Natural Product: NPC58279

Natural Product ID:  NPC58279
Common Name:   Methyl Sinapate
IUPAC Name:   methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
Synonyms:   Methyl Sinapate
Molecular Formula:   C12H14O5
Standard InCHIKey:  JHLPYWLKSLVYOI-SNAWJCMRSA-N
Standard InCHI:  InChI=1S/C12H14O5/c1-15-9-6-8(4-5-11(13)17-3)7-10(16-2)12(9)14/h4-7,14H,1-3H3/b5-4+
Canonical SMILES:  COC(=O)/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
NPO27829 Aplophyllum pedicellatum NA NA NA UNPD*
NPO28195 Phlogacanthus tubiflorus Species Acanthaceae Eukaryota UNPD*
NPO28608 Olea europaea Species Oleaceae Eukaryota UNPD*
NPO21557 Woodsia manchuriensis Species Woodsiaceae Eukaryota UNPD*
NPO23326 Bohadschia vitiensis Species Holothuriidae Eukaryota UNPD*
NPO20714 Lobophytum schoedei Species Alcyoniidae Eukaryota UNPD*
NPO28263 Anemone tomentosa Species Ranunculaceae Eukaryota UNPD*
NPO28141 Colpomenia sinuosa Species Scytosiphonaceae Eukaryota UNPD*
NPO28646 Streptomyces argenteolus Species Streptomycetaceae Bacteria UNPD*
NPO28422 Sabia japonica Species Sabiaceae Eukaryota UNPD*
NPO7539 Raphanus sativus Species Brassicaceae Eukaryota TCM_Taiwan*
NPO28556 Streptomyces pentaticus Species Streptomycetaceae Bacteria UNPD*
NPO27905 Eritrichium sericeum Species Boraginaceae Eukaryota UNPD*
NPO28070 Chrysosplenium americanum Species Saxifragaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT440 Individual Protein Quinone oxidoreductase Mus musculus CD = 0.093 nM 9857096
NPT580 Organism Trypanosoma cruzi Trypanosoma cruzi Activity = 44 % 8699188

