Natural Product: NPC229401

Natural Product ID:  NPC229401
Common Name:   4-[(E)-3-Hydroxyprop-1-Enyl]-2,6-Dimethoxyphenol
IUPAC Name:   4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenol
Synonyms:  
Molecular Formula:   C11H14O4
Standard InCHIKey:  LZFOPEXOUVTGJS-ONEGZZNKSA-N
Standard InCHI:  InChI=1S/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3/b4-3+
Canonical SMILES:  OC/C=C/c1cc(OC)c(c(c1)OC)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
NPO16066 Urtica cannabina Species Urticaceae Eukaryota TCM_Taiwan*
NPO22079 Paulownia tomentosa Species Paulowniaceae Eukaryota TCM_Taiwan*
NPO29611 Bistortae rhizoma NA NA NA TCMSP*
NPO9249 Jujubae fructus NA NA NA TCMSP*
NPO29603 Saussureae involucratae herba NA NA NA TCMSP*
NPO29617 Fraxini cortex NA NA NA TCMSP*
NPO29569 Tinosporae radix NA NA NA TCMSP*
NPO27178 Ilicis purpureae folium NA NA NA TCMSP*
NPO29635 Eucommiae cortex NA NA NA TCMSP*
NPO18105 Fructus ligustri lucidi NA NA NA TCMSP*
NPO29661 Glehniae radix NA NA NA TCMSP*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 100000 nM 21696954
NPT2 Others Unspecified IC50 = 80000 nM 21696954
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 21696954
NPT306 Cell Line PC-3 Homo sapiens IC50 > 100000 nM 21696954
NPT170 Cell Line SK-MEL-28 Homo sapiens IC50 > 100000 nM 21696954
NPT114 Cell Line LoVo Homo sapiens IC50 > 100000 nM 21696954

