Natural Product: NPC238810

Natural Product ID:  NPC238810
Common Name:   4-(4-Hydroxy-3,5-Dimethoxyphenyl)But-3-En-2-One
IUPAC Name:   (E)-4-(4-hydroxy-3,5-dimethoxyphenyl)but-3-en-2-one
Synonyms:  
Molecular Formula:   C12H14O4
Standard InCHIKey:  OOFWCWCUKUVTKD-SNAWJCMRSA-N
Standard InCHI:  InChI=1S/C12H14O4/c1-8(13)4-5-9-6-10(15-2)12(14)11(7-9)16-3/h4-7,14H,1-3H3/b5-4+
Canonical SMILES:  COc1cc(/C=C/C(=O)C)cc(c1O)OC
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
NPO298 Isatdis radix NA NA NA TCMSP*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens IC50 = 56000 nM 10.1016/S0960-894X(97)10147-0
NPT419 Organism Oryctolagus cuniculus Oryctolagus cuniculus IC50 = 5.75E+13 nM 15911266
NPT419 Organism Oryctolagus cuniculus Oryctolagus cuniculus IC50 = 2517.68 nM 15911266

  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 NPC238810 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
0.9664 High Similarity NPC271985
0.9664 High Similarity NPC300326
0.9664 High Similarity NPC58279
0.9426 High Similarity NPC109275
0.9397 High Similarity NPC259638
0.935 High Similarity NPC48315
0.9328 High Similarity NPC310373
0.9322 High Similarity NPC229401
0.931 High Similarity NPC193067
0.9237 High Similarity NPC20674
0.916 High Similarity NPC61516
0.916 High Similarity NPC10932
0.916 High Similarity NPC232084
0.916 High Similarity NPC247364
0.9091 High Similarity NPC262253
0.9091 High Similarity NPC71579
0.9091 High Similarity NPC473411
0.9076 High Similarity NPC226629
0.9024 High Similarity NPC27352
0.9008 High Similarity NPC49341
0.9 High Similarity NPC222175
0.8992 High Similarity NPC107588
0.8992 High Similarity NPC164706
0.8992 High Similarity NPC137537
0.8992 High Similarity NPC272471
0.8992 High Similarity NPC70744
0.8984 High Similarity NPC111635
0.8984 High Similarity NPC92830
0.8943 High Similarity NPC183446
0.8926 High Similarity NPC166759
0.8926 High Similarity NPC14007
0.8926 High Similarity NPC189844
0.8926 High Similarity NPC269843
0.8926 High Similarity NPC60962
0.8926 High Similarity NPC224814
0.8926 High Similarity NPC109083
0.8915 High Similarity NPC208760
0.8908 High Similarity NPC39793
0.8906 High Similarity NPC36490
0.8871 High Similarity NPC82483
0.8871 High Similarity NPC299584
0.8871 High Similarity NPC251855
0.8871 High Similarity NPC17943
0.8871 High Similarity NPC265483
0.8871 High Similarity NPC208950
0.8871 High Similarity NPC193544
0.8871 High Similarity NPC57490
0.8871 High Similarity NPC475169
0.8871 High Similarity NPC233410
0.8871 High Similarity NPC221077
0.8871 High Similarity NPC116907
0.8871 High Similarity NPC472093
0.8871 High Similarity NPC298757
0.8871 High Similarity NPC117214
0.8871 High Similarity NPC203133
0.8862 High Similarity NPC165375
0.8862 High Similarity NPC197757
0.8862 High Similarity NPC228922
0.8862 High Similarity NPC220598
0.8852 High Similarity NPC145780
0.8843 High Similarity NPC202474
0.8843 High Similarity NPC474565
0.8828 High Similarity NPC245120
0.88 High Similarity NPC18924
0.88 High Similarity NPC44748
0.88 High Similarity NPC214406
0.88 High Similarity NPC78974
0.88 High Similarity NPC103823
0.88 High Similarity NPC28730
0.88 High Similarity NPC223136
0.879 High Similarity NPC5796
0.879 High Similarity NPC206487
0.8788 High Similarity NPC144284
0.878 High Similarity NPC286573
0.878 High Similarity NPC41562
0.878 High Similarity NPC288238
0.8779 High Similarity NPC148835
0.8779 High Similarity NPC76336
0.8779 High Similarity NPC95162
0.8779 High Similarity NPC20511
0.8779 High Similarity NPC52086
0.8779 High Similarity NPC139548
0.877 High Similarity NPC204466
0.877 High Similarity NPC158949
0.8769 High Similarity NPC274613
0.875 High Similarity NPC73738
0.873 High Similarity NPC236791
0.873 High Similarity NPC266555
0.873 High Similarity NPC82679
0.873 High Similarity NPC74817
0.873 High Similarity NPC324112
0.873 High Similarity NPC293054
0.873 High Similarity NPC169474
0.873 High Similarity NPC127587
0.873 High Similarity NPC210355
0.873 High Similarity NPC124452
0.873 High Similarity NPC246620
0.873 High Similarity NPC282000
0.873 High Similarity NPC159968
0.872 High Similarity NPC234400
0.872 High Similarity NPC60885