  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 NPC58279 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 NPC300326
0.9752 High Similarity NPC109275
0.9672 High Similarity NPC48315
0.9664 High Similarity NPC238810
0.9661 High Similarity NPC310373
0.9504 High Similarity NPC271985
0.9344 High Similarity NPC27352
0.9328 High Similarity NPC222175
0.9322 High Similarity NPC70744
0.9322 High Similarity NPC272471
0.9322 High Similarity NPC137537
0.9322 High Similarity NPC107588
0.9322 High Similarity NPC164706
0.9291 High Similarity NPC92830
0.9291 High Similarity NPC111635
0.9237 High Similarity NPC259638
0.9167 High Similarity NPC229401
0.9167 High Similarity NPC202474
0.9153 High Similarity NPC193067
0.9134 High Similarity NPC245120
0.9098 High Similarity NPC288238
0.9091 High Similarity NPC204466
0.9083 High Similarity NPC20674
0.9077 High Similarity NPC20511
0.9077 High Similarity NPC95162
0.9077 High Similarity NPC52086
0.9077 High Similarity NPC139548
0.9077 High Similarity NPC76336
0.9077 High Similarity NPC148835
0.9055 High Similarity NPC73738
0.9016 High Similarity NPC70752
0.9008 High Similarity NPC2058
0.9008 High Similarity NPC13067
0.9008 High Similarity NPC232084
0.9008 High Similarity NPC10932
0.9008 High Similarity NPC247364
0.9008 High Similarity NPC61516
0.9 High Similarity NPC82271
0.9 High Similarity NPC126682
0.8983 High Similarity NPC294941
0.8943 High Similarity NPC473411
0.8943 High Similarity NPC71579
0.8943 High Similarity NPC262253
0.8931 High Similarity NPC25305
0.8931 High Similarity NPC112068
0.8931 High Similarity NPC95679
0.8931 High Similarity NPC125417
0.8931 High Similarity NPC110899
0.8926 High Similarity NPC226629
0.8862 High Similarity NPC49341
0.8837 High Similarity NPC5423
0.881 High Similarity NPC127604
0.88 High Similarity NPC146886
0.88 High Similarity NPC246704
0.88 High Similarity NPC183446
0.88 High Similarity NPC20443
0.88 High Similarity NPC60517
0.878 High Similarity NPC166759
0.8769 High Similarity NPC36490
0.8769 High Similarity NPC26673
0.876 High Similarity NPC39793
0.874 High Similarity NPC194841
0.873 High Similarity NPC299584
0.873 High Similarity NPC233410
0.873 High Similarity NPC203133
0.873 High Similarity NPC472093
0.873 High Similarity NPC82483
0.873 High Similarity NPC193544
0.873 High Similarity NPC117214
0.873 High Similarity NPC208950
0.873 High Similarity NPC116907
0.873 High Similarity NPC221077
0.873 High Similarity NPC57490
0.873 High Similarity NPC173608
0.873 High Similarity NPC251855
0.873 High Similarity NPC17943
0.873 High Similarity NPC265483
0.873 High Similarity NPC298757
0.873 High Similarity NPC289459
0.873 High Similarity NPC475169
0.8729 High Similarity NPC226250
0.872 High Similarity NPC220598
0.872 High Similarity NPC197757
0.872 High Similarity NPC228922
0.872 High Similarity NPC165375
0.871 High Similarity NPC145780
0.8702 High Similarity NPC135127
0.8702 High Similarity NPC155098
0.8699 High Similarity NPC474565
0.8692 High Similarity NPC137949
0.8689 High Similarity NPC124916
0.8676 High Similarity NPC297342
0.8661 High Similarity NPC28730
0.8661 High Similarity NPC120225
0.8661 High Similarity NPC214406
0.8661 High Similarity NPC78974
0.8661 High Similarity NPC223136
0.8661 High Similarity NPC18924
0.8661 High Similarity NPC213552
0.8661 High Similarity NPC103823
0.8661 High Similarity NPC44748
