Natural Product: NPC106138

Natural Product ID:  NPC106138
Common Name:   (2-Hydroxy-3-Methoxy-5-Allyl)Phenyl Beta-D-(6-O-E-Sinapoyl)Glucopyranoside
IUPAC Name:   [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxy-3-methoxy-5-prop-2-enylphenoxy)oxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
Synonyms:  
Molecular Formula:   C27H32O12
Standard InCHIKey:  OMQYRPLKROLHII-CPFMWJBESA-N
Standard InCHI:  InChI=1S/C27H32O12/c1-5-6-14-9-18(36-4)23(30)19(12-14)38-27-26(33)25(32)24(31)20(39-27)13-37-21(28)8-7-15-10-16(34-2)22(29)17(11-15)35-3/h5,7-12,20,24-27,29-33H,1,6,13H2,2-4H3/b8-7+/t20-,24-,25+,26-,27-/m1/s1
Canonical SMILES:  C=CCc1cc(O[C@@H]2O[C@H](COC(=O)/C=C/c3cc(OC)c(c(c3)OC)O)[C@H]([C@@H]([C@H]2O)O)O)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
NPO8843 Epipactis palustris Species Orchidaceae Eukaryota UNPD*
NPO15339 Artemisia afra Species Asteraceae Eukaryota UNPD*
NPO15050 Rumex obtusifolius Species Polygonaceae Eukaryota UNPD*
NPO2373 Popillia japonica Species Scarabaeidae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 15000 nM 18314960