0.8718 High Similarity NPC203924
0.8712 High Similarity NPC13067
0.871 High Similarity NPC229084
0.871 High Similarity NPC106659
0.871 High Similarity NPC282496
0.871 High Similarity NPC108545
0.871 High Similarity NPC160900
0.871 High Similarity NPC95168
0.871 High Similarity NPC18984
0.871 High Similarity NPC233526
0.871 High Similarity NPC136319
0.871 High Similarity NPC84086
0.8707 High Similarity NPC246358
0.8707 High Similarity NPC7097
0.8707 High Similarity NPC36108
0.8707 High Similarity NPC233731
0.8707 High Similarity NPC165386
0.8702 High Similarity NPC126682
0.8702 High Similarity NPC82271
0.8699 High Similarity NPC285289
0.8699 High Similarity NPC70752
0.8692 High Similarity NPC237330
0.8689 High Similarity NPC2058
0.8689 High Similarity NPC148615
0.8689 High Similarity NPC35071
0.8689 High Similarity NPC177475
0.8678 High Similarity NPC63083
0.8678 High Similarity NPC255675
0.8667 High Similarity NPC221049
0.8661 High Similarity NPC154866
0.8661 High Similarity NPC206615
0.8661 High Similarity NPC186843
0.8661 High Similarity NPC470213
0.8661 High Similarity NPC98631
0.8657 High Similarity NPC110419
0.8655 High Similarity NPC294941
0.8651 High Similarity NPC76451
0.8647 High Similarity NPC4796
0.8647 High Similarity NPC267291
0.8636 High Similarity NPC125417
0.8636 High Similarity NPC95679
0.8636 High Similarity NPC110899
0.8636 High Similarity NPC112068
0.8636 High Similarity NPC25305
0.8629 High Similarity NPC114298
0.8618 High Similarity NPC199023
0.8607 High Similarity NPC181969
0.8607 High Similarity NPC320987
0.8595 High Similarity NPC280001
0.8594 High Similarity NPC10225
0.8594 High Similarity NPC170844
0.8594 High Similarity NPC58164
0.8594 High Similarity NPC228769
0.8594 High Similarity NPC470633
0.8594 High Similarity NPC476968
0.8593 High Similarity NPC312256
0.8582 High Similarity NPC50823
0.8582 High Similarity NPC83375
0.8582 High Similarity NPC224876
0.8571 High Similarity NPC105925
0.8571 High Similarity NPC204120
0.856 High Similarity NPC257976
0.856 High Similarity NPC242372
0.856 High Similarity NPC4181
0.856 High Similarity NPC121115
0.856 High Similarity NPC164778
0.8559 High Similarity NPC78918
0.8559 High Similarity NPC156840
0.8559 High Similarity NPC173746
0.8559 High Similarity NPC139617
0.8559 High Similarity NPC257124
0.8559 High Similarity NPC8547
0.8548 High Similarity NPC470804
0.8548 High Similarity NPC75713
0.8538 High Similarity NPC5423
0.8529 High Similarity NPC16353
0.8527 High Similarity NPC234488
0.8527 High Similarity NPC299221
0.8527 High Similarity NPC126836
0.8527 High Similarity NPC472338
0.8527 High Similarity NPC311680
0.8527 High Similarity NPC51840
0.8525 High Similarity NPC212743
0.8519 High Similarity NPC278469
0.8519 High Similarity NPC193722
0.8516 High Similarity NPC28765
0.8512 High Similarity NPC123948
0.8504 High Similarity NPC223953
0.8504 High Similarity NPC276014
0.8504 High Similarity NPC112596
0.8504 High Similarity NPC127604
0.8492 Intermediate Similarity NPC246704
0.8492 Intermediate Similarity NPC312404
0.8492 Intermediate Similarity NPC60517
0.8492 Intermediate Similarity NPC20443
0.8492 Intermediate Similarity NPC228972
0.8492 Intermediate Similarity NPC273686
0.8492 Intermediate Similarity NPC146886
0.8492 Intermediate Similarity NPC122792

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC238810 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
0.871 High Similarity NPD4379 Clinical (unspecified phase)
0.8594 High Similarity NPD3027 Phase 3
0.8559 High Similarity NPD228 Approved
0.8231 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8154 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8154 Intermediate Similarity NPD9494 Approved
0.8145 Intermediate Similarity NPD5536 Phase 2
0.8125 Intermediate Similarity NPD2982 Phase 2
0.8125 Intermediate Similarity NPD2983 Phase 2
0.812 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.812 Intermediate Similarity NPD1613 Approved
0.806 Intermediate Similarity NPD230 Phase 1
0.8047 Intermediate Similarity NPD2981 Phase 2
0.7972 Intermediate Similarity NPD1653 Approved
0.7943 Intermediate Similarity NPD4357 Discontinued
0.7879 Intermediate Similarity NPD3018 Phase 2