0.8651 High Similarity NPC5796
0.8651 High Similarity NPC206487
0.8647 High Similarity NPC474886
0.864 High Similarity NPC41562
0.8636 High Similarity NPC274613
0.8636 High Similarity NPC208760
0.8629 High Similarity NPC60962
0.8629 High Similarity NPC269843
0.8629 High Similarity NPC109083
0.8629 High Similarity NPC224814
0.8629 High Similarity NPC189844
0.8629 High Similarity NPC14007
0.8626 High Similarity NPC159418
0.8626 High Similarity NPC277021
0.8626 High Similarity NPC283823
0.8618 High Similarity NPC37858
0.8605 High Similarity NPC228769
0.8605 High Similarity NPC470633
0.8603 High Similarity NPC110067
0.8603 High Similarity NPC91492
0.8603 High Similarity NPC7439
0.8603 High Similarity NPC236419
0.8603 High Similarity NPC34245
0.8603 High Similarity NPC256555
0.8594 High Similarity NPC74817
0.8594 High Similarity NPC282000
0.8594 High Similarity NPC324112
0.8594 High Similarity NPC266555
0.8594 High Similarity NPC293054
0.8594 High Similarity NPC281020
0.8594 High Similarity NPC236791
0.8594 High Similarity NPC124452
0.8594 High Similarity NPC246620
0.8594 High Similarity NPC82679
0.8594 High Similarity NPC127587
0.8594 High Similarity NPC159968
0.8594 High Similarity NPC169474
0.8594 High Similarity NPC210355
0.8583 High Similarity NPC234400
0.8583 High Similarity NPC60885
0.8583 High Similarity NPC95381
0.8582 High Similarity NPC43500
0.8582 High Similarity NPC164148
0.8571 High Similarity NPC136319
0.8571 High Similarity NPC157554
0.8571 High Similarity NPC282496
0.8571 High Similarity NPC84086
0.8571 High Similarity NPC203924
0.8571 High Similarity NPC233526
0.8571 High Similarity NPC108545
0.8571 High Similarity NPC95168
0.8561 High Similarity NPC237330
0.856 High Similarity NPC194416
0.856 High Similarity NPC285289
0.856 High Similarity NPC177291
0.8559 High Similarity NPC246358
0.8559 High Similarity NPC36108
0.8559 High Similarity NPC7097
0.8559 High Similarity NPC165386
0.8559 High Similarity NPC233731
0.855 High Similarity NPC111888
0.8548 High Similarity NPC148615
0.8548 High Similarity NPC177475
0.8548 High Similarity NPC35071
0.854 High Similarity NPC471763
0.8538 High Similarity NPC19242
0.8538 High Similarity NPC240722
0.8538 High Similarity NPC244799
0.8537 High Similarity NPC63083
0.8537 High Similarity NPC255675
0.8527 High Similarity NPC154866
0.8527 High Similarity NPC110313
0.8527 High Similarity NPC206615
0.8527 High Similarity NPC470213
0.8527 High Similarity NPC98631
0.8527 High Similarity NPC478215
0.8527 High Similarity NPC186843
0.8525 High Similarity NPC221049
0.8519 High Similarity NPC144284
0.8519 High Similarity NPC267291
0.8516 High Similarity NPC76451
0.8512 High Similarity NPC261453
0.8512 High Similarity NPC33749
0.8512 High Similarity NPC217472
0.8512 High Similarity NPC328593
0.8507 High Similarity NPC126206
0.8492 Intermediate Similarity NPC286573
0.8489 Intermediate Similarity NPC476347
0.8489 Intermediate Similarity NPC178129
0.8489 Intermediate Similarity NPC231149
0.8485 Intermediate Similarity NPC474810
0.848 Intermediate Similarity NPC199023
0.848 Intermediate Similarity NPC158949
0.8473 Intermediate Similarity NPC264145
0.8468 Intermediate Similarity NPC57501
0.8468 Intermediate Similarity NPC320987
0.8468 Intermediate Similarity NPC181969
0.8467 Intermediate Similarity NPC6568
0.8467 Intermediate Similarity NPC230157