  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 NPC229401 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
0.9732 High Similarity NPC259638
0.9652 High Similarity NPC49341
0.9643 High Similarity NPC193067
0.9561 High Similarity NPC20674
0.9487 High Similarity NPC220598
0.9487 High Similarity NPC165375
0.9478 High Similarity NPC232084
0.9478 High Similarity NPC247364
0.9478 High Similarity NPC61516
0.9478 High Similarity NPC10932
0.9402 High Similarity NPC262253
0.9402 High Similarity NPC71579
0.9402 High Similarity NPC473411
0.9391 High Similarity NPC226629
0.9328 High Similarity NPC271985
0.9322 High Similarity NPC238810
0.931 High Similarity NPC35071
0.931 High Similarity NPC177475
0.931 High Similarity NPC148615
0.9304 High Similarity NPC63083
0.9304 High Similarity NPC255675
0.9298 High Similarity NPC221049
0.9256 High Similarity NPC98631
0.9256 High Similarity NPC186843
0.9256 High Similarity NPC206615
0.9256 High Similarity NPC470213
0.9244 High Similarity NPC183446
0.9231 High Similarity NPC166759
0.9231 High Similarity NPC199023
0.9224 High Similarity NPC181969
0.9224 High Similarity NPC320987
0.9196 High Similarity NPC78918
0.9196 High Similarity NPC139617
0.918 High Similarity NPC48315
0.918 High Similarity NPC476968
0.918 High Similarity NPC170844
0.9167 High Similarity NPC221077
0.9167 High Similarity NPC17943
0.9167 High Similarity NPC475169
0.9167 High Similarity NPC193544
0.9167 High Similarity NPC208950
0.9167 High Similarity NPC57490
0.9167 High Similarity NPC58279
0.9167 High Similarity NPC233410
0.9167 High Similarity NPC82483
0.9167 High Similarity NPC265483
0.9167 High Similarity NPC203133
0.9167 High Similarity NPC116907
0.9167 High Similarity NPC298757
0.9167 High Similarity NPC251855
0.9167 High Similarity NPC117214
0.9167 High Similarity NPC472093
0.9167 High Similarity NPC299584
0.9167 High Similarity NPC300326
0.916 High Similarity NPC197757
0.916 High Similarity NPC228922
0.9153 High Similarity NPC145780
0.9153 High Similarity NPC470804
0.9145 High Similarity NPC474565
0.9106 High Similarity NPC472338
0.9098 High Similarity NPC109275
0.9091 High Similarity NPC78974
0.9091 High Similarity NPC223136
0.9091 High Similarity NPC28730
0.9091 High Similarity NPC103823
0.9091 High Similarity NPC18924
0.9091 High Similarity NPC214406
0.9091 High Similarity NPC44748
0.9083 High Similarity NPC5796
0.9083 High Similarity NPC206487
0.9076 High Similarity NPC41562
0.9076 High Similarity NPC209567
0.9076 High Similarity NPC270326
0.906 High Similarity NPC135961
0.9032 High Similarity NPC470095
0.9032 High Similarity NPC472597
0.9032 High Similarity NPC474017
0.9032 High Similarity NPC470096
0.9027 High Similarity NPC203924
0.9024 High Similarity NPC212015
0.9018 High Similarity NPC246358
0.9018 High Similarity NPC36108
0.9018 High Similarity NPC165386
0.9018 High Similarity NPC7097
0.9018 High Similarity NPC233731
0.9016 High Similarity NPC159968
0.9016 High Similarity NPC324112
0.9016 High Similarity NPC236791
0.9016 High Similarity NPC127587
0.9016 High Similarity NPC74817
0.9016 High Similarity NPC82679
0.9016 High Similarity NPC266555
0.9016 High Similarity NPC169474
0.9016 High Similarity NPC293054
0.9016 High Similarity NPC246620
0.9016 High Similarity NPC282000
0.9016 High Similarity NPC210355
