Natural Product: NPC217472

Natural Product ID:  NPC217472
Common Name:   2-Hydroxyethyl 3-(3,4-Dihydroxyphenyl)Acrylate
IUPAC Name:   2-hydroxyethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Synonyms:  
Molecular Formula:   C11H12O5
Standard InCHIKey:  GQMXXQFZDGUTPH-DUXPYHPUSA-N
Standard InCHI:  InChI=1S/C11H12O5/c12-5-6-16-11(15)4-2-8-1-3-9(13)10(14)7-8/h1-4,7,12-14H,5-6H2/b4-2+
Canonical SMILES:  OCCOC(=O)/C=C/c1ccc(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
NPO33086 bermuda buttercup Species NA NA PMID[17922549]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT364 Organism Lactuca sativa Lactuca sativa Activity = 100 % 23795891
NPT364 Organism Lactuca sativa Lactuca sativa Activity = 60 % 22264489
NPT364 Organism Lactuca sativa Lactuca sativa Activity = 100 % 22264489
NPT364 Organism Lactuca sativa Lactuca sativa Activity >= 80 % 10201823
NPT364 Organism Lactuca sativa Lactuca sativa Activity = 10 % 10425085

  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 NPC217472 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
0.972 High Similarity NPC95381
0.963 High Similarity NPC261453
0.963 High Similarity NPC33749
0.963 High Similarity NPC328593
0.9545 High Similarity NPC65791
0.9541 High Similarity NPC233669
0.9541 High Similarity NPC474967
0.9533 High Similarity NPC226250
0.9455 High Similarity NPC281277
0.9292 High Similarity NPC202474
0.9286 High Similarity NPC203124
0.9286 High Similarity NPC275519
0.9286 High Similarity NPC309434
0.9266 High Similarity NPC131530
0.9245 High Similarity NPC1786
0.9245 High Similarity NPC1075
0.9245 High Similarity NPC294902
0.9211 High Similarity NPC204466
0.9204 High Similarity NPC141791
0.9204 High Similarity NPC263386
0.9138 High Similarity NPC474275
0.9138 High Similarity NPC224208
0.913 High Similarity NPC70752
0.9115 High Similarity NPC164706
0.9115 High Similarity NPC107588
0.9115 High Similarity NPC272471
0.9115 High Similarity NPC137537
0.9115 High Similarity NPC70744
0.9043 High Similarity NPC470848
0.9043 High Similarity NPC470849
0.8966 High Similarity NPC147654
0.8957 High Similarity NPC2058
0.8908 High Similarity NPC147192
0.8908 High Similarity NPC251407
0.8908 High Similarity NPC475695
0.8908 High Similarity NPC168653
0.8898 High Similarity NPC60517
0.8898 High Similarity NPC146886
0.8898 High Similarity NPC246704
0.8898 High Similarity NPC20443
0.8889 High Similarity NPC19149
0.887 High Similarity NPC241634
0.8839 High Similarity NPC264558
0.8833 High Similarity NPC476873
0.8824 High Similarity NPC289459
0.8824 High Similarity NPC132921
0.8785 High Similarity NPC304638
0.8761 High Similarity NPC294941
0.876 High Similarity NPC232880
0.875 High Similarity NPC120225
0.875 High Similarity NPC213552
0.8707 High Similarity NPC37858
0.8704 High Similarity NPC79672
0.8704 High Similarity NPC52087
0.8696 High Similarity NPC39793
0.8692 High Similarity NPC94343
0.8689 High Similarity NPC477294
0.8689 High Similarity NPC477293
0.8689 High Similarity NPC48315
0.8689 High Similarity NPC229784
0.8679 High Similarity NPC131587
0.8621 High Similarity NPC124916
0.8607 High Similarity NPC110313
0.8607 High Similarity NPC109275
0.8598 High Similarity NPC253746
0.8595 High Similarity NPC118584
0.8583 High Similarity NPC288945
0.8548 High Similarity NPC219677
0.8547 High Similarity NPC109371
0.8547 High Similarity NPC470215
0.8547 High Similarity NPC470214
0.8537 High Similarity NPC83062
0.8534 High Similarity NPC200988
0.8534 High Similarity NPC610
0.8534 High Similarity NPC145023
0.8534 High Similarity NPC175799
0.8519 High Similarity NPC110764
0.8512 High Similarity NPC67951
0.8512 High Similarity NPC300326
0.8512 High Similarity NPC58279
0.8509 High Similarity NPC148969
0.8505 High Similarity NPC171843
0.85 High Similarity NPC285345
0.85 High Similarity NPC212541
0.8496 Intermediate Similarity NPC78918
0.8496 Intermediate Similarity NPC139617
0.848 Intermediate Similarity NPC473924
0.848 Intermediate Similarity NPC473285
0.8468 Intermediate Similarity NPC237506
0.8468 Intermediate Similarity NPC217052
0.8468 Intermediate Similarity NPC329344
0.8468 Intermediate Similarity NPC260952
0.8468 Intermediate Similarity NPC32626
0.8462 Intermediate Similarity NPC86198
0.8455 Intermediate Similarity NPC127676