  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 NPC106138 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
0.965 High Similarity NPC478237
0.9574 High Similarity NPC478239
0.9514 High Similarity NPC93924
0.951 High Similarity NPC199928
0.9504 High Similarity NPC140502
0.9504 High Similarity NPC157816
0.9504 High Similarity NPC469559
0.9456 High Similarity NPC150442
0.9448 High Similarity NPC90896
0.9448 High Similarity NPC283839
0.9441 High Similarity NPC476382
0.9441 High Similarity NPC252292
0.9441 High Similarity NPC34587
0.9441 High Similarity NPC34927
0.9441 High Similarity NPC100998
0.9433 High Similarity NPC186406
0.9388 High Similarity NPC176186
0.9388 High Similarity NPC169404
0.9388 High Similarity NPC53587
0.9375 High Similarity NPC476865
0.9371 High Similarity NPC232228
0.9371 High Similarity NPC297342
0.9371 High Similarity NPC292443
0.9366 High Similarity NPC189115
0.932 High Similarity NPC213197
0.931 High Similarity NPC232992
0.931 High Similarity NPC41844
0.9306 High Similarity NPC476868
0.9306 High Similarity NPC476864
0.9306 High Similarity NPC475096
0.9306 High Similarity NPC476866
0.9306 High Similarity NPC476869
0.9296 High Similarity NPC469661
0.9291 High Similarity NPC100389
0.9291 High Similarity NPC98777
0.9291 High Similarity NPC212770
0.9257 High Similarity NPC472611
0.9257 High Similarity NPC476352
0.9257 High Similarity NPC215060
0.9257 High Similarity NPC472612
0.9257 High Similarity NPC289967
0.9247 High Similarity NPC476348
0.9247 High Similarity NPC187398
0.9236 High Similarity NPC110063
0.9236 High Similarity NPC476867
0.9236 High Similarity NPC25292
0.9236 High Similarity NPC473045
0.9231 High Similarity NPC475084
0.9231 High Similarity NPC193722
0.9231 High Similarity NPC278469
0.9225 High Similarity NPC202700
0.922 High Similarity NPC124149
0.922 High Similarity NPC470413
0.922 High Similarity NPC65530
0.922 High Similarity NPC59324
0.922 High Similarity NPC126206
0.922 High Similarity NPC138738
0.9211 High Similarity NPC203020
0.9211 High Similarity NPC239966
0.9184 High Similarity NPC475250
0.9184 High Similarity NPC313334
0.9184 High Similarity NPC471062
0.9184 High Similarity NPC306890
0.9184 High Similarity NPC473427
0.9184 High Similarity NPC212670
0.9184 High Similarity NPC476398
0.9184 High Similarity NPC259347
0.9184 High Similarity NPC476386
0.9184 High Similarity NPC94871
0.9184 High Similarity NPC206264
0.9184 High Similarity NPC470933
0.9178 High Similarity NPC227902
0.9178 High Similarity NPC39657
0.9178 High Similarity NPC476347
0.9172 High Similarity NPC83743
0.9172 High Similarity NPC216819
0.9172 High Similarity NPC287615
0.9172 High Similarity NPC262182
0.9167 High Similarity NPC473044
0.9161 High Similarity NPC83375
0.9161 High Similarity NPC224876
0.9149 High Similarity NPC471665
0.9149 High Similarity NPC242028
0.9149 High Similarity NPC37468
0.9149 High Similarity NPC471719
0.9149 High Similarity NPC203230
0.9149 High Similarity NPC471664
0.9149 High Similarity NPC157554
0.9149 High Similarity NPC186418
0.9145 High Similarity NPC160780
0.9145 High Similarity NPC289811
0.9122 High Similarity NPC188393
0.9122 High Similarity NPC120426
0.9122 High Similarity NPC470927
0.9122 High Similarity NPC294522
0.9122 High Similarity NPC470934
0.9122 High Similarity NPC205727
0.9122 High Similarity NPC257970
0.9122 High Similarity NPC21184
0.9116 High Similarity NPC96294
0.911 High Similarity NPC125755
0.911 High Similarity NPC190714
0.911 High Similarity NPC99515
0.9097 High Similarity NPC472714
0.9097 High Similarity NPC5262
0.9091 High Similarity NPC267291
0.9091 High Similarity NPC210478
0.9079 High Similarity NPC1913
0.9079 High Similarity NPC472860
0.9078 High Similarity NPC185778
0.9054 High Similarity NPC286235
0.9054 High Similarity NPC176903
0.9054 High Similarity NPC51328
0.9054 High Similarity NPC30688
0.9054 High Similarity NPC55158
0.9054 High Similarity NPC478242
0.9048 High Similarity NPC52740
0.9041 High Similarity NPC277867
0.9041 High Similarity NPC161700
0.9038 High Similarity NPC59516
0.9034 High Similarity NPC252169
0.9028 High Similarity NPC134405
0.9028 High Similarity NPC476385
0.9026 High Similarity NPC472859
0.9026 High Similarity NPC25389
0.9026 High Similarity NPC311803
0.9021 High Similarity NPC81515
0.9021 High Similarity NPC197316
0.9021 High Similarity NPC226005
0.9021 High Similarity NPC476383
0.9021 High Similarity NPC89105
0.9021 High Similarity NPC68092
0.9021 High Similarity NPC64141
0.9021 High Similarity NPC472350
0.9014 High Similarity NPC52277
0.9014 High Similarity NPC199459
0.9014 High Similarity NPC164857
0.9014 High Similarity NPC177035
0.9013 High Similarity NPC11411
0.9007 High Similarity NPC187194
0.9007 High Similarity NPC309744
0.9007 High Similarity NPC13745
0.9007 High Similarity NPC251981
0.9007 High Similarity NPC107478
0.9007 High Similarity NPC287597
0.9007 High Similarity NPC886
0.9007 High Similarity NPC170694
0.9007 High Similarity NPC48863
0.9007 High Similarity NPC34293
0.9007 High Similarity NPC135127
0.9 High Similarity NPC302610
0.9 High Similarity NPC478268
0.8993 High Similarity NPC476871
0.8993 High Similarity NPC114740
0.8986 High Similarity NPC130449
0.8986 High Similarity NPC80732
0.8986 High Similarity NPC201148
0.8986 High Similarity NPC210611
0.8986 High Similarity NPC300262
0.8986 High Similarity NPC199311
0.8986 High Similarity NPC192763
0.8986 High Similarity NPC248132
0.8986 High Similarity NPC3460
0.8986 High Similarity NPC175976
0.8986 High Similarity NPC261122
0.8986 High Similarity NPC28651
0.8986 High Similarity NPC215095
0.898 High Similarity NPC268515
0.898 High Similarity NPC40222
0.8973 High Similarity NPC469313
0.8973 High Similarity NPC187774
0.8973 High Similarity NPC472713
0.8973 High Similarity NPC118385
0.8973 High Similarity NPC472712
0.8973 High Similarity NPC473046
0.8973 High Similarity NPC76176
0.8973 High Similarity NPC168579
0.8973 High Similarity NPC138227
0.8968 High Similarity NPC33298
0.8968 High Similarity NPC285108
0.8966 High Similarity NPC145319
0.8966 High Similarity NPC265648
0.8966 High Similarity NPC222433
0.8961 High Similarity NPC119125
0.8961 High Similarity NPC166277
0.8958 High Similarity NPC106944
0.8951 High Similarity NPC78363
0.8951 High Similarity NPC260425
0.8944 High Similarity NPC470236
0.8936 High Similarity NPC115022
0.8936 High Similarity NPC215833
0.8936 High Similarity NPC69513
0.8936 High Similarity NPC132895
0.8936 High Similarity NPC49074
0.8936 High Similarity NPC294166
0.8926 High Similarity NPC111785
0.8919 High Similarity NPC15538
0.8919 High Similarity NPC473480
0.8919 High Similarity NPC15577
0.8912 High Similarity NPC274960