0.9016 High Similarity NPC124452
0.9008 High Similarity NPC60885
0.9008 High Similarity NPC234400
0.9 High Similarity NPC233526
0.9 High Similarity NPC95168
0.9 High Similarity NPC84086
0.9 High Similarity NPC282496
0.9 High Similarity NPC136319
0.8992 High Similarity NPC476343
0.8992 High Similarity NPC285289
0.896 High Similarity NPC35932
0.896 High Similarity NPC16208
0.896 High Similarity NPC201587
0.896 High Similarity NPC184447
0.896 High Similarity NPC160991
0.896 High Similarity NPC7903
0.896 High Similarity NPC253105
0.8943 High Similarity NPC154866
0.8934 High Similarity NPC76451
0.8898 High Similarity NPC24474
0.8898 High Similarity NPC311595
0.8889 High Similarity NPC132895
0.8889 High Similarity NPC475840
0.8871 High Similarity NPC3439
0.8871 High Similarity NPC58164
0.8871 High Similarity NPC10225
0.8871 High Similarity NPC228769
0.8871 High Similarity NPC226788
0.8871 High Similarity NPC210623
0.8871 High Similarity NPC285339
0.8871 High Similarity NPC273295
0.8871 High Similarity NPC218856
0.8871 High Similarity NPC470633
0.8871 High Similarity NPC202582
0.8871 High Similarity NPC222004
0.8871 High Similarity NPC470258
0.8871 High Similarity NPC190629
0.887 High Similarity NPC204120
0.8862 High Similarity NPC474119
0.886 High Similarity NPC156840
0.886 High Similarity NPC8547
0.886 High Similarity NPC257124
0.886 High Similarity NPC173746
0.8852 High Similarity NPC27352
0.8852 High Similarity NPC105925
0.8843 High Similarity NPC121115
0.8843 High Similarity NPC471693
0.8839 High Similarity NPC227894
0.8833 High Similarity NPC310373
0.8833 High Similarity NPC75713
0.8819 High Similarity NPC287745
0.8819 High Similarity NPC170694
0.8819 High Similarity NPC310854
0.881 High Similarity NPC470752
0.881 High Similarity NPC470270
0.8803 High Similarity NPC123948
0.88 High Similarity NPC311680
0.88 High Similarity NPC91291
0.88 High Similarity NPC51840
0.88 High Similarity NPC234488
0.88 High Similarity NPC299221
0.88 High Similarity NPC126836
0.879 High Similarity NPC28765
0.8783 High Similarity NPC280606
0.878 High Similarity NPC223953
0.878 High Similarity NPC473960
0.878 High Similarity NPC112596
0.877 High Similarity NPC122792
0.877 High Similarity NPC228972
0.875 High Similarity NPC472337
0.875 High Similarity NPC164576
0.875 High Similarity NPC256262
0.874 High Similarity NPC158331
0.874 High Similarity NPC229442
0.874 High Similarity NPC168059
0.873 High Similarity NPC309787
0.873 High Similarity NPC469625
0.873 High Similarity NPC469613
0.873 High Similarity NPC30043
0.8729 High Similarity NPC164386
0.872 High Similarity NPC469963
0.872 High Similarity NPC45824
0.872 High Similarity NPC158477
0.872 High Similarity NPC469951
0.871 High Similarity NPC242032
0.871 High Similarity NPC111247
0.871 High Similarity NPC41706
0.871 High Similarity NPC183181
0.871 High Similarity NPC319625
0.871 High Similarity NPC252131
0.871 High Similarity NPC163332
0.871 High Similarity NPC5428
0.871 High Similarity NPC236760
0.871 High Similarity NPC118533
0.871 High Similarity NPC292056
0.871 High Similarity NPC118787
0.871 High Similarity NPC470699
0.871 High Similarity NPC147821
0.871 High Similarity NPC165045
0.8699 High Similarity NPC148627
0.8699 High Similarity NPC194519
0.8696 High Similarity NPC296920
0.8696 High Similarity NPC90520