0.8413 Intermediate Similarity NPC254398
0.8407 Intermediate Similarity NPC183700
0.8407 Intermediate Similarity NPC222084
0.8403 Intermediate Similarity NPC224814
0.8403 Intermediate Similarity NPC109083
0.8403 Intermediate Similarity NPC14007
0.8403 Intermediate Similarity NPC269843
0.8403 Intermediate Similarity NPC60962
0.8403 Intermediate Similarity NPC189844
0.84 Intermediate Similarity NPC198388
0.8396 Intermediate Similarity NPC257182
0.8393 Intermediate Similarity NPC206341
0.839 Intermediate Similarity NPC70084
0.839 Intermediate Similarity NPC57501
0.8387 Intermediate Similarity NPC30174
0.8387 Intermediate Similarity NPC226855
0.8376 Intermediate Similarity NPC278652
0.8364 Intermediate Similarity NPC12278
0.8361 Intermediate Similarity NPC27352
0.8361 Intermediate Similarity NPC280767
0.8361 Intermediate Similarity NPC197832
0.8347 Intermediate Similarity NPC306100
0.8346 Intermediate Similarity NPC34293
0.8346 Intermediate Similarity NPC471110
0.8346 Intermediate Similarity NPC135127
0.8346 Intermediate Similarity NPC474895
0.8346 Intermediate Similarity NPC287597
0.8346 Intermediate Similarity NPC886
0.8346 Intermediate Similarity NPC471883
0.8333 Intermediate Similarity NPC177291
0.8333 Intermediate Similarity NPC18074
0.8333 Intermediate Similarity NPC25581
0.8333 Intermediate Similarity NPC5419
0.8333 Intermediate Similarity NPC194416
0.8333 Intermediate Similarity NPC297657
0.8333 Intermediate Similarity NPC61
0.8319 Intermediate Similarity NPC36108
0.8319 Intermediate Similarity NPC233731
0.8319 Intermediate Similarity NPC246358
0.8319 Intermediate Similarity NPC7097
0.8306 Intermediate Similarity NPC478215
0.8305 Intermediate Similarity NPC212743
0.8305 Intermediate Similarity NPC277460
0.8305 Intermediate Similarity NPC63126
0.8302 Intermediate Similarity NPC32977
0.8302 Intermediate Similarity NPC81010
0.8281 Intermediate Similarity NPC476870
0.8279 Intermediate Similarity NPC469568
0.8273 Intermediate Similarity NPC477801
0.8273 Intermediate Similarity NPC477802
0.8268 Intermediate Similarity NPC475468
0.8268 Intermediate Similarity NPC155209
0.8268 Intermediate Similarity NPC168799
0.8264 Intermediate Similarity NPC286573
0.8261 Intermediate Similarity NPC51698
0.8257 Intermediate Similarity NPC223393
0.8254 Intermediate Similarity NPC318799
0.825 Intermediate Similarity NPC307253
0.825 Intermediate Similarity NPC476872
0.825 Intermediate Similarity NPC158949
0.8241 Intermediate Similarity NPC109955
0.8226 Intermediate Similarity NPC158654
0.8224 Intermediate Similarity NPC107522
0.8217 Intermediate Similarity NPC471665
0.8217 Intermediate Similarity NPC157554
0.8217 Intermediate Similarity NPC186418
0.8217 Intermediate Similarity NPC120852
0.8217 Intermediate Similarity NPC471664
0.8217 Intermediate Similarity NPC470572
0.8211 Intermediate Similarity NPC87113
0.8211 Intermediate Similarity NPC271985
0.8197 Intermediate Similarity NPC238810
0.8197 Intermediate Similarity NPC229084
0.8197 Intermediate Similarity NPC18984
0.8197 Intermediate Similarity NPC160900
0.8197 Intermediate Similarity NPC106659
0.8182 Intermediate Similarity NPC472271
0.8182 Intermediate Similarity NPC322332
0.8182 Intermediate Similarity NPC310373
0.8182 Intermediate Similarity NPC11724
0.8174 Intermediate Similarity NPC139946
0.8174 Intermediate Similarity NPC8547
0.8174 Intermediate Similarity NPC173746
0.8174 Intermediate Similarity NPC257124
0.8174 Intermediate Similarity NPC156840
0.8154 Intermediate Similarity NPC126206
0.8154 Intermediate Similarity NPC476376
0.8154 Intermediate Similarity NPC260425
0.8154 Intermediate Similarity NPC78363
0.8151 Intermediate Similarity NPC255675
0.8142 Intermediate Similarity NPC227894
0.8136 Intermediate Similarity NPC221049
0.8125 Intermediate Similarity NPC288760
0.812 Intermediate Similarity NPC41851
0.8115 Intermediate Similarity NPC52097
0.8115 Intermediate Similarity NPC114298
0.8115 Intermediate Similarity NPC327070
0.8095 Intermediate Similarity NPC94810
0.8095 Intermediate Similarity NPC241354
0.8095 Intermediate Similarity NPC477300
0.8092 Intermediate Similarity NPC100389
0.8092 Intermediate Similarity NPC476383
0.8092 Intermediate Similarity NPC152942
0.8092 Intermediate Similarity NPC321184
0.8092 Intermediate Similarity NPC89105