0.7877 Intermediate Similarity NPD1934 Approved
0.7838 Intermediate Similarity NPD3882 Suspended
0.7829 Intermediate Similarity NPD422 Phase 1
0.7823 Intermediate Similarity NPD2801 Approved
0.7817 Intermediate Similarity NPD1511 Approved
0.7708 Intermediate Similarity NPD1512 Approved
0.7623 Intermediate Similarity NPD1358 Approved
0.7597 Intermediate Similarity NPD1357 Approved
0.7591 Intermediate Similarity NPD1240 Approved
0.7586 Intermediate Similarity NPD9296 Approved
0.7584 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7563 Intermediate Similarity NPD1242 Phase 1
0.7552 Intermediate Similarity NPD2219 Phase 1
0.754 Intermediate Similarity NPD5283 Phase 1
0.7519 Intermediate Similarity NPD1548 Phase 1
0.75 Intermediate Similarity NPD1510 Phase 2
0.75 Intermediate Similarity NPD9269 Phase 2
0.7482 Intermediate Similarity NPD1607 Approved
0.7464 Intermediate Similarity NPD1558 Phase 1
0.7464 Intermediate Similarity NPD943 Approved
0.7448 Intermediate Similarity NPD5297 Approved
0.7424 Intermediate Similarity NPD1610 Phase 2
0.7415 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.741 Intermediate Similarity NPD447 Suspended
0.7394 Intermediate Similarity NPD7266 Discontinued
0.7372 Intermediate Similarity NPD6166 Phase 2
0.7372 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD5090 Approved
0.7333 Intermediate Similarity NPD5089 Approved
0.7319 Intermediate Similarity NPD3144 Approved
0.7319 Intermediate Similarity NPD3145 Approved
0.7303 Intermediate Similarity NPD3817 Phase 2
0.7299 Intermediate Similarity NPD4908 Phase 1
0.7293 Intermediate Similarity NPD3705 Approved
0.7278 Intermediate Similarity NPD3818 Discontinued
0.7273 Intermediate Similarity NPD3540 Phase 1
0.7266 Intermediate Similarity NPD2674 Phase 3
0.7258 Intermediate Similarity NPD3134 Approved
0.7254 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD1465 Phase 2
0.7233 Intermediate Similarity NPD7054 Approved
0.7222 Intermediate Similarity NPD3021 Approved
0.7222 Intermediate Similarity NPD1549 Phase 2
0.7222 Intermediate Similarity NPD3022 Approved
0.7213 Intermediate Similarity NPD846 Approved
0.7213 Intermediate Similarity NPD940 Approved
0.7213 Intermediate Similarity NPD291 Approved
0.7211 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD3539 Phase 1
0.72 Intermediate Similarity NPD290 Approved
0.7197 Intermediate Similarity NPD9268 Approved
0.7194 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD6190 Approved
0.7188 Intermediate Similarity NPD7472 Approved
0.7188 Intermediate Similarity NPD7074 Phase 3
0.7185 Intermediate Similarity NPD4749 Approved
0.7172 Intermediate Similarity NPD1652 Phase 2
0.7161 Intermediate Similarity NPD6234 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 NPD2684 Approved
0.7143 Intermediate Similarity NPD4626 Approved
0.7134 Intermediate Similarity NPD6232 Discontinued
0.7123 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7123 Intermediate Similarity NPD3750 Approved
0.7121 Intermediate Similarity NPD9545 Approved
0.7107 Intermediate Similarity NPD7473 Discontinued
0.7095 Intermediate Similarity NPD6799 Approved
0.7092 Intermediate Similarity NPD3620 Phase 2
0.7092 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD1551 Phase 2
0.7071 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD9094 Approved
0.7063 Intermediate Similarity NPD6111 Discontinued
0.7059 Intermediate Similarity NPD37 Approved
0.7054 Intermediate Similarity NPD7843 Approved
0.7047 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD4675 Approved
0.7039 Intermediate Similarity NPD4678 Approved
0.7037 Intermediate Similarity NPD1091 Approved
0.7037 Intermediate Similarity NPD6797 Phase 2
0.7031 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD7157 Approved
0.7013 Intermediate Similarity NPD4585 Approved
0.7007 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1241 Discontinued
0.7 Intermediate Similarity NPD4625 Phase 3
0.6994 Remote Similarity NPD7251 Discontinued
0.6987 Remote Similarity NPD7075 Discontinued
0.6974 Remote Similarity NPD824 Approved
0.6972 Remote Similarity NPD4060 Phase 1
0.6966 Remote Similarity NPD2935 Discontinued
0.6963 Remote Similarity NPD3496 Discontinued