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC58279 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
0.8462 Intermediate Similarity NPD3027 Phase 3
0.8425 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.8417 Intermediate Similarity NPD228 Approved
0.8346 Intermediate Similarity NPD230 Phase 1
0.8239 Intermediate Similarity NPD1653 Approved
0.8125 Intermediate Similarity NPD422 Phase 1
0.8106 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.803 Intermediate Similarity NPD9494 Approved
0.803 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD2983 Phase 2
0.8 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD2982 Phase 2
0.8 Intermediate Similarity NPD1613 Approved
0.7934 Intermediate Similarity NPD1358 Approved
0.7923 Intermediate Similarity NPD2981 Phase 2
0.7874 Intermediate Similarity NPD5536 Phase 2
0.7832 Intermediate Similarity NPD4357 Discontinued
0.7786 Intermediate Similarity NPD9269 Phase 2
0.7761 Intermediate Similarity NPD3018 Phase 2
0.7681 Intermediate Similarity NPD447 Suspended
0.766 Intermediate Similarity NPD7266 Discontinued
0.7651 Intermediate Similarity NPD1934 Approved
0.7616 Intermediate Similarity NPD3882 Suspended
0.7616 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7615 Intermediate Similarity NPD1357 Approved
0.7606 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD2801 Approved
0.7586 Intermediate Similarity NPD1511 Approved
0.7561 Intermediate Similarity NPD3134 Approved
0.7551 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD1512 Approved
0.7483 Intermediate Similarity NPD1465 Phase 2
0.7481 Intermediate Similarity NPD9268 Approved
0.7466 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD9296 Approved
0.7448 Intermediate Similarity NPD2219 Phase 1
0.7448 Intermediate Similarity NPD6190 Approved
0.7438 Intermediate Similarity NPD1242 Phase 1
0.7434 Intermediate Similarity NPD3817 Phase 2
0.7431 Intermediate Similarity NPD1652 Phase 2
0.7424 Intermediate Similarity NPD4626 Approved
0.7422 Intermediate Similarity NPD5283 Phase 1
0.7405 Intermediate Similarity NPD1548 Phase 1
0.7405 Intermediate Similarity NPD9545 Approved
0.7403 Intermediate Similarity NPD6234 Discontinued
0.7372 Intermediate Similarity NPD6232 Discontinued
0.7368 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7357 Intermediate Similarity NPD1558 Phase 1
0.7357 Intermediate Similarity NPD1240 Approved
0.7347 Intermediate Similarity NPD5297 Approved
0.7343 Intermediate Similarity NPD1551 Phase 2
0.7338 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD3705 Approved
0.7313 Intermediate Similarity NPD1610 Phase 2
0.7303 Intermediate Similarity NPD37 Approved
0.7273 Intermediate Similarity NPD1510 Phase 2
0.726 Intermediate Similarity NPD3750 Approved
0.726 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7254 Intermediate Similarity NPD1607 Approved
0.7239 Intermediate Similarity NPD3496 Discontinued
0.7234 Intermediate Similarity NPD4060 Phase 1
0.7234 Intermediate Similarity NPD943 Approved
0.7233 Intermediate Similarity NPD7473 Discontinued
0.723 Intermediate Similarity NPD6799 Approved
0.7222 Intermediate Similarity NPD2935 Discontinued
0.7214 Intermediate Similarity NPD3144 Approved
0.7214 Intermediate Similarity NPD3145 Approved
0.7194 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7194 Intermediate Similarity NPD4908 Phase 1
0.7188 Intermediate Similarity NPD3818 Discontinued
0.7183 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD5124 Phase 1
0.7172 Intermediate Similarity NPD3540 Phase 1
0.717 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6166 Phase 2
0.717 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD1778 Approved
0.7163 Intermediate Similarity NPD2674 Phase 3
0.7161 Intermediate Similarity NPD4965 Approved
0.7161 Intermediate Similarity NPD4967 Phase 2
0.7161 Intermediate Similarity NPD4966 Approved
0.7143 Intermediate Similarity NPD7054 Approved
0.7143 Intermediate Similarity NPD5844 Phase 1
0.7143 Intermediate Similarity NPD4628 Phase 3
0.7133 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD9717 Approved
0.7124 Intermediate Similarity NPD5090 Approved
0.7124 Intermediate Similarity NPD5089 Approved
0.7121 Intermediate Similarity NPD9493 Approved
0.7115 Intermediate Similarity NPD7075 Discontinued
0.7109 Intermediate Similarity NPD3022 Approved
0.7109 Intermediate Similarity NPD3021 Approved
0.7103 Intermediate Similarity NPD3539 Phase 1
0.7099 Intermediate Similarity NPD7472 Approved
0.7099 Intermediate Similarity NPD7074 Phase 3
0.7097 Intermediate Similarity NPD940 Approved
0.7097 Intermediate Similarity NPD846 Approved
0.7097 Intermediate Similarity NPD291 Approved
0.7097 Intermediate Similarity NPD5353 Approved
0.7092 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD5691 Approved
0.7089 Intermediate Similarity NPD7199 Phase 2