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC217472 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
0.8197 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.8174 Intermediate Similarity NPD228 Approved
0.8142 Intermediate Similarity NPD1358 Approved
0.8092 Intermediate Similarity NPD7266 Discontinued
0.7984 Intermediate Similarity NPD230 Phase 1
0.7937 Intermediate Similarity NPD9494 Approved
0.7852 Intermediate Similarity NPD6190 Approved
0.7739 Intermediate Similarity NPD3134 Approved
0.7705 Intermediate Similarity NPD9545 Approved
0.7692 Intermediate Similarity NPD3022 Approved
0.7692 Intermediate Similarity NPD3021 Approved
0.7647 Intermediate Similarity NPD8166 Discontinued
0.7642 Intermediate Similarity NPD1357 Approved
0.7623 Intermediate Similarity NPD5536 Phase 2
0.754 Intermediate Similarity NPD9269 Phase 2
0.7518 Intermediate Similarity NPD1653 Approved
0.75 Intermediate Similarity NPD826 Approved
0.75 Intermediate Similarity NPD825 Approved
0.7444 Intermediate Similarity NPD555 Phase 2
0.7405 Intermediate Similarity NPD3027 Phase 3
0.7381 Intermediate Similarity NPD3496 Discontinued
0.7368 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD1613 Approved
0.7368 Intermediate Similarity NPD4060 Phase 1
0.7355 Intermediate Similarity NPD9377 Approved
0.7355 Intermediate Similarity NPD9379 Approved
0.7343 Intermediate Similarity NPD3455 Phase 2
0.7333 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD447 Suspended
0.7311 Intermediate Similarity NPD2684 Approved
0.7308 Intermediate Similarity NPD258 Approved
0.7308 Intermediate Similarity NPD257 Approved
0.7302 Intermediate Similarity NPD4626 Approved
0.7302 Intermediate Similarity NPD9381 Approved
0.7302 Intermediate Similarity NPD9384 Approved
0.7293 Intermediate Similarity NPD259 Phase 1
0.729 Intermediate Similarity NPD111 Approved
0.7258 Intermediate Similarity NPD9493 Approved
0.7252 Intermediate Similarity NPD9569 Approved
0.7227 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7227 Intermediate Similarity NPD290 Approved
0.7222 Intermediate Similarity NPD9268 Approved
0.7222 Intermediate Similarity NPD5691 Approved
0.7213 Intermediate Similarity NPD7843 Approved
0.7197 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7177 Intermediate Similarity NPD7157 Approved
0.7168 Intermediate Similarity NPD9296 Approved
0.7155 Intermediate Similarity NPD1242 Phase 1
0.7154 Intermediate Similarity NPD5283 Phase 1
0.7131 Intermediate Similarity NPD969 Suspended
0.7121 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD694 Clinical (unspecified phase)
0.7101 Intermediate Similarity NPD9570 Approved
0.7094 Intermediate Similarity NPD291 Approved
0.7077 Intermediate Similarity NPD9622 Approved
0.7059 Intermediate Similarity NPD9697 Approved
0.7054 Intermediate Similarity NPD422 Phase 1
0.7031 Intermediate Similarity NPD1778 Approved
0.7021 Intermediate Similarity NPD4628 Phase 3
0.7018 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD2933 Approved
0.7018 Intermediate Similarity NPD2934 Approved
0.7015 Intermediate Similarity NPD9536 Phase 1
0.7015 Intermediate Similarity NPD9537 Phase 1
0.7015 Intermediate Similarity NPD7095 Approved