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC229401 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
0.918 High Similarity NPD3027 Phase 3
0.886 High Similarity NPD228 Approved
0.8661 High Similarity NPD1613 Approved
0.8661 High Similarity NPD1612 Clinical (unspecified phase)
0.8492 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8413 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8387 Intermediate Similarity NPD2983 Phase 2
0.8387 Intermediate Similarity NPD2982 Phase 2
0.8306 Intermediate Similarity NPD2981 Phase 2
0.813 Intermediate Similarity NPD1357 Approved
0.8125 Intermediate Similarity NPD3018 Phase 2
0.8095 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7903 Intermediate Similarity NPD1548 Phase 1
0.7857 Intermediate Similarity NPD9296 Approved
0.7846 Intermediate Similarity NPD9494 Approved
0.7826 Intermediate Similarity NPD1242 Phase 1
0.7817 Intermediate Similarity NPD1653 Approved
0.7795 Intermediate Similarity NPD1610 Phase 2
0.7787 Intermediate Similarity NPD5283 Phase 1
0.7761 Intermediate Similarity NPD230 Phase 1
0.7759 Intermediate Similarity NPD291 Approved
0.7731 Intermediate Similarity NPD290 Approved
0.7687 Intermediate Similarity NPD1558 Phase 1
0.7667 Intermediate Similarity NPD2684 Approved
0.7656 Intermediate Similarity NPD3705 Approved
0.7652 Intermediate Similarity NPD4908 Phase 1
0.7603 Intermediate Similarity NPD1934 Approved
0.7561 Intermediate Similarity NPD7843 Approved
0.7556 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD3620 Phase 2
0.754 Intermediate Similarity NPD5536 Phase 2
0.7537 Intermediate Similarity NPD3145 Approved
0.7537 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7537 Intermediate Similarity NPD3144 Approved
0.7535 Intermediate Similarity NPD4357 Discontinued
0.752 Intermediate Similarity NPD7157 Approved
0.7519 Intermediate Similarity NPD422 Phase 1
0.7519 Intermediate Similarity NPD1091 Approved
0.7518 Intermediate Similarity NPD2219 Phase 1
0.75 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7482 Intermediate Similarity NPD3540 Phase 1
0.7481 Intermediate Similarity NPD2674 Phase 3
0.7459 Intermediate Similarity NPD3022 Approved
0.7459 Intermediate Similarity NPD3021 Approved
0.7458 Intermediate Similarity NPD846 Approved
0.7458 Intermediate Similarity NPD940 Approved
0.745 Intermediate Similarity NPD3882 Suspended
0.7432 Intermediate Similarity NPD2801 Approved
0.7413 Intermediate Similarity NPD1511 Approved
0.741 Intermediate Similarity NPD3539 Phase 1
0.7407 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD4749 Approved
0.7376 Intermediate Similarity NPD3060 Approved
0.7347 Intermediate Similarity NPD4678 Approved
0.7347 Intermediate Similarity NPD4675 Approved
0.7321 Intermediate Similarity NPD9094 Approved
0.7315 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD1512 Approved
0.7295 Intermediate Similarity NPD1358 Approved
0.7279 Intermediate Similarity NPD4005 Discontinued
0.7273 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7266 Intermediate Similarity NPD6111 Discontinued
0.7258 Intermediate Similarity NPD9280 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD4236 Phase 3
0.7254 Intermediate Similarity NPD4237 Approved
0.7248 Intermediate Similarity NPD37 Approved
0.7237 Intermediate Similarity NPD6234 Discontinued
0.7234 Intermediate Similarity NPD7266 Discontinued
0.7231 Intermediate Similarity NPD9381 Approved
0.7231 Intermediate Similarity NPD9384 Approved
0.7226 Intermediate Similarity NPD6166 Phase 2
0.7226 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD968 Approved
0.7206 Intermediate Similarity NPD4625 Phase 3
0.7177 Intermediate Similarity NPD556 Approved
0.7153 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD9622 Approved
0.7133 Intermediate Similarity NPD1652 Phase 2
0.713 Intermediate Similarity NPD9365 Approved
0.7113 Intermediate Similarity NPD1375 Discontinued
0.7105 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD4966 Approved
0.7105 Intermediate Similarity NPD4965 Approved
0.7105 Intermediate Similarity NPD4967 Phase 2
0.7103 Intermediate Similarity NPD7124 Phase 2
0.7101 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD1510 Phase 2
0.709 Intermediate Similarity NPD8651 Approved
0.7089 Intermediate Similarity NPD7054 Approved
0.7068 Intermediate Similarity NPD9269 Phase 2
0.7063 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD2861 Phase 2
0.7055 Intermediate Similarity NPD5297 Approved
0.7054 Intermediate Similarity NPD111 Approved
0.705 Intermediate Similarity NPD4060 Phase 1
0.705 Intermediate Similarity NPD1240 Approved
0.7044 Intermediate Similarity NPD7074 Phase 3
0.7044 Intermediate Similarity NPD7472 Approved
0.704 Intermediate Similarity NPD4750 Phase 3
0.7039 Intermediate Similarity NPD3817 Phase 2