0.7087 Intermediate Similarity NPD290 Approved
0.7081 Intermediate Similarity NPD7228 Approved
0.708 Intermediate Similarity NPD4749 Approved
0.7073 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD919 Approved
0.7063 Intermediate Similarity NPD4340 Discontinued
0.7059 Intermediate Similarity NPD1091 Approved
0.7055 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD3686 Approved
0.7039 Intermediate Similarity NPD3687 Approved
0.7034 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD2684 Approved
0.7029 Intermediate Similarity NPD3225 Approved
0.7021 Intermediate Similarity NPD7095 Approved
0.7007 Intermediate Similarity NPD1549 Phase 2
0.7007 Intermediate Similarity NPD1608 Approved
0.7 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.6993 Remote Similarity NPD3620 Phase 2
0.6993 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6978 Remote Similarity NPD1203 Approved
0.6972 Remote Similarity NPD411 Approved
0.6972 Remote Similarity NPD1296 Phase 2
0.697 Remote Similarity NPD7549 Discontinued
0.6966 Remote Similarity NPD6111 Discontinued
0.6954 Remote Similarity NPD2533 Approved
0.6954 Remote Similarity NPD2532 Approved
0.6954 Remote Similarity NPD2534 Approved
0.6951 Remote Similarity NPD6797 Phase 2
0.6949 Remote Similarity NPD9094 Approved
0.6948 Remote Similarity NPD4675 Approved
0.6948 Remote Similarity NPD4678 Approved
0.6948 Remote Similarity NPD4380 Phase 2
0.6948 Remote Similarity NPD6599 Discontinued
0.6947 Remote Similarity NPD7843 Approved
0.6944 Remote Similarity NPD1933 Approved
0.6939 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6939 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6929 Remote Similarity NPD9697 Approved
0.6929 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6923 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7819 Suspended
0.6918 Remote Similarity NPD3748 Approved
0.6917 Remote Similarity NPD7157 Approved
0.6913 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6913 Remote Similarity NPD4110 Phase 3
0.6913 Remote Similarity NPD8166 Discontinued
0.6909 Remote Similarity NPD7251 Discontinued
0.6909 Remote Similarity NPD7685 Pre-registration
0.6906 Remote Similarity NPD1283 Approved
0.6901 Remote Similarity NPD4625 Phase 3
0.6897 Remote Similarity NPD6653 Approved
0.6894 Remote Similarity NPD5242 Approved
0.6883 Remote Similarity NPD824 Approved
0.6879 Remote Similarity NPD5402 Approved
0.6867 Remote Similarity NPD7808 Phase 3
0.6867 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5403 Approved
0.6861 Remote Similarity NPD3847 Discontinued
0.6859 Remote Similarity NPD6801 Discontinued
0.6857 Remote Similarity NPD987 Approved
0.6853 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6846 Remote Similarity NPD3060 Approved
0.6845 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6842 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6842 Remote Similarity NPD5401 Approved
0.6835 Remote Similarity NPD7768 Phase 2
0.6824 Remote Similarity NPD1375 Discontinued
0.6822 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6821 Remote Similarity NPD7124 Phase 2
0.6818 Remote Similarity NPD5535 Approved
0.6815 Remote Similarity NPD4585 Approved
0.6812 Remote Similarity NPD1535 Discovery
0.6809 Remote Similarity NPD257 Approved
0.6809 Remote Similarity NPD258 Approved
0.6806 Remote Similarity NPD6233 Phase 2
0.6806 Remote Similarity NPD1726 Clinical (unspecified phase)
0.6806 Remote Similarity NPD259 Phase 1
0.6797 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6795 Remote Similarity NPD7411 Suspended
0.6795 Remote Similarity NPD6386 Approved
0.6795 Remote Similarity NPD6385 Approved
0.6792 Remote Similarity NPD6971 Discontinued
0.6792 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6788 Remote Similarity NPD17 Approved
0.6786 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6781 Remote Similarity NPD2653 Approved
0.6781 Remote Similarity NPD2492 Phase 1
0.6774 Remote Similarity NPD3111 Phase 1
0.6774 Remote Similarity NPD4005 Discontinued
0.6774 Remote Similarity NPD3455 Phase 2
0.6767 Remote Similarity NPD1241 Discontinued
0.6763 Remote Similarity NPD1481 Phase 2
0.6759 Remote Similarity NPD826 Approved
0.6759 Remote Similarity NPD825 Approved
0.6744 Remote Similarity NPD968 Approved
0.6738 Remote Similarity NPD2797 Approved

Structure

External Identifiers

PubChem CID   5321318
ChEMBL   CHEMBL146713
ZINC  

Physicochemical Properties

Molecular Weight:  238.08
ALogP:  -0.1916
MLogP:  2.23
XLogP:  1.108
# Rotatable Bonds:  9
Polar Surface Area:  64.99
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  17

Download Data

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Structure MOL file  
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Biological Activities  
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