0.7007 Intermediate Similarity NPD6653 Approved
0.7 Intermediate Similarity NPD968 Approved
0.6993 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6985 Remote Similarity NPD3620 Phase 2
0.6985 Remote Similarity NPD943 Approved
0.6985 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6963 Remote Similarity NPD3764 Approved
0.6963 Remote Similarity NPD3145 Approved
0.6963 Remote Similarity NPD3144 Approved
0.6957 Remote Similarity NPD844 Approved
0.6957 Remote Similarity NPD2859 Approved
0.6957 Remote Similarity NPD2860 Approved
0.6934 Remote Similarity NPD4340 Discontinued
0.6934 Remote Similarity NPD275 Approved
0.6934 Remote Similarity NPD274 Approved
0.6933 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6923 Remote Similarity NPD1535 Discovery
0.6923 Remote Similarity NPD3705 Approved
0.6923 Remote Similarity NPD3020 Approved
0.6917 Remote Similarity NPD9620 Approved
0.6917 Remote Similarity NPD9621 Approved
0.6917 Remote Similarity NPD9619 Approved
0.6912 Remote Similarity NPD2674 Phase 3
0.6903 Remote Similarity NPD9365 Approved
0.6901 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6901 Remote Similarity NPD4110 Phase 3
0.6897 Remote Similarity NPD288 Approved
0.6885 Remote Similarity NPD74 Approved
0.6885 Remote Similarity NPD9266 Approved
0.688 Remote Similarity NPD1241 Discontinued
0.6875 Remote Similarity NPD689 Discontinued
0.6875 Remote Similarity NPD1894 Discontinued
0.687 Remote Similarity NPD1481 Phase 2
0.687 Remote Similarity NPD9717 Approved
0.6866 Remote Similarity NPD5736 Approved
0.6864 Remote Similarity NPD289 Clinical (unspecified phase)
0.6861 Remote Similarity NPD1558 Phase 1
0.6857 Remote Similarity NPD2935 Discontinued
0.6842 Remote Similarity NPD1203 Approved
0.6842 Remote Similarity NPD987 Approved
0.6838 Remote Similarity NPD9495 Approved
0.6838 Remote Similarity NPD6798 Discontinued
0.6825 Remote Similarity NPD690 Clinical (unspecified phase)
0.6812 Remote Similarity NPD6355 Discontinued
0.6803 Remote Similarity NPD9264 Approved
0.6803 Remote Similarity NPD9263 Approved
0.6803 Remote Similarity NPD9267 Approved
0.6803 Remote Similarity NPD3687 Approved
0.6803 Remote Similarity NPD3686 Approved
0.68 Remote Similarity NPD5535 Approved
0.6794 Remote Similarity NPD1091 Approved
0.6791 Remote Similarity NPD5647 Approved
0.6788 Remote Similarity NPD6233 Phase 2
0.6788 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6788 Remote Similarity NPD4062 Phase 3
0.6786 Remote Similarity NPD651 Clinical (unspecified phase)
0.6772 Remote Similarity NPD4198 Discontinued
0.6767 Remote Similarity NPD9634 Clinical (unspecified phase)
0.6767 Remote Similarity NPD1283 Approved
0.6759 Remote Similarity NPD1511 Approved
0.6757 Remote Similarity NPD3111 Phase 1
0.6742 Remote Similarity NPD2337 Clinical (unspecified phase)
0.6739 Remote Similarity NPD3059 Approved
0.6739 Remote Similarity NPD4140 Approved
0.6739 Remote Similarity NPD3062 Approved
0.6739 Remote Similarity NPD3061 Approved
0.6733 Remote Similarity NPD1934 Approved
0.6718 Remote Similarity NPD3847 Discontinued
0.6715 Remote Similarity NPD601 Approved
0.6715 Remote Similarity NPD597 Approved
0.6715 Remote Similarity NPD411 Approved