0.7034 Intermediate Similarity NPD6190 Approved
0.7032 Intermediate Similarity NPD7199 Phase 2
0.7025 Intermediate Similarity NPD7228 Approved
0.7025 Intermediate Similarity NPD3818 Discontinued
0.7015 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7008 Intermediate Similarity NPD9377 Approved
0.7008 Intermediate Similarity NPD821 Approved
0.7008 Intermediate Similarity NPD9379 Approved
0.7007 Intermediate Similarity NPD4123 Phase 3
0.7 Intermediate Similarity NPD1408 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD447 Suspended
0.6985 Remote Similarity NPD9621 Approved
0.6985 Remote Similarity NPD9619 Approved
0.6985 Remote Similarity NPD9620 Approved
0.698 Remote Similarity NPD3686 Approved
0.698 Remote Similarity NPD3687 Approved
0.6977 Remote Similarity NPD6671 Approved
0.6974 Remote Similarity NPD2977 Approved
0.6974 Remote Similarity NPD2978 Approved
0.697 Remote Similarity NPD1778 Approved
0.6957 Remote Similarity NPD3179 Approved
0.6957 Remote Similarity NPD9295 Approved
0.6957 Remote Similarity NPD3180 Approved
0.695 Remote Similarity NPD1607 Approved
0.6947 Remote Similarity NPD7534 Approved
0.6947 Remote Similarity NPD7533 Approved
0.6939 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6935 Remote Similarity NPD3134 Approved
0.6929 Remote Similarity NPD2238 Phase 2
0.6929 Remote Similarity NPD943 Approved
0.6928 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6913 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6901 Remote Similarity NPD4538 Approved
0.6901 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6901 Remote Similarity NPD4536 Approved
0.6899 Remote Similarity NPD9299 Approved
0.6897 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6897 Remote Similarity NPD4162 Approved
0.6897 Remote Similarity NPD5177 Phase 3
0.6897 Remote Similarity NPD6674 Discontinued
0.6894 Remote Similarity NPD6797 Phase 2
0.6892 Remote Similarity NPD1424 Approved
0.6887 Remote Similarity NPD4380 Phase 2
0.6884 Remote Similarity NPD5752 Clinical (unspecified phase)
0.6879 Remote Similarity NPD5124 Phase 1
0.6879 Remote Similarity NPD6232 Discontinued
0.6879 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6879 Remote Similarity NPD4606 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6875 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6863 Remote Similarity NPD1465 Phase 2
0.6861 Remote Similarity NPD6584 Phase 3
0.6852 Remote Similarity NPD7251 Discontinued
0.6849 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6846 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5090 Approved
0.6842 Remote Similarity NPD5846 Approved
0.6842 Remote Similarity NPD4626 Approved
0.6842 Remote Similarity NPD5089 Approved
0.6842 Remote Similarity NPD6516 Phase 2
0.6838 Remote Similarity NPD2922 Phase 1
0.6835 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6831 Remote Similarity NPD6653 Approved
0.6828 Remote Similarity NPD1549 Phase 2
0.6824 Remote Similarity NPD1774 Approved
0.6821 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6818 Remote Similarity NPD9545 Approved
0.681 Remote Similarity NPD7808 Phase 3
0.681 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6807 Remote Similarity NPD2933 Approved
0.6807 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6807 Remote Similarity NPD2934 Approved
0.6806 Remote Similarity NPD1551 Phase 2
0.6806 Remote Similarity NPD2161 Phase 2
0.6803 Remote Similarity NPD5241 Discontinued
0.6803 Remote Similarity NPD2677 Approved
0.6803 Remote Similarity NPD302 Approved
0.6791 Remote Similarity NPD3496 Discontinued
0.6786 Remote Similarity NPD598 Approved
0.6786 Remote Similarity NPD601 Approved
0.6786 Remote Similarity NPD597 Approved
0.6786 Remote Similarity NPD5111 Phase 2
0.6786 Remote Similarity NPD9089 Approved
0.6786 Remote Similarity NPD5110 Phase 2
0.6786 Remote Similarity NPD5109 Approved
0.6779 Remote Similarity NPD7447 Phase 1
0.677 Remote Similarity NPD5844 Phase 1
0.6767 Remote Similarity NPD9268 Approved
0.6763 Remote Similarity NPD600 Approved
0.6763 Remote Similarity NPD596 Approved
0.6761 Remote Similarity NPD5735 Approved
0.6759 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6753 Remote Similarity NPD5773 Approved
0.6753 Remote Similarity NPD5772 Approved
0.675 Remote Similarity NPD7473 Discontinued
0.675 Remote Similarity NPD2859 Approved
0.675 Remote Similarity NPD2860 Approved
0.675 Remote Similarity NPD844 Approved

Structure

External Identifiers

PubChem CID   5280507
ChEMBL   CHEMBL1800816
ZINC  

Physicochemical Properties

Molecular Weight:  210.09
ALogP:  -0.5448
MLogP:  2.23
XLogP:  0.691
# Rotatable Bonds:  8
Polar Surface Area:  58.92
# H-Bond Aceptor:  1
# H-Bond Donor:  2
# Rings:  1
# Heavy Atoms:  15

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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