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC106138 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
0.9184 High Similarity NPD1653 Approved
0.9021 High Similarity NPD7266 Discontinued
0.8571 High Similarity NPD7054 Approved
0.8521 High Similarity NPD3027 Phase 3
0.8519 High Similarity NPD7472 Approved
0.8519 High Similarity NPD7074 Phase 3
0.8472 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8472 Intermediate Similarity NPD1613 Approved
0.8395 Intermediate Similarity NPD3818 Discontinued
0.8364 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8303 Intermediate Similarity NPD7251 Discontinued
0.8291 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8282 Intermediate Similarity NPD7228 Approved
0.8253 Intermediate Similarity NPD7808 Phase 3
0.8242 Intermediate Similarity NPD6797 Phase 2
0.8194 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8187 Intermediate Similarity NPD6234 Discontinued
0.8125 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8101 Intermediate Similarity NPD37 Approved
0.8101 Intermediate Similarity NPD1934 Approved
0.8063 Intermediate Similarity NPD4967 Phase 2
0.8063 Intermediate Similarity NPD4965 Approved
0.8063 Intermediate Similarity NPD4966 Approved
0.7976 Intermediate Similarity NPD6559 Discontinued
0.7976 Intermediate Similarity NPD7685 Pre-registration
0.7975 Intermediate Similarity NPD7199 Phase 2
0.7939 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7939 Intermediate Similarity NPD6166 Phase 2
0.7939 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7937 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7898 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7888 Intermediate Similarity NPD3817 Phase 2
0.7832 Intermediate Similarity NPD1091 Approved
0.7826 Intermediate Similarity NPD2801 Approved
0.7821 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7811 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7806 Intermediate Similarity NPD6190 Approved
0.7798 Intermediate Similarity NPD5844 Phase 1
0.7798 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7792 Intermediate Similarity NPD1652 Phase 2
0.7792 Intermediate Similarity NPD6674 Discontinued
0.7791 Intermediate Similarity NPD7075 Discontinued
0.7771 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7765 Intermediate Similarity NPD7240 Approved
0.773 Intermediate Similarity NPD3882 Suspended
0.7724 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7716 Intermediate Similarity NPD1465 Phase 2
0.7688 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD8455 Phase 2
0.76 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD1511 Approved
0.7586 Intermediate Similarity NPD422 Phase 1
0.7584 Intermediate Similarity NPD4908 Phase 1
0.7566 Intermediate Similarity NPD5124 Phase 1
0.7566 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD230 Phase 1
0.7561 Intermediate Similarity NPD5402 Approved
0.7531 Intermediate Similarity NPD4380 Phase 2
0.7516 Intermediate Similarity NPD4628 Phase 3
0.75 Intermediate Similarity NPD7819 Suspended
0.75 Intermediate Similarity NPD1512 Approved
0.75 Intermediate Similarity NPD6843 Phase 3
0.75 Intermediate Similarity NPD6842 Approved
0.75 Intermediate Similarity NPD6841 Approved
0.7483 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD2982 Phase 2
0.7483 Intermediate Similarity NPD2983 Phase 2
0.7466 Intermediate Similarity NPD3705 Approved
0.7466 Intermediate Similarity NPD1610 Phase 2
0.7453 Intermediate Similarity NPD5403 Approved
0.7439 Intermediate Similarity NPD6801 Discontinued
0.7431 Intermediate Similarity NPD1548 Phase 1
0.7418 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD2981 Phase 2
0.7414 Intermediate Similarity NPD7549 Discontinued
0.7405 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD3018 Phase 2
0.7396 Intermediate Similarity NPD6232 Discontinued
0.7386 Intermediate Similarity NPD4060 Phase 1
0.7379 Intermediate Similarity NPD1357 Approved
0.7375 Intermediate Similarity NPD6799 Approved
0.7371 Intermediate Similarity NPD8313 Approved
0.7371 Intermediate Similarity NPD8312 Approved
0.7368 Intermediate Similarity NPD7473 Discontinued
0.7355 Intermediate Similarity NPD7097 Phase 1
0.7351 Intermediate Similarity NPD7680 Approved
0.7338 Intermediate Similarity NPD4340 Discontinued
0.7338 Intermediate Similarity NPD1933 Approved
0.7337 Intermediate Similarity NPD8127 Discontinued
0.733 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD5401 Approved
0.7326 Intermediate Similarity NPD3751 Discontinued
0.732 Intermediate Similarity NPD6233 Phase 2
0.7312 Intermediate Similarity NPD5058 Phase 3
0.7305 Intermediate Similarity NPD228 Approved
0.7303 Intermediate Similarity NPD7095 Approved
