7215 Intermediate Similarity NPD7473 Discontinued
0.7214 Intermediate Similarity NPD2238 Phase 2
0.7213 Intermediate Similarity NPD291 Approved
0.7208 Intermediate Similarity NPD4055 Discovery
0.7203 Intermediate Similarity NPD2935 Discontinued
0.72 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD1651 Approved
0.7194 Intermediate Similarity NPD5718 Phase 2
0.719 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD5535 Approved
0.7188 Intermediate Similarity NPD7472 Approved
0.7185 Intermediate Similarity NPD6582 Phase 2
0.7185 Intermediate Similarity NPD1669 Approved
0.7185 Intermediate Similarity NPD6583 Phase 3
0.7183 Intermediate Similarity NPD6896 Approved
0.7183 Intermediate Similarity NPD6895 Approved
0.7172 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD4162 Approved
0.7165 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD4123 Phase 3
0.7162 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD7447 Phase 1
0.7153 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD1375 Discontinued
0.7153 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD4380 Phase 2
0.7143 Intermediate Similarity NPD4626 Approved
0.7143 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2667 Approved
0.7143 Intermediate Similarity NPD2668 Approved
0.7143 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD5588 Approved
0.7133 Intermediate Similarity NPD5960 Phase 3
0.7132 Intermediate Similarity NPD8651 Approved
0.7132 Intermediate Similarity NPD1283 Approved
0.7123 Intermediate Similarity NPD6331 Phase 2
0.7123 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD4110 Phase 3
0.7114 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD2232 Approved
0.7111 Intermediate Similarity NPD1608 Approved
0.7111 Intermediate Similarity NPD2233 Approved
0.7111 Intermediate Similarity NPD2230 Approved
0.7103 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD1549 Phase 2
0.7095 Intermediate Similarity NPD7212 Phase 2
0.7095 Intermediate Similarity NPD7213 Phase 3
0.7086 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD844 Approved
0.7083 Intermediate Similarity NPD6100 Approved
0.7083 Intermediate Similarity NPD6099 Approved
0.7075 Intermediate Similarity NPD6190 Approved
0.7075 Intermediate Similarity NPD5241 Discontinued
0.7073 Intermediate Similarity NPD8053 Approved
0.7073 Intermediate Similarity NPD8054 Approved
0.7071 Intermediate Similarity NPD6798 Discontinued
0.7069 Intermediate Similarity NPD9094 Approved
0.7063 Intermediate Similarity NPD1358 Approved
0.7055 Intermediate Similarity NPD1652 Phase 2
0.7055 Intermediate Similarity NPD6674 Discontinued
0.7054 Intermediate Similarity NPD821 Approved
0.7054 Intermediate Similarity NPD9377 Approved
0.7054 Intermediate Similarity NPD9379 Approved
0.7042 Intermediate Similarity NPD6355 Discontinued
0.7042 Intermediate Similarity NPD3657 Discovery
0.7042 Intermediate Similarity NPD5735 Approved
0.7037 Intermediate Similarity NPD6797 Phase 2
0.7029 Intermediate Similarity NPD4624 Approved
0.7023 Intermediate Similarity NPD709 Approved
0.7021 Intermediate Similarity NPD6233 Phase 2
0.7019 Intermediate Similarity NPD5844 Phase 1
0.7015 Intermediate Similarity NPD9381 Approved
0.7015 Intermediate Similarity NPD9384 Approved
0.7014 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD4628 Phase 3
0.7007 Intermediate Similarity NPD3892 Phase 2
0.7007 Intermediate Similarity NPD3750 Approved
0.6994 Remote Similarity NPD7251 Discontinued
0.6993 Remote Similarity NPD4097 Suspended

Structure

External Identifiers

PubChem CID   11459623
ChEMBL   CHEMBL110154
ZINC  

Physicochemical Properties

Molecular Weight:  260.10
ALogP:  -1.3079
MLogP:  2.67
XLogP:  2.565
# Rotatable Bonds:  8
Polar Surface Area:  69.92
# H-Bond Aceptor:  0
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  19

Download Data

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