0.6715 Remote Similarity NPD598 Approved
0.6713 Remote Similarity NPD1652 Phase 2
0.6711 Remote Similarity NPD3882 Suspended
0.6696 Remote Similarity NPD1282 Approved
0.6694 Remote Similarity NPD556 Approved
0.6694 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6693 Remote Similarity NPD2629 Approved
0.6692 Remote Similarity NPD2982 Phase 2
0.6692 Remote Similarity NPD5585 Approved
0.6692 Remote Similarity NPD2983 Phase 2
0.669 Remote Similarity NPD5762 Approved
0.669 Remote Similarity NPD2029 Clinical (unspecified phase)
0.669 Remote Similarity NPD5763 Approved
0.6689 Remote Similarity NPD1006 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6663 Approved
0.6667 Remote Similarity NPD1132 Approved
0.6667 Remote Similarity NPD846 Approved
0.6667 Remote Similarity NPD1136 Approved
0.6667 Remote Similarity NPD940 Approved
0.6667 Remote Similarity NPD1130 Approved
0.6667 Remote Similarity NPD821 Approved
0.6667 Remote Similarity NPD1512 Approved
0.6667 Remote Similarity NPD3092 Approved
0.6644 Remote Similarity NPD4357 Discontinued
0.6644 Remote Similarity NPD824 Approved
0.6643 Remote Similarity NPD2653 Approved
0.6643 Remote Similarity NPD970 Clinical (unspecified phase)
0.6643 Remote Similarity NPD2492 Phase 1
0.6643 Remote Similarity NPD5314 Approved
0.6642 Remote Similarity NPD5311 Approved
0.6642 Remote Similarity NPD5310 Approved
0.6642 Remote Similarity NPD3225 Approved
0.6641 Remote Similarity NPD5846 Approved
0.6641 Remote Similarity NPD6671 Approved
0.6641 Remote Similarity NPD255 Approved
0.6641 Remote Similarity NPD256 Approved
0.6641 Remote Similarity NPD6516 Phase 2
0.6639 Remote Similarity NPD1238 Approved
0.6637 Remote Similarity NPD9094 Approved
0.662 Remote Similarity NPD1551 Phase 2
0.6617 Remote Similarity NPD2981 Phase 2
0.6617 Remote Similarity NPD1608 Approved
0.6615 Remote Similarity NPD1548 Phase 1
0.6615 Remote Similarity NPD3091 Approved
0.6612 Remote Similarity NPD6647 Phase 2
0.6597 Remote Similarity NPD3060 Approved
0.6594 Remote Similarity NPD1048 Approved
0.6593 Remote Similarity NPD3053 Approved
0.6593 Remote Similarity NPD3055 Approved
0.6593 Remote Similarity NPD1164 Approved
0.6593 Remote Similarity NPD3094 Phase 2
0.6589 Remote Similarity NPD405 Clinical (unspecified phase)
0.6589 Remote Similarity NPD9568 Approved
0.6584 Remote Similarity NPD7685 Pre-registration
0.6579 Remote Similarity NPD2801 Approved
0.6579 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6579 Remote Similarity NPD1465 Phase 2
0.6571 Remote Similarity NPD1933 Approved
0.6567 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6562 Remote Similarity NPD9618 Approved
0.6562 Remote Similarity NPD9614 Approved
0.6562 Remote Similarity NPD9281 Approved
0.6547 Remote Similarity NPD520 Approved
0.6544 Remote Similarity NPD6584 Phase 3

Structure

External Identifiers

PubChem CID   23656804
ChEMBL   CHEMBL252521
ZINC  

Physicochemical Properties

Molecular Weight:  224.07
ALogP:  -1.0877
MLogP:  2.12
XLogP:  0.753
# Rotatable Bonds:  8
Polar Surface Area:  86.99
# H-Bond Aceptor:  3
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  16

Download Data

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