0.7296 Intermediate Similarity NPD3750 Approved
0.7285 Intermediate Similarity NPD2861 Phase 2
0.7278 Intermediate Similarity NPD5494 Approved
0.7278 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD1549 Phase 2
0.7273 Intermediate Similarity NPD7411 Suspended
0.7267 Intermediate Similarity NPD4357 Discontinued
0.7263 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD5536 Phase 2
0.7215 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7202 Intermediate Similarity NPD7768 Phase 2
0.7195 Intermediate Similarity NPD3687 Approved
0.7195 Intermediate Similarity NPD3686 Approved
0.7193 Intermediate Similarity NPD3787 Discontinued
0.719 Intermediate Similarity NPD4625 Phase 3
0.7188 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD2977 Approved
0.7186 Intermediate Similarity NPD2978 Approved
0.7179 Intermediate Similarity NPD6653 Approved
0.7178 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD3496 Discontinued
0.7161 Intermediate Similarity NPD1558 Phase 1
0.7152 Intermediate Similarity NPD1551 Phase 2
0.7143 Intermediate Similarity NPD5353 Approved
0.7143 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6798 Discontinued
0.7134 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7134 Intermediate Similarity NPD4536 Approved
0.7134 Intermediate Similarity NPD4538 Approved
0.7133 Intermediate Similarity NPD4749 Approved
0.7133 Intermediate Similarity NPD7843 Approved
0.7125 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD6355 Discontinued
0.7115 Intermediate Similarity NPD447 Suspended
0.7108 Intermediate Similarity NPD4675 Approved
0.7108 Intermediate Similarity NPD6599 Discontinued
0.7108 Intermediate Similarity NPD4678 Approved
0.7107 Intermediate Similarity NPD5763 Approved
0.7107 Intermediate Similarity NPD5762 Approved
0.7103 Intermediate Similarity NPD7157 Approved
0.7083 Intermediate Similarity NPD5283 Phase 1
0.7081 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD4110 Phase 3
0.7062 Intermediate Similarity NPD7039 Approved
0.7062 Intermediate Similarity NPD7038 Approved
0.7051 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD3620 Phase 2
0.7048 Intermediate Similarity NPD6055 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD2935 Discontinued
0.7044 Intermediate Similarity NPD2796 Approved
0.7025 Intermediate Similarity NPD4978 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD1358 Approved
0.7019 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7016 Intermediate Similarity NPD7585 Approved
0.7014 Intermediate Similarity NPD5535 Approved
0.7012 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.6987 Remote Similarity NPD4062 Phase 3
0.6981 Remote Similarity NPD3748 Approved
0.6981 Remote Similarity NPD1510 Phase 2
0.6981 Remote Similarity NPD7033 Discontinued
0.6981 Remote Similarity NPD5960 Phase 3
0.6981 Remote Similarity NPD5588 Approved
0.6979 Remote Similarity NPD8151 Discontinued
0.6975 Remote Similarity NPD8166 Discontinued
0.6974 Remote Similarity NPD3225 Approved
0.6972 Remote Similarity NPD2684 Approved
0.6964 Remote Similarity NPD6386 Approved
0.6964 Remote Similarity NPD6385 Approved
0.6963 Remote Similarity NPD7583 Approved
0.6959 Remote Similarity NPD6971 Discontinued
0.6957 Remote Similarity NPD970 Clinical (unspecified phase)
0.6957 Remote Similarity NPD2424 Discontinued
0.6954 Remote Similarity NPD5242 Approved
0.6948 Remote Similarity NPD9494 Approved
0.6943 Remote Similarity NPD4140 Approved
0.6937 Remote Similarity NPD6099 Approved
0.6937 Remote Similarity NPD6100 Approved
0.6936 Remote Similarity NPD6959 Discontinued
0.6933 Remote Similarity NPD5307 Clinical (unspecified phase)
0.6928 Remote Similarity NPD2797 Approved
0.6923 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6919 Remote Similarity NPD919 Approved
0.6914 Remote Similarity NPD3060 Approved
0.6909 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6909 Remote Similarity NPD3536 Discontinued
0.6909 Remote Similarity NPD7447 Phase 1
0.6903 Remote Similarity NPD6832 Phase 2
0.6895 Remote Similarity NPD7435 Discontinued
0.6894 Remote Similarity NPD1375 Discontinued
0.6894 Remote Similarity NPD3540 Phase 1
0.6879 Remote Similarity NPD5677 Discontinued
0.6875 Remote Similarity NPD7584 Approved
0.6871 Remote Similarity NPD6671 Approved
0.6863 Remote Similarity NPD8651 Approved

Structure

External Identifiers

PubChem CID   24879405
ChEMBL   CHEMBL463849
ZINC  

Physicochemical Properties

Molecular Weight:  548.19
ALogP:  -1.5242
MLogP:  3.11
XLogP:  1.591
# Rotatable Bonds:  20
Polar Surface Area:  173.6
# H-Bond Aceptor:  6
# H-Bond Donor:  5
# Rings:  3
# Heavy Atoms:  39

Download Data

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