0.6959 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6951 Remote Similarity NPD7808 Phase 3
0.695 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6943 Remote Similarity NPD919 Approved
0.6939 Remote Similarity NPD3060 Approved
0.6933 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6929 Remote Similarity NPD1008 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4966 Approved
0.6923 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5124 Phase 1
0.6923 Remote Similarity NPD4965 Approved
0.6923 Remote Similarity NPD4967 Phase 2
0.6914 Remote Similarity NPD5844 Phase 1
0.6913 Remote Similarity NPD7124 Phase 2
0.6903 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6899 Remote Similarity NPD5494 Approved
0.6892 Remote Similarity NPD4628 Phase 3
0.6889 Remote Similarity NPD1778 Approved
0.6887 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6879 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6863 Remote Similarity NPD4005 Discontinued
0.6861 Remote Similarity NPD9717 Approved
0.6859 Remote Similarity NPD5353 Approved
0.6855 Remote Similarity NPD1247 Approved
0.6855 Remote Similarity NPD7199 Phase 2
0.6852 Remote Similarity NPD7228 Approved
0.685 Remote Similarity NPD968 Approved
0.6849 Remote Similarity NPD2796 Approved
0.6849 Remote Similarity NPD6099 Approved
0.6849 Remote Similarity NPD6100 Approved
0.6842 Remote Similarity NPD9493 Approved
0.6824 Remote Similarity NPD4237 Approved
0.6824 Remote Similarity NPD4236 Phase 3
0.6822 Remote Similarity NPD4750 Phase 3
0.6821 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6818 Remote Similarity NPD6599 Discontinued
0.6815 Remote Similarity NPD5691 Approved
0.6812 Remote Similarity NPD3600 Clinical (unspecified phase)
0.681 Remote Similarity NPD111 Approved
0.6806 Remote Similarity NPD4340 Discontinued
0.6803 Remote Similarity NPD1375 Discontinued
0.6797 Remote Similarity NPD3686 Approved
0.6797 Remote Similarity NPD3687 Approved
0.6795 Remote Similarity NPD7819 Suspended
0.6794 Remote Similarity NPD9379 Approved
0.6794 Remote Similarity NPD9377 Approved
0.6783 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6781 Remote Similarity NPD3748 Approved
0.6779 Remote Similarity NPD8166 Discontinued
0.677 Remote Similarity NPD3926 Phase 2
0.677 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6767 Remote Similarity NPD6671 Approved
0.6765 Remote Similarity NPD9381 Approved
0.6765 Remote Similarity NPD9384 Approved
0.6763 Remote Similarity NPD3225 Approved
0.6761 Remote Similarity NPD7095 Approved
0.6759 Remote Similarity NPD2492 Phase 1
0.6757 Remote Similarity NPD2424 Discontinued
0.6753 Remote Similarity NPD3866 Clinical (unspecified phase)
0.6752 Remote Similarity NPD5402 Approved
0.6747 Remote Similarity NPD7549 Discontinued
0.6739 Remote Similarity NPD1608 Approved
0.6738 Remote Similarity NPD2861 Phase 2
0.6732 Remote Similarity NPD5403 Approved
0.6731 Remote Similarity NPD6801 Discontinued
0.6726 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6723 Remote Similarity NPD9295 Approved
0.6714 Remote Similarity NPD1203 Approved
0.6713 Remote Similarity NPD1296 Phase 2
0.6713 Remote Similarity NPD411 Approved
0.6711 Remote Similarity NPD1424 Approved
0.6711 Remote Similarity NPD2533 Approved
0.6711 Remote Similarity NPD4123 Phase 3
0.6711 Remote Similarity NPD2534 Approved
0.6711 Remote Similarity NPD2532 Approved
0.6711 Remote Similarity NPD5401 Approved
0.6692 Remote Similarity NPD9299 Approved
0.6692 Remote Similarity NPD556 Approved
0.6691 Remote Similarity NPD1651 Approved
0.6691 Remote Similarity NPD9622 Approved
0.669 Remote Similarity NPD1933 Approved
0.6687 Remote Similarity NPD6559 Discontinued
0.6687 Remote Similarity NPD7685 Pre-registration
0.6667 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1408 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10727728
ChEMBL   CHEMBL320917
ZINC  

Physicochemical Properties

Molecular Weight:  222.09
ALogP:  -0.4567
MLogP:  2.34
XLogP:  1.049
# Rotatable Bonds:  8
Polar Surface Area:  55.76
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  16

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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